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Longest Ladyboy Sex Video - Page 17

2,967 videos
TS Foxxy lies on a bed in a bedroom6:57
Asian5/17/24

TS Foxxy lies on a bed in a bedroom

TS Foxxy lies naked on a bed in a bright bedroom. A man stands next to her near the window. She shows her tattoos and purple hair. They prepare to have sex t…

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Two naked women lying on a bed together6:57
Asian5/17/24

Two naked women lying on a bed together

Two women are naked on a bed in a room with red screens. They lie close to each other and look at one another. One woman has a large tattoo on her side. They…

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Woman in white underwear lies on a bed6:57
Asian5/17/24

Woman in white underwear lies on a bed

A woman lies on a large white bed in a bedroom. She wears a white crop top and matching underwear. She stretches out her legs across the sheets. The room has…

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Close up of a blonde woman's pussy6:57
Blonde5/17/24

Close up of a blonde woman's pussy

A blonde woman is seen in a close up shot. Her pussy is the main focus of the view. She shows her vulva to the camera. The shot stays on her genital area.

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Two naked women lying on a blue bed6:56
Asian5/17/24

Two naked women lying on a blue bed

Two women are in a bedroom on a large bed. A redhead woman lies on her stomach next to a blonde woman. They touch each other while lying on the blue sheets…

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Chanel Santini performs anal sex on a mat6:56
Anal5/17/24

Chanel Santini performs anal sex on a mat

Chanel Santini is naked in a room with a large plant. She gets on all fours on a black mat. She starts performing anal sex. The scene shows her moving on the…

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Asian shemale with big tits gets covered in cum6:56
Busty5/17/24

Asian shemale with big tits gets covered in cum

A woman lies on a couch in a room. White liquid covers her face and her chest. She looks up at the camera while lying down. The scene shows her skin and larg…

WatchedAsian
Two naked women on a bed with hands tied6:56
Asian5/17/24

Two naked women on a bed with hands tied

Two women are on a black bed in a room. The blonde woman sits up while the dark haired woman lies on her back. The woman on the bed has her hands tied behind…

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Brunette woman gets a blowjob on a bed6:56
Blowjob5/17/24

Brunette woman gets a blowjob on a bed

A woman with long black hair lies on a bed. A man performs oral sex on her while she relaxes. He focuses on her as they stay close together. The scene takes…

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Ladyboy Pussy and Ass Worship by Hot Lesbian6:56
Anal5/17/24

Ladyboy Pussy and Ass Worship by Hot Lesbian

Watch this steamy lesbian video as a hot shemale fucks our lucky lady in both holes before cumming all over her face. With stunning visuals and intense orgas…

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Man licks the breast of a woman on a bed6:56
Asian5/17/24

Man licks the breast of a woman on a bed

A woman and a man are on a bed. The man leans over her to lick her large breast. She lies back with her mouth open while he continues. They stay close togeth…

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Tattooed woman gives a blowjob in the bedroom6:56
Blowjob5/17/24

Tattooed woman gives a blowjob in the bedroom

A woman with tattoos is in a bedroom. She wears black lace underwear while lying over a man. She performs a blowjob on him. The scene takes place on a bed.

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Ladyboy Boss Lady Venus Lux Takes Charge6:56
Asian5/17/24

Ladyboy Boss Lady Venus Lux Takes Charge

Experience the ultimate power play with boss lady Venus Lux as she takes control of a male employee. Watch as she dominates him and reminds him who is truly…

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Shemale in black stockings rides a man on a bed6:56
Stockings5/17/24

Shemale in black stockings rides a man on a bed

A woman wearing black stockings and a garter belt is on a bed. She climbs on top of a man in a doggy style position. They engage in hardcore sex together. Th…

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Naked shemale posing in a marble bathroom6:56
Asian5/17/24

Naked shemale posing in a marble bathroom

A naked shemale stands in a bathroom. She poses alone against the marble walls. The room has a shower head visible in the background. She looks at the camera…

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Shemale performs anal sex on a man indoors6:55
Anal5/17/24

Shemale performs anal sex on a man indoors

A woman with tattoos performs anal sex on a man. They are in a room with a door behind them. The camera shows a close up of the penetration. The man stays st…

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Brunette woman naked on a black couch6:55
Asian5/17/24

Brunette woman naked on a black couch

A brunette woman lies on a black couch. She is completely naked in a room. She touches her large breasts while looking at the camera. The scene shows her rel…

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Two tattooed women sit together on a couch6:55
Asian5/17/24

Two tattooed women sit together on a couch

A brunette woman with tattoos and a blonde woman sit on a tan couch. The brunette wears a green tank top and sits with her legs apart. The blonde woman sits…

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Ladyboy DOMINATES White Male in Anal Sex Romp6:55
Femdom5/17/24

Ladyboy DOMINATES White Male in Anal Sex Romp

Watch as an Asian cutie gets filmed trying out anal sex with a white male. For those searching for shemale videos, this is a must-see. Don't miss out on this…

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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.