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crossdressing

42 stories
Transgender12 min6h agoNew

Florist’s Cold Room: Best Friend’s First Feminization

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

feminizationcrossdressinganal
BDSM14 min16h agoNew

Anniversary Surprise: She Takes Control

Estelle surprises her husband Barrett with a kinky anniversary where she takes full BDSM control as his eager Domme.

peggingfemdomcrossdressing
Transgender22 min1d agoNew

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.

crossdressingdirty-talkthreesome
Taboo6 min4d ago

Caught Crossdressed and Craving Cum

Caught Crossdressed and Craving Cum "His step-sister's best friend walks in on Franklin fully dressed as a girl and they end up fucking

crossdressingfeminizationmasturbation
Fetish18 min5d ago

Dominant Wife Pegs Me in Lingerie and Heels

A dominant wife in lingerie and heels pegs her eager submissive husband.

dirty-talkcrossdressingfemdom
Transgender17 min5d ago

Crossdress Sissy Forced Pegging

Vanessa and Aisha turn their eager crossdressing sissy into a willing pegging slut.

crossdressinghumiliationlingerie
Taboo17 min6d ago★ 4.8

Girlfriend's Sissy Makeover Night Out

Girlfriend gives her boyfriend a full sissy makeover then takes him out to suck his first cock.

crossdressingfeminizationmakeover
Taboo18 min6d ago

Hôtel Bar: Bas, Désir et Pénétration

Two married businessmen hook up in a hotel for hot nylon-stocking ass fucking and a golden shower.

crossdressingnylon-fetishleg-worship
Transgender16 minOct 05

Sensual Wife Kisses Her Crossdressed Husband

Bianca passionately kisses and jerks off her crossdressed husband Roxanne on the couch.

crossdressingstockingsleg-fetish
Transgender18 minOct 05

Crossdressing Husband Makes Love to His Wife

A wife gets wildly turned on and fucks her crossdressing husband while he stays fully dressed in her lingerie.

crossdressinglingeriefeminization
Fetish16 minOct 03

Sarah's Silky Slave Wife

A submissive husband becomes his dominant trans wife's silky slave in stockings and heels.

crossdressingfeminizationstockings
Taboo15 minOct 03

Stepmom's Secret Crossdresser Seduction

Step-son gets caught cross-dressing by his hot stepmom and they both dive into full taboo sex with her bisexual friend.

crossdressingpanty-sniffingmasturbation
Transgender18 minOct 03

My Wife's Silky Sissy Husband

Wife Tamara turns her eager husband into her silky sissy sex slave.

roleplaycrossdressingfemdom
Transgender17 minOct 02

First Time Crossdressed Sissy Boy Solo Self Pissing in Public

A sissy boy dresses as Paulina and pisses in public for the first time.

public-exhibitioncrossdressingdesperation
Taboo17 minOct 02

Caught in Silk: My Stepbrother's Secret Threesome

Stepbrother Barrett gets caught in my silk lingerie, leading to a hot threesome with my boyfriend.

crossdressinglingerievoyeurism
Fetish19 minOct 01

My Wife's Silky Slave

Wife Marisol turns her eager husband Xavier into her silky stocking slave.

roleplaycrossdressingfemdom
Transgender24 minSep 30

Sissy Training by Neighbor

Kiara, a dominant trans woman, catches her eager neighbor and gives him his first intense sissy training session.

crossdressingvoyeurismlingerie
Transgender11 minSep 25

Laundromat Glow: Husband Watches Her Claim His Wife

A husband watches a hot trans woman fuck his eager wife.

analthreesomecrossdressing
Transgender10 minSep 14

Night Market Whisper: His First Surrender to Her

Shy Cody lets seductive trans woman Priya dress him in lingerie and fuck him senseless at the night market.

analfeminizationcrossdressing
Transgender10 minSep 05

Yacht Waves: Her First Time Taking a Sissy

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

roleplaysissycrossdressing
Transgender13 minSep 05★ 3.7

Neighbor's First Lesson

Shy crossdresser Nadia gets her first lesson from neighbor Gideon.

voyeurismcrossdressinglingerie
Transgender4 minAug 30

Hot Tub With His Dance Teacher

Shy Emmett explores femininity with his trans neighbor.

crossdressingfeminizationcock-worship
Transgender7 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
Transgender3 minAug 22

Rooftop Cinema Invitation

Neighbor catches desmond dressed as a sissy.

crossdressinglingerievoyeurism
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