5:00Outdoor5/17/24
Ladyboy Twosome ~ Blonde and Brunette Go Solo Outdoors
Blonde and brunette shemales take you on an erotic journey filled with passionate kissing and sensual touching. Experience the thrill of outdoor sex as these…
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29Longest Ladyboy Sex Video - Page 38
2,964 videos5:00
5:00Blonde5/17/24
Ladyboy With Tan Lines Gets Rimjob ~ Blonde Goddess on Display
Relish in the sight of a blonde shemale with tan lines as she receives a steamy rimjob. Get lost in the pleasures of this sexy shemale and let your wildest f…
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34
5:00Femdom5/17/24
Lustful Latina Ladyboy Dominates with Doggystyle Sex!
Latina shemale dominates her partner with mind-blowing doggystyle sex! - Watch now and explore the world of shemale sex!
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5:00Threesome5/17/24
Ladyboys Starring in Threesome Blowjob and Ramming Scene
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5:00Threesome5/17/24
Ladyboy Threesome with Sucking and Fucking ~ A XXX Experience!
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5:00Outdoor5/17/24
Ladyboy Goddess Missy Teases Virgin Pussy in Public
Discover the hottest shemale porn video featuring the sensuous Missy, as she teases and pleasures herself with her fingers. Watch her intimately exploring he…
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5:00Outdoor5/17/24
Lesbian Ladyboy Babe Pounds White Dude on Public Bench
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5:00Anal5/17/24
Ladyboy Takes on Tiny Cock in Anal Debut - Raw and Uncut!
Shemale porn video shows a gender-queer performer with a strap-on dildo penetrating an eager partner's ass. The small cock seems to bring tantalizing pleasur…
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5:00Blonde5/17/24
Blonde Ladyboy's Hot Black Cock Banging Session
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5:00Femdom5/17/24
Blonde Ladyboy Dominates Bald Guy with Resounding Fuck
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5:00Blonde5/17/24
Ladyboy with Fake Tits Fucks Blonde Cutie ~ Must-Watch!
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33
5:00Latina5/17/24
Ladyboy Frenzy ~ Latina Ladyboy Pounds Shaved Girl Pussy!
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5:00Femdom5/17/24
Ladyboy Goddess Dominates with Anal Sex
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5:00Anal5/17/24
Skinny Ladyboy's Big Fucking Ass Gets Nailed
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5:00Femdom5/17/24
Ladyboy Dominates Tiny Girl with Massive Cock
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5:00Cam5/17/24
Ladyboy Cam Queen Carla Novaes Gets Wet and Wild
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5:00Anal5/17/24
Ladyboy Dany de Castro's Anal Pleasure with Lucky Fan
Blonde Dany de Castro in an intense lesbian sex video with her shemale partner, fucking her snatch and exploring every inch of each other's bodies. The chemi…
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5:00Anal5/17/24
Jennifer's Ladyboy AssPlay ~ Anal Sex at Its Best
Shemale Jennifer gets nasty in this exclusive video as she fucks her partner in the asshole. Get ready for some hot shemale action that will leave you wantin…
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5:00Femdom5/17/24
Ladyboy Domination ~ Hardcore Transsexual Sex with Gay Submissive
Shemale sex videos are wildly popular among online viewers, and this one features a hardcore scene between a cute gay guy and a gorgeous transsexual. The act…
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5:00Femdom5/17/24
Ladyboy Dominates Bisexual Men in Wild Group Sex
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5:00Asian5/17/24
Ladyboy Gets Rammed and Cums ~ Condom Fun for All
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5:00Blowjob5/17/24
Ladyboy's Amateur Blowjob ~ Blonde Beauty Sucks Cock
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5:00Blowjob5/17/24
Ladyboy Alana Ferreira Sucks a Huge Wiener and Gets Creampied
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5:00Blowjob5/17/24
Blonde Ladyboy Sucks and Fucks Cum-filled Vagina
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5:00Asian5/17/24
Ladyboy's Irresistible Curves and Thick Cocks
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5:00Asian5/17/24
Ladyboy's Wet Dream ~ Deepthroating on a Mattress
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5:00Anal5/17/24
Naughty Tanned Ladyboy's Assfucker Adventure
Tasted the forbidden fruit of a sexy tanned shemale, as she reveals the depths of her need for rough love. Experience the wildest of fantasies with this sedu…
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5:00Riding5/17/24
Ladyboy Rides Hard Dick for Maximum Pleasure
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5:00Asian5/17/24
Monique Peroni's Tight Ladyboy Hole Gets Stuffed by BBC!
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5:00Blonde5/17/24
Ladyboy Blonde Fucks Brunette Girlfriend in Sensual Lesbian Sex
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5:00Hardcore5/17/24
Ladyboy Pile-Up ~ Fucking Times Three with Horny T-Girls!
