Best Chat Roulette Podcasts (2025)

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EPISODE 12: “Dating Crimes & Confessions | Hoe Crimes & Misdemeanors (Season Finale)” 32:43

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6d ago32:43

32:43

In this finale, we’re putting Season 1 on trial. From petty dating moves to wild confessions, “hoe crimes” gone wrong, and misdemeanors that should be legal! We’re breaking down ALL the chaos that got us here. Plus, we name-drop a few celebrities along the way 👀 ✨ In This Episode We Unpack: • The pettiest dating “crimes” we’ve committed • Accidenta…

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EPISODE 11: “Unblocking, Re-blocking, Healing: The Chaos Episode” 26:46

13d ago26:46

26:46

Are we actually healing… or just rebranding our toxicity? 🤡 This week we dive into the messy, chaotic, clown-nosed reality of what “healing” actually looks like. Think journaling at noon and texting your ex at 12:05, blocking/unblocking cycles, and all the delusional little milestones that make growth feel ✨spicy✨ In This Episode We Discuss: • The …

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Swinger Couples Orgy: Music Festival Sex Chat Story (MMFF) Pt.2 10:05

18d ago10:05

10:05

Step into Part 2 of the electrifying world of music festivals and open relationships with this episode, where two adventurous swinger couples meet for the first time at a packed EDM festival. Amidst the pulsing beats and neon lights, sparks fly as they connect over their shared love of music and the lifestyle. When the night takes an unexpected tur…

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EPISODE 10: “Soft Launches Gone Wrong: PR Stunts, Secret Relationships & Hard Lessons” 25:18

20d ago25:18

25:18

What happens when your situationship goes Instagram official… without you? 😅 This week, we’re breaking down the modern dating chaos of soft launches, hard launches, and the secret art of posting without posting. In This Episode We Unpack: • The most unhinged soft launches we’ve ever done (tattoos, plates, mystery shadows 👀) • Getting soft launched …

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EPISODE 9: “Unhinged Hot Takes: Cancel Roulette, Petty Opinions & Things We Shouldn’t Say Out Loud” 26:56

27d ago26:56

26:56

Some opinions are best kept private… but obviously those rules don't apply to us! This week we’re exposing unhinged takes, conspiracy theories, and irrational hate that would 100% get us canceled if they left our Notes app. From petty trends we think are dumb to secret confessions that are horrible but kind of iconic, this one’s pure cancel worthy,…

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EPISODE 8: “Toxic but Hilarious: Petty Confessions, Villain Era Wins & Hoe Phase Logic” 20:38

1M ago20:38

20:38

Some call it toxic, we call it comedy. This week we’re diving into the messy side of dating stories, petty revenge, and those bad decisions you swore you’d never admit out loud. From playing dumb on purpose, to lies that accidentally became canon, we’re unpacking the entertaining chaos that makes toxic relationships, cheating stories, and messy sit…

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Swinger Couples Orgy: Music Festival Sex Chat Story Pt.1 (MMFF) 8:53

1M ago8:53

8:53

Step into Part 1 of the electrifying world of music festivals and open relationships with this episode, where two adventurous swinger couples meet for the first time at a packed EDM festival. Amidst the pulsing beats and neon lights, sparks fly as they connect over their shared love of music and the lifestyle. When the night takes an unexpected tur…

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EPISODE 7: “Girl Math for Hoe Logic: Emotional Spending, Bad Decisions & Financial Red Flags” 28:52

1M ago28:52

28:52

In this episode we unpack: • Chaotic purchases we STILL defend (aka unserious budgeting at its finest) • The little lies we tell ourselves to justify bad decisions… financial and emotional • “I earned this” spending after breakups, periods, or any slight inconveniences • Signs from the universe that we used as an excuse to swipe the card 😌 • Unseri…

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EPISODE 6: “Toxic, Petty, and Lowkey Proud?: Our Red Flag Era” 29:54

2M ago29:54

29:54

This one’s for the self-aware baddies who can admit… yeah, I was the red flag at least once. We’re not blaming Mercury retrograde for our toxic relationships…. this time! Just owning the petty fights we started for fun, the situationships we stirred up, and the ex-boyfriend drama we may or may not have caused on purpose 😆 We’re talking dating disas…

