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Longest Ladyboy Sex Video - Page 9

2,597 videos
481–540 of 2,597
Naked woman spreads her legs on a white bed6:59
Asian5/17/24

Naked woman spreads her legs on a white bed

A naked woman lies on a large white bed. She spreads her legs wide for the camera. She looks directly at the viewer while posing. The room has a bright windo…

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Two naked women on a red sofa6:59
Asian5/17/24

Two naked women on a red sofa

Two women are naked on a red sofa in a living room. One woman sits up while the other lies back. They move close to each other on the cushions. The scene sho…

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Two naked women on a white bed6:59
Asian5/17/24

Two naked women on a white bed

Two women are naked on a white bed in a bright room. One woman lies on her stomach facing away. The other woman leans over her back and touches her. They sta…

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Gracie Jane and Dillon Diaz have sex in a room6:59
Asian5/17/24

Gracie Jane and Dillon Diaz have sex in a room

Gracie Jane and Dillon Diaz are naked in a room. She stands in front of him and touches his body. They look at each other while getting close. The scene show…

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Four women pose together in a room6:59
Asian5/17/24

Four women pose together in a room

Four women gather in a room with a large space poster. They stand around a woman lying on a bed. The group poses while showing their bodies. They look at the…

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Shemale in a white shirt stands by the window6:59
Asian5/17/24

Shemale in a white shirt stands by the window

A woman stands in a room near a window. She wears an open white shirt that shows her breasts. She looks outside while holding the blinds. The room has plain…

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Two tattooed women posing on a bed6:59
Asian5/17/24

Two tattooed women posing on a bed

Two women are in a bedroom with a plant. One woman with many tattoos kneels on the bed. The other woman lies down next to her. They look at the camera.

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Two tattooed women lie on a bed together6:59
Asian5/17/24

Two tattooed women lie on a bed together

Two naked women are in a bedroom. One woman with many tattoos sits on the bed. The other woman lies on her back facing her. They look at each other while rel…

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Ladyboy's Insatiable Anal Desires in the City6:58
Anal5/17/24

Ladyboy's Insatiable Anal Desires in the City

Find out what happens when a beautiful shemale in her late 20s indulges in crazy anal play during Asian perversions. This video will leave you wanting more o…

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Ladyboy Dominates Woman in Wild Fucking Frenzy6:58
Femdom5/17/24

Ladyboy Dominates Woman in Wild Fucking Frenzy

Enter a world of forbidden pleasure where a stunning shemale takes control. Witness the intense encounter between a beautiful woman and a sexually dominant s…

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Ladyboy Tranny Dominates Sub in Anal Cam Sex6:58
Femdom5/17/24

Ladyboy Tranny Dominates Sub in Anal Cam Sex

In this sex video, a shemale slut gets pounded in the ass with merciless perversions. Watch as this tranny takes multiple dicks and enjoys every moment of it…

WatchedAnal
Ladyboy Savors Anal in Sizzling Cam Scenes6:58
Cam5/17/24

Ladyboy Savors Anal in Sizzling Cam Scenes

Discover the ultimate shemale experience in this marvelous hardcore cam scene. Watch as a slender tranny enjoys anal pleasure like never before. Get lost in…

WatchedAnal
Pierce Paris and a man sit on a bed together6:58
Asian5/17/24

Pierce Paris and a man sit on a bed together

Pierce Paris and a man sit on a white bed in a bedroom. They look at each other while sitting naked. The man faces the woman during their interaction. They s…

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Ladyboy Domination ~ Ass-Fucking a Gagged Man6:58
Femdom5/17/24

Ladyboy Domination ~ Ass-Fucking a Gagged Man

This video features a shemale taking charge in the bedroom as she unleashes her passion on an unsuspecting man. With her stunning curves and insatiable hunge…

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Carley gives a handjob to a man on a bed6:58
Asian5/17/24

Carley gives a handjob to a man on a bed

Carley sits on a bed in a bedroom. She holds a man's penis with both hands. She performs a handjob while looking at the camera. The man stays in a POV positi…

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Man and woman sitting together on a couch6:58
Asian5/17/24

Man and woman sitting together on a couch

A man and a woman sit on a grey couch in a living room. The woman wears a white sleeveless top and a light skirt. She smiles while sitting next to the man in…

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Man touches a naked redhead in a garden6:58
Asian5/17/24

Man touches a naked redhead in a garden

A man and a woman are outside in a tropical garden. The woman is completely naked and shows her body. The man reaches out to touch her genitals. They stay cl…

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Three naked women inside a yellow tent6:58
Asian5/17/24

Three naked women inside a yellow tent

Three women are inside a small yellow tent. The blonde woman on the left looks at her friends. The brunette woman holds her large breasts while sitting. They…

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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.