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Longest Ladyboy Sex Video - Page 5

2,597 videos
241–300 of 2,597
Ladyboy Melissa Fucks Carol with Hard Dick8:00
Hardcore5/17/24

Ladyboy Melissa Fucks Carol with Hard Dick

Get ready for a wild ride as gorgeous Carol takes on the challenge of getting fucked by hard dick of sexy shemale Melissa. Watch as these two stunning ladies…

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Ladyboy Jeanine's Pleasure Pole Party8:00
Asian5/17/24

Ladyboy Jeanine's Pleasure Pole Party

Watch Shemale Jeanine getting her dick sucked with pleasure in this exclusive sex video. Enjoy the stunning looks and seductive moves of this gorgeous shemal…

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Ladyboy Jesse's Hot Dick Sucking Session8:00
Blowjob5/17/24

Ladyboy Jesse's Hot Dick Sucking Session

Shemale Jesse, a stunning blonde, seductively takes on a hard dick in this steamy video. Her masculine features only add to the excitement as she expertly su…

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Kamila and Bianca have hardcore sex on a bed8:00
Hardcore5/17/24

Kamila and Bianca have hardcore sex on a bed

Kamila and Bianca are in a bedroom together. They start by getting close on the white sheets. The woman receives a blowjob before they move to doggy style. T…

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Two women and a man having sex in a bedroom8:00
Asian5/17/24

Two women and a man having sex in a bedroom

A man and two women are in a bedroom. The women start by kissing the man on the bed. They move into different positions for sex. The group continues together…

Watched
Three women having sex on a white bed8:00
Asian5/17/24

Three women having sex on a white bed

Three naked women lie together on a white bed. One woman sits up and looks towards the others. They move close to each other in a group. The scene shows them…

Watched
Brunette woman gets doggy style sex on a sofa7:59
Asian5/17/24

Brunette woman gets doggy style sex on a sofa

A brunette woman lies naked on a dark sofa. A man approaches her from behind to start doggy style. She looks up at him while he moves inside her. He finishes…

Watched
Two blonde women in white tops pose on a bed7:59
Blonde5/17/24

Two blonde women in white tops pose on a bed

Two blonde women sit together on a white bed. They wear sheer white clothing and look at the camera. Both women smile while posing in the bedroom. The scene…

Watched
Ladyboy Reigns Supreme in Hardcore Fuck Fest7:58
Hardcore5/17/24

Ladyboy Reigns Supreme in Hardcore Fuck Fest

Watch a hot MILF with an insatiable appetite for shemale cock in a hardcore fucking session of pleasure. Experience the thrill of hard inches and top-notch p…

Watched
Jane Marie does doggy style sex on a bed7:58
Asian5/17/24

Jane Marie does doggy style sex on a bed

Jane Marie and a man are on a bed. She has tattoos on her skin. They engage in doggy style sex together. The scene shows her from the side while they move.

Watched
Two women give a blowjob to a man on a red bed7:58
Blowjob5/17/24

Two women give a blowjob to a man on a red bed

Two women lie on a red bed. They focus on giving a blowjob to a man. One woman looks directly at the camera while her partner smiles. The man stays between t…

Watched
Ladyboy Loves Hard Anal Play for Quick Cam Fun7:58
Cam5/17/24

Ladyboy Loves Hard Anal Play for Quick Cam Fun

Shemale is a term used to describe a transgender individual who has undergone bodily modifications to appear more masculine. In this sex video, a thin shemal…

WatchedAnal
Blonde woman gets rimjob on a white bed7:58
Blonde5/17/24

Blonde woman gets rimjob on a white bed

A blonde woman lies on a white bed in black lingerie. A man leans over her to perform a rimjob. She stays still while he uses his tongue on her. The scene sh…

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Man kisses a blonde woman on a balcony7:57
Blonde5/17/24

Man kisses a blonde woman on a balcony

A man and a woman stand on a balcony overlooking a city. He leans in to kiss her neck from behind. She looks down while he holds her shoulder. They stay clos…

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Busty woman gets held from behind on a bed7:57
Busty5/17/24

Busty woman gets held from behind on a bed

A woman with big tits lies on a blue bed. She is naked and facing away from the camera. Someone holds her from behind while she rests on her stomach. The sce…

Watched
Man and woman standing outside near a river7:55
Asian5/17/24

Man and woman standing outside near a river

A man and a woman stand together in an outdoor field. They are near a small river with green plants. The woman looks at the man while standing in the grass…

Watched
Asian Ladyboy's Romantic Solo Pleasure7:02
Solo5/17/24

Asian Ladyboy's Romantic Solo Pleasure

Asian shemale shares pure romance solo in superb action - Do you want to witness the ultimate pleasure of a gorgeous Asian shemale? Our exclusive video featu…

WatchedAsian
Three women in cosplay sit on a couch together7:01
Asian5/17/24

Three women in cosplay sit on a couch together

Three women sit together on a gray couch in a living room. The woman with blue hair wears a green outfit and white boots. A second woman in a green top sits…

Watched
Pink haired woman and man in a gym7:01
Asian5/17/24

Pink haired woman and man in a gym

A woman with pink hair and a man are in a gym. They stand near a rack of heavy dumbbells. The man stays behind the equipment while the woman looks forward. T…

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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.