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EPISODE 5: "Good Girlfriend, Wrong Man: The Resume I Regret & Pick-Me Disasters” 27:12

2M ago27:12

27:12

Maybe you weren’t “crazy”… you were just out here giving wifey energy to a man who couldn’t even commit to a dinner plan. This is our love letter (and roast) to the version of us that stayed loyal in messy situationships with no title, no clarity, and definitely no reciprocity. We’re talking breakup recovery, pick me phases, and all the little “qui…

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EPISODE 4: “I Didn’t Get Closure, So I Made It Up: Messy Situationships & Delusional Breakup Stories” 26:17

2M ago26:17

26:17

This one’s for the girls who never got closure in relationships, so they got creative instead 🤷‍♀️ When the breakup didn’t come with an explanation, we wrote our own. Whether you sent a fake “I’m healed now” text or had twelve fake final convos, this episode is for you. In this chaotic, unfiltered storytime podcast, we unpack: • The most delusional…

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EPISODE 3: “ Breakdowns, Burnout & Bad Decisions: Soft Girl Survival Mode” 20:36

2M ago20:36

20:36

So… when was the last time you ugly cried on the bathroom floor, then made cereal like nothing happened? Yeah, that’s the vibe. This is for the girls who are not okay… but still kinda funny about it 🤣 In this episode, we spill the messy stories behind: • Our last breakdown and what triggered it • Why society glamorizes burnout (and how we learned t…

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EPISODE 2: “ Sex, Healing & Messy Situationships: When the Hoe Phase Hits Back” 21:05

2M ago21:05

21:05

We healed… and then got tired. And okay, maybe a little bit feral. This sex & dating podcast episode is for anyone who’s ever balanced spiritual awakening stories with the chaos of the hoe phase. In this unfiltered, laugh-cry convo, we unpack: • When we stopped performing for the male gaze (and when we still catch ourselves slipping) • How spiritua…

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EPISODE 1: “ From Hoe Phases to Divorce Drama: The Chaos That Bonded Us” 22:46

2M ago22:46

22:46

Two ex-sisters-in-law. One mic. Zero filters. This debut storytime podcast dives into our messy situationships, bad decisions, and the toxic relationships that made us who we are now. In this episode of pure girl talk podcast energy, we get into: • The girls we were at 18 vs who we are now • Our most out-of-pocket and most wifey moment • When heali…

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BDSM for Men: CBT Roleplay Sex Chat Session (MF)| Roleplay Chat Pt.2 8:53

2M ago8:53

8:53

Step into the world of high-tech fantasies as a billionaire tech entrepreneur dives into the secrets of a BDSM dungeon in this captivating roleplay chat. Explore themes of power, desire, and technology in an immersive MF (male/female) scenario that blends cock and ball torture with erotic adventure. Perfect for listeners interested in BDSM, rolepla…

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BDSM for Men: Submissive Berlin Dungeon Adventure (MF)| Roleplay Chat Pt.1 11:25

3M ago11:25

11:25

Step into the world of high-tech fantasies as a billionaire tech entrepreneur dives into the secrets of a BDSM dungeon in this captivating roleplay chat. Explore themes of power, desire, and technology in an immersive MF (male/female) scenario that blends submission with erotic adventure. Perfect for listeners interested in BDSM, roleplay, and the …

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Honest Cock Rating Story | Women Rate Penises Online Roleplay Chat (MF) 8:54

4M ago8:54

8:54

Curious about online penis ratings and real-life experiences? In this erotic roleplay episode, Jeff meets Kate in a candid online chat and boldly asks her to rate his penis. Listen as Kate shares her honest reactions, explores the psychology behind penis rating requests, and offers tips for men interested in getting genuine feedback from women onli…

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A Polyamorous Bisexual Threesome Wild Night In | Sex Talk MMF 7:36

6M ago7:36

7:36

This Chat sessio begins as Alex, a software engineer explores his bisexuality with his new female partner in cime who then introduces him to her boyfriend. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explores online anonymously. NSFW: This is an anonymous transcrip…

