Best Transgender Sex Stories
The most-read transgender sex stories on the site — ranked by what readers actually pick. Browse all Transgender stories →
Every story we've published, in one quiet list. New ones land at midnight.
Laundromat Forbidden Craving: Her Best Friend's Son
A divorced trans woman fucks her best friend's eager son at a late-night laundromat.
Lila's Trainer Takes Her Sissy Cock
Sissy Lila's thick cock in vineyard stockings turns her hot trainer into a eager bottom.
Cross-Dressing Sissy Meets Her First Man
A shy office sissy in a pink maid dress finally gets fucked by her online daddy.
Neighbor's First Lesson
Shy crossdresser Nadia gets her first lesson from neighbor Gideon.
Best Friend's Father: Forbidden Hot Tub Surrender
Lila's forbidden hot tub hookup with her best friend's hot dad turns into a wild night of passionate sex.
Caught Skinny-Dipping: Her Stocking Cock Changes Everything
Caught skinny-dipping by his sister's hot trans friend, her stocking cock changes everything.
Friends with Benefits: Crossing the Line on Her Yacht
Friends with benefits turns into rough anal sex when a hot trans woman pounds her guy on her yacht.
House-Sitting Heat: His First Time Taking Her Cock
Recent grad Warrick gets caught by trans woman Petra in her lingerie and takes her cock for the first time.
Wife Watches Husband Suck Transsexual Cock
Wife watches her husband eagerly suck two hung trans women's cocks.
Laundromat Glow: Husband Watches Her Claim His Wife
A husband watches a hot trans woman fuck his eager wife.
Rooftop Cinema Invitation
Neighbor catches desmond dressed as a sissy.
Yacht Waves: Her First Time Taking a Sissy
Renata takes her best friend's sissy brother for his first time on a yacht.
Sissy Training by Neighbor
Kiara, a dominant trans woman, catches her eager neighbor and gives him his first intense sissy training session.
Wife Unveils Hubby's Sissy Lingerie Craving
Wife catches hubby's sissy lingerie stash and pegs her into transgender bliss.
Wedding Night Invitation: Their Best Friend’s First Feminization
A groom and his bride dress their best friend as a eager bride for a hot transgender threesome on their wedding night.
Hot Tub With His Dance Teacher
Shy Emmett explores femininity with his trans neighbor.
Stepdad's Filthy TGirl Secret
Stepdad catches his trans stepdaughter’s filthy dom videos and they fuck.
Road Trip Surrender: Best Friend's Mother Claims Him
Priya, his best friend's trans stepmom, turns Ravi into her eager sissy on their road trip.
Sissy's Neighbor Discovers Her Silky Crossdressing Desire
Neighbor catches shy trans sissy in lingerie and claims her ass dominantly.
Landlady Controls Her Shy Sissy Tenant
Landlady catches her shy college sissy tenant dressed in silky stockings and takes control.
Dare at the Lighthouse: His Best Friend's Stocking Cock
Bruno dares his crossdressing best friend Colette to model her sheer black stockings and gets worshipped.
Bet Lost: Her First Claim on His Sissy Ass
Yara wins the bet and claims her eager roommate Cody's sissy ass all night.
Karaoke Afterparty: Best Friend's Silky Stocking Cock
Best friends turn lovers when Alex worships Kara's silky stocking cock.
Strangers on the Midnight Rails
A nervous crossdresser meets a hungry stranger on the midnight train and gets fucked senseless.
My Wife's Silky Sissy Husband
Wife Tamara turns her eager husband into her silky sissy sex slave.
Reunion Flame: Her Stocking Cock Awakens My Sissy Desire
At his reunion, a married guy gets seduced by his trans high-school friend into becoming her eager sissy.
Reunion Flame: Her Silk Stockings Ignite His Sissy Craving
Xavier reunites with trans woman Harriet, whose silk stockings awaken his eager sissy desires.
Night Market Whisper: His First Surrender to Her
Shy Cody lets seductive trans woman Priya dress him in lingerie and fuck him senseless at the night market.
Harvest Moon Swap: Their Wives Eagerly Trade
Under the harvest moon, accountant Barrett eagerly lets his rugged neighbor Derek fuck him senseless as a sissy.
Hotel Bar Surprise: Straight Man Worships Her 10-Inch Cock
A straight salesman drops to his knees and worships a beautiful trans woman's 10-inch cock.