14:47Masturbation5/17/24
Trans woman masturbates alone in her bedroom
A woman sits on her bed wearing a pink dress. She holds her penis and starts masturbating. The room has Christmas decorations in the background. She continue…
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93Longest Ladyboy Sex Video
2,964 videos14:47
12:00Busty5/17/24
Ladyboy Pounded in the Ass - Fake Tits Galore!
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11:59Asian5/17/24
Boneless Sluts Embrace Stroking Ladyboy Stiffness in Reckless Kinkster Romp
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11:59Femdom5/17/24
Ladyboy Dominates Redhead Teen with Anal Sex and Cum Swallowing
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11:59Busty5/17/24
Dirty Ladyboy Orgies with Cum Finish on Fake Tits
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11:59Busty5/17/24
Ladyboy Ass Fucks Teen Redhead, Cums on Her Tits
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29
11:59Anal5/17/24
Ladyboy Assault ~ Hardcore Fisting and Anal ROMP with Mature MILF
Shemale porn video ~ wild rough sex between shemale and mature female. The shemale dominates the action with aggressive pounding, ending in a hot and steamy…
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11:59Riding5/17/24
Ladyboy Goddess Ginger Gets a Hard Cock Ride, Cums with Sperm Discharge
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11:59Anal5/17/24
Ladyboy Ass Fucking ~ Home Porn at Its Best
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11:59Anal5/17/24
Brunette Ladyboy's Ass Demolition
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11:59Threesome5/17/24
Ladyboy Threesome ~ Alura Jenson, Dee Williams & Jessy Dubai
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58
11:59Femdom5/17/24
Ladyboy Dominates Young Slut in Fetish Play Session
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11:59Asian5/17/24
Ladyboy Pussy Play ~ Incredible Modes of Pleasure
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11:59Threesome5/17/24
Ladyboy's Monster Cock Gets Crazed by Cougars in Wild Foursome
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11:59Asian5/17/24
Brunette woman in fishnets on a bed
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163
11:58Toys5/17/24
Ladyboy Masturbates with Toy and Gets Cum Erupted
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31
11:58Asian5/17/24
Dee Williams Gets Ladyboy Frenzy with Kayleigh Coxx
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11:58Asian5/17/24
Two naked women play on a bed
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94
11:58Feet5/17/24
Asian Ladyboy Gets Ass Banged ~ Raw Footage Revealed!
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11:58Femdom5/17/24
Ladyboy Dominates Mature Asian in Wild Anal Romp
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11:58Asian5/17/24
Slim Ladyboy Sex - Doggy Style and Missionary with Korra Del Rio
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30
11:58Threesome5/17/24
Ladyboy's Irresistible Pleasure ~ A Threesome like no Other
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34
11:58Busty5/17/24
Ladyboy's Doggy Anal Energy ~ Cum on Tits Orgasm
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11:58Asian5/17/24
Ladyboy's Wild Night with Horny Photographer!
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11:58Cam5/17/24
Ladyboy Slut Gets Fucked by MILF in Amateur Cam Scenes
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11:58Blowjob5/17/24
Ladyboy's Intense Oral Sensations with MILF Lead to Mind-Blowing Orgasms
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11:58Hardcore5/17/24
Ladyboy Temptress Fucks Blissful MILF in Kinky Hours
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47
11:58Femdom5/17/24
Ladyboy Goddess Takes Total Control in Wild Domination
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51
11:58Asian5/17/24
Naughty Janelle Fennec's Ladyboy Extravaganza
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48
11:58Cam5/17/24
Watch Hot Amateur Tranny Sluts in Webcam Perversions for a Special Treat!
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11:58Anal5/17/24
Asian Mom Experiences Ladyboy's Dick in Wet Ass for Real
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11:58Ebony5/17/24
Wild Ebony Ladyboy Pounded in Kitchen Hardcore ~ Tranny Dick Lasts Longest!
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11:58Anal5/17/24
Ladyboy Kinks Explored ~ Deepest Anal Orgasms Revealed
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58
11:58Asian5/17/24
Ladyboy Goddess Erica Cherry Takes Control of Jemma Jansen
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11:58Anal5/17/24
Ladyboy Sluts Go Wild in Restless Anal Kink
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60
11:58Blonde5/17/24
Blonde woman and tattooed shemale in a bedroom
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140
11:58Anal5/17/24
Ladyboys in Rough Anal Porn - A Must-See for Fans of Dirty Sex!
