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 22-year-old son at a late-night laundromat.
Sissy's Personal Trainer Surrenders to Her Vineyard Stocking Cock
Sissy Lila's thick cock in vineyard stockings turns her hot trainer into a eager bottom.
Wife Unveils Hubby's Sissy Lingerie Craving
Wife catches hubby's sissy lingerie stash and pegs her into transgender bliss.
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.
Karaoke Afterparty: Best Friend's Silky Stocking Cock
Best friends turn lovers when Alex worships Kara's silky stocking cock.
Sissy's Handsome Houseguest Worships Her Silky Stocking Cock
Sissy's hot stepbrother's straight friend drops to his knees and worships her silky stocking cock.
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.
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.
Sissy's Neighbor Discovers Her Silky Crossdressing Desire
Neighbor catches shy trans sissy in lingerie and claims her ass dominantly.
Sissy's Pool Boy Craves Her Wet Stocking Cock
Sissy socialite teases her young pool boy into worshipping and getting fucked by her wet stocking cock.
Sissy's Tattooed Bartender Worships Her Silky Stocking Cock
Sissy gets her silky stocking cock worshiped and fucked by a hot tattooed bartender.
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.
Girlfriend's Panties Ignite Roommate's Sissy Lust
Roommate's secret panty try-on sparks his sissy submission to hot trans domme Jamie.
Sissy's Delivery Boy Unwraps Her Lingerie Secret
Sissy’s lingerie surprise turns her pizza delivery guy into a hungry fuck stud.
Sissy's Mechanic Melts Over Her Stocking-Covered Surprise
Rugged mechanic sucks and pounds a flirty trans girl's cock and ass in his garage.
Vinyl Tease: Sissy's Tattooed Record Store Siren
Trans sissy gets bent over and fucked by the hot tattooed record store owner.
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.
Sissy's Roommate Discovers Her Secret Thirst
Buff roommate catches shy sissy Alex in panties and quenches his cock craving with rough dorm sex.
Sissy's Milkman Begs for Her Sheer Stocking Cock
Sissy housewife Lana makes her obsessed milkman beg for her sheer stocking cock.
Sissy's Burly Barber Surrenders to Her Sheer Stocking Cock
Sissy teases her burly barber until he rips her stockings and pounds her ass.
Sissy's Stepbrother Craves Her Curves
Stepbrother Jake obsesses over trans stepsis Sissy's curves, sparking wild couch sex.
Sissy's Cable Guy Surrenders to Her Silky Stocking Cock
Trans woman teases and fucks a shy cable guy with her silky stocking cock.
Sissy's Burly Fireman Begs for Her Sheer Stocking Cock
Burly fireman begs on his knees to worship and get fucked by his sissy neighbor's stocking cock.
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.
Boss Discovers Sissy's Thong Temptation
Boss catches sissy intern's pink thong, leading to hot office ass-pounding.
Sissy's Best Friend Craves Her Lacy Surprise
Sissy's straight bestie Alex tries her lacy panties and begs her to pop his sissy cherry.
Sissy's Landlady Catches Her in Silky Stockings
Landlady catches her shy college sissy tenant dressed in silky stockings and takes control.
Sissy's Hot Neighbor Begs for Her Stocking-Clad Cock
Sissy next door teases her muscle jock neighbor until he begs to worship her stocking-clad cock.
Sissy's New Boss Craves Her Silky Stocking Cock
Sissy's new CEO boss hires her for her throbbing silky stocking cock.
Sissy's Sultry Yoga Instructor Surrenders to Her Stocking Cock
Sissy in stockings gets bent over and fucked by his hot trans yoga instructor.