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Explore every episode of Awkward Pillow Talk

Dive into the complete episode list for Awkward Pillow Talk. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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1–50 of 89

Pub. DateTitleDuration
07 May 2024Awkward...When Your Mom Tells Facebook You're a Swinger00:36:39

With ThatHotCoupleInGA


In this episode, Jason and Stephanie Class interview Russ and Ashley from ThatHotCoupleinGA. They discuss how they were outed by their family and the challenges they faced. They also talk about their OnlyFans page and the importance of transparency and honesty in the adult industry. The conversation touches on the fear of judgment and the need for acceptance. They also discuss their experiences with the lifestyle and their thoughts on attending swingers events. They talk about the challenges and rewards of being content creators, the importance of authenticity, and the balance between personal and professional lives. They also touch on the topic of parenting and how they navigate their lifestyle choices with their children. The conversation ends with a discussion about their favorite content on their OnlyFans.


Follow Russ and Ashley - Linktr.ee/thathotcoupleinga


AwkwardPillowTalk.com





Support this podcast at — https://redcircle.com/awkward/donations
30 May 2024Awkward...Erotic Hypnosis with Mark Kemp00:43:16

In this episode, Mark Kemp, a certified hypnotherapist, discusses erotic hypnosis and its practical applications. He shares his personal journey of using hypnosis for pain management and how it sparked his curiosity to learn more. Mark explains that hypnosis can be used to enhance sexual experiences, help individuals overcome mental blocks, and explore new sensations without physically engaging in them. He also addresses common misconceptions about hypnosis and emphasizes the importance of trust and collaboration in the process.


website: www.tranquilityhealthwellness.llc.

FetLife: HypnoticDawg

AwkwardTalk.com




Support this podcast at — https://redcircle.com/awkward/donations
12 Apr 2024Awkward... Exploring Your Kinks (with Babz_onthe_Rox)00:32:17

Summary


In this conversation, Jason , Stephanie, and Babz discuss various kinks and fetishes they have encountered in the swinging lifestyle and through their work on Sexed Panther. They talk about the extremes they have come across, the importance of open-mindedness and consent, and the challenges of navigating different kinks with partners. They also mention the role of platforms like FetLife in finding like-minded individuals and building a supportive community. The conversation explores the topic of kinks and how to navigate them within a relationship. The hosts discuss the challenges of bringing up kinks with a partner and the fear of rejection. They also share their experiences with BDSM and taking kink tests. They touch on the importance of finding like-minded individuals and the need for open-mindedness and acceptance. The conversation ends with a discussion on the role of adult workers in providing a safe outlet for exploring kinks.


AwkwardPillowTalk.com

AwkwardTalk.com


Guest: Babz_onthe_Rox - IG/OF


Takeaways


The swinging lifestyle can expose individuals to a wide range of kinks and fetishes, some of which may be extreme and unexpected.

It is important to approach kinks and fetishes with open-mindedness and respect for consent.

Platforms like FetLife can provide a supportive community for exploring and discussing different kinks.

Navigating different kinks with partners can be challenging, but communication and understanding are key.

People's interests and comfort levels with kinks and fetishes can evolve over time. Bringing up kinks with a partner can be nerve-wracking, but open communication is key.

Finding like-minded individuals and a supportive community is important for exploring kinks.

The adult industry provides a safe outlet for exploring kinks and should be respected.

Open-mindedness and acceptance are crucial when discussing and exploring kinks within a relationship.


Keywords


kinks, fetishes, swinging lifestyle, Sexed Panther, extremes, open-mindedness, consent, challenges, FetLife, community, kinks, BDSM, relationships, communication, rejection, exploration, acceptance, adult industry






Support this podcast at — https://redcircle.com/awkward/donations
19 Sep 2024Awkward...Stephanie's First Time Being Shared As A Hotwife00:40:22

In this episode, Stephanie and Jason Class discuss their experiences with adult content creation, focusing on the hot wife lifestyle and the journey of filming virgin experiences. The conversation explores the importance of sexual education, the historical context of sexuality, and the challenges faced in the adult industry. Stephanie shares personal anecdotes, insights into the dynamics of relationships, and the evolution of their content creation process, emphasizing the need for clear communication and consent in their work.




Support this podcast at — https://redcircle.com/awkward/donations
16 Apr 2024Awkward...Defining Your Swinging Style00:20:47

In this conversation, Jason and Stephanie Class discuss their swinging style and the importance of defining and communicating boundaries in the lifestyle. They share their own journey of exploring different levels of swinging, from same-room play to soft swap and full swap. They also touch on various dynamics within the lifestyle, such as hotwifing and receiving reports from the wife. The couple emphasizes the need for open communication and education in order to have a positive and fulfilling swinging experience. 


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
18 Sep 2024Awkward...Cutting Through The BS (with Dr.Stephanie Snyder)00:40:39

Dr. Stephanie Snyder and Jason and Stephanie Class discuss the importance of communication in relationships, particularly during pregnancy. They share their experiences and strategies for maintaining physical and emotional connection during this time. They also touch on the significance of comprehension in communication and the need to clarify and understand each other's perspectives. Dr. Snyder talks about her podcast, 'Cutting Through the Bullshit,' where she helps people overcome overthinking and take action towards their goals.


Listen to Dr Stephanie Snyders Podcast Here - https://podcasts.apple.com/us/podcast/cutting-through-the-bullsh-t-with-dr-stephanie-snyder/id1438668175



Support this podcast at — https://redcircle.com/awkward/donations
03 Nov 2024Awkward X History - Bill Clinton's Oral Office00:06:04

Get cozy, folks! In this steamy episode of Awkward X History, we’re diving deep into one of the most scandalous chapters of recent political history: the infamous affair between President Bill Clinton and Monica Lewinsky—also known as “The Oral Office Incident.”


Join your host, Jason Class, as we set the scene in 1995—a time of booming economies, dial-up internet, and a seemingly more optimistic world. We’ll explore how a 22-year-old intern and the 49-year-old Commander-in-Chief became entangled in a relationship that not only rocked the White House but also left a permanent mark on the American political landscape.


From secret encounters in the Oval Office to the infamous blue dress, we’re unraveling the details of this intense and emotionally charged liaison. We’ll delve into how the scandal unfolded, the media frenzy that ensued, and its lasting impact on both Bill and Monica.


As we head towards another election, we’ll reflect on the lessons learned and ponder whether history has a funny way of repeating itself. Don’t miss this deep dive into awkward sex history that’s both enlightening and entertaining.


Tune in now on virginitysnatchers.com.


Keywords & Hashtags:


#Election2024 #PoliticalScandal #MonicaLewinsky #BillClinton #OralOffice #AwkwardSexHistory #PresidentialAffair #Impeachment #HistoryRepeats #Vote #WhiteHouse #1990sPolitics #Scandal #PoliticalHistory #USPolitics #BlueDress #LindaTripp #InternAffair #PoliticalLessons #JasonClass #VirginitySnatchers



Support this podcast at — https://redcircle.com/awkward/donations
24 May 2024Awkward...Strip Club Grilled Cheese with Nicole Pearl00:31:26

In this episode of the Awkward Pillow Talk podcast, Jason and Stephanie Class interview Nicole Pearl, a content creator on OnlyFans, LoyalFans, and Manyvids. They discuss the challenges and rewards of content creation, including the constant hustle to attract and retain fans, the importance of promoting and engaging with fans, and the struggles of dealing with social media account shutdowns. They also touch on the topic of cosplay and share some humorous anecdotes from their experiences in the lifestyle community.


NicolePearl.net

AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
30 Sep 2024Awkward X History | James Joyce Was A Fart Sniffer00:05:26

Get ready for another awkward dive into history with ‘Awkward Pillow Talk’ as we explore the surprisingly steamy side of literary legend James Joyce. Known for his masterpiece Ulysses, Joyce also had a knack for writing some very explicit love letters to his wife—like, awkwardly explicit. In this episode, we uncover the hilariously intimate side of this famous author that’s as weird as it is fascinating. Perfect for anyone who loves cringeworthy moments, unexpected kinks, and historical figures who were definitely into some… weird stuff. You won’t read Ulysses the same way again(or ever?)!


VirginitySnatchers.com



Support this podcast at — https://redcircle.com/awkward/donations
11 Sep 2024Awkward...Stephanie Class is your Nuud (Legal) Weed Dealer00:22:04

In this episode of Awkward Pillow Talk, Jason and Stephanie discuss their experiences with using marijuana or cannabis products during sex. They talk about the stigma surrounding weed and their journey in exploring its use in their relationship. They share their thoughts on different strains and products they have tried, including vapes, gummies, and joints. They highlight the positive effects of cannabis on their mood, relaxation, and sexual experiences. They also mention a company called Nuud Pleasures that offers hemp-based products for enhancing sexual experiences.


AwkwardTalk.com

VirginitySnatchers.com

NuudPleasures.com/ATalk



Support this podcast at — https://redcircle.com/awkward/donations
17 Jul 2024Awkward...Your Favorite Pornstar is in Your Bed (With your Wife!)00:28:16

In this conversation, Stephanie Class, Candi_Canes, and Suck-A-Saurus discuss various topics related to watching porn and the experiences of sex workers. They explore the mindset of men who only watch lesbian porn, the importance of having a supportive community in the sex industry, and the challenges of finding friends who understand their work. They also touch on the types of porn they enjoy and the benefits of creating custom content for their fans. Overall, the conversation provides insights into the personal and professional lives of sex workers.


OF - Candi_Canes

Suk-A-Saurus

StephanieClass

JasonClass

AwkwardTalk

TheClassRoom




Support this podcast at — https://redcircle.com/awkward/donations
06 Oct 2024Awkward X History | Charlie Chaplin was a Foot Guy00:04:22

In this episode of Awkward X History, we dive into the world of silent film star Charlie Chaplin—not just for his comedic genius, but for one of his lesser-known quirks: his serious thing for feet. From the silver screen to the bedroom, Chaplin’s love of all things toes shaped more than just his films. Join us as we explore how even the greats had their strange fascinations and how Chaplin’s foot fetish became a part of his awkward legacy. This isn’t your typical history lesson—it’s the awkward, weird, and oddly fascinating side of one of Hollywood’s biggest icons!


#AwkwardXHistory #CharlieChaplin #FootFetish #WeirdHistory #HollywoodLegends #ComedicGenius #AwkwardFacts #SilentFilmStar



Support this podcast at — https://redcircle.com/awkward/donations
14 Sep 2024Awkward...You Lost 50lb By Being Lazy (FYRBody.com/AwkwardTalk)00:25:12

Summary


In this conversation, Jason and Stephanie Class share their personal journey of weight loss and transformation, discussing their struggles with weight, the various methods they tried, and their eventual success with semaglutide. They emphasize the importance of finding the right solutions for individual needs and the impact of community support in achieving health goals. Their candid discussion highlights the emotional and physical challenges faced during their journey, as well as the positive changes they experienced through new treatments.


FYRBody.com/AwkwardTalk

Takeaways


Jason reflects on his past struggles with weight and self-image.

The couple emphasizes the importance of finding efficient solutions for weight loss.

They discuss their experiences with various weight loss methods, including TRT and semaglutide.

Jason shares his initial skepticism about weight loss treatments but found success with semaglutide.

