4:00Blowjob5/17/24
Bianca Drummond's Ladyboy Pleasure ~ Sucking Large Shaft!
Relax and enjoy the sight of blonde shemale Bianca Drummond as she takes on a large shaft with ultimate pleasure. Watch her follow every movement of her part…
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49Longest Ladyboy Sex Video - Page 42
2,597 videos4:00
4:00Femdom5/17/24
Ladyboy Dominates Him with Anal Play and Fucking
Watch as a gorgeous shemale takes control in the bedroom, satisfying her partner's deepest desires. With her impressive skills, she dominates him completely…
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53
4:00Latina5/17/24
Horny Latina Ladyboy Pumps Girl Pussy with Cock
Latin Shemale Porn ~ A Must-Watch for All Fans of Transsexual Women
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53
4:00Cumshot5/17/24
Ladyboy Pounder Gives Epic Cumshot on Camera
Shemale video featuring hardcore sex with a transgender performer, with a focus on the male performer's ejaculation after anal penetration.
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50
4:00Outdoor5/17/24
Blonde shemale performs anal sex outdoors
Fernanda is naked in an outdoor setting. She gets into a doggy style position. The camera shows her large fake tits and ass. She continues the anal sex while…
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58
4:00Stockings5/17/24
Shemale gets serviced by three nurses in white stockings
Three women dressed as nurses gather around a shemale in a room. They wear white stockings and nurse hats. One woman stands near the bed while the others foc…
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62
4:00Asian5/17/24
Four naked women surround a man by the pool
A group of naked women stands around a man on a patio. They are outdoors near a swimming pool and some trees. One woman leans down to give the man a blowjob…
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76
4:00Anal5/17/24
Walkyria Drummond touches her ass and vulva while lying on a bed
Walkyria Drummond lies on a white bed. She uses her hands to touch her vulva and her ass. She looks at the camera while she moves her fingers. The blonde per…
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78
3:57Hardcore5/17/24
Ladyboy's Office Pleasure ~ A Steamy Fuck Session
Watch as a gorgeous shemale enjoy a mind-blowing fuck in the office. The chemistry between the two partners is palpable as they engage in passionate foreplay…
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45
3:56Hardcore5/17/24
Venus Lux's Perfect Ladyboy Fuck ~ Ultimate Pleasure
Find your ultimate satisfaction with the perfect shemale fuck, featuring the stunning Venus Lux. Explore the art of feminine beauty and male attributes in a…
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51
3:51Toys5/17/24
Amateur woman uses a large dildo in her bedroom
A woman sits on a bed in a bedroom. She wears black fishnet stockings. She takes a large dildo and uses it for masturbation. The video shows her playing with…
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101
3:38Blowjob5/17/24
Ladyboy Hentai Chick Sucks Monstrous Cock ~ Must-See XXX Video!
Shemale hentai video of a chick seducing a monster with her assets and leading him to a long-desired cock-sucking session, leaving both parties satisfied bey…
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43
3:33Masturbation5/17/24
Ladyboy's Willy Wanking Wickedness ~ A Taboo Sexcapade to Die For!
Shemale is a term used to describe a transgender woman who has not undergone surgery, and it's the perfect word to describe the hot and steamy scenes in this…
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53
3:21Blowjob5/17/24
Ebony Ladyboy's Anal and Oral Pleasure
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24
3:20Thai5/17/24
Thai Ladyboy Masturbation ~ A Mesmerizing Experience with Stunning Thais Schiavinato
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25
3:20Threesome5/17/24
Ladyboy & Asian Lesbian Threesome ~ Hardcore 3D Porn
Enjoy the ultimate sexual experience with our hardcore 3D porn video featuring shemale and Asian chicks. The combination of their smooth skin and seductive m…
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31
3:00Solo5/17/24
Ladyboy Goddess with Sky-High Stats in Solo Pleasure Session
Get ready for a steamy shemale solo show! With big tits and a even bigger cock, this shemale is ready to pleasure herself in ways you've never seen before. W…
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52
3:00Riding5/17/24
Redhead Ladyboy Rides Huge Cock with Big Pole
Redhead shemale with big pole is a must-watch video that features an incredibly hot shemale with a massive dick. The shemale's fiery red hair complements her…
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30
3:00Outdoor5/17/24
Ladyboy Babe Sabrina Goes Wild Outdoors
Discover the sensational world of shemale porn and be amazed by Sabrina's outdoor performance. Watch her mesmerizing moves and witness her unleashing her inn…
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37
3:00Femdom5/17/24
Ladyboy Domination ~ Tranny Fucks Straight Guy with Massive Dildo
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34
3:00Riding5/17/24
Ladyboy's Anal Pleasure ~ Bending Over for the Ultimate Ride
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38
3:00Femdom5/17/24
Ladyboy Dominates with Fierce Outdoor Fucking
Discover the ultimate shemale experience as she dominates her partner with her incredible assets and takes him on a wild ride like no other. Watch as she plo…
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23
3:00Asian5/17/24