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Tease, Denial & The Art of Slutty Seduction | Roleplay Chat (MF) 7:44

6M ago7:44

7:44

This Chat session begins as Greg a mechanic in Chicago gets hit on by a woman at work. Their first date leads Greg down a path of tease, edging, and denial as well as self pleasure. He's had these kinks for a very long time but it's not until he meets Brittany that he gets to explore them. This is an adult ASMR conversation where a man finds a fema…

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Gloryhole Voyeurism: Exploring Polyamory Fantasies | MMMF Roleplay 12:54

6M ago12:54

12:54

This Chat session begins as Alex explores his infatuation with Gloryholes narrated by Nicole. Alex has a kink to see a woman use a public Gloryhole with strangers at a gas station after being sexually repressed for many years. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fanta…

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Living Large: My Life with a Giantess Girlfriend | Macrophilia Erotic Roleplay Chat (MF) 9:54

7M ago9:54

9:54

This Chat session begins as Jacks Giantess story is narrated by Nicole. Jacks first experiences in Macrophilia are explored as well as his first encounter with a real life Giant Girlfriend. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explores online anonymously. NS…

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Rubbing Noses & Bumping Uglies | Nasophilia Erotic Roleplay Chat (MFF) 6:43

7M ago6:43

6:43

This Chat session begins as the Arousr chat host is asked by a member to roleplay that she shares his fetish of nasophilia. They bump their noses together to fulfill his nose fetish in ways he's never explored before. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he exp…

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Dominant Man Exposes His Submissive Slave on Facetime | Roleplay Chat (MMF) 6:03

8M ago6:03

6:03

This Chat session begins as the chat host is asked by a member to roleplay that she is the submissive type. She is chatting online with a member and he demands he have total control over how she submits to her boyfriend while he voyueristically watches on facetime. This is an adult ASMR conversation where a man finds a female partner to roleplay ch…

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Hardcore Bisexual Threesome at The Hyatt Hotel | Roleplay Chat Fantasy (FF) 10:16

8M ago10:16

10:16

This chat session begins as the chat host is asked by a member to roleplay that she has helped her discover that she has a kink for being cheated on by her husband. The woman who is chatting is always finding her husband checking out cam girls online behind her back. She decides to hire a call girl to take things to the next level. This is an adult…

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Submissive Man Gets Locked & Owned by Mistress | Roleplay Chat (MF) 5:56

8M ago5:56

5:56

The scene begins as the chat host is asked by a member to roleplay that he is her loyal submissive and she gets to take full control of him. She is a strict dominatrix who will keep him in his place and will have to tie him up and lock him in a cage to do so. This is an adult ASMR conversation where a man finds a female partner to roleplay chat wit…

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Slutty Cam Model Teases Fan With SPH & Edging | Roleplay Chat (MF) 9:09

9M ago9:09

9:09

This session involves an arousr member and chat host. The scene begins as the chat host is asked by a member to roleplay that she's the promiscuous type who loves to taunt her boyfriend while chatting with men online. They end up having an extra spicy chat where he is edged and humiliated by her chatting until he can’t take it anymore. She humiliat…

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A Tradwife Marries Polygamist Mormon Husband | Roleplay Chat (MFFF) 12:35

10M ago12:35

12:35

This session involves an arousr member and chat host. The scene begins as the chat host is asked by a member to roleplay that she's a Trad Wife who marries a Polygamist Mormon. They end up having a group party with all of his wives and that’s where things get really hardcore. This is an adult ASMR conversation where a man finds a female partner to …

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The TaskRabbit Handyman Gets Laid by Only Fans Model | Roleplay Chat (MF) 12:56

10M ago12:56

12:56

This session involves an arousr member and chat host. The scene begins as the chat host is asked by a member to roleplay that she's an only fans model who has no time to fix a shelf in her apartment. She decided to use task rabbit to hire a contractor and when he arrives, their fantasy begins. This is an adult ASMR conversation where a man finds a …

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Uber Pool Ride Girls Gone Wild | Roleplay Chat (MFF) 10:58

