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crossdressing

57 stories
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

Imani's Silky Slave Wife

Imani turns Otto into her silky slave wife, dressing him in stockings and slip before dominating him with her cock.

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★ 4.1

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
Transgender6 minAug 16

Studio Session Surrender

Reid hires trans neighbor Kiara for provocative studio shoot.

lingeriecrossdressingteasing
Transgender11 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
Transgender8 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
Transgender7 minJul 10

Lila's Trainer Takes Her Sissy Cock

Sissy Lila's thick cock in vineyard stockings turns her hot trainer into a eager bottom.

sissycrossdressingstockings
Transgender6 minJul 06

Tattooed Bartender Seduces Sissy

Sissy gets her silky stocking cock worshiped and fucked by a hot tattooed bartender.

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Transgender10 minJul 03

Burly Fireman Kneels for Sissy Stocking Cock

Burly fireman begs on his knees to worship and get fucked by his sissy neighbor's stocking cock.

sheer-nylon-fetishcrossdressingexhibitionism
Transgender7 minJun 27

Burly Barber Takes Sissy's Stocking Ass

Sissy teases her burly barber until he rips her stockings and pounds her ass.

crossdressingleg-fetishstocking-play
Transgender7 minJun 26

Sissy's Handsome Houseguest Worships Her Silky Stocking Cock

Sissy's hot stepbrother's straight friend drops to his knees and worships her silky stocking cock.

crossdressingstockingscorset
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