5:00Cumshot5/17/24
Tattooed Ladyboy Swallows Sperm While Taking a Cumshot
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27Longest Ladyboy Sex Video - Page 36
2,967 videos5:00
5:00Asian5/17/24
Ladyboy Rough Love for Inked Babe!
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22
5:00Blowjob5/17/24
Ladyboy's Punishing Blowjob Sends You to Cloud Nine
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31
5:00Blonde5/17/24
Blonde and brunette women pose with a man by the pool
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5:00Riding5/17/24
Ladyboy Rides Hard Dick for Maximum Pleasure
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5:00Anal5/17/24
Lorena, the Ladyboy Goddess, Takes It Deep in Her Tight Ass
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5:00Hardcore5/17/24
Suzanna Holmes and another woman get fucked on a bed
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Sandy's Hardcore Ladyboy Anal Drilled
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5:00Asian5/17/24
Tattooed Ladyboy Bangs for Buckets of Cream
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24
5:00Anal5/17/24
Tanned Ladyboy's Anal Pleasure with Asian Lover
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5:00Asian5/17/24
Monique Peroni's Tight Ladyboy Hole Gets Stuffed by BBC!
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32
5:00Toys5/17/24
Ladyboy's Hairy Fuck Toy ~ Sofa Sex Session
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5:00Blonde5/17/24
Ladyboy Kink ~ Blonde Shim with Fake Tits Pounds Partner's Back Door
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5:00Latina5/17/24
Latina's Hardcore Cocky Ladyboy Show
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Ebony Goddess Gives White Stallion a Rough Ride
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5:00Femdom5/17/24
Ladyboy Dominates Straight Stud in Wild Hardcore Session!
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28
5:00Blonde5/17/24
Ladyboy Porn ~ Blonde Babe Fucked by Black Dick
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5:00Blonde5/17/24
Blonde Shim Cums Hard with 69 Sex in the Bedroom
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5:00Blowjob5/17/24
Ladyboy Dominates with Hardcore Blowjob ~ Exclusive Sex Video
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5:00Anal5/17/24
Anal Invasion with Ladyboy Goddess Barbara ~ A Forbidden Fantasy Come True
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5:00Riding5/17/24
Tanned Ladyboy Rides Hard Dong in Sexy Video
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36
5:00Asian5/17/24
Ladyboy's Fetish ~ Double Penetration with Two Hot Poles
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5:00Anal5/17/24
Ladyboy Goddess Mel Vogue Gets Anal Rimjob Playtime
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5:00Blonde5/17/24
Blonde woman gets a rimjob from a man on a couch
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52
5:00Anal5/17/24
Suzie Lean's Anal Drilling as a Ladyboy
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34
5:00Lingerie5/17/24
Leah wears black lingerie and stockings on a couch
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5:00Blowjob5/17/24
Naughty Ladyboy Gives Mind-Blowing Blowjob
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5:00Anal5/17/24
Tight Tanned Ass of Ladyboy in Hardcore Fuck
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5:00Hardcore5/17/24
Ladyboy Porn ~ Hairy Dude's Hardcore Encounter with Hot TS Queen
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5:00Blowjob5/17/24
Ladyboy's Dick Sucked by Pretty Chicks with Fake Tits
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Ladyboy's Anal Fucking ~ Spicy Pleasure Beyond Imagination!
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26
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Andrea de Oliveira gets a blowjob from a man on a couch
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5:00Blowjob5/17/24
Ladyboy Ebonies Sexy Sucking Skills Revealed!
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22
5:00Blowjob5/17/24
Hungry for Cock ~ Amateur Gay Sucks Ladyboy's Dick
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5:00Gangbang5/17/24
Ladyboy Gangbang with Muscular Guy and Mature Woman
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27
5:00Anal5/17/24
Ladyboy Goddess Gets Anal Pleasure in High Heels!
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34
5:00Hardcore5/17/24
Redhead Fake-Tit Ladyboy Pleasures Muscular Fucker
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32
5:00Anal5/17/24
Ladyboy Goddess MarcinhaPrado Takes It Up The Ass!
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5:00Threesome5/17/24
Ladyboys Starring in Threesome Blowjob and Ramming Scene
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33
5:00Riding5/17/24
Anal Slamming with Hardcore Ladyboy Walkiria ~The Ultimate Ride of Your Life
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5:00Blowjob5/17/24
Ladyboy Carla's Tanned Cock Sucking Madness
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23
5:00Anal5/17/24
Horny Ladyboy Gets Double Teamed with 2 Cocks in Her Ass and Face
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23
5:00Lingerie5/17/24
Leah wears lingerie and striped stockings on a couch
Leah lies on a patterned couch in her lingerie. She wears black and white striped stockings. Her body is the main focus of the shot. The scene shows her rela…
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5:00Asian5/17/24
Redhead Ladyboy Pounds Her Gay Lover - Must See!
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5:00Blonde5/17/24
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34
5:00Asian5/17/24
Ladyboy Gym Ramming ~ Must-See Sex Video!
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34
5:00Asian5/17/24
Ladyboy Banger with Tanned Skin and Tattoos ~ A Tantalizing Tale
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29
5:00Blonde5/17/24
Sensual Ladyboy Suits Small Cock ~ Blonde Shim Gets Pleasured
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28
5:00Threesome5/17/24
Stunning Ladyboy Threesome ~ Two Hot Ladyboys Take On One Lucky Guy!
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28
5:00Outdoor5/17/24
Ladyboy Takes Control ~ Back Door Adventures in the Great Outdoors
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46
5:00Anal5/17/24
Anal-Addicted Ladyboy Takes on Retro Scene in Hardcore Debauchery
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28
5:00Stockings5/17/24
Sultry Ladyboy Seducing with White Stockings and Rimjobs
Shemale Tranny Enjoys Rimjob on Sofa with White Stockings - Sex Video
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24
5:00Stockings5/17/24
Redhead Ladyboy's Anal Romp in Red Stockings Revealed!
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5:00Anal5/17/24
Anal Sex with Ladyboy Alana Exposed!
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24
5:00Big Cock5/17/24
Ladyboy Sweetie's Ass Fucked by Big Dick - Exclusive Video
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5:00Asian5/17/24
Skinny Ladyboy Gets Stuffed by Big Hard Prick
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22
5:00Anal5/17/24
Brunette Ladyboy Comes Hard with Condom-Protected Ass Fucking
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26
5:00Femdom5/17/24
Ravishing Blonde Ladyboy Dominates Tanned Dude's Tool
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26
5:00Busty5/17/24
Ladyboy Takes Anal Cum Dump on Fake Tits - Must See!
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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.