Ladyboy's Black Cock Blown ~ Sensual Pleasure
Watch our hot shemale with her impressive big black cock blowing your mind in this unforgettable video. Get ready to experience the ultimate pleasure as she…
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23
3:00Anal5/17/24
Ladyboy anal sex ~ Two babes, one hole
Shemale on shemale anal sex – Sensual and stimulating, the ultimate erotic experience. Watch as two gorgeous shemales engage in intense anal sex, leaving you…
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21
3:00Toys5/17/24
Ladyboy Takes Control ~ Guiding Toy into His Asshole
Shemale's seductive video shows her guiding a toy deep into her victim's asshole. With nipples hardening, and a salacious grin, she takes control of his plea…
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27
3:00Outdoor5/17/24
Ladyboy Fernanda with Fake Tits Gets Outdoor Tatas Licking - Amateur Video
3:00 · 25 views · HD
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25
3:00Blowjob5/17/24
Sucking a Ladyboy's Cock Brings Joy
Satisfying XXX video of a man pleasuring a shemale with a hard cock. The shemale's preternatural beauty is accentuated by her sexy lingerie and seductive pos…
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26
3:00Asian5/17/24
Ladyboy Dick Blows Mind with Huge Cock
Discover the sensual world of shemale dicks with a video featuring a beautiful transsexual woman tempting a man with her impressive anatomy. The perfect blen…
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27
3:00Blowjob5/17/24
Ladyboys' Blowjob Adventures ~ Bold and Brave
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28
3:00Blowjob5/17/24
Ladyboy Lingerie Blowjob ~ Sucked Him Off In Sexy Lingerie
Watch as a stunning shemale in lingerie seductively sucks a man's cock, giving him an unforgettable blowjob. The shemale's curvy body is on full display in t…
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25
3:00Outdoor5/17/24
Ladyboy Bitch Gets Outdoor Rammings For Tight Cunt
Shemale is a term commonly used to describe a person who identifies as both male and female. In this sex video, a lustful shemale bitch gets her tight cunt r…
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28
3:00Anal5/17/24
Ladyboy Goddess Sabrina Drills Her Huge Ass
Title ~ Shemale Porn - Sabrina’s Huge Ass Drilling ~ Awesome SEX Video
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31
3:00Lingerie5/17/24
Ladyboy Siren Seduces with Stunning Lingerie and a Hard Dildo
Experience the ultimate pleasure with our shemale in stunning lingerie. Get lost in the hypnotic movements as she expertly sucks on a massive dildo, leaving…
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30
3:00Blowjob5/17/24
Ladyboy Gives Dedicated Blowjob in Steamy Sex Video
Shemale video ~ Watch a seductive tranny give a dedicated blowjob that will leave you breathless. This hot shemale knows how to satisfy her partner with her…
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38
3:00Asian5/17/24
Ladyboy Goddess Posiing by the Poolside ~ A Feast for the Eyes
Unleash your desires with the ultimate shemale experience. Our seductive poolside model will tantalize your senses and leave you breathless with desire. A tr…
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32
3:00Femdom5/17/24
Ladyboy Dominates in Missionary Anal Sex ~ Bottom Submits to Ultimate Pleasure
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35
3:00Toys5/17/24
Dildo Play with TS Pornstar ~ Ladyboy's Rough sex with Lover
Tranny is a slang term for a transgender person, and in this case, the video features a shemale engaged in dildo play with her partner. Shemales, also known…
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30
3:00Femdom5/17/24
Rough Love ~ Ladyboy Dominates Gay Partner in Wild Sex Session
Get ready for a mind-blowing experience as a stunning gay man takes on a hardcore shemale in an unforgettable sex video. The chemistry between these two is e…
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33
3:00Busty5/17/24
Rough and Ready ~ Anal Sex with Busty Fit Ladyboy
Experience the ultimate pleasure with a busty fit shemale in this breathtaking anal sex video. With an impressive big cock, she knows how to make your wildes…
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34
3:00Asian5/17/24
Ladyboy Pornstar Duo Sizzles on Camera
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35
3:00Femdom5/17/24
Ladyboy Dominates Wet Pussy with Huge Cock
Find your ultimate shemale pleasure with our exclusive sex videos featuring the hottest shemales in action. Watch as they stuff their cocks into wet girl pus…
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40
3:00Asian5/17/24
Black Cock Worships Ladyboy's Strap-on ~ An Explosive Sex Ritual
Black guy and shemale hook up - Watch the ultimate experience of a black guy getting down and dirty with a stunning shemale. The chemistry between them is el…
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46
3:00Blowjob5/17/24
Ladyboy Takes Control ~ Tranny in Leather Boots Sucks Cock
Discover the irresistible allure of a beautiful shemale in leather boots as she performs an unforgettable blowjob that will leave you breathless. From her se…
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41
3:00Outdoor5/17/24
Ladyboy Gets Her Ass Pounded Outdoors ~ Behind the Scenes with Hot Tranny
3:00 · 42 views · HD
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42
3:00Lingerie5/17/24
Close up of shemale genitals in black lingerie
A close up shot shows the genitals of a shemale. She is wearing black lingerie. The camera stays on her body.
