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Longest Ladyboy Sex Video - Page 30

2,967 videos
Ladyboy Gisele's Wild Fling with a Hot Dude5:00
Asian5/17/24

Ladyboy Gisele's Wild Fling with a Hot Dude

Shemale Gisele, known for her incredible beauty and feminine curves, takes on a hot dude in an unforgettable sex video. With her signature moves and passiona…

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Ladyboy Gangbang Gone Wild with Black Stud5:00
Gangbang5/17/24

Ladyboy Gangbang Gone Wild with Black Stud

Get ready to witness a wild and unforgettable sex video featuring gorgeous shemales engaging in a steamy threesome with a lucky black guy. The action is hot…

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Dark-haired Ladyboy's Private Pussy Pleasure5:00
Asian5/17/24

Dark-haired Ladyboy's Private Pussy Pleasure

Relish in the sight of a beautiful dark-haired shemale as she takes on a partner in passionate intercourse, her luscious lips surrounding his shaft as they e…

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Skinny Ladyboy Gets Stuffed by Big Hard Prick5:00
Asian5/17/24

Skinny Ladyboy Gets Stuffed by Big Hard Prick

Skinny shemale and big hard prick - A mind-blowing sex video featuring an incredibly sexy and petite shemale with a hung and horny man. The two engage in som…

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Ladyboy Danielle's Debauched Sucking Session5:00
Blowjob5/17/24

Ladyboy Danielle's Debauched Sucking Session

Discover the ultimate pleasure with Ladyboy Danielle as she performs an unforgettable blowjob on a massive shemale cock. Get lost in the sensual pleasure of…

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Ladyboy's Solo Pleasure & Dick Riding Sessions5:00
Solo5/17/24

Ladyboy's Solo Pleasure & Dick Riding Sessions

Discover the ultimate pleasure with shemale, as she teases and pleases your senses. Revel in her expert touch and watched in awe as she expertly pleasures he…

WatchedRiding
Ladyboy Carla's Tanned Cock Sucking Madness5:00
Blowjob5/17/24

Ladyboy Carla's Tanned Cock Sucking Madness

Shemale Carla showcases her impressive oral skills on a tanned stud in this explicit video. Watch as she sucks and slurps on his thick dick with enthusiasm…

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Ladyboy Shakira Maya's Anal Pleasure5:00
Anal5/17/24

Ladyboy Shakira Maya's Anal Pleasure

Relax and enjoy the hot and steamy scene of the blonde shemale Shakira Maya as she gets fucked in her ass. Our exclusive video features the sensual and seduc…

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Tattooed Ladyboy Bangs for Buckets of Cream5:00
Asian5/17/24

Tattooed Ladyboy Bangs for Buckets of Cream

#keywords# Shemales are known for their unique beauty and mesmerizing curves. In this video, a stunning shemale with multiple tattoos is seen getting down an…

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Ladyboy Ebonies Sexy Sucking Skills Revealed!5:00
Blowjob5/17/24

Ladyboy Ebonies Sexy Sucking Skills Revealed!

Shemale ebony takes center stage in this steamy sex video, as she tantalizes with her incredible oral skills. Watch as she expertly sucks and sucks, leaving…

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Dark-haired Ladyboy Shayene gets a blowjob5:00
Blowjob5/17/24

Dark-haired Ladyboy Shayene gets a blowjob

Watch the stunning shemale Shayene as she receives a steamy blowjob in this exclusive sex video. With her dark hair and tantalizing curves, Shayene is sure t…

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Ladyboy's Insane Sexiness Steals the Show!5:00
Asian5/17/24

Ladyboy's Insane Sexiness Steals the Show!

Satisfy your cravings with our insatiable shemale, guaranteed to fulfill your wildest fantasies. Watch her sultry moves and experience the ultimate pleasure…

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Ladyboy Cocksucker with Fishnets and Heels5:00
Asian5/17/24

Ladyboy Cocksucker with Fishnets and Heels

Looking for an intense sexual experience with a shemale? Our video features a seductive shemale cocksucker wearing fishnets and heels, ready to fulfill your…

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Ladyboy Pounded in Anal Frenzy5:00
Anal5/17/24

Ladyboy Pounded in Anal Frenzy

Shemale is a term used to describe a transsexual woman with male genitalia. In this sex video, a shemale is being treated like a whore during an intense anal…

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Ladyboy's Hard Dick Sucked by Sexy Boy5:00
Blowjob5/17/24

Ladyboy's Hard Dick Sucked by Sexy Boy

Satisfy your thirst for a wild shemale sex experience with our explicit video. Experience the ultimate pleasure as a sexy boy sucks on a shemale's hard dick…

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Blissful Threesome with Two Hot Ladyboys5:00
Threesome5/17/24

Blissful Threesome with Two Hot Ladyboys

Two shemales perform anal sex on a man in a wild and unforgettable threesome. Experience the ultimate pleasure of having two sexy, curvaceous partners who kn…

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Slim Ladyboy Rides Tight Teen's Face5:00
Riding5/17/24

Slim Ladyboy Rides Tight Teen's Face

Relish in the ultimate pleasure with our slender shemale as she dominates this lucky boy beyond his wildest dreams. Experience the sensation of being taken b…

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Dark-haired Ladyboy Gangbang with Bald Fucker5:00
Gangbang5/17/24

Dark-haired Ladyboy Gangbang with Bald Fucker

Discover the ultimate fantasy with a dark-haired shemale and a bald fucker. These two sexual powerhouses will take you on a journey of erotic pleasure that w…

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Young Ladyboy's Tight Ass Gets Fucked5:00
Anal5/17/24

Young Ladyboy's Tight Ass Gets Fucked

Bringing you the hottest shemale action, we present a young feminine shemale with an amazing ass getting pounded like never before. Experience the ultimate p…

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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.