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July 4, 2025 88 mins

Glory holes, gangbang fantasies, and a strap-on-wielding Mistress—Matt shares stories of getting railed in sex shop mazes, hotel room chainbangs, and joyfully navigating bisexuality in and beyond his open marriage.


📈 STATS | 39 bisexual white male, married, into: orgies, anonymous sex, butt stuff, kink.


TIME CODE

00:00 Shame, public image, and discovering porn mags at dad’s shop

04:23 Getting hard in middle school showers and being labeled “the gay kid”

06:16 Early hook-ups with a senior boy and a girl—both in the woods

10:43 First solo masturbation and favorite techniques

16:00 The allure of anonymous sex and spontaneous double penetration

24:00 Butt prep breakdown: enemas, lube, and two-hour rituals

32:01 Hands-free orgasms, accidental peeing, and back-arching bliss

37:00 Craving to feel wanted, oral preferences, and blowjobs with condoms

43:41 FFM threesome: “I wanna ride you while she sits on your face”

47:30 Craigslist couples, group sex dynamics, and unicorn with a horn

53:35 First orgy, fisting a girl, and getting off on being watched

1:00:00 Hotel room chainbangs and leaving a condom like a mint on the pillow

1:05:00 Wife-sanctioned dick fix: trust, honesty, and safe exploration

1:10:46 Small stint in porn, cum facials, and learning to let go

1:13:34 Strap-on play, getting pegged, and dildo squats in the bathtub

1:15:48 Serving a Mistress: collars, blindfolds, and out-of-town sex clubs

1:18:28 Worship, prickly wheels, and being the obedient bottom

1:21:26 Fantasy gangbangs, condom confetti, and self-made cum shots

1:26:25 Advice to younger self: “When in doubt—fuck.”

1:28:00 Bonus rec: The Claiming of Sleeping Beauty and reading erotica


🤩 TOPICS | Adult bookstores, anal cleaning, anal fingering, ass stretching, bacterial infections, bisexual awakening, blowjob technique, cock sucking, college experimentation, condom etiquette, cunnilingus technique, deep oral sex, discreet hookups, dominant women, double-ended dildos, edging with partners, erotic humiliation, erotic massage, fantasy fulfillment, fetish-friendly play, fluid exchange, group dynamics, handjob skills, hotel hookups, kink discovery, kink exploration, lesbian friendships, male sex toys, masturbation grip styles, masturbation tools, medical-grade lube, men who have sex with men, mutual consent conversations, oral hygiene during sex, pegging curiosity, personal porn archive, porn casting, porn viewing habits, pre-sex rituals, prostate stimulation toys, public play spaces, queer male sexuality, rear entry prep, recreational dildo use, relationship agreements, role reversal kink, safe group encounters, self-stimulation tips, sensation-focused play, sex club etiquette, sex-positive parenting, sexual confidence building, sexual disclosure in relationships, sexual health checkups, sexual storytelling, solo anal play, strap-on positioning, submissive exploration, switch dynamics, threesome etiquette, toy cleaning routines, vaginal scent awareness, watching partners perform, well-lubed anal play.


Matt’s secret rendezvous from December 2023


Originally released October 2020.


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⚡️ WORK WITH WYOH | Explore (y)our creativity: wyohlee.com/links

One-on-one photoshoots, content creation, writing retreats & creative support


🤩 PATREON | Wy’s exclusive updates, stories & the community discord: patreon.com/wyohlee

 

💸 PLAY | Tickle Wy’s moneykink: 🪭onlyfans.com/wyohlee 🐈‍⬛sextpa


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