Transgender Bareback Stories

A trans woman's journey as a sissy slut at a private club, exploring themes of submission, kink, and self-discovery, with a cast of dominant men and a journey of erotic awakening that will leave her begging for more.

A small, submissive man is taken control of by a dominant black man and introduced to a world of intense kink and erotic submission.

A husband's innocent curiosity sparks a magical transformation, turning him into his wife, and her into him, setting off a journey of self-discovery, love, and unexpected parenthood.

A stressed college student meets a firefighter through a personal ad and gets fucked senseless in his car.

When a baseball player's life unravels, he finds himself in a shocking same-sex encounter that will forever change his trajectory.

A seasoned seducer's thrilling tryst with a pliant young crossdresser leaves him basking in the afterglow of a conquest, but will he be left wanting more?

A crossdressing sex worker hosts a client, enduring rough sex on the stairs for a fee.

A 57-year-old man sheds his old life, embracing his true self as Caroline Bunny, and dives into a world of drag bars and casual sex.

Lara, a young trans woman, livestreams explicit content and navigates her transition during the pandemic, exploring her sexuality and growing her adult entertainment career.

A retired man meets a trans escort for a passionate daytime date that blossoms into a deep emotional connection.

A young trans woman's first sexual encounters with strangers are marked by awkwardness, rough sex, and emotional vulnerability.

A sissy bottom's passionate encounter with a married man leads to a deeply satisfying bareback fuck and an unexpected turn as they fuck their lover in return.

Darian's young charge Eric gives a party guest a tour of the condo, and his bedroom.

Nikki, a crossdressing individual, meets two horny tops, Roger and Paul, for a wild afternoon of sex.

A divorced engineer's hidden desires surface, leading him to a BDSM relationship with his banker.

A 40-year-old man becomes his 57-year-old lover's 'gurl' for a weekend of intense sex and submission.

A crossdressing man's secret hobby is discovered by a stranger, leading to a violent and degrading encounter in the woods.

After a magical transformation, a man becomes a woman and embarks on a journey of sexual discovery and unexpected pregnancy.

A crossdresser, handcuffed and helpless, is raped on cam by a stranger who won't take no for an answer.

Two men turned into women for witness protection discover the thrill of their new lives through unbridled sex and unexpected relationships in Miami.

A high-end sissy boy prostitute recounts his transformation and rise to charging $10,000 per night.

A man becomes a woman after wearing a magical Halloween costume and gets pregnant after a night of sex.

A trans woman's journey to motherhood begins with a mysterious transformation, unbridled passion, and an unexpected pregnancy that sets her on a path of love, identity, and family.

A shy Asian TV meets a dominant black man online and is taken on a journey of erotic submission and slut training in a secluded spot.

A man becomes a woman, hits the bar scene, and gets picked up by a muscular blonde, leading to a night of unbridled sex.

Two men in a remote logging camp discover lingerie and unleash their fantasies, leading to a raw and intense sexual encounter.

A seasoned cocksucker's day of cruising sex venues ends with a belly full of cum.

A man fulfills his long-held fantasy by hiring a transsexual escort in NYC.