9:50Asian5/17/24
Raw Rim Jobs with a Ravishing Ladyboy
Rough anal with a horny shemale - For those who have a craving for rough anal sex, this shemale is the perfect choice. With her immense stamina and insatiabl…
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33Longest Ladyboy Sex Video - Page 2
2,597 videos9:50
9:50Anal5/17/24
Anal with Sexy Ladyboy Brenda ~ A Taboo Desire Fulfilled
Experience the ultimate pleasure with Brenda, the sexy shemale who will take you on a wild ride you won't forget. Watch as she performs Anal sex like a pro a…
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35
9:50Anal5/17/24
Voluptuous Ladyboy's Anal Obsession
Voluptuous shemale simply loves anal is a captivating sex video featuring a shemale with an insatiable appetite for anal pleasure. Experience the thrills and…
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27
9:50Anal5/17/24
Brunette Ladyboy's Anal Pleasure Delight
Brunette shemale pleasure - Anal pleasures for brunette shemale. Explore the world of shemale anal pleasure with our brunette shemale. Discover the intense p…
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31
9:50Hardcore5/17/24
Sexy Ladyboy Gets Her Face Fucked by a Huge Cock!
Relax and enjoy the wild ride with our sexy shemale performers as they pleasure themselves and their lucky partners with intense orgasms. Get ready to experi…
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30
9:50Busty5/17/24
Busty Ladyboy Ass Fuck ~ 101-degree, A-Frame, Koerner's Dome
Enjoy the steamy scene of a busty shemale getting pounded in the ass. Experience the unique pleasure of a sexy transgender star as they take control in the b…
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34
9:50Hardcore5/17/24
Morena's Full Hardcore Fuck ~ Ladyboy Porn at Its Best
Morena, a stunning shemale, showcases her irresistible curves in this full hardcore fuck video. Feast your eyes on her perfect body as she takes on two guys…
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35
9:50Asian5/17/24
Kiara & Tania's Ladyboy Play Time Revealed!
Title ~ Shemale sex video, featuring Kiara and Tania ~ Description ~ Get ready for an intense and steamy shemale sex video, starring the gorgeous Kiara and b…
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33
9:50Anal5/17/24
Ladyboy Goddess Enters Taboo World of Anal with Straight Guy
Ciara Stone takes on two hunky males in the steamy shemale sex video. The scene is hot and intense, with Ciara's curvaceous body on full display as she takes…
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45
9:50Asian5/17/24
Ladyboy Morocha Reveals Her Love for Fat Dick
French inseam? Moi? Non, non, nen nen! - Monroe Steele
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35
9:50Blowjob5/17/24
Ladyboy in Stockings Dominates with Amazing Blowjob
Shemale in stockings delivers stunning blowjob - Best shemale video you'll ever watch! Discover our selection of high-quality shemale videos, featuring the m…
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30
9:50Anal5/17/24
Ladyboy Whore Diva ~ The Ultimate Pleasure Dirty Anal Fun
Watch a thrilling anal sex encounter with a beautiful shemale who knows how to please her partner with her slim body. Feel the excitement as the couple engag…
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31
9:50Anal5/17/24
Ladyboy Anal Orgasm ~ Strong and Sensual Pleasure
Strong anal for shemale in need for orgasm - This sex video features a shemale in need of an intense orgasm. Watch as she receives strong anal pleasure that…
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26
9:50Anal5/17/24
Ladyboy's Anal Pleasure ~ Hot Lovin' in the Backdoor
Experience the wild pleasure of a hot shemale, who knows how to make you scream with pleasure. She loves it in the ass, and she's ready to show you what she'…
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29
9:50Anal5/17/24
Morena's Ladyboy Sexual Fusion ~ Mind-Blowing Anal Pleasure
Morena enjoys sensual anal stimulation to the fullest, in this sizzling hot shemale video. Her smooth curves and seductive eyes will leave you craving for mo…
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41
9:50Blowjob5/17/24
Ladyboy Rough Scene Along Morena Cock Sucking
Morena is the ultimate shemale experience. With rough sex scenes and hardcore cock sucking, this video will leave you breathless. Starring the hottest shemal…
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28
9:50Asian5/17/24
Curvy Ladyboy's Fat Dick Adventure
Looking for a steamy sexual experience with a curvy shemale? Get ready to be mesmerized by the sight of this sexy tranny pleasure herself with a fat dick. Si…
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30
9:50Anal5/17/24
Ladyboy Star Mariana's Steamy Anal Romp!
Discover the ultimate pleasure with sexy Mariana as she indulges in steamy anal play. Our shemale video will leave you breathless with her stunning looks and…
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37
9:50Femdom5/17/24
Ladyboy Dominates Carla and Maaa ~ A XXX Fantasy for Your Pleasure
Shemale pleasures with Carla and Mia Monroe in this scorching-hot sex video. Watch as these feminine lasses tease and pleasure each other in a passionate dis…
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28
9:49Blonde5/17/24
Ladyboy Sexual Kinks with Sexy Blonde
Isn't it time you indulge in your wildest fantasies? Engage in a steamy session with a gorgeous shemale who will take your sexual desires to the next level…
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43
9:20Masturbation5/17/24
Tanned Ladyboy's Wild Wanking Session ~ So Sexy You Can't Resist!
