Transgender stories
Sissy and crossdressing stories are about being seen — the moment the lingerie comes out of the drawer and someone wants her anyway. These transgender erotic stories run from the first pair of stockings pulled on behind a locked door to being caught, dressed and wanted out loud, and they are written as desire rather than mockery.
Sissy stories are the biggest strand here: the roommate who finds the panties, the wife who unwraps her husband's secret and likes what she finds, the landlady who catches her in silk and says nothing for a long moment. Alongside them sit trans women and men written the way everyone deserves to be written — as people someone badly wants.
Free, explicit, and updated daily. Start with the sissy sex stories collection, or browse crossdressing stories if lingerie and secrecy are the point.
Most read in Transgenderthis month
All most read →- Wife Watches Husband Suck Transsexual Cock19 min · 134 reads
- Cross-Dressing Sissy Meets Her First Man18 min · 243 reads · ★ 4.0 (6)
- Neighbor's First Lesson13 min · 173 reads · ★ 3.8 (4)
- Mid-50s Straight Guy Discovers Trans Bar Pickup's Massive Cock16 min · 76 reads · ★ 4.2 (4)
- Manager's Private After-Hours Transsexual Orgy21 min · 36 readsNew · on trial
- Double BBC Pound for Crossdresser in Lingerie22 min · 39 readsNew · on trial
Top rated in Transgenderscored by readers
All top rated →A straight businessman hooks up with a hot trans executive in her hotel room.
A straight divorcee gets his throat and ass pounded by a trans woman's massive cock.
A straight salesman drops to his knees and worships a beautiful trans woman's 10-inch cock.
A divorced trans woman fucks her best friend's eager son at a late-night laundromat.
A shy office sissy in a pink maid dress finally gets fucked by her online daddy.
Sissy stepson Lorenzo finally gets bent over and fucked hard by his muscular stepdad Nikolai, 42.
Two hot shemales, Ingrid and Selena tease and pound eager guys Bruno and Barrett in a wild anal-oral sandwich
A married accountant gets dressed up and fucked senseless by his trans art teacher.
Shy Imani sneaks to the ball in his altered gown and gets his ass dominantly fucked by Princess Charming.
Manager's steamy after-hours transsexual orgy with four eager 20-something performers.
Stepfamily Pool Party in Pink: Nadia brings her transgender stepson Parker to a bisexual boss's pool party dressed in a tiny pink monokini and watches him
Super Feminine crossdresser begs her neighbor to cum down her throat.
In the cold room, Darius turns his best friend into a eager sissy bride.
A man becomes his wife's eager feminine slave, dressed and fucked nightly by her cock.
A married couple explores a Bangkok ladyboy brothel and enjoys hot group sex with two trans women.
Simone the crossdresser in lingerie gets double BBC pounded by two hung Black guys while his trans girlfriend watches.
Tina's stepmom Vanessa watches on FaceTime as Tina fucks her petite fiancé Sergio.
Grant soaps and stretches his tgirl girlfriend Camila's tight ass in the shower.
Two skinny ladyboys oil each other up then take turns buggering their tight asses.
A businessman and a gorgeous crossdresser hook up for hot, mutual anal sex in a public restroom.
Two 24- and Japanese ladyboys meet up and eagerly fuck each other.
Four Icelandic trans women fuck each other senseless in a steamy geothermal cabin.
Bound trans femboy Callum gets his ass brutally fucked with loads of Vaseline by his girlfriend.
At a BDSM slave auction, two trans women are willingly bought and roughly used by two doms.
Rosey, a Indian sissy bride, spends her consensual suhagraat locked in chastity while her husband fucks her.
Lesbian anal couple Naomi and Brigitte bring home a stunning ladyboy for hot threesome ass fucking.
Trent catches his assistant Dante secretly wearing lingerie and eagerly feminizes him into Lila for hot after-hours sex.
Trans woman Talia turns eager marketing director Andre into her pretty sissy.
A sadistic lord buys a eager trans ladyboy slave for cruel sex.
Reader questions
Where can I read free transgender stories?
MyEroticTales offers 129+ free transgender erotic stories with new stories added daily. No signup or payment required.
How often are new transgender stories added?
We publish new transgender stories every day. Check back daily or subscribe to our RSS feed to never miss a new story.
Are these transgender stories free to read?
Yes, all 129+ transgender stories on MyEroticTales are completely free to read with no registration required.