Stephanie highlights the importance of listening to one's body during the weight loss journey.

The couple discusses the positive side effects of semaglutide, including increased energy and improved mood.

They express their desire to build a supportive community for others on similar journeys.

Jason and Stephanie emphasize the importance of setting achievable goals in weight loss.

They share their excitement about the potential long-term health benefits of semaglutide.

The couple encourages others to share their weight loss experiences without fear of judgment.




Support this podcast at — https://redcircle.com/awkward/donations
02 Dec 2024Awkward Stories: 3 Real-Life Soft Swap Adventures | Awkward Pillow Talk00:49:10

Welcome back to Awkward Pillow Talk! In this week’s episode, Jason and Stephanie open up about three of their most memorable—and hilariously awkward—soft swap experiences. From unexpected connections at a Jamaican resort to a high-spirited encounter that took an odd turn, they’re sharing it all.


Episode Highlights:

1. The Canadian Connection at Hedo: Dive into their spontaneous soft swap with a mysterious Canadian couple at Hedonism resort. Hear how anxiety, misadventures, and a serendipitous meeting led to an unforgettable experience.

2. Electric Moments with the Violet Wand: Join them as they recount meeting a captivating couple during a BDSM class. Explore how a violet wand sparked not just electricity but also an intense connection and one of Stephanie’s most powerful orgasms.

3. The Northern Virginia Surprise: Discover what happens when a planned meetup turns into an awkward encounter involving homemade weed and an unexpected revelation that brings the fun to a screeching halt.


Plus, they discuss:

• The challenges of content creation and dealing with anxiety.

• Exciting updates about their TikTok shop featuring their favorite self-care products.

• How you can support them on Fansly and gain access to exclusive content.


Don’t miss this episode filled with laughter, candid moments, and the genuine awkwardness that makes Jason and Stephanie so relatable.


_______________


• 🌐 All Our Links: VirginitySnatchers.com

• 🎥 TikTok Shop: @awkwardpillowtalk

• 📸 Fansly: Support us and join the contest!

• 🛍 Self-Care Favorites: Find our recommended products on our TikTok shop.


Connect with Us:

TikTok: @awkwardpillowtalk

Twitter: @awkwardpillowtlk

Instagram: @awkwardpillowtalk


_______________________

Enjoyed the episode? Like, subscribe, and leave a review! Your support helps us continue sharing these awkward yet amazing stories.



Support this podcast at — https://redcircle.com/awkward/donations
13 Mar 2025Awkward… A March Festivus (The Airing of Grievances)00:44:57

Awkward Pillow Talk – Awkward… A March Festivus (The Airing of Grievances)


Welcome back to Awkward Pillow Talk! This week, Jason and Stephanie are getting real—no filter, no meds, and definitely no holding back. From life updates to frustrations, friendships lost, and the search for real connections, it’s time for a good ol’ Festivus-style airing of grievances.


We’re diving into:

🔥 Why we ditched anxiety meds and what’s changed (spoiler: a lot)

🔥 A USMC Vet owned company selling an AMAZING new product

🔥 A game-changing health discovery (STD testing, allergies, and more!)

🔥 The struggle to find authentic friendships in the lifestyle

🔥 Why losing a friendship can hurt just as much as a breakup

🔥 The challenges of being content creators, swingers, and parents


Plus, we’ve got some wild stories, a little oversharing (as always), and an exclusive look at a product that might just change your sex life.


Catch the full, unfiltered convo on YouTube and RedCircle! Don’t forget to like, subscribe, and join us on this crazy ride.


See More - AwkwardPillowTalk.com

💬 Join the Awkwardly Sexy Society: AwkwardXXX.com


Get some Honey - Vitoo.com/StephanieClassX


Get Tested!


MyBLSLabs.com/AwkwardTalk10


#AwkwardPillowTalk #Podcast #Swingers #Lifestyle #Relationships #Unfiltered #FriendshipDrama #MentalHealth #HonestTalk



Support this podcast at — https://redcircle.com/awkward/donations
22 May 2024Awkward...and Unapologetic00:40:56

 Jason and Stephanie Class, along Jess Marie (Unapologetically Overcoming Podcast) discuss their experiences in the adult industry and their approach to open relationships. They share stories about meeting people for threesomes, their safety precautions, and their plans for creating educational and empowering content. They also talk about their preferences in porn and the challenges of balancing their work with parenting. The conversation is candid, humorous, and explores the dynamics of their unconventional lifestyle.



https://www.podbean.com/pi/pbblog-vzhxc-d7e1f6


https://podcasts.apple.com/us/podcast/unapologetically-overcoming/id1625971200


https://iheart.com/podcast/117678087


https://music.amazon.com/podcasts/f90c8092-f837-49ae-8d6f-3b92d1422c8c


https://open.spotify.com/show/4y0hzYvNRc8bNPS5luFMSJ


IG: @unapologetically_overcoming

Facebook: Unapologetically Overcoming - The Podcast


www.unapologeticlifecoachingllc.com


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
04 Sep 2024Awkward...Unsexy Drama (That made us have more SEX)00:47:53

Audio Only - In this no-holds-barred episode, Jason and Stephanie dive deep into the raw, unfiltered drama that’s been shaking up their lives both online and off. After four attempts to record, we’re finally dishing out the juicy details on why we went a full week without pay from OnlyFans. Get ready for a rollercoaster of emotions as we reveal how hacked accounts, unexpected chargebacks, and platform policies have put our livelihood on the line—right before a holiday weekend. 🏠


But that’s not all. Things heat up in our own neighborhood as we confront our petty, passive-aggressive neighbors about everything from “inappropriate” playdate attire to our kids getting unfairly singled out. Ever wonder what it’s like to be an adult content creator dealing with small-town drama? We’ve got stories that are as infuriating as they are relatable! 😤


We’re pulling back the curtain on the real struggles of being a creator, parent, and neighbor—all while keeping it real and, of course, a little awkward. If you love the thrill of a good drama mixed with some hard truths and a dose of dark humor, this is the episode you don’t want to miss! 🎙️


Tune in now to hear how we’re navigating the chaos, advocating for ourselves, and finding new ways to thrive amid the madness. Plus, learn how you can support us directly and ensure we keep bringing the spicy, unfiltered content you crave.


Support our podcast and grab some amazing products from our affiliates:


Popstar: Use code AWKWARDCUMHOTS for exclusive discounts!

Fuse Sunglasses - Add a dash of style with our favorite shades! Use code STEPHANIECLASSX

Early Bird Morning Cocktails - Start your day with a boost! Use code STEPHANIECLASSX

Sheets of San Francisco - Perfect for those who love to make a mess in bed.

Aria Box - Spice up your nights with fun surprises!


Visit our website for more content and exclusive offers:

AwkwardTalk.com

VirginitySnatchers.com


Listen now—because if you thought your week was rough, wait until you hear ours!



Support this podcast at — https://redcircle.com/awkward/donations
18 May 2024Awkward...Your Sex Shame is Messing With Your Business "Game"00:48:53

The conversation Between Jason and Stephanie Class, and Sarah Jefferson explores the importance of ethics and values in the digital marketing industry and the adult entertainment industry. The guests share their experiences in navigating these industries and the challenges they face in maintaining ethical standards. They discuss the power of authenticity and creating a safe space for individuals to express their true selves. The conversation also touches on personal experiences with shame and the liberation that comes from embracing one's sexuality. Overall, the conversation emphasizes the importance of being true to oneself and breaking free from societal expectations. In this conversation, Sarah discusses the importance of authenticity and being true to oneself in business and relationships. She emphasizes the need to play forward as if failure is not an option and to fully commit to success. Jason and Stephanie share their experiences of embracing their true selves and how it has positively impacted their careers and personal lives. They also discuss the balance between chaos and structure, the importance of having a moral compass, and the challenges of managing ego. Overall, the conversation highlights the value of authenticity, self-awareness, and surrounding oneself with supportive and like-minded individuals.


See more from Sarah - @superstarupgrades on instagram


StephanieClassX on IG, Tiktok, X

StephanieClass - OF

TheClassRoom - OF


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
19 Apr 2024Awkward Pillow Talk - Stories - Gang Bang Thursday00:18:12
This story is an excerpt from another one of our podcasts, describing our first experience at a lifestyle club. Jason and Stephanie decide to explore the swinger lifestyle and visit a swingers club near Nashville. However, their first experience is overwhelming and uncomfortable. They encounter pushy individuals, a lack of couples, and an unexpected gangbang night. Despite the initial disappointment, they find humor in the experience and begin to discuss the possibility of trying again in the future. AwkwardTalk.com

Support this podcast at — https://redcircle.com/awkward/donations
24 Apr 2024Awkward...Introducing Your Spouse To Porn00:25:21


In this episode of the Awkward Pillow Talk podcast, Jason and Stephanie Class discuss their experiences with pornography and how it has influenced their own content creation. They talk about their preferences for amateur porn, their exploration of different genres, and the importance of finding what turns them on. 


Looking to begin your own journey into watching porn? Start with us!


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
23 May 2024Awkward...You Didn't Understand The True Meaning Of Memorial Day00:04:19

A break from the norm, Jason and Stephanie open up about Memorial Day, discussing Jason's Brother who was killed in Iraq, and what it means to be a Gold Star Family.


Awkward or Not, Share a toast with us this memorial day on our Free SFW OnlyFans Page at 10pm EST on 5/27/2024


OnlyFans.com/AwkwardTalk



Support this podcast at — https://redcircle.com/awkward/donations
14 Feb 2025Awkward...and Miss Behavin00:44:47

We had an absolute blast chatting with @missbehavinxoxo—hilarious, sexy, and completely unfiltered! From wild industry stories to balancing life as a parent, we cover it all. Don’t miss this one!


💦 Check out her Intimaly toy!Feel MissBehavin


📅 Premieres Thursday at 7 PM—Set your reminders!


👀 Follow Miss Behavin everywhere:

OnlyFans

🔹 Paid: @missbehavinxoxo

🔹 Free (No Nudity): @missbehavinxoxo_free


X (Twitter)

🔹 @missbehavinxo (No XXX content unless blurred!)


Instagram

🔹 @missbehavinxoxo

🔹 @missbehavinxoxo1

🔹 @missbehavinxoxo5


Fansly

🔹 @peachesnbourbon

🔹 @jeeves458


ManyVids

🔹 @missbehavinxoxo

🔹 @jeeves458


Loyal Fans

🔹 @missbehavinxoxo


SextPanther

🔹 MissBehavinxoxo


👉 Subscribe, like, and turn on notifications so you don’t miss it! 🎙️


#Podcast #AwkwardPillowTalk #MissBehavin #SexPositive #AdultIndustry #Interview



Support this podcast at — https://redcircle.com/awkward/donations
23 Apr 2024Awkward...with Claire Doré00:30:51
In this conversation, Jason and Stephanie Class speak with Claire Doré, a relationship, dating, and sex coach. They discuss the importance of deep connection and intimacy in relationships, navigating the dating scene, and breaking free from societal conditioning and shame around sexuality. Claire shares her personal journey of sexual awakening and empowerment, including her experiences with BDSM and exploring her desires. They also touch on the significance of communication, vulnerability, and embracing one's sexuality. Claire offers coaching services and runs a group membership called the Liberation Lounge to help women liberate themselves from shame and conditioning. https://www.facebook.com/claire.dore   http://www.instagram.com/thewildwomanceo   https://youtube.com/@THEWildWomanceo   https://www.tiktok.com/@thewildwomanceo?_t=8fJhJTxuJ16&_r=t   https://podcasts.apple.com/us/podcast/unfuckingleashed/id1702764336 AwkwardTalk.com

Support this podcast at — https://redcircle.com/awkward/donations
01 May 2024Awkward...Swinger Dates00:34:27

In this episode of Awkward Pillow Talk, Jason and Stephanie Class discuss the importance of safety when meeting new people in the lifestyle. They share a personal story about a disastrous encounter with a couple they met online and emphasize the need for caution and thorough vetting. They also discuss the use of games and scenarios to break the ice and make everyone feel comfortable.


