5:24Blowjob5/17/24
Woman with tattoos gives a blowjob to a man
A woman with tattoos is indoors. She starts by giving a blowjob to a man. He holds her hair while she performs. The scene shows her mouth on his penis.
Watched
62Longest Ladyboy Sex Video - Page 21
2,597 videos5:24
5:24Lingerie5/17/24
Two women in lingerie kiss on a blue sofa
Two women sit together on a blue sofa. They wear lingerie and lean in to kiss. One woman holds a penis while they stay close. They continue kissing in the li…
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66
5:24Stockings5/17/24
Gina Hart performs anal sex on a shemale in fishnet stockings
Gina Hart and a shemale are in a bedroom with colorful decorations. The shemale wears fishnet stockings while lying on the bed. They engage in anal sex in do…
WatchedAnal
51
5:24Masturbation5/17/24
Taylor Stewart masturbates while sitting on a chair
Taylor Stewart sits on a white chair in a bright room. She has long hair and big tits. She uses her hand to masturbate while looking at the camera. The scene…
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57
5:24Blonde5/17/24
Eva Cassini and a blonde woman lying on a bed
Eva Cassini and another woman lie on a bed together. The blonde woman is naked and looks at her partner. They are resting on a zebra print pillow in a bedroo…
Watched
55
5:24Lingerie5/17/24
Shemale in lingerie masturbates on a white couch
A shemale sits alone on a white couch. She wears black lingerie and has oil on her skin. She uses her hands to masturbate her large breasts and genitals. The…
Watched
53
5:24Blonde5/17/24
Two blonde women ride each other on a blue sofa
Two blonde women are naked on a blue sofa. One woman with large tattoos on her side climbs on top of her partner. They move together while lying on the couch…
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123
5:24Blowjob5/17/24
Jessica Fox gives a blowjob while wearing red lingerie
Jessica Fox and another woman are in a bedroom. The woman in red lingerie performs oral sex on a man. She wears fishnet stockings and a pink top. They contin…
WatchedLingerie
117
5:24Asian5/17/24
Naked woman uses her hands on a man on the sofa
A naked woman sits on a white sofa next to a man. She uses her hands to touch his penis. They are both undressed in a bright room. The scene shows them inter…
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116
5:24Lingerie5/17/24
Stefane Marinho masturbates on a bed in lingerie
Stefane Marinho lies on a bed in a bedroom. She wears lingerie and shows her tan lines. She uses her hand to masturbate while lying down. The video shows her…
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64
5:24Blowjob5/17/24
Audrey Lords gives a blowjob while Juliette Stray watches
Audrey Lords performs a blowjob on a man in a room. Juliette Stray sits on the sofa nearby and watches the scene. The man holds the woman's head during the a…
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90
5:24Asian5/17/24
Venus Lux holds a large penis while lying on a sofa
Venus Lux lies naked on a grey sofa. She holds a large penis with both hands. She looks up while touching herself. The scene shows her large breasts and torso.
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130
5:24Masturbation5/17/24
Paula B masturbates on a sofa
Paula B lies on a gray sofa in a room. She has long black hair and wears black stockings. She uses her hand to touch her penis and breasts. She finishes with…
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72
5:24Asian5/17/24
Two women smiling outside near a concrete wall
Two women stand together outdoors. They look directly at the camera and smile. A concrete wall and some stairs are in the background. The scene shows them po…
Watched
59
5:24Blowjob5/17/24
Tattooed woman in black lingerie gives a blowjob on the sofa
A woman with tattoos wears black lingerie and stockings. She lies on a sofa with a man. She performs a blowjob while he holds her. The scene takes place indo…
WatchedLingerie
145
5:24Asian5/17/24
Beatricy Velmont gives a handjob to Bruna Butterfly on a bed
Beatricy Velmont and Bruna Butterfly are together in a bedroom. Bruna Butterfly sits on the bed wearing black lingerie. Beatricy Velmont kneels down to give…
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80
5:24Lingerie5/17/24
Alex Victor and Gabriella Andrade in white lace lingerie
Alex Victor and Gabriella Andrade are in a bedroom. The woman wears a white veil and lace lingerie. He holds his penis up close to her face while lying down…
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159
5:24Lingerie5/17/24
Tiffany Starr in pink lingerie on a bed
Tiffany Starr lies on a bed wearing pink lingerie. She looks toward the camera while posing. The room has plain white walls. She stays still for the shot.