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83
11:58Lingerie5/17/24
Blonde shemale in red lingerie lies on a white couch
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419
11:58Blonde5/17/24
Blonde woman and redhead in a bedroom
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98
11:57Asian5/17/24
Ladyboy Goddesses Share Cumming Couch for Unique Perversions
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71
11:57Asian5/17/24
Nurse performs a medical exam on a naked woman in a hospital
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100
11:57Blowjob5/17/24
Blonde and brunette women give a blowjob to a shemale
Two women perform a blowjob on a shemale with big tits. They focus on her while she wears a black hat. The scene takes place indoors.
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99
11:57Asian5/17/24
Ladyboy Goddess Blows Away Client with Massive Inches
Relish in the pleasure of a shy looking tranny chick with massive inches on fire. Her curves and femininity combined with her towering height and masculine e…
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73
11:57Hardcore5/17/24
Ladyboy Khloe Kay's Insatiable Appetite for Fucking on the Couch
Shemale sex video - enjoy watching Strong fucking on the couch for teen Khloe Kay with no limits! Shemales are known for their passionate sexual skills and u…
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25
11:57Femdom5/17/24
Ladyboy Dominates MILF in Wild Orgy ~ Asynchronous Pleasure
Gorgeous tranny plays with mature Asian mom's pussy until she reaches climax
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29
11:57Asian5/17/24
Ladyboy Goddess ~ Chelsea Marie and Mallory Maneater's Gothic Lesbian Porn
Shemale porn stars Chelsea Marie and Mallory Maneater bring you an unforgettable gothic lesbian experience. Get lost in their world of seductive passion and…
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33
11:57Threesome5/17/24
Ladyboy Threesome Porn with Korra Del Rio and Lindsey Love
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35
11:57Gangbang5/17/24
Ladyboy Gangbang with Chelsea Marie & Kayleigh Coxx
Two shemales, Chelsea Marie and Kayleigh Coxx, team up with a dirty dude for an unforgettable sex romp. Explosive orgasms and unforgettable moments await as…
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36
11:57Anal5/17/24
anal-loving Ladyboy, Alexa Scout, shines in ass-taking role
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42
11:57Cam5/17/24
Ladyboy Pornstar Lesbians Go Wild on Webcam
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37
11:57Femdom5/17/24
Ladyboy Dominates with Anal and Swallowing for Ultimate Pleasure!
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11:57Couple5/17/24
Ladyboy Couple's Hot Sex Scene Unleashed!
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37
11:57Busty5/17/24
Busty Ladyboy's Anal Craving ~ A XXX Experience
In this raw and intense porn video, a gorgeous shemale with an insatiable hunger for anal pleasure, takes control of her partner's body. With firm hands and…
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11:57Gangbang5/17/24
Ladyboy Goddess Overwhelms with Dominant Gangbang
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48
11:57Femdom5/17/24
Ladyboy Dominatrix Pounds Submissive Sissy's Ass in Brutal Femdom Fetish
Watch the hot shemale dominate and fuck her slave girl in a merciless femdom kink. Experience the intensity of this BDSM scene and witness the ultimate power…
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66
11:57Hardcore5/17/24
Ladyboy Porn ~ Chanel Santini and Marissa Minx Go Hardcore
Two gorgeous shemales, Chanel Santini and Marissa Minx, engage in a passionate and sensual love-making session. With their stunning bodies and expert techniq…
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75
11:57Femdom5/17/24
Bridgette's Secret ~ Ladyboy Dominates Submissive Beauty
Watch as a stunning shemale takes command of her submissive partner in this sizzling lesbian experience. Prepare to be mesmerized by the sight of the obedien…
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62
11:57Threesome5/17/24
Ladyboy Dominates in Fierce Kinky Lesbian Threesome
Shemale videos have always been a top-rated category among our customers, and this video is no exception. Our shemale performers engage in some of the kinkie…
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78
11:57Blowjob5/17/24
Blonde woman in black lingerie performs oral sex
A blonde woman wears black lingerie in a dark room. She leans down to perform oral sex on a partner. She uses her mouth and tongue on the crotch area. The sc…
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142
11:57Anal5/17/24
Ladyboy's Deep Anal Romp with Horny Babe and Tranny Slut
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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.