6:00Femdom5/17/24
Dominating Ladyboy Pushes Boundaries in Doggy Style Sex
This sex video features a skinny shemale getting ass-fucked in incredible doggy scenes. The shemale's slender body is on full display as she gets pounded fro…
Watched
38Longest Ladyboy Sex Video - Page 15
2,597 videos6:00
6:00Toys5/17/24
Ladyboy Queen's Anal Sphincter Slammed by BBC Monster Toy
Deep anal is exactly what the slutty shemale craves! Forget about vanilla sex – this girl wants it deep and rough! Watch her take on multiple partners, all e…
WatchedAnal
43
6:00Solo5/17/24
Ladyboy Gone Wild ~ Massive Dick Revealed in Kinky Solo Show
Shemale porn star Tranny reveals her massive dick in a sizzling solo show. Watch as she takes on her own sexual pleasure in a kinky display of self-love. For…
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36
6:00Asian5/17/24
Deep Ladyboy Sex ~ MILF's Intense Orgasms Revealed
Watch as the stunning shemale takes control in deep sexual encounters with a MILF, leading to intense and unforgettable orgasms. The shemale's impressive phy…
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39
6:00Asian5/17/24
Raw Hot Ladyboy takes Dude's Cock to the Max
Shemale is a term often used to describe a transgender woman with male genitalia. In this sex video, the shemale participant has an erotic encounter with a m…
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42
6:00Blonde5/17/24
Blonde woman in yellow dress stands with a man in a bedroom
A man and a blonde woman stand in a bright bedroom. They face each other and hold one another while looking into each other's eyes. The woman wears a yellow…
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55
6:00Masturbation5/17/24
Tanned Ladyboy Hottie's Solo Jerk Off Session
Get ready for a mind-blowing full jerk off solo session by a tanned shemale hottie. Watch as she teases and pleasures herself with her own hands, leaving you…
WatchedSolo
34
6:00Toys5/17/24
Ladyboy Bum Pounding Orgasm ~ Toys, Tush, and Temptation
Watch as shemale sluts take pleasure in pounding their bum holes with toys. This sex video will leave you in awe of the unbridled lust and desire of these ge…
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36
6:00Anal5/17/24
Ladyboy Goddess with a Huge Cock Teases Naughty Anal Play
Experience the ultimate pleasure with a slim, shemale goddess with a big dick. Watch as she shows off her naughty side with anal in bed. Don't miss out on th…
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34
6:00Lingerie5/17/24
Brunette in pink lingerie relaxes on a white bed
A brunette woman wears pink lingerie while lying on a bed. A redhead sits next to her and holds her feet. They both look at each other and smile. The scene s…
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46
6:00Blowjob5/17/24
Ladyboy Goddess Gives Epic BJ While sucking Cock like a Pro
Teen babe shemale sucks dick like a master in porn - Watch as this teen babe, with her stunning good looks and femme charm, takes charge of the situation and…
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37
6:00Anal5/17/24
Trans woman performs anal sex on a man in a bedroom
A brunette woman and a man are in a bedroom. She wears red lingerie and gets on top of him. They engage in anal sex in a doggy style position on the bed. The…
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47
6:00Anal5/17/24
Ladyboy Anal Sensation by the Poolside ~ A Must-Watch for Fans of Tranny Erotica
Experience the ultimate pleasure with a stunning shemale in a hot tranny sex video by the pool. Blissful nude anal pleasure with a shemale will leave you bre…
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41
6:00Asian5/17/24
Experience Diverse Pleasures with Brave TGirl Performers!
Deep tranny anal is just the beginning of this insolent Asian chick's naughty adventures! Experience the thrill of shemale sex and explore the world of trans…
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45
6:00Asian5/17/24
Tattooed Ladyboy Stunner's Massive Hard Sex Desire
Shemale Porn Video Released, Featuring a Massive Hard Sex with a Tattooed Babe Eager for More
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36
6:00Asian5/17/24
Ladyboy Takes Command ~ Brunette Whore's Merciless Tryout
Shemale Tranny Ass Fucks Brunette Whore in Merciless Tryout - Watch the hottest tranny sex videos and get your fill of shemale porn at Pornhub.com!
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38
6:00Blonde5/17/24
Blonde shemale performs anal sex on a bed
A blonde shemale wears leopard print and black lace lingerie. She lies on a bed in a bright room. She performs anal sex on a partner. The scene shows her fro…
WatchedAnal
66
6:00Riding5/17/24
Ladyboy Goddess Takes Control of Cougar Life with Massive Dick Ride
Relish in the seductive allure of a mature cougar as she takes on a transsexual partner in a wild ride of pure pleasure. The shemale's massive dick overwhelm…
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44
6:00Asian5/17/24
Brunette woman and man kissing on a white couch
A man and a woman sit together on a white couch. They lean in close to kiss each other. The woman wears a black lace top while the man is shirtless. They sta…
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62
6:00Blowjob5/17/24
Ladyboy's Oral Skills ~ Cum on Her to Please My Queen!