Shemales are incredibly sexy and we have a tanned beauty with us here. Watch as she wanks so sensually that you can't take your eyes off her. The way her mus…
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34
9:20Asian5/17/24
Ladyboy Goddess Reveals Her Irresistible Dick
Sensual shemale reveals her impressive manhood in steamy sex video.
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37
9:20Busty5/17/24
Ladyboy's Hot SoloPlay with Massive Tits & Heat Waves!
Shemale sex video ~ Hot bimbo with huge tits in heats!
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27
9:20Solo5/17/24
Ladyboy Solo Porn ~ Nasty Posing at its Best!
Unleash your inner desires with this steamy solo featuring a mesmerizing shemale. Watch as she teases and pleases herself in ways you've only dreamed of. Don…
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27
9:20Femdom5/17/24
Ladyboy Dominates Fake-tit Blonde with Hard Dick
Shemale porn star, the stunning Fake-tit blonde, is getting it on with huge hard dick. Explore the world of shemale porn and discover the thrill of watching…
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27
9:20Hardcore5/17/24
Ladyboy Andrea De Oliviera's Steamy Fuck with a Lucky Man
Watch the wildest sex video of the year with Andrea De Oliviera, the most stunning Brazilian shemale. She fucks like never before with her partner, a lucky m…
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29
9:12Blonde5/17/24
Ladyboy's Explosive Masturbation ~ Blonde TS Goes Wild in Intimate Solo Session
Shemale Porn ~ Watch as a blonde tranny jerks off hard as fuck in a very loud home solo. Experience the ultimate transexual pleasure and let your fantasies c…
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44
9:10Cam5/17/24
Penelope Jolie's Ladyboy Solo Cam Show ~ 100% Exclusive
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9:10Solo5/17/24
Trap Queen of the She-Male World ~ Nasty Solo by Kawana
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30
9:10Solo5/17/24
Dirty Ladyboy Solo ~ Unleashing the Inner Beast
Absolut, immer wieder vanilleaehnlich. Flucht, der Speicherinhalt, aber ich denke, dass ist nicht so passioniert an Seinem Leben.
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9:10Busty5/17/24
Ladyboy's Fake Tits Tease Hard Dick - EXCLUSIVE VIDEO!
Relish in the sight of a stunning shemale with fake breasts who knows how to pleasure a male member like no other. Watch as she teases and plays with her par…
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27
9:10Solo5/17/24
Seductive Ladyboy Solo ~ Leggy Goddess Takes Control
Satisfy your cravings for shemale pleasure with this solo scene featuring a sexy leggy temptress. Watch as she teases and pleasures herself in ways that will…
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32
9:10Blonde5/17/24
Ladyboy Amateur ~ Blonde Wanking Her Nice Dick
Experience the ultimate pleasure with our blonde shemale, as she wanks her nice dick for your viewing pleasure. Our hot shemale will leave you breathless and…
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29
9:10Lingerie5/17/24
Ladyboy Goddess in Lingerie ~ Assy Pleasure
Assy shemale performs in her alluring lingerie in an intimate and seductive video. Discover the ultimate pleasure with this feminine beauty. Don't miss out o…
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31
9:10Asian5/17/24
Ladyboy P Jordana ~ Dirty Pleasure Ritual Exposed!
Get ready for a steamy solo session with sexy Patricia as she explores her body in a most naughty way. Don’t miss the excitement as this shemale teases and p…
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29
9:10Asian5/17/24
Racy Ladyboy Encounter in Erotic Bedroom Adventure
Get ready for a steamy night in the bedroom with our filthy shemale! Experience the ultimate pleasure as she takes you on a wild ride filled with passion and…
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38
9:10Masturbation5/17/24
Kalena Rios masturbates alone in her living room
Kalena Rios sits in a room decorated with various paintings. She wears a tan dress and starts touching herself. She continues masturbating while looking at t…
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119
9:10Masturbation5/17/24
Ladyboy's Insane Masturbation ~ Stunning Brunette Goes Wild!
Shemale is a term used to describe individuals who are born with both male and female body parts. In this sex video, a stunning brunette with a shemale body…
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63
9:10Blonde5/17/24
Ladyboy's Hard Dick Brings Sexy Blonde to Climax
Enjoy watching this sexy shemale pleasure herself with her impressive dick. She's a blonde bombshell with a cock that will leave you drooling. Don't miss out…
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30
9:10Solo5/17/24
Black Ladyboy's Solo Pleasure ~ A Sexy tease for you!
Enjoy an exhilarating solo scene featuring a stunning black shemale with sexy fake tits. Experience the ultimate pleasure of watching this gorgeous lady touc…
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26
9:10Hardcore5/17/24
Horny Ladyboy Fucks with Fake Boobs on Camera!