Follow Us!


Instagram : StephanieClassX AwkwardPillowTalk


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
27 Aug 2024Awkward...When The Sheets Aren't The Only Thing Getting Wet00:32:40

In this episode of Awkward Pillow Talk, Jason and Stephanie discuss their current life changes and the unexpected drama they are facing. They talk about coping with stress through open conversations and how it helps them gain new perspectives. They also mention trying out new products and sponsorships, including waterproof sheets. The conversation then shifts to the topic of anxiety and how they have seen others respond to it. They emphasize the importance of being open about mental health and creating connections with others who can relate. They also touch on their experiences in the adult industry and the challenges they face as content creators.


Support the show, and buy from our affiliates!


AwkwardTalk.com


Special Thank You to Sheets of San Francisco and EarlyBird for the product samples.

In this episode of Awkward Pillow Talk, Jason and Stephanie discuss their current life changes and the unexpected drama they are facing. They talk about coping with stress through open conversations and how it helps them gain new perspectives. They also mention trying out new products and sponsorships, including waterproof sheets. The conversation then shifts to the topic of anxiety and how they have seen others respond to it. They emphasize the importance of being open about mental health and creating connections with others who can relate. They also touch on their experiences in the adult industry and the challenges they face as content creators. Support the show, and buy from our affiliates! AwkwardTalk.com Special Thank You to Sheets of San Francisco and EarlyBird for the product samples. Check our Youtube channel for the full reviews

SheetsofSanfrancisco.com

https://clubearlybird.com/AWKWARDPILLOWTALK

For Business Inquiries, email TheAwkwardPillowTalkPodcast@Gmail.com



Support this podcast at — https://redcircle.com/awkward/donations
19 Apr 2024Awkward...Making Sex A Priority00:20:37

The conversation revolves around the importance of keeping sex a priority in a relationship. The hosts discuss their experiences with maintaining intimacy, the changes in their OnlyFans page, and the value of authenticity in their content. They also touch on the topic of making sex a priority in a marriage and share personal anecdotes and advice.


AwkwardTalk.com


Email us at TheAwkwardPillowTalkPodcast@gmail.com for questions or to be a guest!



Support this podcast at — https://redcircle.com/awkward/donations
03 Apr 2024Awkward…Talking to your partner about trying something new00:32:07
Summary In this conversation, Jason and Stephanie discuss their experiences and challenges in exploring new sexual experiences as a couple. They share their journey from a vanilla sex life to exploring swinging and using sex toys. They emphasize the importance of communication, patience, and being open to trying new things. They also share their experiences at a swingers club and offer advice for couples looking to introduce new experiences into their relationship. Keywords sexual exploration, swinging, communication, patience, sex toys, swingers club Takeaways Communication is key when introducing new sexual experiences into a relationship. Being patient and understanding with your partner's boundaries and comfort levels is important. Exploring new sexual experiences can lead to personal growth and a stronger connection with your partner. It's important to create a safe and non-judgmental space for discussing fantasies and desires. Understanding and respecting each other's boundaries is crucial in maintaining a healthy and fulfilling sexual relationship.

Support this podcast at — https://redcircle.com/awkward/donations
12 Apr 2024Awkward…You got catfished!00:32:24

Takeaways


Communication is key when introducing new sexual experiences into a relationship.

Being patient and understanding with your partner's boundaries and comfort levels is important.

Exploring new sexual experiences can lead to personal growth and a stronger connection with your partner.

It's important to create a safe and non-judgmental space for discussing fantasies and desires.

Understanding and respecting each other's boundaries is crucial in maintaining a healthy and fulfilling sexual relationship.


Keywords


catfishing, online scams, verification, authenticity, continuity, meeting in public, lifestyle community, open communication, transparency







Support this podcast at — https://redcircle.com/awkward/donations
13 Aug 2024Awkward...Let Me Take A Pikachu (with Timothy Baxter)00:50:15

In this episode of Awkward Pillow Talk, Jason and Stephanie Class talk to Tim Baxter, a licensed clinical professional counselor and sex therapist. They discuss the intersection of sex therapy and geek culture, the importance of communication in relationships, and the concept of compersion. They also explore different relationship dynamics, such as swinging and ethical non-monogamy, and the need for labels in defining relationships. The conversation covers various topics related to consensual non-monogamy, ethical non-monogamy, and the importance of open communication and honesty in relationships. The hosts discuss the concept of unicorn hunting and the need for clear boundaries and equal treatment in non-monogamous relationships. They also touch on the importance of developing a therapeutic alliance in therapy and the benefits of watching ethical and amateur porn. The conversation concludes with a discussion on body positivity and the importance of self-acceptance.


https://shows.acast.com/sexynerdhttps://shows.acast.com/all-love-is-love
https://medium.com/@TimothyBaxterMSLCPC/exploring-intimacy-and-communication-through-tabletop-sex-games-in-d-d-a1bf2eeaf071





Support this podcast at — https://redcircle.com/awkward/donations
12 May 2024Awkward...Naked Pictures Of Your Friends00:37:05



Jason and Stephanie Class discuss their decision to come out as independent creators and their plans to collaborate with others in the industry. They emphasize the importance of safety and community in the adult content creation world. They invite interested individuals to reach out to them for guidance and support.


AwkwardTalk.com


Join Stephanies Uncensored Page - Onlyfans.com/StephanieClass





Support this podcast at — https://redcircle.com/awkward/donations
18 Sep 2024Awkward X History | Lisa Kudrow's Virginity | With Stephanie Class00:06:06

In this episode, we dive into a surprising and empowering story from none other than Friends star Lisa Kudrow! Known for her role as the quirky and lovable Phoebe Buffay, Lisa has shared an interesting piece of her personal life that many fans might not know. Unlike most Hollywood stars, Lisa waited until marriage to lose her virginity—and her reasons for doing so are as refreshingly honest as her sense of humor.


Join us as we explore Lisa’s journey, her decision to wait, and how it shaped her views on love, relationships, and self-confidence. It’s a candid, uplifting story that proves you can live by your own rules, no matter what the world expects of you.




#LisaKudrow #CelebrityStories #PhoebeBuffay #Hollywood #VirginityStory #Empowerment #Friends



Support this podcast at — https://redcircle.com/awkward/donations
17 May 2024Awkward...You Have A Voice For Porn (With Karl Wilder)00:55:30

in this conversation, Jason and Stephanie Class chat with Karl Wilder about his experiences in the adult film industry including voicing adult films and performing in the musical Hair. and his transition to becoming a writer. They discuss memorable moments from their respective careers, including performing on stage and dealing with unexpected challenges. They also touch on the importance of embracing one's true self and not being afraid to pursue unconventional paths. Karl shares insights into his writing process and the inspiration behind his books.


https://www.linkedin.com/in/karl-wilder-9b63a71b3/
https://twitter.com/Filthy_blond
https://www.instagram.com/chefpjfoodtour/
https://www.facebook.com/AMFtours


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
13 Oct 2024Awkward X History | The Erotic Furniture of King Edward VII00:04:46

You thought the British monarchy was all about stiff upper lips and tea? Think again! In this episode of Awkward Sex History, we dive into the scandalous love life of King Edward VIII, the royal who gave up the throne for love… and had quite the throne of his own! Discover the outrageous tale behind his infamous sex chair – a custom-built contraption fit for a king’s wildest fantasies. From secret mistresses to royal romps, King Edward VIII took ‘ruling from the throne’ to a whole new level. Get ready for some seriously awkward royal history that’s equal parts jaw-dropping and hilarious!


VirginitySnatchers.com



Support this podcast at — https://redcircle.com/awkward/donations
30 Aug 2024Awkward...You Hypnotized Your Friend00:45:51

In this conversation, Jason and Stephanie Class discuss their experience with hypnotherapy and the power of the mind-body connection. They share how they discovered that the color black, which they initially perceived as negative, actually symbolized significant life change. The conversation also explores the importance of imagination and visualization in creating transformation. They discuss their journey of self-discovery and the interconnectedness of their relationships. The conversation concludes with a guided hypnosis session focused on exploring sensuality and pleasure.



AwkwardTalk.com


Dr. Nicholas A. Natale, PhD, LPC/S, CST, BCHT

Relationship & Sex Therapist, Consultant

Certified Sex Therapist (AASECT)

National Certified Counselor

Certified Hypnotherapist

Family Court Mediator

NicNatale.com

IG: drnicnatale

 



Support this podcast at — https://redcircle.com/awkward/donations
26 May 2024Awkward...That Shy Girl Is A Freak (in the sheets)00:34:36

In this episode of the Awkward Pillow Talk Podcast, Jason and Stephanie Class interview Fiona Cutts, a sex coach for shy girls. Fiona shares her own journey with shyness and how she became a sex coach. She emphasizes the importance of expressing oneself and connecting with one's body in order to overcome shyness and have a more fulfilling sex life. The hosts discuss the role of pornography and the importance of setting boundaries in sexual relationships. Fiona also highlights the diversity of desires and preferences when it comes to sex, emphasizing that there is no 'normal'. Overall, the episode promotes self-acceptance, exploration, and open communication in sexual relationships.


Free FB group - https://www.facebook.com/groups/sexandtheshygirl
Fiona on FB - https://www.facebook.com/fiona.cutts.3/

https://www.linkedin.com/in/fionacutts/

https://www.instagram.com/fionajanecutts


OF.TV/AwkwardTalk

AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
25 Mar 2025Awkward...Stories about Hedo with Chris Santilli00:45:15

🎙️ Inside Hedonism II: Lifestyle, Swingers, and Travel Secrets with Author Chris Santilli | Awkward Pillow Talk Podcast


In this episode of Awkward Pillow Talk, hosts Jason and Stephanie Class welcome legendary Hedonism II expert and author Chris Santilli to dive deep into the wild world of adult travel, swinger resorts, and lifestyle vacations in Jamaica. 🌴


Chris has been to Hedonism II over 70 times since 1985 and shares hilarious, honest, and jaw-dropping stories from the world’s most notorious clothing-optional resort. We talk about what to expect at Hedo, why it’s so empowering (especially for women), and how it helps couples break through anxiety, judgment, and sexual shame.


Chris also shares exclusive details about her upcoming book:

📘 Before Harry Met Hedo – the unauthorized origin story of Hedonism II (1976–2012), packed with behind-the-scenes info and unforgettable guests.


🧳 What We Talk About in This Episode:

• What is Hedonism II really like?

