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Transgender stories

Wanted as she is.

51 stories · updated August 16, 2026
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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.

51 Transgender stories Most read · New · Longest
6 min1d agoNew

Studio Session Surrender

Reid hires trans neighbor Kiara for provocative studio shoot.

lingeriecrossdressingteasing
10 min2d agoNew

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 min3d ago

Strangers on the Midnight Rails

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

21 min3d ago

Studio Couch Swap

Ravi transforms shy crossdresser friend in lace.

11 min3d ago

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 min4d ago

Best Friend's Food Truck Confession

Best friends food truck hookup gets complicated.

trans-lingeriegarter-beltbulge-worship
14 min4d ago

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 min5d ago

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 min5d ago

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 min6d ago

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★ 4.3

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
7 minJul 26

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.

dirty-talkleg-fetishnylon-fetish
8 minJul 25

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.

8 minJul 25

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.

stocking-fetishbulge-playcrossdressing
9 minJul 23

Rained-Out Campout: Best Friends Share a Silky Stocking Cock

Best friends get soaked, strip down, and fuck when a rainstorm traps them together.

8 minJul 20

Real Estate Siren's Stocking Cock at the Masquerade

A curious guy gets seduced and fucked hard by a stocking-wearing trans realtor at a masquerade ball.

dancing
8 minJul 19

Glassblower's Stocking Cock at the Food Truck Festival

Trans woman Lila fucks a burly food truck owner with her thick stocking-clad cock.

7 minJul 16

Vinyl Tease: Sissy's Tattooed Record Store Siren

Trans sissy gets bent over and fucked by the hot tattooed record store owner.

8 minJul 16

Paramedic's Rooftop Stocking Cock

A paramedic fucks a gorgeous trans woman's tight ass on a snowy rooftop.

flirtation
8 minJul 13

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.

dirty-talkfingeringroleplay
1 2 3

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