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Longest Ladyboy Sex Video - Page 19

2,597 videos
Ladyboy Goddess Morgana's Hot Wanking Session5:30
Masturbation5/17/24

Ladyboy Goddess Morgana's Hot Wanking Session

Busty shemale Morgana Smanhot seduces with her massive fake tits and tantalizing body. Watch as she teases and pleasures herself to ultimate satisfaction, le…

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Blonde shemale masturbates on a bed5:30
Blonde5/17/24

Blonde shemale masturbates on a bed

A blonde shemale lies on a white bed. She spreads her legs and touches her body. She uses her hand to stroke her penis. The video shows her naked body and ta…

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Ladyboy's massive dick will make you drool!5:30
Asian5/17/24

Ladyboy's massive dick will make you drool!

Enjoy the sensual touch of our shemale performer as she seductively wanks with her enormous dick in this exclusive sex video. Explore the world of shemale se…

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Brunette woman lying naked on a sofa5:30
Asian5/17/24

Brunette woman lying naked on a sofa

A brunette woman lies on a white sofa. She is completely naked in a room. She opens her mouth and looks up. The scene shows her resting on the furniture.

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Trans woman in pink lingerie gets a rimjob5:30
Lingerie5/17/24

Trans woman in pink lingerie gets a rimjob

A tattooed woman lies on a white bed with a pink flower hair accessory. She wears pink lingerie and fishnet stockings. A man holds his penis near her face fo…

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Shemale masturbates on a bed5:30
Masturbation5/17/24

Shemale masturbates on a bed

A naked shemale lies on a white bed. She looks at the camera while touching herself. She uses her hand to stroke her penis. The scene ends with her alone in…

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Redhead shemale masturbating on a bed5:30
Masturbation5/17/24

Redhead shemale masturbating on a bed

A redhead shemale lies on a white bed. Hands touch her bare chest and stomach area. She looks at the camera while being handled. The scene shows her naked bo…

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Two tattooed women lying on a bed together5:30
Asian5/17/24

Two tattooed women lying on a bed together

Two women are resting on a bed in a bedroom. One woman with tattoos lies on her stomach facing the camera. The other woman lies behind her. They stay close t…

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Brunette shemale masturbates on a white bed5:30
Masturbation5/17/24

Brunette shemale masturbates on a white bed

A brunette shemale lies on a white bed. She starts by touching herself with her hands. She focuses on her penis while lying on her back. The video shows her…

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Brunette shemale masturbates in her bedroom5:30
Masturbation5/17/24

Brunette shemale masturbates in her bedroom

A brunette shemale stands in a room. She touches her body and masturbates. She has large fake tits and wears a necklace. The video ends with a cumshot.

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Nadia Alejandra masturbates in black lingerie5:30
Lingerie5/17/24

Nadia Alejandra masturbates in black lingerie

Nadia Alejandra stays alone in a bright room. She wears black lingerie and stockings. She uses her hands to touch her breasts and penis. She looks directly a…

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Shemale in stockings gets fucked doggy style5:30
Stockings5/17/24

Shemale in stockings gets fucked doggy style

A man and a blonde shemale are in a room together. She wears stockings during the encounter. They engage in doggy style sex on a surface. The scene shows the…

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Venus Lux gets a blowjob in a hospital room5:30
Blowjob5/17/24

Venus Lux gets a blowjob in a hospital room

Venus Lux is naked in a hospital room. A man performs oral sex on her while she sits on the edge of a bed. He focuses on her body while she leans back. The s…

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Gina Hart looks at the camera in a close up5:30
Asian5/17/24

Gina Hart looks at the camera in a close up

Gina Hart is indoors for this video. She looks directly into the camera lens. Her face is shown in a close up shot. She wears a patterned choker around her n…

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Foxxy masturbates with oil in her room5:30
Masturbation5/17/24

Foxxy masturbates with oil in her room

Foxxy is alone in a room with a large mirror. She applies oil to her body and her large fake tits. She uses her hand to masturbate while showing her tattoos…

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Redhead woman in black lingerie gets a handjob5:30
Lingerie5/17/24

Redhead woman in black lingerie gets a handjob

A redhead woman lies on a yellow surface in a room. She wears black lingerie and looks at the camera. A man uses his hand to touch her body near his penis. T…

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Solo shemale masturbating on a white bed5:30
Masturbation5/17/24

Solo shemale masturbating on a white bed

A shemale lies on a white surface alone. She starts by holding her penis with her hands. She masturbates while looking down at her body. The scene ends with…

WatchedSolo
Jamie Kelly and Jesse Stone in a living room5:29
Asian5/17/24

Jamie Kelly and Jesse Stone in a living room

Jamie Kelly stands in a bright living room. Jesse Stone sits on a white sofa nearby. They look at each other in the house. The scene shows them relaxing toge…

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Asian shemale touches her breasts in a bedroom5:29
Asian5/17/24

Asian shemale touches her breasts in a bedroom

A woman with black hair stays alone in her room. She wears a white shirt and a red tie. She uses her hands to touch her breasts. The video shows her masturba…

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Brittney Kade gets fucked on a white bed5:28
Hardcore5/17/24

Brittney Kade gets fucked on a white bed

Brittney Kade lies on a white bed. A man holds her legs open while they prepare for sex. He enters her from behind in doggy style. The scene ends with a faci…

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Two women give a man attention on a bed5:28
Asian5/17/24

Two women give a man attention on a bed

A man lies on a bed with two women. The women lean over him and touch his body. They focus on his chest and face during the encounter. The group stays close…

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Two women play with a man by the pool5:28
Asian5/17/24

Two women play with a man by the pool

A man sits on a lounge chair next to a swimming pool. Two naked women approach him in the sun. One woman stands in front of him while the other stands behind…

Watched
Kasey Kei and Zariah Aura on the couch5:28
Asian5/17/24

Kasey Kei and Zariah Aura on the couch

Kasey Kei and Zariah Aura are in a living room. Zariah Aura sits on a light blue couch. Kasey Kei leans over her while naked. They stay close together on the…

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Kasey Kei gives a blowjob to a man on the sofa5:27
Blowjob5/17/24

Kasey Kei gives a blowjob to a man on the sofa

Kasey Kei and a man are on a white sofa. She performs a blowjob while he lies back. She uses her mouth on him during the session. The scene shows them togeth…

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Ladyboy Takes on All in Wild Hardcore Frenzy!5:27
Hardcore5/17/24

Ladyboy Takes on All in Wild Hardcore Frenzy!

Blonde shemale takes control in the bedroom with breathtaking anal sex and hardcore action, providing a surreal experience you won't forget. Forget everythin…

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Jade Venus gets naked on a bed with a man5:27
Asian5/17/24

Jade Venus gets naked on a bed with a man

Jade Venus lies naked on a white bed in a bedroom. A man leans over her body while they are both on the mattress. They stay close together in the room. The s…

Watched
Yuri Myeon masturbates with a toy outdoors5:24
Outdoor5/17/24

Yuri Myeon masturbates with a toy outdoors

Yuri Myeon sits outside on a dirt path. She wears a white top and pink lingerie. She uses a toy to masturbate while looking at the camera. The video shows 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.