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Transgender stories

36 stories · updated July 26, 2026
36 Transgender stories Newest first
5 minJun 05

Sissy's Mechanic Melts Over Her Stocking-Covered Surprise

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

teasingfootjobcrossdressing
8 minMay 30

Sissy's Delivery Driver Demands Her Stocking Tease

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

teaseleg-fetishstockings
6 minMay 27

Sissy's Delivery Boy Unwraps Her Lingerie Secret

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

sissycrossdressinglingerie
8 minMay 22

Sissy's Landlady Catches Her in Silky Stockings

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

crossdressingstockingsgarter-belt
7 minMay 14

Sissy's Neighbor Discovers Her Silky Crossdressing Desire

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

chastity-cagecrossdressingsissy
7 minMay 05

Sissy's Trainer Reveals Her Sheer Stocking Secret

Shy trans sissy’s sheer stockings get exposed by her dominant trainer, sparking intense anal training.

chastity-cage
6 minApr 29

Sissy's Best Friend Craves Her Lacy Surprise

Sissy's straight bestie Alex tries her lacy panties and begs her to pop his sissy cherry.

5 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
6 minApr 27

Boss Discovers Sissy's Thong Temptation

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

crossdressingsissy-humiliationthong-fetish
5 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
7 minApr 15

Sissy's Roommate Discovers Her Secret Thirst

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

crossdressingsissymakeup
7 minApr 15

Sissy's Stepbrother Craves Her Curves

Stepbrother Jake obsesses over trans stepsis Sissy's curves, sparking wild couch sex.

voyeurismexhibitionism
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