Long Transgender Sex Stories
The longest transgender sex stories on the site — slow-burn reads of 2,500+ words for when a quickie isn't enough. Browse all Transgender stories →
Every story we've published, in one quiet list. New ones land at midnight.
My Boxing Partner's Stocking Cock
Alex's boxing partner reveals her stocking cock.
Studio Couch Swap
Ravi transforms shy crossdresser friend in lace.
Last Night In The Studio
Dante catches his feminine assistant dressed.
Stormy Beach House Swap
shy crossdresser and trans neighbor swap beach house during hurricane.
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.
A Gay Man Sails in Lingerie
A gay man in pink lingerie gets bent over and fucked hard by a hot fishing captain.
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.
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.
Neighbor's First Lesson
Shy crossdresser Nadia gets her first lesson from neighbor Gideon.
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.
Tent Whisper: Best Friends Cross the Line
Best friends Paulina and Wesley cross the line when she dresses like his slutty girl in their tent.
Strangers on the Midnight Rails
A nervous crossdresser meets a hungry stranger on the midnight train and gets fucked senseless.
Studio Muse: Her Older Student’s Secret Craving
A photographer transforms and passionately fucks his shy 24-year-old trans student in the studio.
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.