5:00Threesome5/17/24
Julia Fontanelli joins two men for a threesome on a bed
Julia Fontanelli is in a bedroom with two men. She lies on the bed while they touch her body. The group engages in a threesome together. They continue the se…
Watched
52Longest Ladyboy Sex Video - Page 37
2,597 videos5:00
5:00Asian5/17/24
Rochielle Schawma and Nicole have sex on a bed
Rochielle Schawma and Nicole are naked in a bedroom. They start by getting close on a white bed. One woman crawls on all fours while the other kneels behind…
Watched
54
5:00Anal5/17/24
Adriana Rodrigues gets anal sex from a black man in doggy style
Adriana Rodrigues is on a bed wearing red panties. A black man gets behind her to start doggy style. He thrusts into her while she stays on all fours. They c…
Watched
54
5:00Asian5/17/24
Monik Lorran and a man have sex on the grass
Monik Lorran and a man lie on the grass outdoors. They start having sex while laying on the ground. The man moves over her as they continue. They finish thei…
Watched
64
5:00Asian5/17/24
Nicolly Navarro sits on a man's lap in a bedroom
Nicolly Navarro is naked in a bedroom. She sits on a man's lap while facing him. They are positioned on a bed with a dark headboard. The woman holds her brea…
Watched
50
5:00Outdoor5/17/24
Barbara and Maria have group sex outdoors with a man
Barbara and Maria are outside near a brick wall. A man joins them while they are naked. They engage in group sex in the outdoor area. The scene ends with eve…
Watched
49
5:00Blowjob5/17/24
Brunette woman gets a blowjob from a man
A brunette woman lies on an orange towel. A man holds his penis near her face. She opens her mouth to receive a blowjob. The scene shows her reacting to the…
Watched
49
5:00Stockings5/17/24
Brunette woman in fishnet stockings lies on a bed
A brunette woman wearing a black top lies on a bed. She wears red fishnet stockings and a red necklace. She looks directly at the camera while lying down. Th…
Watched
52
5:00Hardcore5/17/24
Ladyboy's Fierce Fuck ~ Boy Gets Pounded!
Watch the hottest shemale in action as she takes control and fucks this lucky boy. Get ready to witness the ultimate shemale sex video that will leave you br…
Watched
47
5:00Asian5/17/24
Mylla Pereira looks at a large penis in a garden
Mylla Pereira is outdoors among some green trees. She sits while looking at a large penis held close to the camera. She puts her hand to her mouth while watc…
Watched
58
5:00Outdoor5/17/24
Blonde woman and dark haired woman with a man outdoors
A man stands outside near some plants. A blonde woman in black lingerie stands next to him. A woman in a purple dress looks on from the side. They are all ga…
Watched
60
5:00Blowjob5/17/24
Raquel gives a blowjob while wearing fishnet stockings
Raquel is in a room with a man. She wears fishnet stockings and a necklace. She performs a blowjob on him while sitting down. The man wears a pink shirt and…
Watched
73
5:00Lingerie5/17/24
Leah wears lingerie and striped stockings on a couch
Leah lies on a patterned couch in her lingerie. She wears black and white striped stockings. Her body is the main focus of the shot. The scene shows her rela…
Watched
52
5:00Asian5/17/24
Shayla Dantas gets naked in a room
Shayla Dantas is in a room with wooden doors. She stands naked and shows her tattoos. Another person holds her legs while she faces away. The scene ends with…
Watched
52
5:00Lingerie5/17/24
Fernanda Keller poses in black lingerie on a bed
Fernanda Keller is in a bedroom. She wears black strappy lingerie while lying on a bed. She poses for the camera with her legs up. The scene shows her naked…
Watched
76
5:00Asian5/17/24
Cybelle Calmon lies on a bed without clothes
Cybelle Calmon is lying on a white bed. She is naked and looking up. She wears black bracelets on her wrists. The scene shows her resting in a bedroom.
