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Longest Ladyboy Sex Video

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Trans woman masturbates alone in her bedroom14:47
Masturbation5/17/24

Trans woman masturbates alone in her bedroom

A woman sits on her bed wearing a pink dress. She holds her penis and starts masturbating. The room has Christmas decorations in the background. She continue…

Watched
Ladyboy Pounded in the Ass - Fake Tits Galore!12:00
Busty5/17/24

Ladyboy Pounded in the Ass - Fake Tits Galore!

Shemale porn videos truly make your wildest fantasies come to life. Explore the taboo world of tranny sex at its finest with our exclusive, high-quality film…

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Two naked women on a couch11:59
Asian5/17/24

Two naked women on a couch

Two women are naked in a white room. A blonde woman kneels on a grey couch behind a redhead woman. She places her hands on the redhead woman's hips. They sta…

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Three women sit together on a tiled floor11:59
Asian5/17/24

Three women sit together on a tiled floor

Three women are sitting on a white tiled floor. A blonde woman holds a large penis between her hands. The brunette woman in a purple bikini watches the actio…

Watched
Brunette Ladyboy's Ass Demolition11:59
Anal5/17/24

Brunette Ladyboy's Ass Demolition

Brunette shemale sex video ~ Get ready for a wild ride as the hottest brunette shemale takes center stage and shows off her amazing skills. You won't believe…

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Two women give a man a blowjob in the kitchen11:59
Blowjob5/17/24

Two women give a man a blowjob in the kitchen

A man stands in a kitchen with two women. The brunette woman with tattoos performs a blowjob on him. The blonde woman leans against the counter next to them…

Watched
Brunette woman in fishnets on a bed11:59
Asian5/17/24

Brunette woman in fishnets on a bed

A woman with big tits lies on a bed in a dark room. She wears black lingerie and fishnet stockings. She has a large tattoo on her hip. She makes loud sounds…

Watched
Ladyboy Ass Fucking ~ Home Porn at Its Best11:59
Anal5/17/24

Ladyboy Ass Fucking ~ Home Porn at Its Best

Shemale is not a term we use to describe our performers, but if you're looking for some serious anal action, you might want to check out our home porn collec…

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Blonde woman and tattooed shemale in a bedroom11:58
Blonde5/17/24

Blonde woman and tattooed shemale in a bedroom

A blonde woman sits on a pink bed in a bedroom. A tattooed shemale stands next to her wearing a black shirt. They look at each other in the room. The scene t…

Watched
Ladyboy Dominates Mature Asian in Wild Anal Romp11:58
Femdom5/17/24

Ladyboy Dominates Mature Asian in Wild Anal Romp

Universally famous shemale star, Nina North, and her partner, the Asian mature starlet, Evelin Stone, take you on a wild ride of ravishing anal action in thi…

WatchedAsian
Blonde woman and redhead in a bedroom11:58
Blonde5/17/24

Blonde woman and redhead in a bedroom

A blonde woman wearing a floral dress sits on a bed. A redhead woman sits between her legs in a white outfit. They look at each other closely in the room. Th…

Watched
Tattooed woman gives a deepthroat blowjob11:58
Blowjob5/17/24

Tattooed woman gives a deepthroat blowjob

A woman with many tattoos performs a deepthroat blowjob. She wears a pink harness and black fishnet clothing. The scene shows her focused on the act.

Watched
Two blonde women in a kitchen and living room11:58
Blonde5/17/24

Two blonde women in a kitchen and living room

Two blonde women are in a modern kitchen. One woman sits on a red leather couch. The other woman stands behind the couch near the kitchen counter. They are b…

Watched
Ladyboy's Wild Night with Horny Photographer!11:58
Asian5/17/24

Ladyboy's Wild Night with Horny Photographer!

Discover the taboo world of shemale pornography with our exclusive video featuring a thick tranny getting laid with a horny photographer. Watch as they engag…

Watched
Two naked women play on a bed11:58
Asian5/17/24

Two naked women play on a bed

Two women are naked in a bedroom. One woman with tattoos lies on her back on the bed. The other woman lies on top of her body. They stay close together on th…

Watched
Naughty Janelle Fennec's Ladyboy Extravaganza11:58
Asian5/17/24

Naughty Janelle Fennec's Ladyboy Extravaganza

Witness the beauty of shemale Janelle Fennec as she explores her sexuality in a sensual anal play. With her pale skin and tantalizing curves, Janelle will ta…

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Brunette woman licks her friend in bed11:58
Asian5/17/24

Brunette woman licks her friend in bed

Two women are naked in a bedroom. One woman lies on her back while her friend leans over her. The brunette licks her body and breasts. They relax together on…

Watched
Two women sit on a couch in a bright room11:57
Asian5/17/24

Two women sit on a couch in a bright room

Two women sit together on a purple couch. One woman wears a gold mesh top and smiles at her friend. The other woman wears a red shirt and looks back. They ta…

Watched
Two tattooed women posing in a kitchen11:57
Asian5/17/24

Two tattooed women posing in a kitchen

Two women are in a modern kitchen. A blonde woman in black lingerie leans on a white couch. A brunette woman with tattoos stands near her. They look at each…

Watched
Ladyboy Pornstar Lesbians Go Wild on Webcam11:57
Cam5/17/24

Ladyboy Pornstar Lesbians Go Wild on Webcam

Relive the sultry moments of aroused shemales making out in dirty scenes! These lustful broads have no inhibitions as they engage in steamy activities on cam…

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Ladyboy Couple's Hot Sex Scene Unleashed!11:57
Couple5/17/24

Ladyboy Couple's Hot Sex Scene Unleashed!

Discover the ultimate shemale fantasy with these two sensual trans models as they showcase their passion on camera. Get ready for a wild ride as these stunni…

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Brunette woman in bondage on a bench11:57
Asian5/17/24

Brunette woman in bondage on a bench

A woman with black hair is tied to a bench with metal cuffs. A redhead in a black outfit kneels in front of her. She reaches out to touch the naked woman's f…

Watched
Blonde woman in black lingerie performs oral sex11:57
Blowjob5/17/24

Blonde woman in black lingerie performs oral sex

A blonde woman wears black lingerie in a dark room. She leans down to perform oral sex on a partner. She uses her mouth and tongue on the crotch area. The sc…

WatchedLingerie
Brunette in fishnets lies on a kitchen counter11:57
Asian5/17/24

Brunette in fishnets lies on a kitchen counter

A brunette woman lies on a white kitchen counter. She wears a purple bra and fishnet stockings. She touches herself while looking up. The scene takes place i…

Watched
Two naked women on a yellow sofa11:57
Asian5/17/24

Two naked women on a yellow sofa

Two women are naked on a yellow sofa. One woman licks the skin of her partner. They move close together in the living room. The scene shows them relaxing tog…

Watched
Man gives a woman a rimjob in the kitchen11:57
Asian5/17/24

Man gives a woman a rimjob in the kitchen

A man and a woman are in a kitchen. He leans in to kiss her butt while she stands by the counter. She smiles while he focuses on her. The scene shows them to…

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About the longest shemale videos

This page puts the shemale library on ladyboy-shemale.com in order of running time, longest first. At the top you will find full-length scenes and complete movies rather than short clips, so it is the place to start when you have time for the whole story. The list covers every category at once; open a category if you want long scenes of one kind only. For the most watched scenes switch to Best, and for the freshest uploads switch to New. Every video streams free in the browser, on desktop and mobile, without an account.