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63
2:56Blonde5/17/24
Blonde woman in black dress masturbates with a pink toy
A blonde woman sits on a chair in a bedroom. She wears a black dress and sunglasses. She holds a pink toy and starts masturbating. She looks at the camera wh…
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61
2:56Outdoor5/17/24
Blonde woman gets naked outdoors
A blonde woman lies on the ground outside. She is completely naked under the bright light. She looks up toward the camera while lying on her back. The scene…
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60
2:53Amateur5/17/24
Ladyboy with Long Hair Gets Handjob for Amateur Video
Watch the steamy scene of a shemale with long hair pleasing herself with a sensual handjob. This exclusive content is not to be missed by fans of shemale porn.
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25
2:51Outdoor5/17/24
Nice fake titty Ladyboy blown outdoors is a great title for a Ladyboy sex video
Nice fake titty shemale blown outdoors - This sex video features a shemale with nicely sized fake titties getting blown outdoors. The shemale has a beautiful…
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28
2:50Riding5/17/24
Ladyboy Barbie Rides Hard - Young and Pretty Babes Penis
Step aside, boys, it's time for the shemale to take center stage! In this steamy video, young and pretty Barbie takes charge with her massive babes penis. Pr…
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29
2:48Blonde5/17/24
Blonde woman in black boots gets fucked on a bed
A blonde woman and a man are on a white bed. She wears black boots while lying down. The man sits behind her and holds her leg. They engage in hardcore sex t…
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64
2:46Busty5/17/24
Ladyboy Frenzy ~ Perky Tits and Wild Fooling Around
Relish in the sight of perky tits on gorgeous shemales as they engage in steamy fooling around that will leave you breathless. Forget about the world around…
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24
2:45Femdom5/17/24
Ladyboy Goddess Larissa Dominates BF with Gigantic Sex Tool
Discover the ultimate shemale experience with Larissa as she takes control in the bedroom. Watch her demand her BF to suck on her sex tool and fulfill all he…
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27
2:44Asian5/17/24
Ladyboy Goddess Michelle's Cock Tease Reveal
Michelle, the stunning shemale, flaunts her remarkable cock in a sizzling show. Watch her tantalizing performance that will leave you breathless.
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31
2:43Femdom5/17/24
Busty Ebony Ladyboy Dominates Young Buddy
Discover the ultimate pleasure with an ebony shemale who knows how to treat you right. Get lost in the moment as she satisfies your every desire with her big…
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25
2:42Outdoor5/17/24
Ladyboy on the Swingset ~ Public Masturbation Gone Wild
Tranny on the swingset masturbates cock - Video of stunning shemale masturbation on swingset. See hot tranny swinging on swingset and masturbating cock in pu…
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25
2:40Solo5/17/24
Ladyboy Teases in Tiny Bikini ~ Naughty solo fun with a sexy trans girl
Relish in the thrilling sight of a stunning shemale oozing with sensuality in a skimpy bikini. Get ready for a steamy solo performance that will leave you br…
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43
2:40Femdom5/17/24
Ladyboy's Dominance Reigns Supreme in this Must-Watch Worship Session
Take a walk on the wild side with our dominatrix shemale. Watch as she requires submission from her willing submissive. No other Mistress can compare to her…
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32
2:39Busty5/17/24
Ladyboy with Fake Tits Masturbates for Your Pleasure
Shemale video – Watch a tranny with stunning fake tits masturbate as you enjoy this steamy experience. Get lost in the seductive world of shemale pleasure an…
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29
2:32Busty5/17/24
Ladyboy Pornstar with Big Tits Gives Anal Pleasure by the Pool
Experience the ultimate pleasure with our big tits shemale, as she takes you on a journey of anal ecstasy. Enjoy the tantalizing view of our shemale's curvy…
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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.