New Transgender Sex Stories
The newest free transgender sex stories — fresh tales added every night. Browse all Transgender stories →
Every story we've published, in one quiet list. New ones land at midnight.
Caught Skinny-Dipping: Her Stocking Cock Changes Everything
Caught skinny-dipping by his sister's hot trans friend, her stocking cock changes everything.
Reunion Flame: Her Silk Stockings Ignite His Sissy Craving
Xavier reunites with trans woman Harriet, whose silk stockings awaken his eager sissy desires.
Stormy Beach House Swap
shy crossdresser and trans neighbor swap beach house during hurricane.
Rooftop Cinema Invitation
neighbor catches desmond dressed as a sissy.
Last Night In The Studio
Dante catches his feminine assistant dressed.
Studio Session Surrender
Reid hires trans neighbor Kiara for provocative studio shoot.
Lake Cabin Surrender: Her Flirty Neighbor's Stocking Cock
Shy guy Roman drops to his knees for his flirty trans neighbor Yvonne's thick stocking-clad cock.
Strangers on the Midnight Rails
A nervous crossdresser meets a hungry stranger on the midnight train and gets fucked senseless.
Studio Couch Swap
Ravi transforms shy crossdresser friend in lace.
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.
Best Friend's Food Truck Confession
Best friends food truck hookup gets complicated.
Midnight Pool: Sharing My Wife's Stocking Cock With Our Best Friend
Mark and Chris take turns sucking and fucking his wife's huge stocking-clad cock.
Rooftop Afterhours: My Barista's Stocking Cock
Lena the trans barista catches her coworker staring at her stocking cock and fucks him hard on the rooftop.
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.
Best Friend's Rain-Soaked Stocking Cock
Best friends get soaked in the rain, and Jordan can't stop staring at Alex's hard cock straining against her sheer black stockings.
My Boxing Partner's Stocking Cock
Alex's boxing partner reveals her stocking cock.
Karaoke Afterparty: Best Friend's Silky Stocking Cock
Best friends turn lovers when Alex worships Kara's silky stocking cock.
Laundromat Forbidden Craving: Her Best Friend's Son
A divorced trans woman fucks her best friend's eager 22-year-old son at a late-night laundromat.
Yacht-Bound Surrender: His First Taste of Her Stocking Cock
A curious straight guy gets seduced and fucked by a stunning trans woman's stocking-clad cock on a luxury yacht.
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.
Best Friends' Brewery Confession: Years of Hidden Stocking Cock Desire
Best friends finally confess their lust when she teases him with her sheer black stockings.
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.
One Last Harvest: Best Friend's Stocking Cock
Jake's best friend Dylan bends over in thigh-high stockings, begging him to taste and fuck his thick trans cock one last time.
Rained-Out Campout: Best Friends Share a Silky Stocking Cock
Best friends get soaked, strip down, and fuck when a rainstorm traps them together.
Real Estate Siren's Stocking Cock at the Masquerade
A curious guy gets seduced and fucked hard by a stocking-wearing trans realtor at a masquerade ball.
Glassblower's Stocking Cock at the Food Truck Festival
Trans woman Lila fucks a burly food truck owner with her thick stocking-clad cock.
Vinyl Tease: Sissy's Tattooed Record Store Siren
Trans sissy gets bent over and fucked by the hot tattooed record store owner.
Paramedic's Rooftop Stocking Cock
A paramedic fucks a gorgeous trans woman's tight ass on a snowy rooftop.
High-Roller’s Hairdresser Kneels for Her Stocking Cock
A luxury hairdresser eagerly kneels to suck and get fucked by her wealthy trans client's stocking-sheathed cock.
Lila's Trainer Takes Her Sissy Cock
Sissy Lila's thick cock in vineyard stockings turns her hot trainer into a eager bottom.