4:55Asian5/17/24
Shemale and man having sex in the bathroom
A man and a shemale are in a bathroom. The shemale stands against the wall while the man approaches her. They begin having sex together in the small space. T…
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59Longest Ladyboy Sex Video - Page 40
2,597 videos4:55
4:55Busty5/17/24
Asian Ladyboy Pleasures Herself with Small Tits - Britney
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4:55Blowjob5/17/24
Sabrina gets a blowjob from a man
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56
4:55Stockings5/17/24
Blonde shemale with big tits and black stockings on a bed
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94
4:54Anal5/17/24
Ladyboy Ass Fucked to PERFECTION after Throating the Dick like a PRO!
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4:54Blowjob5/17/24
Blonde shemale gets a blowjob in bed
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4:54Hardcore5/17/24
Shocking Ladyboy Glory Hole Encounter Leads to Wild Fuck Session
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4:54Threesome5/17/24
Tanned Ladyboy Pussy Hammers Brunette Slut in Taboo Threesome
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4:54Femdom5/17/24
Ladyboy Goddess Dominates Submissive Slave's Wet Butthole!
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4:54Asian5/17/24
Absol John's Sex Tape with Latin Ladyboy Coxxxi!
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4:54Cam5/17/24
Ladyboy Star ~ Rough Cam Bondage with Flawless BJ
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32
4:54Anal5/17/24
Ladyboy Takes Anal Abuse for the Camera - XXX Video!
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28
4:54Hardcore5/17/24
Ladyboy Porn ~ Nasty Fucking with Nude Tranny Whores
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31
4:54Cumshot5/17/24
Ladyboy's Wet Pussy Gets Pounded in Hotel Room - Cumshot on Face!
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32
4:54Anal5/17/24
Anal Love with a Hot Ladyboy - Restless Nude Encounter
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4:54Cam5/17/24
Ladyboy's Anal Pleasure with Horny Woman in Cam Play
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4:54Blonde5/17/24
Blonde shemale masturbates on a chair outside
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4:54Anal5/17/24
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4:54Asian5/17/24
Naked woman with tattoos lying on a bed
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75
4:53Threesome5/17/24
Shameless Ladyboy's XXX Threesome Behind Closed Doors
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33
4:53Anal5/17/24
Sexy Ladyboy Goes Wild for Anal Tryout with Horny Man
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4:53Blowjob5/17/24
Ladyboy Porn ~ Tight Tranny Sluts Go Anal-Blowjob Wild!
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4:53Stockings5/17/24
Two naked women in fishnet stockings pose on a bed
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112
4:53Lingerie5/17/24
Two tattooed women in lingerie pose in a bedroom
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4:53Lingerie5/17/24
Two women in lingerie touch each other on a bed
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129
4:53Riding5/17/24
Tattooed woman rides a man on a bed
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4:52Couple5/17/24
Ladyboy Couple's Intimate Bedroom Romp Revealed!
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4:52Blowjob5/17/24
Fierce Black Ladyboy Dominates with Huge Cock during Blowjob
Black shemale with a big black cock gets a steamy blowjob
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4:52Hardcore5/17/24
Black Ladyboy's Fierce Fucking ~ Dude's Head Gets Pounded!
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4:51Asian5/17/24
Sensual Ladyboy Stuns with Stunning Angles
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4:43Hardcore5/17/24
Ladyboy Sensation ~ Pretty TGirl's Rough FACE Fucking
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28
4:43Femdom5/17/24
Ladyboy Dominatrix Dirtiest Anal Fetish Unleashed!
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4:42Asian5/17/24
Ladyboy Aline G's Cock Playtime
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31
4:37Blonde5/17/24
Ladyboy Porn ~ Blonde Shim and Brunette Whore's Hottest Masturbation Sesh
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31
4:37Blonde5/17/24
Ladyboy's Hard Dick ~ Pretty Blonde's Seductive Touch
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30
4:27Masturbation5/17/24
Ladyboy's Hardcore Wank on a Big Dick
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26
4:21Hardcore5/17/24
Ladyboy Seduces Redhead Slut - Hardcore 3D Porn!
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48
4:20Asian5/17/24
Tempting Ladyboy Gets Down and Dirty with Lustful Men
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36
4:16Masturbation5/17/24
Amateur shemale masturbates on her bed
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4:00Threesome5/17/24
Ladyboy Threesome with Huge Rods and Ass-Fucking Fun
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52
4:00Asian5/17/24
Rough Love ~ Taming the Hot Ladyboy Cock
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42
4:00Asian5/17/24
Ladyboy Pornstar in Pink Panties Teases Redhead Lover with 69 Pose
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38
4:00Busty5/17/24
Ladyboy Hookup ~ Big Fake Tits and Anal Sex
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4:00Asian5/17/24
Ladyboy Blows Her Client ~ An Explosive Experience
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4:00Anal5/17/24
Anal pleasure with bewitching Ladyboy in black boots
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4:00Cumshot5/17/24
Ladyboy's Cum-ance with Stiff Cock ~ A Rough Ride to Satisfaction
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41
4:00Asian5/17/24
Ladyboy and Lover Tribad Intimate Fetish Sexcapade
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25
4:00Blowjob5/17/24
Busty Ladyboy Gives Tranny Oral Sex Outdoors, Only for You!
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4:00Femdom5/17/24
Ladyboy Dominates Him Outdoors ~ Exposed!
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25
4:00Hardcore5/17/24
Ladyboy Queen Takes control in Hot Hardcore Scene
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23
4:00Lingerie5/17/24
Ladyboy Hottie's Anal Screwing with Dildo ~ A Lingerie-filled Fuckfest!
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4:00Anal5/17/24
Ass Worship with a Mind-Blowing Ladyboy - Finger Fucking at Its Best!
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4:00Asian5/17/24
She-Male Ménage à Trois ~ Nailing Hot Ladyboy Sluts!
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24
4:00Toys5/17/24
Explosive Ladyboy Masturbation with Curvy Body and Hot Pink Toy
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4:00Femdom5/17/24
Ladyboy Lover Dominates with Hot Sex
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4:00Femdom5/17/24
Ladyboy Goddess Dominates with Anal Splendor Outdoors
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4:00Blonde5/17/24
Blonde Ladyboy Anal Sex ~ A Hot and Steamy Experience
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4:00Blonde5/17/24
Blonde Ladyboy Temptress's Cock Tease
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4:00Threesome5/17/24
Ladyboy Threesome Explosion ~ Heavy Oral Sex Unleashed!
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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.