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Longest Ladyboy Sex Video - Page 16

2,597 videos
Three tattooed women in lingerie on a red couch6:00
Lingerie5/17/24

Three tattooed women in lingerie on a red couch

Three women are relaxing on a red leather couch in a room. One blonde woman leans in to kiss another woman on her neck. A third woman with many tattoos crawl…

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Two women in lingerie embrace in a bright room6:00
Lingerie5/17/24

Two women in lingerie embrace in a bright room

Two women are together in a bright indoor setting. The woman with dark hair wears red lingerie and fishnet stockings. A blonde woman in a blue outfit holds h…

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Two blonde women kiss in a bright bedroom6:00
Blonde5/17/24

Two blonde women kiss in a bright bedroom

Two women are in a white bedroom. They stand close and start kissing. One woman wears a black top while the other wears a white shirt and jeans. They continu…

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Trans woman in pink cowboy hat posing outdoors5:59
Outdoor5/17/24

Trans woman in pink cowboy hat posing outdoors

A woman wearing a pink cowboy hat stands outside near some trees. She looks at the camera while wearing a pink bandana. The sun shines on her through the lea…

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Brunette woman gives a blowjob to a man5:59
Blowjob5/17/24

Brunette woman gives a blowjob to a man

A brunette woman performs a blowjob on a man indoors. She uses her mouth to suck on his penis. Her blonde friend watches from behind her. The scene shows the…

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Ladyboy Rides Hard - Ass and Man Delight5:59
Riding5/17/24

Ladyboy Rides Hard - Ass and Man Delight

Watch as a stunning shemale seductively rides with her ass, leaving her partner fully satisfied. Experience the ultimate pleasure of a shemale in action. Don…

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Trans woman gets anal sex on a white bed5:59
Anal5/17/24

Trans woman gets anal sex on a white bed

A brunette trans woman lies on a white bed. A man positions himself between her legs for anal sex. They move together in a rhythmic way. The scene shows them…

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Redhead woman rides a man during a threesome5:59
Threesome5/17/24

Redhead woman rides a man during a threesome

A man and two women are in a bedroom on a bed. The redhead woman gets on top of the man. The blonde woman stays behind her. They continue having sex together…

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Two women give a man a blowjob on a bed5:59
Blowjob5/17/24

Two women give a man a blowjob on a bed

A man lies on a bed in a bedroom. Two women lean over him to perform a blowjob. They focus on his penis while he lies back. The scene shows the group togethe…

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Tattooed woman lying on a couch in a bar5:59
Asian5/17/24

Tattooed woman lying on a couch in a bar

A naked woman with tattoos lies on a white couch. She looks up while someone touches her face. The setting is a dark bar with blue lights. She stays still wh…

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Blonde woman and man sit at a table in a room5:59
Blonde5/17/24

Blonde woman and man sit at a table in a room

A man in a pink shirt sits at a dark table. A blonde woman sits next to him and looks at him. A woman in a black dress stands behind the group. They all look…

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Blonde woman in white lingerie lies on a bed5:59
Lingerie5/17/24

Blonde woman in white lingerie lies on a bed

A blonde woman lies on a white bed. She wears white lace lingerie. Another person reaches out to touch her body. The scene takes place in a bright bedroom.

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Shemale gets a blowjob and cumshot on the sofa5:59
Blowjob5/17/24

Shemale gets a blowjob and cumshot on the sofa

A woman lies on a sofa in a room. A man holds his penis near her face. He performs a blowjob before a cumshot occurs. White fluid covers her skin at the end.

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Three naked women on a couch in a living room5:58
Asian5/17/24

Three naked women on a couch in a living room

Three naked women are in a living room. They sit together on a light blue couch. One woman is on the floor between the others. They stay close to each other…

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Two women in bikinis play on a white sofa5:57
Asian5/17/24

Two women in bikinis play on a white sofa

Two women are relaxing on a white sofa in a bright room. One woman leans forward to lick the breast of her partner. They both wear small bikinis while they t…

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Cherry Mavrik gets a blowjob on the bed5:57
Blowjob5/17/24

Cherry Mavrik gets a blowjob on the bed

Cherry Mavrik lies on a bed wearing pink lingerie. A man performs a blowjob on her. He finishes by giving her a cumshot in her mouth. She stays on the bed af…

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Blonde woman in fishnets gets rimjob on a bed5:57
Blonde5/17/24

Blonde woman in fishnets gets rimjob on a bed

A blonde woman and a man are in a bedroom. She wears black fishnet stockings and a garter belt while leaning over the bed. The man performs a rimjob on her f…

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Amateur shemale masturbates on a bed5:53
Masturbation5/17/24

Amateur shemale masturbates on a bed

A woman sits on a bed in a bedroom. She looks at the camera while holding her penis. She starts masturbating her shaft with her hand. The video shows her sol…

WatchedAmateur
Brunette in lingerie masturbates on a bed5:30
Lingerie5/17/24

Brunette in lingerie masturbates on a bed

A brunette woman sits on a bed in a bedroom. She wears black lingerie and fishnet stockings. She uses her hand to masturbate while looking at the camera. The…

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Eva Lin sits naked on a bed in her bedroom5:30
Asian5/17/24

Eva Lin sits naked on a bed in her bedroom

Eva Lin is alone in a bedroom. She sits on the edge of a bed with her legs spread. The brunette woman looks at the camera while posing. She has tattoos on he…

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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.