10M ago10:58

10:58

This session invovles an arousr member and chat host. The scene begins as the chat host is asked by a member to roleplay that she is his rider in an Uber Pool Pick up. They both are attracted to each other and decide to make thier Uber Pool into a wild ride with the last pick up. This is an adult ASMR conversation where a man finds a female partner…

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My Secret Affair with a Conservative Politician | BDSM Roleplay Chat (MF) 10:08

10M ago10:08

10:08

This session involves an arousr member and chat host. The scene begins as the chat host is asked by a member to roleplay that she's the assistant to a prominent politician. They are both deeply conservative in their day to day life but at night... they need an escape into a world of dominance and submission. This is an adult ASMR conversation where…

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The Repairman Hooks Up With His Trans Tenant | Roleplay Chat (MF) 11:19

11M ago11:19

11:19

This session involves an arousr member and chat host Kiki Miller. The scene begins as Kiki is asked by a member to roleplay that she’s a new tenant in an apartment complex. She calls upon the service repairman to fix a faulty pipe in her unit. Little does she know that she will find herself attracted to who shows up at the door. This is an adult AS…

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My Wife Wants Me to be Her Crossdressing Sissy | Extreme SPH Roleplay Chat (MF) 9:43

11M ago9:43

9:43

This session involves an arousr member and chat host Kiki Miller. The scene begins as Kiki is asked by a member to roleplay that his wife is trying to turn him into her submissive girlfriend even though he’s a guy. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explor…

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Seduced By My Sister In Law Behind My Wife's Back | Affair Roleplay Chat (MF) 13:30

11M ago13:30

13:30

This roleplay chat session involves an arousr member and chat host Kiki Miller. The scene begins as Kiki is asked by a member to roleplay that she’s the flirty sister in law who decides to make her move on her sister's husband over the holidays. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses…

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Scott Nedwick and Steve Sanchez Discuss the Role of [Redacted] in a Holistic Sales and Marketing Strategy 27:01

11M ago27:01

27:01

In this episode of the GTM Roulette podcast, Kris Rudeegraap is joined by Scott Nedwick and Steve Sanchez, both seasoned experts in customer success, for an engaging conversation on an unexpected topic. Tune in to hear them share valuable insights on how to cut through the noise, strike the right balance in marketing outreach, and leverage data to …

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Bisexual Grindr App Hook Up with Dominant GF | Roleplay Chat (MMF) 10:36

11M ago10:36

10:36

A man roleplays that he is being coached by a his dominant girflriend to sign up to a gay dating app site. His girlfriend provokes him and challenges him to post pictures of himself to find a hook up for the evening so she can watch. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in …

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Mario Martinez Jr. and Ronen Pessar Share Hot Takes on [Redacted] in B2B Marketing Strategy 27:02

11M ago27:02

27:02

In this GTM Roulette episode, Kris Rudeegraap is joined by Mario Martinez Jr. and Ronen Pessar as they dive into an unexpected topic transforming B2B strategy. They discuss the rise of influencers, impact of AI, and share tips on staying ahead in this evolving space. Tune in to hear their insights and predictions on why this channel is becoming ess…

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Oscar Torres and Sara Richter Chat the Power of [Redacted] in B2B 24:35

12M ago24:35

24:35

In this episode of the GTM Roulette podcast, host Kris Rudeegraap, co-founder and CEO of Sendoso, is joined by Oscar Torres from Desosystems and Sarah Richter from Amarsys for an insightful discussion on innovative strategies for breaking through the noise in B2B marketing. They delve into the importance of data in creating personalized, high-impac…

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Dominant GF Turns Boyfriend Into Her Maid | Forced Feminization Roleplay Chat (MF) 12:52

12M ago12:52

12:52

A man roleplays that his bossy girlfriend goes away on vacation for a week. However, in order to keep him obedient as her slave while she's away her domme girlfriend is invted to stay with him at the house. The domme proceeds to turn her boyfriend into a submssive maid for the day and madness ensues. This is an adult ASMR conversation where a man f…

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The Sexy Secretary Seduces Her Boss for a Promotion | Office Roleplay Chat (MF) 12:54

12M ago12:54

12:54

A man roleplays that he is the boss in a coprorate office when his slutty secretary decides to seduce him in order to be promoted to be his personal assistant. She will do anything he asks of her to get closer to him. Anything. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fant…