• How to prepare for a clothing-optional resort

• The truth about swinger travel & adult-only vacations

• Body image, confidence, and letting go of shame

• Funny, awkward, and sexy stories from real Hedo trips

• Chris Santilli’s books: The Naked Truth About Hedonism II & Before Harry Met Hedo


🔥 Special Offer for Stephanie Class Fans!

👉 Go to https://VirginitySnatchers.com for 60% OFF — just for being a fan of Stephanie!


📬 Sign Up for Chris Santilli’s Free Weekly Newsletter:

➡️ https://chrissantilli.com

📘 Book info + author updates

🚫 No spam. Ever.

📲 Facebook: https://www.facebook.com/chris.santilli.902/


👄 Awkward Pillow Talk is your new favorite podcast about:

• Real relationships

• Swinger lifestyle stories

• Adult travel tips

• Sex positivity

• Marriage, anxiety, and finding freedom in unexpected places


💬 New episodes drop weekly. Don’t forget to like, comment, subscribe, and share if you love honest, hilarious, and no-holds-barred conversations.


#hedonismII #lifestyleresort #swingerspodcast #adulttravel #nuderesort #chrisSantilli #BeforeHarryMetHedo #StephanieClass #awkwardpillowtalk #hedotravel #hedonismstories #sexpositivity #clothingoptional #swingervacation



Support this podcast at — https://redcircle.com/awkward/donations
03 Mar 2025Awkward...Penguins and Pocket Pussies00:48:38

This episode is a wild one! We welcome back the hilarious and unfiltered AskAshley479, who never holds back. We dive into everything from her solo trip to Aruba (where she got bitten by a penguin) to the struggles of being a content creator in the adult space—like constantly fighting against platform bans and dealing with clueless messages from fans.


We also chat about the weird world of social media censorship, why some creators get away with showing everything while others get flagged for existing, and our ongoing battle with nosy neighbors who just love spreading gossip. Plus, we break down the bizarre realities of selling sex toys modeled after our own bodies (spoiler: Jason wants an Excalibur display set), and how Ashley handles the never-ending “Do you do meetups?” questions.


Oh, and we test out Twinkle Tongue, a product that may or may not leave Stephanie drooling mid-interview.


🔹 Follow AskAshley479:

TikTok: @AskAshley479

Instagram: @AskAshley479


🎙️ Listen to Awkward Pillow Talk on all major podcast platforms!



🔥 Want more exclusive content?

👀 Check out VirginitySnatchers.com


Trying to connect with real swingers? Try AwkwardXXX.com


#AwkwardPillowTalk #AskAshley479 #Swinging #SocialMediaBans #PenguinsBite #AdultContentCreator #TwinkleTongue #OnlyFans #Podcast



Support this podcast at — https://redcircle.com/awkward/donations
06 Aug 2024Awkward...You Got Catfished By A Lady With Pink Hair (with special guest Patsy Roach)00:39:46

Patsy Roach, also known as Suzanne Sugarbaker, shares her experiences as a scammer therapist and her journey in exposing scammers on TikTok. She started a blog in 2016 to document her conversations with scammers on dating sites and eventually transitioned to uploading audio conversations on TikTok. Patsy uses different personas and accents to engage with scammers and expose their tactics. She also shares funny and outrageous stories from her interactions with scammers, including sending fake gift cards and receiving inappropriate pictures. Patsy has gained a large following on TikTok and continues to educate and entertain her audience with her scammer encounters. Patsy Roach shares her experiences as a social media manager and her interactions with scammers on dating sites. She discusses her creative process for creating content and engaging with her followers. Patsy also provides tips for identifying scammers and staying safe online.keywordsscammer therapist, exposing scammers, TikTok, dating sites, personas, accents, fake gift cards, inappropriate pictures, social media, scammers, dating sites, content creation, engagement, online safety



Support this podcast at — https://redcircle.com/awkward/donations
23 Sep 2024Awkward...The Perfect Full-Swap Couple00:38:01

In this explicit episode of Awkward Pillow Talk, Jason and Stephanie Class delve into their personal experiences with intimacy, body positivity, and the swinger lifestyle. They share candid stories about their challenges with lingerie, their journey of weight loss, and the dynamics of finding compatible couples in the swinging community. The conversation also touches on their collaborations with brands and the importance of mutual respect and understanding in intimate relationships. With humor and honesty, they explore the complexities of their sexual adventures and the lessons learned along the way.


AwkwardTalk.com


Support Small Businesses and Buy from Selfcare.Lingerie on IG

use code "Stephanie10"




Support this podcast at — https://redcircle.com/awkward/donations
06 Nov 2024Awkward...Stephanie Takes Another Virginity (with Special Guest Virgin 21)00:26:27

Welcome back to Awkward Pillow Talk with Jason and Stephanie! This week, we’re diving deep into the world of social anxiety, dating challenges, and breaking down barriers. We had the pleasure of sitting down with a courageous 20-year-old guest who opened up about his journey navigating relationships and overcoming personal hurdles.


In this candid conversation, we explore:

• 🗣️ The complexities of making meaningful connections in today’s world.

• 🤝 Balancing respect and confidence when approaching new relationships.

• 🌟 The pressures society places on intimacy and how to handle them.

• 🎥 Behind-the-scenes insights into our experiences with creating open and honest content.

• 💬 Tips for overcoming social anxiety and stepping out of your comfort zone.


We also reflect on our own growth as we kick off what we’re calling Season 3! From coordinating with past guests to planning exciting new content, we’re thrilled to share this journey with you.


Whether you’re dealing with social anxiety, curious about modern dating, or just in need of some real talk, this episode is packed with insights and stories that you won’t want to miss.


Tune in now and join the conversation!


🎧 Listen on your favorite podcast platform.


VirginitySnatchers.com


#AwkwardPillowTalk #Podcast #NewEpisode #SocialAnxiety #Dating #Relationships #RealTalk #Season3 #BehindTheScenes



Support this podcast at — https://redcircle.com/awkward/donations
19 Apr 2024Awkward Pillow Talk - Stories - Pandora's Forest00:20:40

Summary


Jason and Stephanie share their experience at Pandora's Forest, a swinger resort in Tennessee. They talk about their first time being naked in public, encountering interesting characters, and feeling awkward and out of place. Despite the strange and uncomfortable moments, they reflect on the importance of this experience in their journey into the lifestyle.


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
01 Apr 2024Awkward Pillow Talk (Trailer)00:00:37
A new episode

Support this podcast at — https://redcircle.com/awkward/donations
20 Aug 2024Awkward...Your New Role Model Owns A Brothel (with Mistress Bella Cummins)00:51:05

In this episode of the Awkward Pillow Talk podcast, Jason and Stephanie Class interview Bella Cummins, America's Longest Serving Brothel Madam. They discuss the concept of legal brothels in Nevada and the importance of sexual experience. Bella explains that experience in sensual sexual services is linked to a calling and has historical roots in courtesans and geishas. They also talk about the stigma surrounding sex and the lack of sexual education, especially for inexperienced individuals. Bella shares her experiences with clients who come to her brothel, including those from sexually repressed states and religious backgrounds. Jason and Stephanie discuss their own experiences in helping virgins and the importance of normalizing and destigmatizing sex. They also touch on the diversity of workers in Bella's brothel and the judgment they face from people who don't understand their work. The episode ends with Bella explaining the first steps for someone interested in losing their virginity at her brothel.





Support this podcast at — https://redcircle.com/awkward/donations
21 Nov 2024Awkward...Help Stop Illiteracy In The Lifestyle + Our Review of Secrets Hideaway00:32:20

🎙️ Awkward Pillow Talk is back with an all-new episode, and we’re tackling some very awkward truths about the lifestyle, the ups and downs of dating, and why Secrets Hideaway might not be for everyone. Plus, we dive into how a $100 drum set scored Stephanie her rockstar moment!


🧐 P.S. If you’re a single guy in the lifestyle, this title might hit a little too close to home… because let’s be honest—many of y’all skip the descriptions. Don’t worry, we connect the dots for you in this episode. 😉


👀 What We Cover in This Episode:

• 🎵 Stephanie’s unexpected knack for drumming and how music is bringing us even closer.

• 🫠 Awkward struggles navigating lifestyle apps and why single men need to actually read directions.

• 🏩 Our brutally honest review of Secrets Hideaway: from room fails to the hot tub incident that made us say, “never again (maybe).”

• 🤔 Why patience, respect, and following instructions are essential for connecting with creators like us.


💬 Got questions, comments, or stories to share? Email us at AwkwardPillowTalkPodcast@gmail.com or visit VirginitySnatchers.com to find all our links!


🌟 Don’t forget to:

• Like 👍

• Comment 💬

• Subscribe ✅

• Share with a friend! 📤


Support our work and dreams by visiting our site, checking out our wish lists, and leaving reviews on your favorite podcast platforms.




#AwkwardPillowTalk #SecretsHideaway #LifestylePodcast #SwingerLife #HonestReview #SingleMenProblems #ReadTheDescription #CoupleGoals #PodcastEpisode #AdultContentCreator #RelationshipTalk #AwkwardMoments #SecretsReview #VirginitySnatchers #PodcastRecommendations #MarriageGoals


🎧 Catch us on all major podcast platforms and YouTube! Hit play, and let’s get awkward together!



Support this podcast at — https://redcircle.com/awkward/donations
31 Jul 2024Awkward...You Thought My Sex Life Was Your Business (Featuring SexxxySoccerMom)00:53:17

In this conversation, Jason and Stephanie Class interview SexxxySoccerMom, a fellow hot wife, about their experiences in the hot wife lifestyle. They discuss the dynamics of hot wife relationships, the stigma surrounding it, and the challenges they face. They also touch on topics such as sex work, custom content, and being outed. The conversation highlights the importance of communication, consent, and finding what works best for each individual and couple. A teacher and content creator discusses being outed and losing her job, the impact on her personal and professional life, and finding support in the creator community.


https://podcasts.apple.com/us/podcast/season-2-episode-41-when-one-door-closes-another-door-opens/id1708591170?i=1000662951919

keywords

hot wife, lifestyle, swinging, sex work, custom content, stigma, communication, consent, teacher, content creator, outing, job loss, personal life, professional life, support, creator community


takeaways

  • The hot wife lifestyle is a unique dynamic that allows couples to have fun, adventurous sex while maintaining a strong connection.
  • Communication and consent are crucial in navigating the hot wife lifestyle and ensuring that everyone involved is comfortable and satisfied.
  • The stigma surrounding the hot wife lifestyle can make it challenging for couples to openly discuss and explore their desires.
  • Sex work, such as creating custom content, can be a lucrative and enjoyable way for couples to explore their fantasies and make money.
  • Being outed as a hot wife or sex worker can be a fear for many, but taking control of the narrative and being open about one's lifestyle can lead to acceptance and support. Being outed and losing a job can be devastating and unexpected, causing a range of emotions including sadness and anger.
  • The blending of personal and professional lives can have serious consequences, even if the personal activities are consensual and legal.
  • Having a supportive partner and community can help navigate the challenges and uncertainties of being a content creator.
  • Building a strong network of fellow creators can provide a safe space to vent, share experiences, and seek advice.
  • The creator industry can be competitive and cutthroat, but it's important to find ways to support and lift each other up.
  • Breaking the Stigma: Embracing the Hot Wife Lifestyle
  • From Hot Wife to Sex Worker: Exploring Custom Content Finding Support in the Creator Community
  • The Impact of Being Outed and Losing a Job
  • "Fun sex. Fun sex."
  • "We just want to have a party with it. We want to film it. Let's have fun."
  • "The dynamic of just being able to have sex, fun sex, when you want to have it, you know what I mean? Go after it and get it. That's a cool dynamic that not everybody understands."
  • "I was going to walk away. We were going to focus more on content."
  • "The rug was kind of pulled out from underneath me."
  • "I'm angry that someone decided to blend those two things and ultimately cost me my job."

