Episode Details

Cross-dressing, chastity, and small penis humiliation—John opens up about growing up with shame, discovering his bisexual desires, and navigating a hidden world of kink inside a monogamous relationship.

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📈 STATS | 35 bisexual m, partnered in a monogamous relationship of 3 years

⏰ TIME CODE

00:00 Shame, bisexual curiosity, and wanting to try everything while he still can

04:09 Feeling “too kinky”, early fantasies, and discovering desire through porn and group exploration

11:33 First experiences with men, paying for sex, and shaking through his first blowjob

14:18 Secret hookups, falling in love, and discovering his submissive side

15:24 Chastity, toys, and learning to orgasm without using his hands

18:09 Nudist camps, swinger beaches, and being watched during sex for the first time

21:29 Group play, gangbang scenarios, and the thrill of being seen and desired

27:27 Meeting his fiancée, sharing kinks, and exploring strap-ons and piss play together

33:30 Secret Dominant play partner and the addictive rush of risk and stress

37:15 Being caught, hidden desires, and navigating secrecy

42:03 Growing up with shame, porn-based sex ed, and a culture that avoids talking about sex

44:15 Small penis humiliation, cross-dressing, and the arousal of being seen and judged

49:59 Discovering size differences, humiliation fantasies, and kink identity

52:28 Cum play, tasting himself and others, and practicing solo techniques

56:56 Chastity intensity, orgasm control, and how desire builds under restriction

01:00:00 Fantasies of cuckolding, squirting, and exploring new sexual experiences

01:02:09 Nudist lifestyle, swinger spaces, and curiosity about glory holes and anonymous sex

01:05:47 Love vs. sex, religious conditioning, and losing kink inside relationships

01:09:08 Post-orgasm shame, self-judgment, and struggling to integrate desire

01:12:58 Taboo play, boundaries, and learning where fantasy meets real-world limits

01:18:25 “Normal” desires, hidden identities, and accepting what turns you on

01:19:50 Advice to his younger self: everything you like is normal—don’t waste your life in shame

Originally released October 2023.

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