Shemale porn video description - Cum on the dick after this tranny slut devours a cock. This sex video features a shemale who is ready to satisfy your deepes…
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43
6:00Solo5/17/24
Sensual Ladyboy Handjob ~ Solo Pleasure Ritual Revealed
Discover the art of shemale pleasure with our exclusive video featuring an elegant transwoman revealing the perfect handjob technique. This solo performance…
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39
6:00Asian5/17/24
Ladyboy Goddess Aubrey Kate and Korra Del Rio's Explosive Threeway
Discover the ultimate pleasure in this steamy threesome as Aubrey Kate and Korra Del Rio explore each other's bodies to the fullest. With their stunning good…
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41
6:00Asian5/17/24
Man's Explosive Orgasm with Ladyboy in Sexual Frenzy
Unleash your wild side with this mind blowing footage of a man enjoying the ultimate pleasure of fucking a shemale. Experience unparalleled ecstasy as they e…
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41
6:00Asian5/17/24
Group sex with a naked woman and three men
A naked woman sits on a man's lap during a group sex session. Three men surround her while she stays in the center. They engage in various sexual acts togeth…
Watched
113
6:00Stockings5/17/24
Blonde woman in stockings sits on man in bedroom
A blonde woman wearing black stockings sits on a man's lap. She is in a bedroom with a white headboard. She touches herself while looking at the camera. The…
Watched
49
6:00Anal5/17/24
Naughty Teen Ladyboy's Anal Sex Confession
Unleash your pleasure with a gorgeous teen shemale, as she seductively performs nude anal sex. Experience the ultimate thrill of pure ecstasy with every move…
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44
6:00Asian5/17/24
Ladyboy's Excellent Manner with Huge Man's Dick Revealed!
Shemale porn star takes on massive manhood in ultimate XXX experience - Watch the unforgettable video of a shemale with incredible skills sinking her hot hol…
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44
6:00Blonde5/17/24
Blonde shemale and man relaxing on a bed
A man and a blonde shemale lie on a bed in a bedroom. The man wears a black shirt and glasses. The shemale wears a grey sweater and black stockings. They sta…
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65
6:00Anal5/17/24
Ladyboy's Anal Debut with Rough Kinky Sex
Shemale That's the keyword we're targeting! This sex video is not for the faint of heart. A shemale performs oral sex on a man before attempting to take his…
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44
6:00Blowjob5/17/24
Brunette woman gives a blowjob in a room with balloons
A woman with brown hair sits in a room decorated with balloons. She performs a blowjob on a large penis. She holds the shaft with her hands while looking up…
Watched
110
6:00Asian5/17/24
Redhead woman gets rimjob from man on bed
A man and a redhead woman are on a bed. The man leans over her to give her a rimjob. She lies on her stomach while he focuses on her. They continue their ses…
Watched
52
6:00Blonde5/17/24
Blonde woman and man sit on a sofa together
A blonde woman and a man sit on a grey sofa. She looks at her phone while he looks at her. They are in a bright room with white walls. The man wears a black…
Watched
46
6:00Asian5/17/24
Exploring Gender Identity with a Ladyboy Goddess
Experience the ultimate pleasure with a shemale as a young couple takes their relationship to the next level. Witness their intense connection and let your f…
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45
6:00Masturbation5/17/24
Brunette shemale masturbates on a white sofa
A brunette woman lies back on a white sofa. She wears black lace lingerie and fishnet stockings. She uses her hand to stroke her penis. The scene shows her e…
Watched
51
6:00Asian5/17/24
Naked man has sex with a woman on a bed
A man and a woman are in a bedroom. The woman lies on the bed while the man moves over her. They engage in sex together on the mattress. The scene takes plac…
Watched
57
6:00Riding5/17/24
Naked woman rides a man on a sofa
A naked woman sits on a man's lap on a grey sofa. They face each other in a bright room. The woman moves her body on top of him. They stay close together on…
Watched
47
6:00Lingerie5/17/24
Shemale in pink lingerie poses on a bed
A woman with big tits lies on a pink bed. She wears pink lingerie and white stockings. She poses while looking at the camera. The scene takes place in a brig…
Watched
57
6:00Asian5/17/24
Woman in red tank top kisses a man
A woman and a man are together in a bright room. She wears a red tank top while they lean in close. They share a deep kiss. The man holds her as they continu…
Watched
105
6:00Lingerie5/17/24
Bianca Alves masturbates on a sofa in black lingerie
Bianca Alves sits on a purple sofa in a bright room. She wears black lingerie and looks back at the camera. She starts to touch herself while sitting. The vi…
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61
6:00Blowjob5/17/24
Tattooed man gives a blowjob while a woman watches
A woman and a tattooed man are in a bright room. The man holds his penis near his face. The woman lies back and looks at him. He finishes the act near her face.
