Awkward Pillow Talk

VirginitySnatchers.com
Awkward Pillow Talk

Sex is awkward, funny, and sometimes downright intimidating, but it doesn’t have to be. At Awkward Pillow Talk, we bring those conversations out of the shadows and into the spotlight, making it easier for everyone to talk openly about their desires, needs, and experiences. Hosted by madly-in-love swingers and content creators Jason and Stephanie Class, we dive into everything from anxiety to orgasms, awkward sex stories, and beyond. Let’s break the stigma—because everyone does it, so let’s talk about it!

  1. Awkward... 2025 The Year Of The Ho

    2 JAN

    Awkward... 2025 The Year Of The Ho

    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

    34 min
  2. Awkward...XXXmas Time Is Here!

    17/12/2024

    Awkward...XXXmas Time Is Here!

    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

    24 min
  3. Awkward Stories: 3 Real-Life Soft Swap Adventures | Awkward Pillow Talk

    02/12/2024

    Awkward Stories: 3 Real-Life Soft Swap Adventures | Awkward Pillow Talk

    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

    49 min
  4. Awkward...Help Stop Illiteracy In The Lifestyle + Our Review of Secrets Hideaway

    21/11/2024

    Awkward...Help Stop Illiteracy In The Lifestyle + Our Review of Secrets Hideaway

    🎙️ 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

    32 min
  5. Awkward...Stephanie Takes Another Virginity (with Special Guest Virgin 21)

    06/11/2024

    Awkward...Stephanie Takes Another Virginity (with Special Guest Virgin 21)

    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

    26 min
  6. Awkward X History - Bill Clinton's Oral Office

    03/11/2024

    Awkward X History - Bill Clinton's Oral Office

    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

    6 min
  7. Awkward...Help! Jason Keeps Growing (+How We Wrangle Unicorns)

    29/10/2024

    Awkward...Help! Jason Keeps Growing (+How We Wrangle Unicorns)

    Welcome to this special Halloween edition of Awkward Pillow Talk with Jason and Stephanie! 🖤🎃 We’re calling it our “Halloween special” as a subtle joke—both of us are wearing black, setting a fun and slightly spooky mood for this episode. This week, we’re diving deep into the mystical world of unicorns—single women who join couples—and discussing unicorn safety, our personal experiences, and tips for navigating these unique relationships safely and enjoyably. 🦄✨ We also revisit our most popular episode on the XXX Yes Day, clarifying its importance in understanding and fulfilling your partner’s needs. If you haven’t listened to it yet, now’s the perfect time! 🔥 Exciting News! We’re gaining momentum on TikTok and are thrilled to announce TikTok Tuesdays! Join us every Tuesday at 10 PM EST on TikTok @AwkwardPillowTalk for live discussions, Q&A sessions, and more. We love interacting with you all, so bring your questions and let’s chat! 📱🎥 Jason shares his adventures (and misadventures) testing out male pleasure products from Brazzers Toys, The Handy, and Kiiroo. Find out which ones hit the spot and which ones… left him in a tight situation! 😳🔞 Huge thanks to our amazing sponsors: • Sheets of San Francisco • Brazzers Toys • The Handy • Kiiroo • Fyr Body Your support keeps the fun going! 🙌 👉 Check out our sponsors and affiliates: VirginitySnatchers.com 👉 Support Steph’s adult content: OnlyFans Don’t forget to: • Leave us a review ⭐⭐⭐⭐⭐ • Subscribe so you never miss an episode • Share with friends who might enjoy our content Connect with us: • Email: awkwardpillowtalkpodcast@gmail.com • TikTok: @AwkwardPillowTalk and @StephanieClassX • Website: AwkwardPillowTalk.com Join us on TikTok Tuesdays at 10 PM EST! Hashtags: #AwkwardPillowTalk #Podcast #Unicorns #UnicornSafety #XXXYesDay #HalloweenSpecial #TikTokTuesdays #BrazzersToys #TheHandy #Kiiroo #FyrBody #SheetsOfSanFrancisco #AdultContent #SexPositive #RelationshipAdvice #CouplesPodcast #NSFW Disclaimer: This podcast contains adult content and is intended for mature audiences. Listener discretion is advised. Support this podcast at — https://redcircle.com/awkward/donations

    39 min

About

Sex is awkward, funny, and sometimes downright intimidating, but it doesn’t have to be. At Awkward Pillow Talk, we bring those conversations out of the shadows and into the spotlight, making it easier for everyone to talk openly about their desires, needs, and experiences. Hosted by madly-in-love swingers and content creators Jason and Stephanie Class, we dive into everything from anxiety to orgasms, awkward sex stories, and beyond. Let’s break the stigma—because everyone does it, so let’s talk about it!

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