Gorgeous shemale stars take center stage in this steamy threesome. Watch as they pleasure each other with their skilled hands and mouths before diving into a…
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5:00Hardcore5/17/24
Redhead Fake-Tit Ladyboy Pleasures Muscular Fucker
Shemale Sex Videos - Watch Redhead Fake-Tit Shemale Have Sex with Muscular Fucker
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5:00Hardcore5/17/24
Ladyboy Porn ~ Black Man Fucking Hardcore with Ladyboys
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5:00Hardcore5/17/24
Ladyboy Porn ~ Hairy Dude's Hardcore Encounter with Hot TS Queen
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5:00Solo5/17/24
Watch Me Ride My Huge Ladyboy Cock Solo Style!
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5:00Threesome5/17/24
Threesome with Ladyboy, Girl and Boys ~ Insane Pleasure Ride
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5:00Anal5/17/24
Anal Fuck with Amanda, the Hardcore Ladyboy
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29
5:00Asian5/17/24
Erotic Ladyboy Pigtails Ravishing Amidst Sexual Frenzy
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5:00Anal5/17/24
Skinny Ladyboy Gets Pounded in Her Asshole!
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32
5:00Blowjob5/17/24
Black Ladyboy's Sexy Sucking Skills Excite Gay Fan
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5:00Femdom5/17/24
Ladyboy Dominates with Fingering and Fucking, Must-Watch!
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5:00Hardcore5/17/24
Ladyboy Fuck Fest ~ Leather Sofa Romp
Two shemales with fake tits pleasure each other on a leather sofa. Watch the ultimate Shemale Porn experience like never before! Relish in this steamy shemal…
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36
5:00Femdom5/17/24
Ladyboy Seductress with Fake Tits Dominates Lucky Admirer
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5:00Blowjob5/17/24
Ladyboy Superstar ~ Juliana Vidal's Blowjob On The Sofa
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5:00Asian5/17/24
Ladyboy Nuns' Perverted Orgy with a Gay Biker
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5:00Threesome5/17/24
Blonde Ladyboy Dominates Brunette Girl in Foursome Frenzy
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5:00Anal5/17/24
Teen Ladyboy's Pigtails Ass Fucked ~ Exploring Ladyboy Porn
Teen Shemale in Pigtails gets Roughly Ass Fucked - Exclusive Sex Video ~ A young shemale with beautiful pigtails takes on the challenge of getting her ass fu…
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32
5:00Asian5/17/24
Ladyboy Struts Her Stuff with Cock in Bedroom
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37
5:00Riding5/17/24
Ladyboy Ass-Licking with Big Boobs ~ Netori's Anal Pleasure Ride
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5:00Femdom5/17/24
Dark-skinned Ladyboy's Dominance over Skinny White Gay
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33
5:00Hardcore5/17/24
Ladyboy Goddess Fucks Tanned Stud for Ultimate Pleasure
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33
5:00Anal5/17/24
Deep Inside Mayara's Ladyboy Body ~ Anal Fucking at Its Best
Discover the ultimate pleasure with an innocent shemale! Mayara is a beautiful trans woman who is ready to satisfy your wildest desires. Watch as she gets fu…
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35
5:00Blowjob5/17/24
Tanned Ladyboy's Horny Black Cock Sucking Debut
Treat yourself to the ultimate pleasure with this tanned shemale as she expertly sucks on a thick, horny black dick. Her skilled hands and tongue will leave…
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34
5:00Hardcore5/17/24
Ladyboy Pornstar Fucks Redhead with Condom - Exclusive Video!
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5:00Blowjob5/17/24
Ladyboy Goddess Gets Wanked and Sucked
Shemale is a community term for transgender individuals who were assigned male at birth but identify as women. Watch this captivating video of a shemale wank…
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32
5:00Anal5/17/24
Ladyboy's Ass Fucked with Brutal Force
Shemale is an alluring keyword that captures the essence of this sex video, portraying a captivating scene where a shemale is receiving intense anal pleasure…
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36
5:00Anal5/17/24
Ravishing Brunette Ladyboy Gets Her Dicks and Ass Fucked
Brunette shemale delights with her irresistible body, riding dick while getting ass fucked. Experience the ultimate pleasure with this hot and steamy shemale…
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33
5:00Asian5/17/24
Ladyboy with a Huge Cock Gets Devoured
Ever wondered what it's like to see a shemale with a massive cock getting pounded? Our exclusive sex video lets you witness just that. Get ready for a wild r…
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32
5:00Blonde5/17/24
Blonde Ladyboy's Anal Pleasure ~ The Ultimate Ride!
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31
5:00Anal5/17/24
Dark-haired Ladyboy Screwed in Asshole ~ Must-Watch XXX Video
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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.