titlesSound BitesChapters00:00Introduction and Excitement01:42Differentiating Hot Wife Lifestyle from Swinging03:01Exploring Fun and Adventurous Sex05:04Navigating the Dynamics of Hot Wife Relationships09:44Sharing the Hot Wife Lifestyle with Others15:10Sex Work and Custom Content21:37Controlling the Narrative and Being Outed25:43The Decision to Walk Away from Teaching27:09The Unexpected Outing and Job Loss29:17Anger and Frustration at the Blending of Personal and Professional Lives30:55Support and Empathy from Fellow Creators32:49Finding Positives in the New Situation



Support this podcast at — https://redcircle.com/awkward/donations
21 Oct 2024Awkward... A XXX "Yes Day" (and Virgins 7, 8, 9, 10)00:43:32

In this episode of the Awkward Pillow Talk podcast, hosts Jason and Stephanie Class express their heartfelt gratitude to a growing international audience and discuss the exciting milestones their show has achieved. They highlight the importance of listener support, encouraging reviews, and explain how advertisements and partnerships, like the one with Nuud Pleasures (offering stackable discounts with the code “atalk”), help sustain the podcast.


The couple delves into managing online interactions and the best ways for fans to connect with Stephanie respectfully through her official platforms. They emphasize the significance of boundaries, fair communication, and the importance of supporting content creators by subscribing to their pages.


Jason and Stephanie introduce a relationship exercise inspired by the concept of a “Yes Day,” aiming to enhance trust and communication between partners. They share personal anecdotes on how this practice has positively impacted their own relationship, helping them navigate decision paralysis, anxiety, and self-care routines. The discussion includes practical advice on setting boundaries, expressing needs, and the benefits of mutual support in a partnership.


They also touch upon their experiences in helping individuals overcome personal hurdles, discussing topics like anxiety-related challenges and the importance of seeking professional assistance when necessary. The episode wraps up with reminders to visit their website, virginitysnatchers.com, and to follow Stephanie on various platforms for exclusive content and updates.


Join Jason and Stephanie for an insightful conversation filled with personal stories, relationship tips, and a glimpse into how open communication can strengthen bonds.



Support this podcast at — https://redcircle.com/awkward/donations
05 Jun 2024Awkward...You Hired A Sex Coach00:46:58

Summary


In this episode of Awkward Pillow Talk, Jason and Stephanie discuss their plans for the podcast and their decision to slow down the release of episodes. They introduce their guest, sex coach Lauren, who shares her expertise in helping individuals and couples explore their sexuality. They discuss the importance of communication and emotional tools when introducing sex toys into a relationship. Lauren emphasizes the need for patience and exploration when trying new toys and sensations. They also talk about the challenges of balancing work, pleasure, and family life, and the support they have received since being open about their work in the adult industry. In this conversation, Sex Coach Lauren discusses various sexual topics with Jason and Stephanie Class. They cover topics such as cuckqueaning, double penetration, anal play, and sex toys. Lauren provides advice and tips for pleasurable anal play, including the importance of lubrication, relaxation, and communication. They also discuss the experience of shopping for sex toys and the importance of finding the right materials and sizes. The conversation ends with a discussion about Jason's ability to last longer during sex and Lauren's coaching services.


Insta and Linkedin: LaurenGoyette


AwkwardTalk.com




Support this podcast at — https://redcircle.com/awkward/donations
14 May 2024Awkward...Confronting My Husbands Online Crush (with Suck.a.Saurus)01:02:39

In this episode of the Awkward Pillow Talk podcast, Jason and Stephanie Class interview Suckasaurus, a favorite creator of theirs. They express their gratitude for her support during a difficult time and discuss the challenges of being creators. They also talk about their experience with other creators and the etiquette of interacting on social media. The conversation touches on topics such as camera equipment, filming techniques, and the importance of authenticity. Suckasaurus shares her journey as a full-time creator and the initial struggles she faced.


https://onlyfans.com/suk-a-saurus



https://onlyfans.com/TheClassRoom - NEW VIP NO PPV PAGE



https://onlyfans.com/StephanieClass


AwkwardTalk.com




Support this podcast at — https://redcircle.com/awkward/donations
16 Jan 2025Awkward...From Vanilla to...Spicy?00:37:03

Ever wondered how a shy, naïve, barely-ever-touched-a-vibrator girl transforms into a full-on, sex-positive content creator? Look no further—Stephanie’s dishing all the details (and Jason’s soaking up the glory) on this extra-revealing episode of Awkward Pillow Talk! We’re talking everything from hush-hush upbringings to the first time Steph dabbled in girl-on-girl. Spoiler alert: it’s not always a straight line from “I might try a vibrator” to “Hand me that strap-on.”


You’ll also hear about our ever-growing community of open-minded (and sometimes hilariously awkward) individuals who finally found their people. Join us in building an unapologetically sex-positive, judgment-free zone—you’ll be glad you did. And if you’re into spicing things up, catch our tips on meeting new play partners on SDC (it’s where we’re filtering all our future, uh, “adventures”).


Plus, we’re spilling on our new favorite must-haves from Common Confidential. They sent over a blanket, “love rags,” and massage butter that doubles as lube—yes, it’s as mind-blowing as it sounds. Stick around for an honest, hilarious, and (occasionally) TMI discussion about embracing the awkward side of sex, relationships, and everything in between. Because weird is wonderful—and we’re here for it!


Tune in to hear:

• Steph’s journey from zero orgasms to all the orgasms

• The power of open communication in (really) spicing up your relationship

• Partnering with SDC and building a no-judgment community

• A behind-the-scenes look at our new favorite bedroom products

• Why awkward can actually be the hottest way to live!


Don’t forget: Mark your calendars for our free SDC livestream on January 29, 2025 at 12pm EST—we’ll be sharing more tales of awkwardness, tips on living authentically, and maybe a brand-new move or two.



Support this podcast at — https://redcircle.com/awkward/donations
24 Jun 2024Awkward...It's Not All Sunshine And Orgies00:28:08

In this episode of Awkward Pillow Talk, Jason and Stephanie discuss their recent struggles with their OnlyFans account and other social media platforms. They talk about the difficulties they faced in getting their content approved and the frustration of being blocked out of certain avenues. They also share their experiences with people who expressed interest in joining the adult industry but aren't serious. Despite the challenges, they remain determined to continue building their brand and finding success.



Support this podcast at — https://redcircle.com/awkward/donations
25 Apr 2024Awkward...with Nita Marie00:49:21

In this episode, Jason and Stephanie Class engage in a riveting conversation with Nita Marie, an author, coach, OnlyFans creator, and advocate for women's empowerment. They delve into Nita's experiences in the adult industry and her views on religion and empowerment. After her divorce, Nita turned to OnlyFans, where she successfully built a robust fan base and monetized her content. She passionately discusses the significance of empowering women within the adult industry and the challenges of societal judgments.


The episode covers a range of topics including ethical porn, the role of religion in sexuality, and the importance of open, non-judgmental conversations about sex and sexuality. Further explored are themes like communication, trust, and boundaries in relationships, alongside the dynamics of swinging and the business aspects of OnlyFans.


Nita shares personal experiences and insights, emphasizing the value of honesty and open communication in relationships. She also addresses common misconceptions about the adult industry and offers advice for achieving success on platforms like OnlyFans.


Listeners can also learn about Nita's new book, "The Sacred Butterfly," available on her website.


For more insights, follow Nita on Instagram [@love_nitamarie](https://www.instagram.com/love_nitamarie), on Facebook [@nitamariecoaching](https://www.facebook.com/nitamariecoaching), and visit her website [nita-marie.com](https://nita-marie.com). Discover more engaging discussions at [awkwardtalk.com](https://awkwardtalk.com) and follow Stephanie on Instagram [@StephanieClassX](https://www.instagram.com/stephanieclassx).



Support this podcast at — https://redcircle.com/awkward/donations
03 May 2024Awkward...with Hedo Joe00:49:27

Joe Canino shares his experience and insights about Hedonism II in Jamaica, a popular vacation spot for those in the lifestyle. He started a group to provide accurate information about the resort and help dispel misconceptions. Joe emphasizes the importance of finding the right group of people to connect with and the freedom and acceptance that nudity brings. He also shares entertaining stories about his own experiences at the resort. Joe Canino shares his experiences with adult travel and the lifestyle at Hedonism II. He talks about how he got into the travel industry and his first trips to Hedonism II. Joe discusses the freedom and exploration that comes with adult travel and the impact it has had on his relationship with his wife. He also shares stories of encounters and experiences at the resort, highlighting the importance of open communication and trust in the lifestyle. Joe reflects on the uniqueness of Hedonism II and the challenges of replicating its atmosphere in other locations.


AwkwardTalk.com


Instagram:StephanieClassX

AwkwardPillowTalk


Onlyfans.com/StephanieClass


Join Joe's Group Here!

https://www.facebook.com/groups/2786770721



Support this podcast at — https://redcircle.com/awkward/donations
14 Nov 2024Awkward...Stephanie Confronts The Silent Partner (and MOTORBUNNY CMO CRAIG MEWBOURNE!)00:48:19

In this heartfelt episode of Awkward Pillow Talk, Jason and Stephanie delve into the challenges couples face when trying to deepen their connection and reignite intimacy. They share personal stories about overcoming societal expectations, improving communication, and taking those awkward first steps toward a more fulfilling relationship.


Stephanie opens up about her journey from living in her head to embracing the moment, while Jason discusses the importance of mutual support and focusing on each other’s needs. Together, they offer practical advice for couples looking to push their boundaries just a little bit and explore new facets of their relationship.


They also share their experience with the Motorbunny, a device that has added a new dimension to their intimacy and could do the same for you. Interested in discovering more? Visit virginitysnatchers.com to purchase a Motorbunny through their affiliate link.


Join them for an honest and encouraging conversation that might just inspire you to take that leap with your best friend.



Support this podcast at — https://redcircle.com/awkward/donations
12 Sep 2024Awkward...Our Mexican Butler Thinks We Are Idiots00:32:57

In this episode of Awkward Pillow Talk, Jason and Stephanie Class share their experiences at Desire Pearl, a lifestyle resort in Mexico, during the COVID pandemic. They discuss the challenges of traveling during this time, including anxiety about health and safety, and the unique atmosphere of the resort. The couple reflects on their dining experiences, the luxurious mansion they stayed in, and the personal service they received. They also touch on their journey into content creation and the impact of their experiences on their relationship.