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A M.I.L.F Hotwife Goes Bull Hunting | Polyamory Roleplay Chat (MMF) 11:03

12M ago11:03

11:03

A man roleplays that he is married to a M.I.L.F Hotwife. They finally have a night to themselves and decide to go bull hunting together at the Four Seasons Hotel Bar in Chicago. A more discreet and upper class environment to find a third. Listen to the full story to find out how hardcore this scene will end between a husband, wife and a bull. This …

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Cuckholdress Roleplay Chat | Humiliated by The Bull & My Hotwife (MMF) 11:43

1y ago11:43

11:43

A man roleplays that he is a cuck and has a girlfriend who loves cheating on him and telling him about all the things she does to humiliate him behind his back. They end up engaging in a threesome in the most unexpected way. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy…

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Keri Brooke and Wendy White Discuss [Redacted] in B2B Marketing 21:44

1y ago21:44

21:44

In this episode of the GTM Roulette podcast, Sendoso’s Co-CEO Kris Rudeegraap sits down with CMOs Keri Brooke and Wendy White to explore how an underutilized channel is reshaping B2B marketing.By Kris Rudeegraap

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Femdom Chat | Spiked Drinks and Spankings (TPE & FLR) 13:06

1y ago13:06

13:06

A man roleplays that he meets a mysterious women at a bar. She picks him up and then puts something in his drink.. He wakes up naked tied to her bedroom and a total power exchange begins between them both. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explores online…

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One Tipsy Night With My Roommates Submissive Sister (TPE) | Roleplay Chat 13:29

1y ago13:29

13:29

A man roleplays that he gets stuck at home alone with his roommates submissive sister whose in town from College for the weekend. She confesses her attraction to him and they proceed to get tipsy and play Truth or Dare. The game leads them both down a path of total power exchange for the evening. Listen to see how this adult chat story ends. This i…

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Edging in a Chastity Cage | Dominatrix Roleplay Chat 14:02

1y ago14:02

14:02

A man roleplays that he has been locked in a Chasity cage for 90 days and begs his Mistress to release him for an erotic BDSM roleplay chat session. His Mistress holds the key and all the power in this power exchange dynamic. Listen to find out if he gets out of his cage. This is an adult ASMR conversation where a man finds a female partner to role…

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Power Play : Bratty Girlfriend Takes Control Over Her Beta Boyfriend (BDSM) 13:47

1y ago13:47

13:47

A man roleplays that he has a bratty girlfriend who wants to be in total control over him and his sexual needs. They are at his condo in Chicago having a fight and it leads to her humiliating him and putting him in his place. Listen to this full erotic story to experience what it's like to be dominated by a brat. This is an adult ASMR conversation …

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Swingers on Spring Break: A Mexico Vacation Orgy Story (MMMFF) 11:34

1y ago11:34

11:34

A man roleplays that he is with his girlfriend on vacation and they decide to explore swinging with 2 men and a women who hit on them at a bar. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explores online anonymously. NSFW: This is an anonymized transcript from an A…

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Swinging in the Sun: A Mexico Vacation Like No Other! (MMFF) 15:22

1y ago15:22

15:22

A man roleplays that he is with his girlfriend on vacation in Cabo San Lucas and they decide to explore swinging with a married couple who hits on them at a bar. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explores online anonymously. NSFW: This is an anonymized tr…

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Dominant Girlfriend Hypnotizes Sissy Boyfriend: Slave Training 9:56

1y ago9:56

9:56

A man roleplays that he is a beta slave and is trained by his domme girlfriend how she likes foreplay only to become her toy for the day. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explores online anonymously. NSFW: This is an anonymized transcript from an Arousr …

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Domme Wife Turns Sissy Husband Into Her Girlfriend 10:15

1y ago10:15

10:15

A man roleplays that his wife buys him women's clothes and turns him into her sissy girlfriend even though he's still a male. This is an adult ASMR conversation where a man finds a female partner to roleplay chat with and immerses himself in a fantasy he explores online anonymously. NSFW: This is an anonymized transcript from an Arousr chat session…