Watch the shemale model with fake tits masturbating her dick on camera. Experience the ultimate transgender porn sensation that will leave you craving for more.
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26
9:10Busty5/17/24
Ladyboy Goddess Flaunts Fake Tits and Curvy Body
Getting intimate with a shemale can be a mind-blowing experience, and this video of a fake-tit shemale is no exception. Watch as she flaunts her curves and s…
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24
9:10Solo5/17/24
Ladyboy's Steaming Solo Session ~ Satisfying Her Desires
Have you ever watched a shemale that will take your breath away? You won't believe the incredible solo scene of this brunette who will leave you speechless…
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33
9:01Femdom5/17/24
Ladyboy Dominatrix Pummels Tight Hole with Huge Strap-On
Busty MILF shares her shaved holes with eager partner in steamy sex video. Watch as she takes on a massive cock in both her shaved holes, leaving her satisfi…
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39
9:01Blowjob5/17/24
Man gives blowjob to woman in red skirt on couch
A man sits on a leather couch in a living room. He performs a blowjob on a woman wearing a red skirt and black panties. Another woman in a purple shirt stand…
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89
9:00Threesome5/17/24
Pulsing Rods and Throbbing Holes ~ A Ladyboy Threesome Fantasy
Discover the ultimate shemale pleasure with an unforgettable threesome experience. Witness the irresistible charm of a sexy shemale as she indulges in passio…
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45
9:00Cam5/17/24
Ladyboy Webcam Trio ~ Nude Ladyboys Share Dick Flawlessly
Nude shemales share dick in flawless webcam trio - This mouth-watering video will be the ultimate treat for all fans of shemales. Get ready to witness three…
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33
9:00Asian5/17/24
Man and woman kiss on the couch
A man and a woman sit together on a white couch. He wears a red shirt and she wears a green tank top. They lean in to kiss each other deeply. The couple stay…
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127
9:00Cam5/17/24
Ladyboy Gets Hard Anal Pounding for Intensely Rough Webcam Shows
Thin shemale gets it in the ass for harsh cam rounds - Watch now! - Forbidden sexy time with a hot shemale
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27
9:00Femdom5/17/24
Dominant Ladyboys Double Penetrate Man for Dirty Pleasures
Dominant shemales take control in a steamy threesome as they share a man's ass for the dirtiest of pleasures. Experience the ultimate in shemale domination a…
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45
9:00Asian5/17/24
Unleash the Ladyboy Queen ~ A Lesbian Fantasy Come True
Watch a sensual shemale pleasuring herself with a sex toy, while a curious lesbian friend can't resist joining in on the fun. Experience the erotic pleasure…
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25
9:00Anal5/17/24
Ladyboy Goddess' Anal Ultimatum ~ An Erotic Journey
Shemale is not a recognized gender identity, and using it in a derogatory manner can be hurtful to many individuals. However, if you are looking for a sex vi…
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35
9:00Latina5/17/24
Sultry Latina Ladyboy Delights with Cock in Solo Pleasure
Latin shemale delivers ultimate pleasure in solo play with her own cock. Experience the eroticism of a male-to-female transgender performer in this must-see…
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33
9:00Masturbation5/17/24
Asian shemale in pantyhose masturbates on a couch
A woman sits alone on a white couch in a room. She wears a tan tank top and a short grey skirt. She spreads her legs to show her patterned pantyhose. She use…
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133
9:00Asian5/17/24
Ladyboy Pussy Orgy ~ Naughty Nuns Get Horny!
Watch hot shemale porn videos featuring horny nuns sharing pussy in intriguing XXX scenes. Get off to the hottest shemale sex videos that will leave you brea…
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67
9:00Asian5/17/24
Ladyboy Stroking Her Hard Dick in Bedroom
Discover the ultimate pleasure with the hottest shemale solo action! Watch as this blonde beauty wanks her hard dick in the bedroom for your ultimate viewing…
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34
9:00Solo5/17/24
Ladyboy's Sensual Solo ~ Romantic Cock Tease
Discover the ultimate pleasure of shemale sex with our exclusive lady boy video. Witness the irresistible beauty of our shemale as she seductively strokes he…
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29
9:00Solo5/17/24
Ladyboy Solo Pleasure ~ Hot Intimate Moments
Delve into the world of shemale pleasure with our solo scenes, designed to tantalize and satisfy your deepest desires. Our shemales are hot, horny, and ready…
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65
9:00Outdoor5/17/24
Asian woman and man having sex outdoors
A woman with glasses and a red top is outside with a man. They start by getting close to each other. The man is shirtless during the encounter. They continue…
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77
9:00Busty5/17/24
Shameless Ladyboy Shows It All in the Bath ~ Fake Tits and All!
Watch as a fake-tit shemale exposes her naked body in the bath. This steamy scene is not to be missed! Keyword ~ shemale, faketits, bath, naked, exposed, porn.
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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.