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Longest Ladyboy Sex Video - Page 5

2,964 videos
Tattooed Ladyboy Pounded Anal Senseless10:00
Anal5/17/24

Tattooed Ladyboy Pounded Anal Senseless

Brace yourself for a wild ride as our inked babe shemale taking charge and showing off her skills by fucking in her anal hole. Get ready for a mind-blowing e…

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Ladyboy Goddess Sucks Cock with Love10:00
Blowjob5/17/24

Ladyboy Goddess Sucks Cock with Love

Bringing you the hottest shemale porn videos, our site features an alluring brunette shemale who knows how to please her partner. Watch her sucking a cock wi…

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Emanuela and Sabrina's Cocky Ladyboy Adventure10:00
Asian5/17/24

Emanuela and Sabrina's Cocky Ladyboy Adventure

Find out why Emanuela and Sabrina, two of the sexiest shemales in the industry, are a must-watch in this exclusive sex video. With their feminine curves and…

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Busty Ladyboy's Anal Booty Gets Pounded10:00
Busty5/17/24

Busty Ladyboy's Anal Booty Gets Pounded

Watch as a stunning busty shemale takes on a big cock in her anal booty. Experience the thrill of shemale sex videos that will leave you wanting more. Explor…

WatchedAnal
Ladyboy Banging ~ Unleashing the Inner Babe10:00
Asian5/17/24

Ladyboy Banging ~ Unleashing the Inner Babe

Welcome to the world of shemale pleasure! Our hot and horny shemales are waiting for you to explore their bodies and enjoy exclusive, hardcore scenes that wi…

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Ladyboy's Hot Banging with Tanned Hottie10:00
Asian5/17/24

Ladyboy's Hot Banging with Tanned Hottie

Enjoy a steamy video of a gorgeous shemale in an intimate encounter with a tanned man. Witness the raw passion and desire as they engage in passionate sex, s…

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Ladyboy Goddess Fucks Brunette Ass10:00
Anal5/17/24

Ladyboy Goddess Fucks Brunette Ass

Satisfy your sexual desires with the seductive shemale brunette who tantalizes with her feminine curves and mesmerizes with her irresistible ass. Experience…

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Ladyboy's Sensual Blowjob Debut ~ Cumming Soon!10:00
Blowjob5/17/24

Ladyboy's Sensual Blowjob Debut ~ Cumming Soon!

Discover the ultimate pleasure with a sensual shemale experiencing a sexual delight as she receives oral sex. Explore the world of shemale porn and indulge i…

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Ladyboy Sabrina De Paula's Banging Intro10:00
Asian5/17/24

Ladyboy Sabrina De Paula's Banging Intro

Shemale Sabrina De Paula seduces with her curves and delivers a hot performance, teasing and pleasing the viewers with her sex appeal. Her stunning figure an…

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Ladyboy Pornstar Sucking Dicks Blowjob Orgy10:00
Blowjob5/17/24

Ladyboy Pornstar Sucking Dicks Blowjob Orgy

Watch incredible shemale porn video featuring gorgeous, bleached ladyboys sucking a dick. These stunning transsexuals will leave you breathless with their se…

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Rough and Ready ~ A Ladyboy's Dominant Side10:00
Femdom5/17/24

Rough and Ready ~ A Ladyboy's Dominant Side

Doggy style anal fucking with a hardcore shemale - Watch this steamy video featuring a sensual shemale taking it doggy style, with deep anal penetration. The…

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Ladyboy Fucks Teen with Fake Tits10:00
Busty5/17/24

Ladyboy Fucks Teen with Fake Tits

Relish in the erotic delights of a sensual shemale as she engulfs herself in carnal pleasures with a young, eager partner. Experience the ultimate fantasy of…

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Ladyboy's Anal Pleasure with Fake Tits10:00
Busty5/17/24

Ladyboy's Anal Pleasure with Fake Tits

Shemale is a term commonly used to describe a transsexual woman with a penis. In this video, the shemale model has fake breasts and is receiving anal sex fro…

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Watch hot Ladyboy dominate in threesome!10:00
Threesome5/17/24

Watch hot Ladyboy dominate in threesome!

Enjoy a steamy threesome scene with a beautiful shemale as she seduces both partners to new heights of pleasure. With her feminine curves and alluring looks…

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Ladyboy Sensation ~ Fake Tit Teases Hard Cock10:00
Asian5/17/24

Ladyboy Sensation ~ Fake Tit Teases Hard Cock

Watch as a gorgeous shemale with fake tits sucks a nice, hard cock in this steamy sex video. Get ready for an intense experience filled with sexual pleasure…

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Ladyboy Sexy Cocky Chicks Fucking with Man10:00
Hardcore5/17/24

Ladyboy Sexy Cocky Chicks Fucking with Man

Discover the ultimate pleasure with the hottest shemale pornstars. Watch as they tease and please their partners with their irresistible charms. Get lost in…

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Ladyboy Sucking a Hard Pole ~ Fake-Tit Pleasure10:00
Blowjob5/17/24

Ladyboy Sucking a Hard Pole ~ Fake-Tit Pleasure

Relish in the sight of a gorgeous shemale with fake boobs lavishly pleasuring a hard pole with her talented mouth. Take in the captivating view as she expert…

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Blonde Ladyboy Fuck and Boy Fun10:00
Blonde5/17/24

Blonde Ladyboy Fuck and Boy Fun

Experience an intense sexual encounter with a blonde beauty and a shemale partner. This sex video will leave you breathless as you witness the ultimate meldi…

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Ladyboy Destroyed in Anal Pleasure10:00
Anal5/17/24

Ladyboy Destroyed in Anal Pleasure

Experience the ultimate pleasure with our 3D shemale video, where she gets fucked in her anal hole. Our shemale is ready to indulge your desires and take you…

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Ladyboy Dominates with Fake-tit and Hard Pole10:00
Femdom5/17/24

Ladyboy Dominates with Fake-tit and Hard Pole

Shemale scene for those into intense stimulation. Watch as a fierce brunette with faux breasts takes on a thick, rigid tool with enthusiasm. Focus on her ski…

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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.