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
09 Jun 2024Awkward...Your Coochie Hurts00:33:50

In this episode, Jason and Stephanie Class interview Naomi Harris, a practitioner who works with women who have sexual pain and issues. They discuss the common problem of sexual pain and the lack of support and education surrounding it. Naomi shares statistics about chronic sexual pain in women and the long journey many women go through before finding the right help. They also talk about the misconceptions and lack of education around sex, the importance of communication and taking time during sexual experiences, and the need for a shift in societal attitudes towards sex and pleasure.


Thepleasurenaturopath.com



Support this podcast at — https://redcircle.com/awkward/donations
21 Apr 2024Awkward Pillow Talk - Stories - An Unexpected "Happy Ending"00:09:38

Jason and Stephanie share their experience of going on a vacation to Desire Pearl in Mexico during the COVID-19 pandemic. They talk about their excitement to travel internationally again and their disappointment in not being able to book Desire Riviera Maya. They discuss the unique features of Desire Pearl, including the mansion and the amazing smell upon arrival. They also share their anxiety about COVID-19 and the precautions they took before their trip. The highlight of their vacation was the couples erotic massage, which they describe in detail.



Support this podcast at — https://redcircle.com/awkward/donations
16 Apr 2024Awkward Pillow Talk - Stories - Our Worst Hook-Up00:23:54

Jason and Stephanie their first hand experiences in Awkward Pillow Talk Stories. In this episode - Jason and Stephanie share one of their worst experiences in the lifestyle. They met a couple at a local bar through a swinger website and decided to meet up. However, the guy was already drunk and became increasingly aggressive and disrespectful throughout the night. He made inappropriate comments, exposed himself, and ignored boundaries. Jason and Stephanie eventually had to kick them out of their house. The couple later reached out to apologize, but Jason and Stephanie decided they would never play with them again.


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
08 May 2024Awkward...Mermaid BJ's with Ask_Ashley47900:37:31

Ashley, a TikTok creator with half a million followers, shares her journey into the world of OnlyFans and the challenges she faced along the way. She started making TikToks for fun after her divorce and eventually decided to try OnlyFans to make extra money. Her income skyrocketed, and she made $18,000 in her second month on the platform. However, she was fired from her job as a national sales trainer after her coworkers found out about her OnlyFans. Despite the challenges, Ashley's mom has been supportive of her career choice. In this conversation, the hosts and guest discuss various aspects of being an OnlyFans creator, including the challenges and misconceptions they face. They also talk about the benefits of the job, such as the flexibility it provides and the opportunity to work on personal growth. The conversation touches on the importance of community and finding genuine connections within the creator industry. The hosts express their willingness to collaborate and support other creators. The guest shares her experiences and highlights the personal and vulnerable side of her content. Overall, the conversation emphasizes the empowerment and positive impact that OnlyFans can have on creators' lives.


https://onlyfans.com/ask_ashley479/c9


https://onlyfans.com/stephanieclass/c12


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
16 May 2024Awkward...You Can't Make Your Wife Cum (with Mangala Holland)00:43:57

In this episode of the Awkward Pillow Talk podcast, Jason and Stephanie Class interview Mangala, an expert in female pleasure and orgasms. They discuss the journey to experiencing orgasms, the challenges of getting out of one's head, and the importance of creating safety in the body. They also explore the topic of female ejaculation and the pressure to achieve it. Mangala emphasizes the need to relax, let go of goals, and focus on pleasure rather than specific outcomes.


MangalaHolland.com

https://www.facebook.com/steph.holland.5/
https://www.facebook.com/mangalatantrika/
https://www.instagram.com/mangalaholland/





Support this podcast at — https://redcircle.com/awkward/donations
17 Dec 2024Awkward...XXXmas Time Is Here!00:24:25

It’s the most awkward time of the year, and Jason & Stephanie are back in full, unfiltered force! In this XXXmas-themed episode of Awkward Pillow Talk, they’re dishing on everything from unexpected holiday stress relief to Jason’s never-ending hernia surgery woes. Listen in as they rant about outrageous insurance bills, reveal their newly discovered neighbor drama, and share steamy behind-the-scenes stories—including that one spicy morning they spent with a unicorn.


The holidays can be chaotic, so remember: a quick erotic rendezvous can go a long way toward keeping your sanity. Jason & Stephanie talk sex positivity through the festive season, how they’re managing family gatherings without losing that intimate spark, and why owning your truth (even if your neighbors find out!) is the best gift you can give yourself.


It’s funny, it’s real, and it’s oh-so-awkward—just the way you like it. Grab some eggnog, hit play, and join the fun as they unwrap holiday mishaps, share seasonal bedroom tips, and set the mood for a very merry XXXmas. Don’t miss out on the adult toy recommendations, aphrodisiac chocolate talk, and updates on their quest for new “friends.”


Happy holidays from Awkward Pillow Talk—stay weird, stay naughty, and stay tuned for more delightfully cringe-worthy episodes to come! And if you want a front-row seat to the mischief, be sure to check out their links for even more behind-the-scenes fun.



Support this podcast at — https://redcircle.com/awkward/donations
20 May 2024Awkward...You Need A Swing Coach But You Don't Play Baseball00:53:20

with The Confident Swinger - Jo Leavitt

In this episode of the Awkward Pillow Talk podcast, Jason and Stephanie Class interview Jo Leavitt, a lifestyle coach and swinger. They discuss topics such as swinger coaching, managing anxiety in the lifestyle, and coming out about their involvement in the lifestyle. The conversation touches on the challenges of navigating social situations, dealing with performance anxiety, and setting boundaries. The hosts share personal experiences and insights, providing a candid and humorous perspective on the lifestyle.


The Confident Swinger Podcast, https://podcasts.apple.com/us/podcast/the-confident-swinger-podcast/id1627933265, my website, https://www.theconfidentswinger.com



Support this podcast at — https://redcircle.com/awkward/donations
12 Jul 2024Awkward...Your Post-Nut Clarity Is Harshing My Vibe00:26:55

n this conversation, Jason and Stephanie discuss their recent experiences with finding and engaging with virgins for their adult content. They talk about their encounters with different individuals, including one who got into a car accident and another who backed out at the last minute. They also mention their financial struggles and the importance of support from their audience.



Support this podcast at — https://redcircle.com/awkward/donations
26 Apr 2024Awkward...with Dr.Nic Natale01:06:35

In this episode of Awkward Pillow Talk, Jason and Stephanie Class interview Dr. Nic, a therapist and hypnotherapist who specializes in helping people become more confident lovers. They discuss the power of hypnosis in overcoming sexual barriers and embracing sensuality. Dr. Nic explains that hypnosis can help individuals overcome incompatibility in their relationships, rediscover their sensuality, and address performance issues. They also explore the importance of navigating difficult conversations and the role of touch in arousal for women. Dr. Nic offers a free online course to help individuals discover their erotic profile and redefine their sexual experiences. In this conversation, Dr. Nic introduces the concept of hypnosis and its connection to the mind-body connection. He explains that hypnosis is a natural state that we experience throughout the day and that it can be used to trigger the imagination and enhance creativity. Dr. Nic guides Jason and Stephanie through a relaxation exercise and encourages them to explore their sexual and sensual selves in a safe and comfortable space. The conversation highlights the importance of open and honest communication in relationships and the power of embracing and expressing one's desires.


Dr. Nicholas A. Natale, PhD, LPC/S, CST, BCHT

Relationship & Sex Therapist, Consultant

Certified Sex Therapist (AASECT)

National Certified Counselor

Certified Hypnotherapist

Family Court Mediator

NicNatale.com

IG: drnicnatale


IG: StephanieClassX

Awkwardpillowtalk



Support this podcast at — https://redcircle.com/awkward/donations
05 Apr 2024Awkward…you let your anxiety define your sexuality!00:14:54
We discuss Stephanie’s journey!

Support this podcast at — https://redcircle.com/awkward/donations
18 Apr 2024Awkward Pillow Talk - Stories - Belly Flops in the Nude Pool00:17:11
Stephanie and Jason discuss one of their more memorable, Non-Sexual, experiences at Hedonism II in Jamaica. The hosts share their experiences at the resort, including participating in a car wash event and meeting a couple on their honeymoon. The conversation escalates when the woman jumps into the pool from a high ledge and belly flops. The hosts later encounter the couple at dinner, but they seem to be in a rough state. The hosts conclude by teasing their next story about the worst resort they've ever been to.

Support this podcast at — https://redcircle.com/awkward/donations
08 Apr 2024Awkward...You're still a Virgin00:59:59
Summary The Awkward Pillow Talk podcast discusses their unique approach to helping virgins lose their virginity. They share their experiences with recording 16 virginities and the challenges they face. They emphasize the importance of finding suitable candidates who are respectful, have good hygiene, and are genuinely interested in the experience. They also address the issue of fans trying to engage in sexual activities with them and the need for boundaries. The hosts express their goal of removing the stigma around virginity and providing a positive experience for those who choose to lose their virginity. In this conversation, Jason and Stephanie discuss their experiences with filming and engaging in sexual encounters with virgins. They talk about their criteria for selecting partners, including age verification and safety precautions. They also share stories about specific encounters and the challenges they faced, such as dealing with anxiety and the impact of social media platforms on their business. Despite setbacks, they remain committed to their work and hope to continue exploring open sexuality.

Support this podcast at — https://redcircle.com/awkward/donations
18 Jun 2024Awkward...Do Aussies "Do It" Kangaroo Style?00:36:32

In this episode of Awkward Pillow Talk, Jason and Stephanie Class interview Rachel, a new creator on OnlyFans. They discuss Rachel's journey as a creator, the challenges of putting yourself out there, and the importance of finding a balance between free and paid content. They also talk about the ups and downs of being an entrepreneur, the frustrations of social media algorithms, and the desire to connect with a community. The conversation touches on topics such as dealing with time wasters, setting boundaries, and the unique wildlife in Australia.



Support this podcast at — https://redcircle.com/awkward/donations
24 Sep 2024Awkward x History | Was Marvin Gaye The Original "Freak-Off" Director?00:05:55

This conversation delves into the complex and often awkward personal life of Marvin Gaye, exploring his voyeuristic tendencies and emotional struggles that shaped his music. It highlights how his kinks and relationships influenced his iconic songs, revealing a deeper layer to the man behind the smooth vocals.



Support this podcast at — https://redcircle.com/awkward/donations
17 Jun 2024Awkward...Trauma Witch00:43:26

In this episode, Jason and Stephanie Class discuss anxiety and unconventional approaches to healing. They interview Bryn, a trauma-informed witch and certified core energetics practitioner, who works with clients on trauma, anxiety, and other life challenges. Bryn emphasizes the importance of addressing the underlying causes of anxiety and trauma, rather than just treating the symptoms. She uses somatic and embodied techniques to help clients express and heal through the body. The conversation highlights the value of lived experience and the need to challenge stigma surrounding mental health and unconventional therapies. Jason and Stephanie discuss the importance of having a supportive community in the sex work industry. They talk about the loneliness and isolation that can come with the job and how having people to talk to and share experiences with can help normalize their work. They also touch on the topic of watching porn and how Bryn, like Stephanie, was initially hesitant due to the stigma surrounding it. They discuss the importance of consent and communication in the industry and how they prioritize the comfort and well-being of their collaborators.


