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Longest Ladyboy Sex Video - Page 15

2,967 videos
Two women kiss on a sofa indoors7:00
Asian5/17/24

Two women kiss on a sofa indoors

Two women are together on a sofa. One woman leans in to kiss the other on the lips. They hold each other closely during the kiss. The scene ends with them st…

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Two women in lingerie kiss in a bedroom7:00
Lingerie5/17/24

Two women in lingerie kiss in a bedroom

Two women are in a bedroom wearing white lingerie. They start by embracing each other closely. One woman leans in to kiss the other on the lips. They continu…

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Three women kiss and touch on a white sofa6:59
Asian5/17/24

Three women kiss and touch on a white sofa

Three women are in a living room with a fireplace. Two women sit on the sofa and kiss deeply. A third woman stays on the floor near them. They continue to to…

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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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Blonde shemale gets a blowjob on the couch6:59
Blowjob5/17/24

Blonde shemale gets a blowjob on the couch

A blonde shemale lies back on a white couch. A man kneels between her legs to give her a blowjob. She moans while he works on her. The scene takes place in a…

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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…

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Mireya and a woman in a bedroom6:58
Asian5/17/24

Mireya and a woman in a bedroom

Mireya stands in a bedroom next to a weight bench. A woman wearing pink lingerie faces her. They look at each other in the room. The scene stays focused on t…

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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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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.