crossdressing

20 stories
Transgender17 min1d agoNew

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
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.

dirty-talkstockingscrossdressing
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.

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Transgender7 minJun 26

Cable Guy Takes Sissy's Stocking Cock

Trans woman teases and fucks a shy cable guy with her silky stocking cock.

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Transgender7 minJun 22

Mia's Obsessed UPS Driver

Sissy Mia makes her obsessed UPS driver worship and get fucked in her sheer stockings.

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Transgender5 minJun 13

Lana's Milkman Begs for Sissy Stocking Cock

Sissy housewife Lana makes her obsessed milkman beg for her sheer stocking cock.

stocking-fetishchastity-cagecrossdressing
Transgender7 minJun 07

Lana's Plumber Worships Her Sissy Surprise

Sissy housewife Lana teases her plumber until he worships and fucks her silky stocking surprise.

stocking-fetishcrossdressingteasing
Transgender5 minJun 05

Garage Mechanic Claims His Sissy

Rugged mechanic sucks and pounds a flirty trans girl's cock and ass in his garage.

teasingfootjobcrossdressing
Transgender8 minMay 30

Delivery Driver Claims His Sissy

Sissy teases her hunky delivery driver with stockings until he bends her over and fucks her.

teaseleg-fetishstockings
Transgender6 minMay 27

Pizza Delivery Stud Claims Sissy

Sissy’s lingerie surprise turns her pizza delivery guy into a hungry fuck stud.

sissycrossdressinglingerie
Transgender8 minMay 22

Landlady Controls Her Shy Sissy Tenant

Landlady catches her shy college sissy tenant dressed in silky stockings and takes control.

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Transgender7 minMay 14

Sissy's Neighbor Discovers Her Silky Crossdressing Desire

Neighbor catches shy trans sissy in lingerie and claims her ass dominantly.

chastity-cagecrossdressingsissy
Transgender5 minApr 28

Wife Unveils Hubby's Sissy Lingerie Craving

Wife catches hubby's sissy lingerie stash and pegs her into transgender bliss.

sissy-fetishchastity-cagecrossdressing
Transgender6 minApr 27

Boss Discovers Sissy's Thong Temptation

Boss catches sissy intern's pink thong, leading to hot office ass-pounding.

crossdressingsissy-humiliationthong-fetish
Transgender5 minApr 22

Girlfriend's Panties Ignite Roommate's Sissy Lust

Roommate's secret panty try-on sparks his sissy submission to hot trans domme Jamie.

crossdressingpanty-sniffingpanty-masturbation
Transgender7 minApr 15

Dorm Roommate Takes Sissy Alex

Buff roommate catches shy sissy Alex in panties and quenches his cock craving with rough dorm sex.

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