Instagram: instagram.com/bryn_bamber/
Facebook: https://www.facebook.com/bryn.bamber.5/

TikTok: https://www.tiktok.com/@brynbamber

Free Anxiety Training: tinyurl.com/anxietytraining
Trauma Informed Witch Podcast: brynbamber.com/podcast


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
19 Apr 2024Awkward Pillow Talk - Stories - Awkward Collab00:14:03

In this conversation, Jason and Stephanie discuss their experience with a female photo shoot that turned out to be awkward. They had planned to recreate scenes from an erotic magazine with a creator they had reached out to. However, there were communication issues and the creator's period started, limiting the activities they could engage in. Despite the awkwardness, they proceeded with the photo shoot and had some enjoyable moments. They reflect on their anxiety during the encounter and express regret for not being able to go out to lunch with the creator. Overall, they acknowledge the awkwardness of the situation and apologize if the creator is listening.



Support this podcast at — https://redcircle.com/awkward/donations
07 Jul 2024Awkward...The Dinosaur and The Virgin Slayer00:40:26

Stephanie Class and Suck-A-Saurus discuss Stephanie's experience taking men's virginities and the impact it has on their lives. They talk about how they got into this line of work and the challenges they face. They also discuss the importance of appearance, knowing your place, and being respectful in this type of relationship. The conversation highlights the educational aspect of their work and the support they provide to their clients. Overall, they emphasize the positive impact they have on the lives of the men they work with. VirginitySnatchers.com



Support this podcast at — https://redcircle.com/awkward/donations
11 Oct 2024Awkward X History | Diddy Do It? (A great opportunity to discuss consent)00:04:12

In this episode, we dive deep into the controversies surrounding Sean “Diddy” Combs. From his rise to fame as a music mogul to the scandals and lawsuits that have recently surfaced, things have taken a dark turn for Diddy. We explore the timeline of events, including the jaw-dropping accusations and how they’ve impacted his legacy. Is this the fall of one of hip-hop’s biggest icons? Watch as we break it all down and reveal the truth behind the headlines.


Don’t forget to like, comment, and subscribe for more deep dives into celebrity controversies and awkward moments from history!


#Diddy #SeanCombs #Controversies #CelebrityScandals #MusicIndustry #Lawsuits #HipHop #freakOff #PuffDaddy #Swingers



Support this podcast at — https://redcircle.com/awkward/donations
17 Sep 2024Awkward X History | Catherine The Great (kind of a ho...)00:06:26

In today’s episode, we take a deep dive into the scandalous and often misunderstood life of Catherine the Great, one of history’s most powerful and legendary rulers. While Catherine was known for her incredible political prowess and transforming Russia into a global power, her personal life has been the subject of wild rumors and controversy—especially regarding her love life.


From her infamous affairs with younger men to the myths about her unconventional relationships, we’ll unravel the truth behind the legends. Did Catherine really have a system for auditioning lovers? How did she manage to turn scandal into strength? And what’s the deal with that horse rumor?


Join us for a fascinating, funny, and enlightening look at the real Catherine the Great, and discover how this powerful empress used her influence, both in the throne room and the bedroom.


AwkwardTalk.com


#CatherineTheGreat #HistoricalScandals #RoyalHistory #SexInHistory #LegendsAndLovers #PowerfulWomen #RussianHistory #MythDebunking #HistoryUncovered #AwkwardHistory



Support this podcast at — https://redcircle.com/awkward/donations
17 Oct 2024Awkward...Trust and The Big Dick Virgin00:44:16

Welcome back to another episode of the Awkward Pillow Talk podcast! In this candid conversation, Jason and Stephanie delve deep into the essential role of trust in their relationship, especially as they navigate unconventional experiences together. They discuss how eliminating teasing and practical jokes strengthened their bond, allowing for open communication and mutual understanding.


But the episode takes an exciting turn as they share intriguing stories about their encounters with virgins numbered 2 through 6, including the unforgettable tale of the “Big Dick Virgin.” From unexpected challenges to humorous moments, they offer an honest look into their journey of helping others embrace new experiences.


Tune in to hear about:


• The unspoken rules that have solidified their trust.

• Behind-the-scenes stories of working with nervous newcomers.

• The adventures and lessons learned from their unique experiences.

• Insights into balancing personal growth with relationship dynamics.


Whether you’re curious about building deeper trust in your relationship or interested in their entertaining anecdotes, this episode promises a mix of humor, honesty, and heartfelt advice.


Check out more of their content and exclusive videos at virginitysnatchers.com


Join the conversation and don’t forget to like, subscribe, and share!



Support this podcast at — https://redcircle.com/awkward/donations
02 Apr 2024Awkward…Embracing Your Sexuality While Everyone Is Watching!00:24:05
Summary In this episode of the Awkward Pillow Talk podcast, hosts Jason and Stephanie Klass introduce themselves and discuss the challenges of connecting with others in their industry. They emphasize the importance of embracing their awkwardness and being genuine in their content. The main topic of the episode is the fear of people finding out about their sexual preferences and activities. They share their experiences of being discovered and the importance of owning their truth. They also discuss the stigma surrounding exploring sexuality and the need to break free from societal taboos. The episode concludes with a mention of their OnlyFans page and upcoming content. Keywords Awkward Pillow Talk, podcast, connection, industry, awkwardness, genuine, sexual preferences, fear, discovery, stigma, exploring sexuality, societal taboos, OnlyFans Takeaways Embrace your awkwardness and be genuine in your content. Owning your truth can be freeing and empowering. Breaking free from societal taboos and exploring sexuality can lead to personal growth and happiness. The fear of people finding out about your sexual preferences is common, but it's important to remember that it's your life and your choices. There is a need for more open and honest conversations about sexuality to reduce stigma and promote understanding.

Support this podcast at — https://redcircle.com/awkward/donations
03 Feb 2025Awkward...Initiation - A Real Couples First Time Swapping With Jason and Stephanie00:28:44

Awkward… Initiation - A Real Couple’s First Time Swapping with Jason and Stephanie


🔥 Watch the Full Video Now ➡️ VirginitySnatchers.com


In this episode of Awkward Pillow Talk, we finally document something we’ve been working toward for a long time—a real couple’s first time swinging! We’ve always welcomed first-timers, but this time, we wanted to capture every awkward, exciting, and steamy moment.


👀 What to Expect in This Episode:

✅ A couple’s journey from curiosity to taking the plunge

✅ How we vet people and avoid the weirdos (yes, we have stories)

✅ The nerves, the anticipation, and the “OMG, we’re actually doing this” moment

✅ A behind-the-scenes look at how we make these experiences fun, natural, and hot


🎥 Want to SEE what happened?

We filmed it all with five cameras, close-ups, and full action. This is one of the hottest and most real videos we’ve ever made. You can find it on:

🔹 Fansly: The full uncensored experience on our Virgin Connoisseur Tier

🔹 OnlyFans: OnlyFans.com/StephanieClass

🔹 PPV Release: Dropping this week for $20


💬 What was it really like?

This couple was awkward, excited, and totally down for the experience. We talk about boundaries, nerves, and how they felt before, during, and after. Plus, we keep it real and fun, because swinging isn’t just about sex—it’s about enjoying the moment without pressure.


🔥 Join the Awkward Sex-Lovers Community

We’re building a judgment-free, fun, and kinky space where people can explore and learn. If you’ve ever been curious, this is your invitation!


👉 Subscribe, Watch, and Join Us at VirginitySnatchers.com


#Swinging #FirstTimeSwingers #Podcast #AwkwardPillowTalk #Lifestyle #Couples #OnlyFans #Fansly



Support this podcast at — https://redcircle.com/awkward/donations
09 Oct 2024Awkward...The Hurricane Hits, But Amy Taylor Brings The Heat!00:58:08

In this episode of Awkward Pillow Talk, Jason and Stephanie Class hunker down as Hurricane Milton brushes past Florida, but that doesn’t stop them from bringing the heat! They’re joined by the stunning Amy Taylor, a Playboy and Maxim model, who dives deep into some steamy and insightful conversation. From breaking down barriers around sex and body confidence to sharing her journey in the adult industry, Amy holds nothing back.


The trio discusses everything from navigating the lifestyle community to what it really means to be comfortable in your own skin. Amy shares stories of her modeling days and why being shamelessly open about sexuality is empowering. If you’ve ever wondered what it’s like to take on the sex world with confidence, this episode is packed with laughs, honesty, and a few surprises.


And of course, don’t forget to check out Jason and Stephanie’s latest virginity-snatching adventures on virginitysnatchers.com and explore more about Amy’s work on amytaylornyc.com!


Subscribe, like, and stay tuned for more awkward, honest, and hot content!



Support this podcast at — https://redcircle.com/awkward/donations
05 Oct 2024Awkward...You Can Bang, But Can You Communicate? (with Special Guest Brianna Carey)00:50:03

In this episode of Awkward Pillow Talk, Jason and Stephanie Class sit down with relationship and intimacy coach Brianna Carey for a candid and insightful conversation about the often-overlooked importance of communication in relationships. Together, they dive into the real-life challenges of parenting, balancing intimacy, and navigating alternative lifestyles. Brianna offers practical advice on how couples can reconnect, especially postpartum, and highlights the value of prioritizing the relationship despite the demands of family life. They also explore the pressure of societal gender roles and the need to create safe spaces for honest and open dialogue. Throughout the episode, Jason, Stephanie, and Brianna stress the importance of understanding each other’s communication styles and using curiosity as a tool for deepening connection.


#AwkwardPillowTalk #RelationshipAdvice #IntimacyCoach #ParentingAndPartnership #CommunicationInMarriage #JasonAndStephanieClass #SexAndRelationships



Support this podcast at — https://redcircle.com/awkward/donations
09 May 2024Awkward...How to tell your mom you're a Porn Star.00:40:06

In this conversation, Jason and Stephanie Class discuss their journey of embracing their sexuality and opening up about their work on OnlyFans. They share their experiences of telling their support system, including family and friends, about their involvement in the adult industry. Despite initial anxieties, they found that their loved ones were accepting and supportive. They emphasize the importance of controlling their own narrative and not being ashamed of their choices. They invite listeners to join them on their podcast and explore their stories and experiences.





Support this podcast at — https://redcircle.com/awkward/donations
03 Oct 2024Awkward...Gangbangs, Sex Games, and Tiktok Questions (Answered!)00:38:22

In this wild episode of Awkward Pillow Talk, Jason and Stephanie Class dive deep into the most outrageous and awkward topics yet! From sharing their spicy group adventures to answering the most daring and NSFW TikTok questions, nothing is off-limits in this hilarious, uncensored conversation. Whether it’s gangbangs, awkward sex games, or tackling those viral TikTok inquiries, Jason and Stephanie aren’t holding back.


Curious about how swinging strengthened their relationship? Want to know how they handle those awkward, but oh-so-common, bedroom questions? They’ve got all the answers and a lot of laughs along the way. Plus, they spill the details on their infamous “group project” (aka gangbang) and reveal some of their favorite kinky games!


Tune in for unfiltered fun, awkward moments, and honest advice on love, sex, and everything in between!