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108
5:00Busty5/17/24
Ladyboy Trio ~ Horny Tanned Brunette with Fake Tits
Our wild shemales will drive you crazy with their insatiable appetite for pleasure. Get ready to witness a threesome like no other, starring our tanned brune…
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28
5:00Busty5/17/24
Ladyboy Diva Daniela Markes Loves Cumming on Busty Tits
Watch as the stunning shemale Daniela Markes takes control in the bedroom with her big backside, tempting her lucky boyfriend to cum on her busty tits. This…
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28
5:00Thai5/17/24
Thais Dumont gets naked on a couch with a man
Thais Dumont lies on a couch with a green pillow. She is naked and looks at the man in front of her. The man stays close to her body. They stay on the couch…
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51
5:00Latina5/17/24
Blonde Latina woman shows her big tits to the camera
A blonde Latina woman is alone in a room. She looks down at the camera while posing. Her large breasts are visible in the shot. She stays naked for the durat…
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49
5:00Asian5/17/24
Group sex with a man and two women in a bedroom
Two women and a man are in a bedroom. The man is behind a woman wearing white stockings. Another woman stands next to the bed. They continue having sex toget…
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44
5:00Outdoor5/17/24
Bianca Duarti and friends have a group sex session outdoors
Bianca Duarti and several others gather outside by a wall. The group starts by interacting closely together. A man stands while others kneel on the ground. T…
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41
5:00Lingerie5/17/24
Brunette in black lingerie and striped stockings lies on a bed
A brunette woman lies on a patterned bed. She wears black lingerie and striped stockings. She looks up while posing for the camera. The scene shows her body…
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44
5:00Cumshot5/17/24
Ladyboy's Hairy Cum Covered Body Drives You Wild
Shemale is a term used to describe a transgender individual with maleBiological sex and femaleGender identity. In this scene, a shemaleplayful and confidentl…
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37
5:00Blowjob5/17/24
Blonde shemale gives a blowjob to a man in the bedroom
A blonde woman and a man are in a bedroom. She leans over him to give him a blowjob. The man lies on the bed while she performs. They stay close together on…
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50
5:00Asian5/17/24
Man and woman having sex in a bedroom
A man and a woman are naked in a bedroom. The man holds the woman's leg while they move together. He uses his hand to touch himself during the act. They cont…
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46
5:00Blowjob5/17/24
Trans woman gets a hard blowjob and cumshot
A tattooed woman lies on a bed in a dark room. A man holds his penis near her face. She performs a blowjob on him. He finishes with a cumshot on her body.
Watched
44
5:00Asian5/17/24
Asian woman in black outfit gets rubbed by a man on a table
A woman wearing black clothes and stockings lies on a wooden table. A man stands over her and rubs her stomach. She looks up at the camera while he touches h…
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49
5:00Blowjob5/17/24
Jenny Star gives a blowjob on a leather couch
Jenny Star and a man sit together on a leather couch. She wears black stockings while they touch. The man looks down at her body. They continue to play toget…
Watched
63
5:00Riding5/17/24
Barbara rides a man in a tiled bathroom
Barbara sits on a man's lap in a bathroom. She is naked and has large breasts. The two people engage in sex near some wooden steps. She continues riding him…
Watched
59
5:00Asian5/17/24
Group of naked women surround a man in the woods
Five women gather around a man in a grassy outdoor area. They are wearing striped shirts and most are naked. The women stand and sit close to him in a group…
Watched
47
5:00Asian5/17/24
Nun cosplay group sex with a man in a bedroom
Three women wear nun outfits in a bedroom. A man sits on the bed while the women surround him. One woman rides the man while the others watch closely. The gr…
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69
5:00Massage5/17/24
Ana Paula Samadhi and Andrey Andrade have sex on a massage table
Ana Paula Samadhi and Andrey Andrade are in a room with a white massage table. The man stands close to the woman while she sits on the table. They look at ea…
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80
5:00Asian5/17/24
Sandi Lopes and Kelly Amaral pose naked on a bed
Sandi Lopes and Kelly Amaral are in a bedroom. They lie together on a white bed. Both women are naked and touching each other. They look at the camera while…
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61
5:00Blowjob5/17/24
Brunette woman in yellow dress gives blowjob to shemale outdoors
A brunette woman sits on a red couch outside. She wears a yellow dress and high heels. She performs a blowjob on a shemale. The man sits in front of her whil…
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102
5:00Blowjob5/17/24
Jennifer Satini gives a blowjob to Alexandre Garcia
Jennifer Satini and Alexandre Garcia are in a bedroom. She uses her hands and mouth on his large penis. He stays lying down while she works. The scene ends w…
Watched
98
5:00Blonde5/17/24
Blonde woman lying naked on a bed
A blonde woman lies on a white bed in a bedroom. She is completely naked and looking towards the camera. The room has a small table and some windows in the b…
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122
5:00Masturbation5/17/24
Ana Paula Samadhi masturbates solo in her room
Ana Paula Samadhi is alone in an indoor room. She shows her big tits to the camera. She uses her hand to finger herself and masturbate. The video ends with h…
WatchedSolo
60
5:00Anal5/17/24
Anal Drilling of Sexy Ladyboy ~ Sweet Sensation
Relish in the sight of a stunning shemale who takes anal penetration like a pro. Experience the thrill of watching her tight hole being drilled to ecstasy.
