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Longest Ladyboy Sex Video - Page 14

2,597 videos
Two blonde women and a man have sex on a bed6:01
Blonde5/17/24

Two blonde women and a man have sex on a bed

Two blonde women and a man are on a bed. One woman performs a blowjob on the man. The second woman sits next to them. They continue the group sex session tog…

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Blonde woman and man sit on a bed together6:01
Blonde5/17/24

Blonde woman and man sit on a bed together

A blonde woman and a man sit on a bed in a bedroom. They look at each other while sitting close. The woman wears a light blue shirt. The man wears a dark blu…

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Blonde shemale gets a blowjob in the bedroom6:01
Blowjob5/17/24

Blonde shemale gets a blowjob in the bedroom

A blonde shemale lies on a bed in a dark bedroom. A man stands over her and holds his penis. He prepares to give her a blowjob. The scene ends with a cumshot…

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Blonde woman lying on a white bed6:01
Blonde5/17/24

Blonde woman lying on a white bed

A blonde woman lies on a white bed. She rests her head on her hand while looking down. Her hair falls over her face and shoulders. The scene stays focused on…

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Blonde woman and man standing in a room6:01
Blonde5/17/24

Blonde woman and man standing in a room

A man and a blonde woman stand in a white room. She is naked while he wears a black shirt and jeans. They look at each other near a table. The scene shows th…

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Man and woman kiss on a white bed6:01
Asian5/17/24

Man and woman kiss on a white bed

A man and a woman sit together on a bed in a bright room. They lean in to kiss each other closely. The woman wears a white sleeveless top and denim jeans. Th…

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Three women in lingerie posing on a couch6:01
Lingerie5/17/24

Three women in lingerie posing on a couch

Three women are in a bright living room. They wear colorful lingerie while sitting on a couch. One woman in pink stands near the others. They pose together f…

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Shemale has sex with a man on a sofa6:01
Asian5/17/24

Shemale has sex with a man on a sofa

A man and a shemale are naked on a sofa. They start having sex together in the living room. The shemale moans while they move. They continue the act until th…

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Two naked women on a white sofa6:01
Asian5/17/24

Two naked women on a white sofa

Two women are in a bright room with white curtains. One woman sits on a white sofa and looks down. The other woman kneels on the floor between her legs. They…

Watched
Ladyboy Pushes Boundaries with Anal Excitement6:00
Anal5/17/24

Ladyboy Pushes Boundaries with Anal Excitement

Shemale video, featuring a loud tranny wanting it deeper in the ass. Watch the video to see our shemale performer taking it to the max, with intense anal act…

Watched
Two women give a blowjob to a tattooed man6:00
Blowjob5/17/24

Two women give a blowjob to a tattooed man

A man with many tattoos stands in a white room. One woman wearing pink lingerie is held up by him. Another woman performs a blowjob on the man. They continue…

Watched
Brunette woman gets fucked from behind on a bed6:00
Hardcore5/17/24

Brunette woman gets fucked from behind on a bed

A brunette woman and a man are in a bedroom. She stays on her hands and knees on the white bed. The man holds her hips while they have sex. They continue the…

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Pietra Mancini masturbates in a tiled shower6:00
Masturbation5/17/24

Pietra Mancini masturbates in a tiled shower

Pietra Mancini stands alone in a tiled shower. She holds her penis and masturbates with one hand. She looks directly at the camera while she touches herself…

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Two women relaxing on a bed in a bright room6:00
Asian5/17/24

Two women relaxing on a bed in a bright room

Two women are in a bedroom with white curtains. The blonde woman lies on her stomach on the bed. A woman in a white shirt leans over her from behind. They st…

Watched
Man gives a rimjob to a woman in pink lingerie6:00
Lingerie5/17/24

Man gives a rimjob to a woman in pink lingerie

A man and a woman are on a bed. He starts by giving her a rimjob. She lies back and enjoys the sensation. They continue the session together in the bedroom.

Watched
Blonde woman with big fake tits lies on a bed6:00
Blonde5/17/24

Blonde woman with big fake tits lies on a bed

A blonde woman lies on a white bed. She has large fake tits and wears a black choker. She looks at the camera while posing. The scene shows her naked body in…

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Skinny Asian woman in pink lingerie on a bed6:00
Lingerie5/17/24

Skinny Asian woman in pink lingerie on a bed

A skinny Asian woman lies on a white bed. She wears pink lace lingerie and a necklace. Hands hold a large penis in front of her face. She looks at the camera…

WatchedAsian
Ladyboy's Anal Toy Fun in Crazy Solo XXX6:00
Toys5/17/24

Ladyboy's Anal Toy Fun in Crazy Solo XXX

Anal play becomes an intense solo experience for this shemale. With nothing but her own hands and an anal toy, she explores every inch of her body. Watch as…

WatchedSolo
Curly Haired Ladyboy's Epic Cumshot Show6:00
Cumshot5/17/24

Curly Haired Ladyboy's Epic Cumshot Show

Sensational curly haired shemale presents an erotic display of self-pleasure, revealing his massive manhood for all to see. The enticing video will leave you…

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Blowjob Heaven with a Throbbing Ladyboy Cock!6:00
Blowjob5/17/24

Blowjob Heaven with a Throbbing Ladyboy Cock!

Full oral fun with a voluptuous shemale who boasts a loaded and long dick is a must-see experience. Get ready for the ultimate transgender sexual encounter t…

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Hentai man fucks woman from behind on a bed6:00
Hardcore5/17/24

Hentai man fucks woman from behind on a bed

A man and a woman are in a bright room. The woman stays on all fours on a white bed. He enters her from behind. They continue the sex on the mattress.

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Ladyboy Dominates Gay Male in Rough Anal Play6:00
Femdom5/17/24

Ladyboy Dominates Gay Male in Rough Anal Play

Shemale is a term that refers to a transgender individual who was born with male genitalia but identifies as female. In this video, a shemale takes on a gay…

WatchedAnal
Gorgeous Ladyboy Seduces with Intense Hard Sex6:00
Asian5/17/24

Gorgeous Ladyboy Seduces with Intense Hard Sex

Stunning hard sex for a gorgeous cock sucking shemale - This sex video features a beautiful and sensual shemale who will leave you breathless with her stunni…

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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.