#AwkwardPillowTalk #GangbangStories #TikTokQuestions #SexAndAnxiety #GroupSex #AwkwardPillowTalkPodcast #JasonAndStephanieClass #Swingers #NSFW



Support this podcast at — https://redcircle.com/awkward/donations
29 Oct 2024Awkward...Help! Jason Keeps Growing (+How We Wrangle Unicorns)00:39:23

<p>Welcome to this special Halloween edition of <strong>Awkward Pillow Talk</strong> with Jason and Stephanie! 🖤🎃</p>


<p>This week, we're diving deep into the mystical world of <strong>unicorns</strong>—single women who join couples—and discussing <strong>unicorn safety</strong>, our personal experiences, and tips for navigating these unique relationships safely and enjoyably. 🦄✨</p>


<p>We also revisit our most popular episode on the <strong>XXX Yes Day</strong>, clarifying its importance in understanding and fulfilling your partner's needs. If you haven't listened to it yet, now's the perfect time! 🔥</p>


<p><strong>Exciting News!</strong> We're gaining momentum on TikTok and are thrilled to announce <strong>TikTok Tuesdays</strong>! Join us every Tuesday at 10 PM EST on TikTok <a href="https://www.tiktok.com/@awkwardpillowtalk">@AwkwardPillowTalk</a> for live discussions, Q&A sessions, and more. We love interacting with you all, so bring your questions and let's chat! 📱🎥</p>


<p>Jason shares his adventures (and misadventures) testing out male pleasure products from <strong>Brazzers Toys</strong>, <strong>The Handy</strong>, and <strong>Kiiroo</strong>. Find out which ones hit the spot and which ones... left him in a tight situation! 😳🔞</p>


<hr>


<p><strong>Huge thanks to our amazing sponsors:</strong></p>


<ul>

 <li><strong>Sheets of San Francisco</strong>: <a href="https://sheetsofsanfrancisco.com/">Website</a></li>

 <li><strong>Brazzers Toys</strong>: <a href="https://brazzers.com/toys">Website</a></li>

 <li><strong>The Handy</strong>: <a href="https://www.thehandy.com/">Website</a></li>

 <li><strong>Kiiroo</strong>: <a href="https://www.kiiroo.com/">Website</a></li>

 <li><strong>Fyr Body</strong>: <a href="https://www.fyrbody.com/">Website</a></li>

</ul>


<p>Your support keeps the fun going! 🙌</p>


<hr>


<p>👉 <strong>Check out our sponsors and affiliates:</strong> <a href="https://virginitysnatchers.com/">VirginitySnatchers.com</a></p>


<p>👉 <strong>Support Steph's adult content:</strong> <a href="https://onlyfans.com/stephanieclassx">OnlyFans</a></p>


<hr>


<p><strong>Don't forget to:</strong></p>


<ul>

 <li><strong>Leave us a review</strong> ⭐⭐⭐⭐⭐</li>

 <li><strong>Subscribe</strong> so you never miss an episode</li>

 <li><strong>Share</strong> with friends who might enjoy our content</li>

</ul>


<hr>


<p><strong>Connect with us:</strong></p>


<ul>

 <li><strong>Email:</strong> <a href="mailto:awkwardpillowtalkpodcast@gmail.com">awkwardpillowtalkpodcast@gmail.com</a></li>

 <li><strong>TikTok:</strong> <a href="https://www.tiktok.com/@awkwardpillowtalk">@AwkwardPillowTalk</a> and <a href="https://www.tiktok.com/@stephanieclassx">@StephanieClassX</a></li>

 <li><strong>Website:</strong> <a href="https://awkwardpillowtalk.com/">AwkwardPillowTalk.com</a></li>

</ul>


<hr>


<p><strong>Join us on TikTok Tuesdays at 10 PM EST!</strong></p>


<hr>


<p><strong>Hashtags:</strong></p>


<p>#AwkwardPillowTalk #Podcast #Unicorns #UnicornSafety #XXXYesDay #HalloweenSpecial #TikTokTuesdays #BrazzersToys #TheHandy #Kiiroo #FyrBody #SheetsOfSanFrancisco #AdultContent #SexPositive #RelationshipAdvice #CouplesPodcast #NSFW</p>


<hr>


<p><strong>Disclaimer:</strong> This podcast contains adult content and is intended for mature audiences. Listener discretion is advised.</p>


<hr>


<p><em>Thanks for tuning in! We appreciate your support and can't wait to connect with you on TikTok Tuesdays. Stay awkward and keep the conversations going! 💕</em></p>



Support this podcast at — https://redcircle.com/awkward/donations
02 Jan 2025Awkward... 2025 The Year Of The Ho00:34:28

Happy New Year, and welcome to 2025: The Year of the Ho! 🎉 In this episode, Jason and Stephanie dive into the wild holiday chaos, juicy neighborhood gossip, and the ongoing struggles of being the most talked-about couple in the PTO. From navigating nosy neighbors and judgmental glances to sharing our thoughts on how our unconventional lifestyle makes us stronger as a family, we’re not holding back.


We also talk about:

• How we separate work from family life 💼➡️👨‍👩‍👧‍👦

• The challenges and rewards of being adult creators

• Exciting new filming ideas for 2025 (think hot wives, secret spouses, and erotic photo shoots 📸🔥)

• Why judgment from others won’t stop us from living our truth 💪


Plus, we share updates on our favorite products (looking at you, Kums Chocolate 🍫), new advertiser opportunities, and our plans to offer free relationship coaching sessions for a few lucky couples.


As always, we keep it real, raw, and awkwardly fun. Don’t miss it!


👉 Check out the TikTok Shop: Awkward Pillow Talk

👉 Visit our site: VirginitySnatchers.com

👉 Email us for coaching inquiries or partnerships: AwkwardPillowTalkPodcast@gmail.com


#AwkwardPillowTalk #YearOfTheHo #LifestylePodcast #AdultContentCreators #RelationshipGoals #FamilyFirst #TikTokShop #SexPositive #CouplesCoaching #VirginitySnatchers #PodcastLife #FloridaLife #NoJudgmentZone



Support this podcast at — https://redcircle.com/awkward/donations
23 Apr 2024Awkward...with Staja Kaye00:21:44


In this conversation, Jason and Stephanie Class talk to Staja Kaye, who has experience with kinks and fetishes. They discuss the unique and sometimes awkward requests they receive, the psychology behind kinks, and the challenges of satisfying them while maintaining their platforms. They also touch on topics like ROCK stereotyping, toy play, and the misconceptions about making money in the adult industry. Staja shares her experiences with OnlyFans, Snapchat Premium, and Twitter, and emphasizes the importance of perseverance and authenticity in this line of work.



Guest Info!


Onlyfans: kaye-otic24

Snapchat: kayeotic24

IG: wishing.on_a.starr 

Twitter: stajakaye 







Support this podcast at — https://redcircle.com/awkward/donations
26 Apr 2024Awkward...Autistic Pornstars (with Sam Sundius)01:01:30

In this Awkward conversation, Jason and Stephanie Class talk with Sam Sundius about neurodivergence, and the overlap between autism and sex work. They discuss the challenges and benefits of self-identifying as neurodivergent, the pressure to conform to societal norms, and the importance of self-acceptance. They also touch on the fear of judgment and the vulnerability of sharing intimate artwork. The conversation takes various tangents, showcasing the hosts' openness and willingness to explore different topics. In part of the conversation, Sam discusses the concept of scheduling sex and how it can be beneficial for neurodivergent individuals. They talk about the importance of creating a space where both partners feel supported and relaxed, and how scheduling can help with that. They also mention the book 'Come As You Are' by Emily Nagoski, which explores the different systems involved in sex drive. Jason and Stephanie share their experiences with scheduling and how it has helped them. They also touch on the topic of scheduling content creation. In this conversation, Jason and Stephanie Class discuss the benefits of structure and planning for neurodivergent individuals in the context of their open relationship. They explore how having a clear schedule and defined boundaries can reduce anxiety and provide a sense of security. They also touch on the role of hypnotherapy in enhancing sexual experiences and the importance of feeling seen and understood. The conversation is raw, genuine, and relatable, offering insights into the challenges and joys of navigating relationships as neurodivergent individuals.


Sam Sundius is a visual artist, writer, translator, opinion-haver, advocate, drinks specialist, sourdough starter starver, and person with too many houseplants. They also coach on money, success, grief, disability, neurodivergence, abolition, family, and---through it all---fostering a resilient af creative practice. You can find their artwork at samsundius.com and the home of their coaching practice, Art of Undiscipline, at artofundiscipline.com


AwkwardTalk.com



Support this podcast at — https://redcircle.com/awkward/donations
24 Jul 2024Awkward...The Congress of Virginity Snatchers (With AsianVixen4U)00:30:15

In this episode of the Awkward Pillow Talk podcast, Jason and Stephanie Class interview their guest, June (Asian Vixen for You), who also takes virginities. They discuss how they got into the niche of taking virginities and the experiences they've had. They talk about finding virgins through platforms like Reddit and the challenges they face with getting banned and reported. They also share success stories of the guys they've taken virginities from and the impact it has had on their lives. June explains how her page works, with a mix of free and paid content on platforms like OnlyFans and ManyVids.


OF, fansly, and manyvids: Asianvixen4u 


Reddit: asian_climax_queen


Twitter: asianclimax


TikTok: Asianvixen4u 


Instagram: JuneLiLac1




Support this podcast at — https://redcircle.com/awkward/donations
29 Apr 2024Awkward...You want to go to a Glory Hole!00:31:17

Jason and Stephanie Class discuss their experiences with glory holes, including their visits to two different parties. They share their initial misconceptions about glory holes and their curiosity about the reverse female glory hole. They recount their first party experience, which went about as poorly as everyone would expect from Jason and Stephanie.


00:00Misconceptions and Curiosity

18:59Party Experiences

33:14Watching and Reflecting on Glory Hole Videos


AwkwardTalk.com





Support this podcast at — https://redcircle.com/awkward/donations
11 Apr 2024Awkward…You want to go to a Swingers Resort00:27:15
Stephanie and Jason discuss the thought process leading up to their first trip to Hedonism in Jamaica, and what to expect if you might be an awkward first timer.

Support this podcast at — https://redcircle.com/awkward/donations
23 Jul 2024Awkward...Dirty 30's Birthday Sex00:27:44

Jason and Stephanie Class discuss their plans for Stephanie's Birthday...which is nothing. They also discuss the one thing Jason asks for every year on his birthday but never gets.


A recent onslaught of guest creators has prompted new adventures.


Listen in and follow along at AwkwardTalk.com


TheInvertedPineapple.com will bring you directly to Stephanie's wish list if you want to wish her happy birthday. Don't forget...shes a size Fender American Stratocaster.



Support this podcast at — https://redcircle.com/awkward/donations
08 May 2024Awkward...with Serapheeds00:36:11

In this conversation, Jason and Stephanie Class talk with Serapheeds about their experiences with explicit content and being banned on various platforms. They discuss the challenges of navigating explicit content rules and the impact it has on their livelihoods. They also touch on the importance of being true to oneself and not caring about societal judgments. The conversation highlights the need for understanding and acceptance in a society that often stigmatizes adult content creators. They discuss the benefits of connecting with people from all over the world, the social aspect of online platforms, and the challenges of dealing with anxiety and depression. They also talk about Serapheeds' OnlyFans page and what subscribers can expect to find there. The conversation ends with a discussion about gaming and the possibility of playing Fortnite and Rocket League together.





Support this podcast at — https://redcircle.com/awkward/donations

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