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39
5:00Asian5/17/24
Sabrina and a man lie on a bed together
Sabrina and a man are in a bedroom. She lies on her stomach on the white sheets. The man sits beside her and touches her body. They relax on the bed together.
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42
5:00Femdom5/17/24
Ladyboy Dominates with Anal Pleasure
Discover the ultimate shemale sex experience in this exhilarating video. Watch as a gorgeous shemale takes control and dominates her partner, leaving him bre…
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37
5:00Masturbation5/17/24
Agatha Lopes masturbates with a large penis
Agatha Lopes is alone in a dark room. She lies on her back while looking at the camera. She uses a large penis to rub against her body. The scene shows her n…
Watched
55
5:00Blonde5/17/24
Blonde shemale with big tits rides a man on a bed
A blonde shemale and a man are in a bedroom. She wears black high heels while naked. She moves her body over the man on the bed. They stay close together dur…
Watched
43
5:00Asian5/17/24
Man performs doggy style on woman in a bedroom
A man and a woman are in a bedroom. He gets behind her on the bed for doggy style. They continue moving together in this position. The man finishes his sessi…
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87
5:00Asian5/17/24
Jackeline Abidala poses naked on a white chair
Jackeline Abidala lies back on a white plastic chair. She shows her big tits to the camera. The blonde woman wears a gold necklace and a gold bracelet. She l…
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45
5:00Asian5/17/24
Ladyboy Ballerina Takes it Deep and Gets Bang-ed!
Shemale is a term used to describe a transgender individual who was born male but has undergone gender confirmation surgery to become female. In this explici…
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17
5:00Threesome5/17/24
Ana Paula Oliveira gives a blowjob to a man in a threesome
Ana Paula Oliveira and Bruna Albuquerque are on a bed together. One woman performs a blowjob on a man. The other woman lies next to them and watches the acti…
WatchedBlowjob
50
5:00Riding5/17/24
Walkyria Drummond rides Ricco Puentes on a bed
Walkyria Drummond and Ricco Puentes are in a bedroom. The blonde woman gets on top of the man while he lies on the bed. She rides him while looking at the ca…
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49
5:00Cumshot5/17/24
Ladyboy Fucks Man to Cum Sensation
Get ready to watch a steamy scene featuring a shemale who knows how to satisfy her partner. With her irresistible curves and impressive package, she'll make…
Watched
33
5:00Femdom5/17/24
Ladyboy Dominatrix's Stern Fisting of Slim Male Sub
Hold onto your seats as you watch a slender fake-tit shemale dominate her partner with pure force. Experience the intensity of this wild sexual encounter lik…
Watched
20
5:00Anal5/17/24
Ladyboy Shock ~ Drilling for Anal Pleasure with Bleached Beauty
Bleached shemale – Watch the steamy shemale porn video featuring a beautiful bleached shemale being drilled in her asshole. Shemale – a tranny who has underg…
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17
5:00Busty5/17/24
Ladyboy's Fake Tits Get Pounded in Anal Pleasure
Watch as the amazing shemale with fake tits takes on a new partner for an intense anal sex session. With her incredible skills and unbeatable stamina, this s…
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33
5:00Anal5/17/24
Ladyboy Anal Fisting Fun ~ A Disruptive Ensemble of Erotic Excitement and Pleasure
Shemale is the keyword you're searching for? Look no further! Our video features a shemale in the most intense anal fucking and fisting fun you've ever seen…
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38
5:00Latina5/17/24
Ladyboy Pounded Hard in Anal Pleasure - Big Ass Latina Tranny
Shemale sex videos are becoming increasingly popular as more people discover the unique pleasures of BBW tranny sex. If you're looking for the ultimate big a…
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24
5:00Stockings5/17/24
Ladyboy in Stockings Gets Anal Stimulation
Watch as a sexy trans woman in stockings gets anal stimulation in this steamy sex video. Feel the pleasure of shemale anal sex and let your desires run wild!
WatchedAnal
19
5:00Femdom5/17/24
Muscular Ladyboy Dominates Gay Partner in Wild Fuck Session
Take a peek at this steamy encounter between a muscular gay man and a gorgeous shemale. The two pleasure each other with wild abandon, their bodies moving in…
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24
5:00Anal5/17/24
Young Ladyboy in Pigtails Gets Analized
Experience the thrill of anal sex with a young shemale in pigtails. Our video features a beautiful transgender woman with long, flowing locks, eager to pleas…
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22
5:00Cumshot5/17/24
Ladyboy Anal Cumshot Frenzy ~ Wet and Wild!
Brace yourself for an explosive anal pleasure ride with a stunning shemale. Cumshots fly in this steamy shemale video that will leave you breathless. Delve i…
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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.