Watched
59
6:00Lingerie5/17/24
Redhead shemale masturbates on a sofa in red lingerie
A redhead shemale sits on a grey sofa. She wears red lingerie and red stockings. She holds a large penis and masturbates. The scene shows her enjoying hersel…
Watched
52
6:00Masturbation5/17/24
Koko T masturbates on a bed in her bedroom
Koko T lies on a white bed in her bedroom. She has long brunette hair and blue nails. She uses her hands to touch her penis and anus. She continues to mastur…
Watched
52
6:00Asian5/17/24
Two women have sex on a bed
Two women are in a bedroom. One woman lies on her back with her legs up. The second woman leans over her body. They continue to touch each other on the bed.
Watched
83
6:00Asian5/17/24
Spencer Fox and a woman on a bed
Spencer Fox lies on a white bed with a woman. She wears a zebra print top while they look at each other. The man has tattoos on his arm and leans in close. T…
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57
6:00Lingerie5/17/24
Zoe Sparx and Chanel Santini pose in lingerie
Zoe Sparx and Chanel Santini are in a bright bedroom. Zoe Sparx wears a hat and a striped top while looking at the camera. Chanel Santini poses in pink linge…
Watched
58
6:00Outdoor5/17/24
Daisy Taylor holds a large penis near her face outdoors
Daisy Taylor lies on her back outside under the sun. She wears a black top while looking at the camera. A large penis is held close to her face. She stays st…
Watched
120
6:00Blonde5/17/24
Two blonde women have sex with a man on a bed
Two blonde women and a man are in a bedroom. One woman sits on the man while the other woman leans over her. They move together on the bed. The group continu…
Watched
67
6:00Blowjob5/17/24
Man gives a blowjob to a redhead shemale on a bed
A man and a redhead shemale are on a white bed. The man starts giving her a deep blowjob. He uses his mouth and hands to pleasure her. The scene ends with a…
Watched
65
6:00Busty5/17/24
Man kisses a tattooed shemale with big tits on a bed
A man and a shemale are in a bedroom. He kisses her while holding her large penis. She wears a blue top and shows her tattoos. They stay on the bed together.
Watched
57
6:00Asian5/17/24
Naked woman with gold body paint stands with two women
Three women stand in a dark room. A naked woman has gold paint covering her torso. One woman in a black shirt touches her neck. Another woman stands nearby h…
Watched
61
6:00Blonde5/17/24
Blonde woman leans over brunette in fishnets on the floor
Two women are on the floor in a room with a piano. A blonde woman leans over a brunette woman. The brunette wears black fishnets and a pink bra. They stay cl…
Watched
67
6:00Blonde5/17/24
Blonde woman with big tits gets a rimjob in fishnets
A blonde woman with big tits wears fishnet stockings. She bends over in a bright room. Another person licks her ass from behind. The scene focuses on her bod…
Watched
70
6:00Masturbation5/17/24
Michelly Camargo masturbates in a white bathroom
Michelly Camargo stands alone in a bright white bathroom. She has blonde hair and big tits. The woman uses her hand to masturbate while looking at the camera…
Watched
370
6:00Blonde5/17/24
Blonde woman in black dress sits on bed with man
A man and a woman are in a white bedroom. The woman sits on the edge of the bed wearing high heels. The man stands close to her while they look at each other…
Watched
153
6:00Masturbation5/17/24
Brunette amateur shemale masturbates in her bedroom
A naked brunette shemale stays in her bedroom. She lies back against pink curtains. She uses her hands to touch her breasts and body. She continues to mastur…
WatchedAmateur
60
6:00Masturbation5/17/24
Paloma Magrinha masturbates on a white bed
Paloma Magrinha lies on a white bed in a room. She wears black lingerie while looking at the camera. She spreads her legs and begins to touch herself. She co…
Watched
129
6:00Asian5/17/24
Woman and man talk on a white sofa
A woman with long hair sits on a couch next to a man. They look at each other in a bright room. The woman wears a black top while they talk. The scene shows…
Watched
127
6:00Asian5/17/24
Alex Victor and a brunette woman in a bikini top
Alex Victor and a woman stand in a room with a green wall. He touches her breast while they look at each other. They pose together for the camera in a bright…
Watched
84
6:00Stockings5/17/24
Blonde woman in pink stockings and brunette with big tits on a bed
Two women are relaxing on a bed in a bright room. The blonde woman wears pink stockings and a pink bra. She lies back while the brunette sits next to her. Th…
Watched
67
6:00Hardcore5/17/24
Muscular man fucks a tattooed woman on a bed
A man and a woman are in a bedroom on a white bed. He holds her legs up while they have sex. They move together in a doggy style position. The man stays behi…
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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.