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Transgender stories

Wanted as she is. · 138 stories · 3 new today

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 →
  1. Wife Watches Husband Suck Transsexual Cock
    19 min · 155 reads
  2. Cross-Dressing Sissy Meets Her First Man
    18 min · 266 reads · ★ 4.0 (6)
  3. Mid-50s Straight Guy Discovers Trans Bar Pickup's Massive Cock
    16 min · 89 reads · ★ 4.2 (4)
  4. Neighbor's First Lesson
    13 min · 184 reads · ★ 3.8 (4)
  5. Manager's Private After-Hours Transsexual Orgy
    21 min · 49 readsNew · on trial
  6. Shemale Tease Squad: Anal, Oral & Sandwich Orgy
    26 min · 32 readsNew · on trial

Top rated in Transgenderscored by readers

All top rated →
Business Trip Encounter

A straight businessman hooks up with a hot trans executive in her hotel room.

21 min · 45 reads · ★ 4.7 (3)
Mid-50s Straight Guy Discovers Trans Bar Pickup's Massive Cock

A straight divorcee gets his throat and ass pounded by a trans woman's massive cock.

16 min · 89 reads · ★ 4.2 (4)
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.

17 min · 64 reads · ★ 4.2 (4)
Laundromat Forbidden Craving: Her Best Friend's Son

A divorced trans woman fucks her best friend's eager son at a late-night laundromat.

8 min · 230 reads · ★ 4.2 (9)
Cross-Dressing Sissy Meets Her First Man

A shy office sissy in a pink maid dress finally gets fucked by her online daddy.

18 min · 266 reads · ★ 4.0 (6)

All Transgender stories138, newest first · page 1 of 6

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Femboy Secretary Bent Over Desk and Spit-Roasted

Femboy secretary Trent gets spit-roasted over his desk by trans coworker Aisha and muscular Darius.

14 min
Lighthouse Swap: Eager Partners Trade Their Tgirls

Married accountant Marco gets feminized and fucked by his neighbor Callum at their lighthouse swingers weekend.

10 min
Hittite King and His Harem of Ladyboys

King Julius enjoys his three eager adult trans harem ladies.

12 min
Transsexual Fashion Shop's After-Hours Sex Party

Trans shop owner Carmen and model Aisha throw a hot after-hours group fuck party with models Cody and Felix.

7 min
Greased Up Skinny Blonde Tranny Ass-Stretched

Gwen gets her skinny ass double-stuffed and creamed by Marco and Callum.

7 min
Night Market Silk: His Best Friend's Slow Surrender

Mark's best friend Rosa, a trans woman, finally lets him fuck her in silk lingerie at the Bangkok night market hotel.

12 min
Sissy Nightclub Contract

Straight Emmett eagerly signs a contract to become a sissy hostess, sucking and getting fucked by wealthy men every night.

10 min
Subway Femboy's Private Strip Club Session

Married accountant gets a hot private fuck from femboy Vanessa at her strip club.

16 min · 5 reads
Crossdresser Lingerie Fashion Show and Cum Play

A trans woman models sexy lingerie for two eager men before they all enjoy hot cum play.

13 min · 9 reads
Sissy Guy Gets Fucked by His Stepdad

Sissy stepson Lorenzo finally gets bent over and fucked hard by his muscular stepdad Nikolai.

18 min · 10 reads
Shemale Tease Squad: Anal, Oral & Sandwich Orgy

Two hot shemales in their late twenties tease and gangbang eager 24-year-old guys in a wild anal, oral, and double-penetration orgy.

26 min · 32 reads
Double Date Curves: Art Class Cravings Ignite

A married accountant gets dressed up and fucked senseless by his trans art teacher.

15 min · 5 reads
Cinderella's Secret Ballgown

Shy Imani sneaks to the ball in his altered gown and gets his ass dominantly fucked by Princess Charming.

16 min · 9 reads
Manager's Private After-Hours Transsexual Orgy

Manager's steamy after-hours transsexual orgy with four eager 20-something performers.

21 min · 49 reads
Stepfamily Pool Party in Pink

Nadia makes her stepson Parker wear a tiny pink monokini to a bisexual boss's pool party.

14 min · 11 reads
Super Feminine Crossdresser Begs for Cum

Super Feminine crossdresser begs her neighbor to cum down her throat.

15 min · 18 reads
Florist’s Cold Room: Best Friend’s First Feminization

In the cold room, Darius turns his best friend into a eager sissy bride.

12 min · 15 reads
My Wife's Cock: Forced Feminine Slave

A man becomes his wife's eager feminine slave, dressed and fucked nightly by her cock.

19 min · 36 reads
Couple's Ladyboy Brothel Adventure

A married couple explores a Bangkok ladyboy brothel and enjoys hot group sex with two trans women.

17 min · 20 reads
Double BBC Pound for Crossdresser in Lingerie

Simone the crossdresser in lingerie gets double BBC pounded by two hung Black guys while his trans girlfriend watches.

22 min · 56 reads
Stepdaughter's Feminine Fiance on FaceTime

Tina's stepmom Vanessa watches on FaceTime as Tina fucks her petite fiancé Sergio.

15 min · 10 reads
Ass-Stretching a Tgirl in the Shower

Grant soaps and stretches his tgirl girlfriend Camila's tight ass in the shower.

19 min · 16 reads
Two Skinny Short-Haired Ladyboys Oil and Bugger Each Other

Two skinny ladyboys oil each other up then take turns buggering their tight asses.

27 min · 33 reads
Bumping Into a Crossdresser at the Public Toilet

A businessman and a gorgeous crossdresser hook up for hot, mutual anal sex in a public restroom.

14 min · 23 reads
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