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Transgender stories

Wanted as she is.

60 stories · updated September 06, 2026
Free · discreet subject lines · unsubscribe anytime

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.

60 Transgender stories Most read · New · Longest
11 min12h agoNew

Studio Muse: Her Older Student’s Secret Craving

A photographer transforms and passionately fucks his shy 24-year-old trans student in the studio.

sexual-contact
11 min1d agoNew

Yacht Waves: Her First Time Taking a Sissy

Renata takes her best friend's sissy brother for his first time on a yacht.

crossdressingsissyfeminization
10 min1d agoNew

Neighbor's First Lesson

Shy crossdresser Nadia gets her first lesson from neighbor Gideon.

crossdressing
4 minAug 30

Hot Tub With His Dance Teacher

Shy Emmett explores femininity with his trans neighbor.

crossdressingfeminizationcock-worship
7 minAug 27

Caught Skinny-Dipping: Her Stocking Cock Changes Everything

Caught skinny-dipping by his sister's hot trans friend, her stocking cock changes everything.

voyeurismcrossdressingfemdom
16 minAug 26

Reunion Flame: Her Silk Stockings Ignite His Sissy Craving

Xavier reunites with trans woman Harriet, whose silk stockings awaken his eager sissy desires.

voyeuristic-staring
17 minAug 26

Stormy Beach House Swap

shy crossdresser and trans neighbor swap beach house during hurricane.

3 minAug 22

Rooftop Cinema Invitation

neighbor catches desmond dressed as a sissy.

crossdressinglingerievoyeurism
18 minAug 20

Last Night In The Studio

Dante catches his feminine assistant dressed.

6 minAug 16

Studio Session Surrender

Reid hires trans neighbor Kiara for provocative studio shoot.

lingeriecrossdressingteasing
10 minAug 15

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.

voyeurismteasingstockings
12 minAug 14

Strangers on the Midnight Rails

A nervous crossdresser meets a hungry stranger on the midnight train and gets fucked senseless.

21 minAug 14

Studio Couch Swap

Ravi transforms shy crossdresser friend in lace.

11 minAug 14

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.

crossdressinglingerieseduction
11 minAug 13

Best Friend's Food Truck Confession

Best friends food truck hookup gets complicated.

trans-lingeriegarter-beltbulge-worship
14 minAug 13

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.

handjobdirty-talkstockings
6 minAug 12

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.

voyeurismteasingstockings
17 minAug 12

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.

dirty-talkleg-fetishthigh-highs
14 minAug 11

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.

rain-soaked-clothingclothing-adhesioncock-outline
25 minAug 09

My Boxing Partner's Stocking Cock

Alex's boxing partner reveals her stocking cock.

10 minAug 01

Karaoke Afterparty: Best Friend's Silky Stocking Cock

Best friends turn lovers when Alex worships Kara's silky stocking cock.

flirting
8 minJul 30★ 4.2

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.

13 minJul 27

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.

7 minJul 27

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.

dirty-talkcock-worshipexhibitionism
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