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Longest Ladyboy Sex Video - Page 35

2,967 videos
Ladyboy Flavia Lins' Hard Dick vs5:00
Asian5/17/24

Ladyboy Flavia Lins' Hard Dick vs

Get ready for a steamy sex video featuring the stunning shemale Flavia Lins. With her fake tits and hard dick, you won't be able to take your eyes off the sc…

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Smiling Ladyboy Receives Creamy Load5:00
Asian5/17/24

Smiling Ladyboy Receives Creamy Load

Relish in the sight of a beautiful shemale getting her pussy filled with hot cum. This steamy video is a must-watch for all fans of shemale porn. Get ready f…

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Ladyboy Babe's Doggy Style with Stiff Cock5:00
Asian5/17/24

Ladyboy Babe's Doggy Style with Stiff Cock

Experience the ultimate pleasure with a stiff cock doggystyle with shemale babe. Get lost in the sensation of her curves and feel the intensity of her desire…

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Ladyboy Trio Lets Bald Guy Join in on the Fun!5:00
Asian5/17/24

Ladyboy Trio Lets Bald Guy Join in on the Fun!

Step into the world of shemale sex videos and immerse yourself in a unique experience. Our video features three trannies with tattoos who are ready to satisf…

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Nadia & Yui's Ladyboy Eruption5:00
Asian5/17/24

Nadia & Yui's Ladyboy Eruption

Nadia and Yui, two kinky shemales, take on each other in a passionate and intense sex video. Their hunger for each other is evident, as they engage in seduct…

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Tattooed Ladyboy Penelope's Epic Dick Ride5:00
Riding5/17/24

Tattooed Ladyboy Penelope's Epic Dick Ride

Relish in the stimulating sight of tattooed shemale Penelope as she takes on a vigorous ride on a thick dick. Experience the pleasure and excitement that onl…

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Dominating Ladyboy ~ Cumshot on Her Hot Ass5:00
Femdom5/17/24

Dominating Ladyboy ~ Cumshot on Her Hot Ass

Satisfy your cravings with a fiery hot shemale with an incredible ass that is ready to take all of your love juice. Experience the ultimate pleasure of a ero…

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Ladyboy Threesome ~ Sucking, Fucking and More!5:00
Threesome5/17/24

Ladyboy Threesome ~ Sucking, Fucking and More!

Float in a world of erotic fantasy with our shemale goddesses as they indulge your desires for a transsexual threesome. Relish in the art of pleasuring each…

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Brunette Ladyboy's Rough Ramming Session5:00
Asian5/17/24

Brunette Ladyboy's Rough Ramming Session

Brunette shemale with short hair gets rammed ~ Hold on to your seats for an intense and unforgettable sexual experience like no other. Our gorgeous shemale s…

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Ladyboy Glamour ~ Fake Tits and Natural Beauty5:00
Busty5/17/24

Ladyboy Glamour ~ Fake Tits and Natural Beauty

Satisfy your thirst for shemale sexual pleasure with our stunningly beautiful tranny with fake tits. Experience the ultimate sex fantasy with her as she lays…

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Ladyboy Goddess Sucks Off Creamy Cock5:00
Blowjob5/17/24

Ladyboy Goddess Sucks Off Creamy Cock

Satisfy your cravings with the ultimate shemale experience. Indulge in the sweet taste of chocolate sauce as you watch a gorgeous shemale perform mind-blowin…

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Ladyboy with Red Lingerie Fucks Anal Lover5:00
Lingerie5/17/24

Ladyboy with Red Lingerie Fucks Anal Lover

Looking for a hot and steamy sex video featuring a shemale? You won't want to miss this bedroom scene with a red lingerie-clad tranny chick getting fucked by…

WatchedAnal
Brunette Ladyboy Pounded in Anal Hole5:00
Anal5/17/24

Brunette Ladyboy Pounded in Anal Hole

Enjoy a steamy video of a hardcore brunette shemale taking on a lucky partner in an intense anal sex session. Get lost in the pleasures of shemale sex and le…

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Ladyboy's BDSM Session with Black Lover5:00
Asian5/17/24

Ladyboy's BDSM Session with Black Lover

Satisfy your craving for shemale porn with this steamy video of a gorgeous shemale getting down and dirty with a black dick. Watch as they bang, thrust, and…

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Ladyboy Bliss ~ Hot Blondes in Wild Sexcapades5:00
Blonde5/17/24

Ladyboy Bliss ~ Hot Blondes in Wild Sexcapades

Spicy shemales blondes are having insane sex is a video that will leave you breathless! These shemales are not just beautiful but also incredibly talented in…

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Tanned Ladyboy Gets Ass Fucked on the Bed5:00
Anal5/17/24

Tanned Ladyboy Gets Ass Fucked on the Bed

Relish in the sight of a tanned shemale taking it all in, as she gets her ass fucked on the bed. Experience the perfect blend of sensual pleasures and raw se…

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Slim, Tan Ladyboy's Hot 69 Sex Romp5:00
Asian5/17/24

Slim, Tan Ladyboy's Hot 69 Sex Romp

Discover the ultimate pleasure with our hardcore 69 sex session featuring a slender tanned shemale. Let yourself be mesmerized by her stunning beauty as you…

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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.