Watched
128
5:00Toys5/17/24
Bia Bastos masturbates with a toy on her bed
Bia Bastos lies on a white bed in her bedroom. She wears white stockings and pink lingerie while she relaxes. She uses a black toy to masturbate herself. The…
Watched
62
5:00Blonde5/17/24
Blonde woman in pink underwear lies on a man on a bed
A blonde woman and a man lie together on a white bed. She wears pink underwear and rests her body against him. They stay close in a bedroom setting. The scen…
Watched
59
5:00Asian5/17/24
Man and woman kiss in a room
A man and a woman are in a room together. The man leans over a table to kiss the woman. They stay close to each other while kissing. The scene ends with them…
Watched
76
5:00Asian5/17/24
Ariadny Oliver wears fishnets while a man touches her
Ariadny Oliver wears black fishnet stockings. A man stands between her legs in a close shot. He presses his penis against her body. The scene focuses on her…
Watched
56
5:00Asian5/17/24
Three women in nun outfits pose on a leather couch
Three women wearing nun outfits are in a living room. One woman sits on a black leather couch. Another woman leans over her while they look at each other. Th…
Watched
60
5:00Latina5/17/24
Latina woman rides a man on a bed
A naked woman and a man are in a bedroom. She gets on top of him while they lie on the bed. They move together in a 69 position. The scene shows them having…
Watched
62
5:00Lingerie5/17/24
Shemale in black lingerie gets anal sex
A woman wearing red stockings and fishnets lies on a bed. She wears black lingerie during the encounter. A man performs anal sex on her from behind. The scen…
WatchedAnal
81
5:00Blowjob5/17/24
Suzanna Holmes gives a blowjob to a shemale outdoors
Suzanna Holmes sits on a red lounge chair outside. She performs a blowjob on a shemale. The two women are near some green plants. They stay on the chair for…
Watched
58
5:00Blonde5/17/24
Naked blonde woman sits on a man's lap by the fireplace
A blonde woman and a man are in a living room. She sits on his lap in front of a brick fireplace. They stay close together on a pink chair. The scene shows t…
Watched
49
5:00Threesome5/17/24
Shakira Maya and another woman have a threesome with a man
Shakira Maya and a friend are in a bedroom with a man. The man starts having sex with one woman on the bed. The second woman stands close to them during the…
Watched
71
5:00Threesome5/17/24
Adriana Rodrigues and Barby have a threesome with a man
Adriana Rodrigues and Barby are in a bedroom. A man stands near the bed with the two women. They begin to play together on the mattress. The group continues…
Watched
61
5:00Asian5/17/24
Carla sits on a man's lap in a bedroom
Carla and a man are on a bed in a bedroom. She wears a black bikini top and sits on his lap. They look at each other while staying close. The scene stays foc…
Watched
68
5:00Asian5/17/24
Naked woman sitting on a bed in a bedroom
A woman sits on a white bed in a room with purple walls. She is completely naked and looks toward the camera. She rests her legs on the mattress. The scene s…
Watched
64
5:00Blonde5/17/24
Blonde woman and man relaxing by the pool
A blonde woman and a man sit on a blue lounge chair outdoors. They are near some green plants and a red wall. The man looks closely at the woman while they s…
Watched
68
5:00Asian5/17/24
Black man licks the butt of a brunette woman in a bedroom
A man and a woman are in a bedroom. The woman is on all fours on the bed wearing pink panties. The man leans over her and licks her butt. He stays behind her…
Watched
51
5:00Stockings5/17/24
Three nuns in stockings sitting on a leather couch
Three women wear nun outfits and stockings in a living room. They sit together on a black leather couch. The women look toward the camera while posing. The s…
Watched
78
5:00Stockings5/17/24
Asian shemale in pink dress and stockings
A woman in a pink dress stands in a room near a staircase. She looks at a man wearing a grey shirt and denim jeans. The man stands close to her while she wea…
WatchedAsian
68
5:00Hardcore5/17/24
Suzanna Holmes and another woman get fucked on a bed
Suzanna Holmes and a woman lie naked on a white bed. A man joins them to perform sexual acts. They engage in various positions together. The scene ends with…
Watched
62
5:00Blowjob5/17/24
Brunette shemale gives a messy blowjob in the bedroom
A brunette shemale is in a bedroom. She starts giving a deep blowjob to a partner. The man finishes with a facial on her face. She looks at the camera after…
Watched
61
5:00Asian5/17/24
Juliana Nogueira and Matheus Axell have sex on a bed
Juliana Nogueira and Matheus Axell are in a bedroom. She lies on her back while he moves between her legs. They engage in hardcore sex on the white sheets. T…
Watched
79
5:00Blonde5/17/24
Blonde and brunette women pose with a man by the pool
A man and two women are outside by a swimming pool. The brunette woman stands near a plant while the man sits on a ledge. He holds a blonde woman in his arms…
Watched
67
5:00Asian5/17/24
Brunette woman in red plaid shirt gets touched by a man
A brunette woman wears a red plaid shirt in a room. A man touches her stomach while she looks up. Another woman watches from the background. The group stays…
Watched
78
5:00Blowjob5/17/24
Shemale in black lingerie gives a blowjob
A shemale wears black lingerie and stockings in a dark room. She performs a blowjob on a man while he watches. They are close together during the act. The sc…
WatchedLingerie
75
5:00Lingerie5/17/24
Leah wears black lingerie and stockings on a couch
Leah sits on a patterned couch in a room. She is wearing black lingerie and striped stockings. A man stays close to her while she looks at the camera. The sc…
Watched
95
5:00Blonde5/17/24
Blonde woman and brunette woman posing on a bed
Two naked women are in a bedroom. A blonde woman stands up next to the bed. She lifts one leg while the brunette woman lies down. They look at each other in…
Watched
90
5:00Anal5/17/24
Niki Christensson gets anal sex from a shemale on a red bed
Niki Christensson lies on a red bed in black lace panties. A shemale enters her from behind for anal sex. She grips the sheets while her head tilts back. The…
Watched
85
5:00Anal5/17/24
Luiza Sangalo gets anal sex from Paulo Marks on a bed
Luiza Sangalo is on a green bed in a room with brick walls. She stays on her hands and knees while Paulo Marks holds her hips. He enters her from behind for…
Watched
106
5:00Thai5/17/24
Thai shemale gets a blowjob in a room
A woman in a white shirt sits in a room. A man leans in to give her a blowjob. She looks up while he works. The scene stays focused on their interaction.
WatchedBlowjob
254
5:00Stockings5/17/24
Shemale in pink corset and stockings lies on a wicker chair
A woman wearing a pink corset and black stockings lies on a wicker chair. She touches herself while looking at the camera. The setting is a dark room with a…
Watched
107
5:00Hardcore5/17/24
Naked woman gets fucked from behind in a room
A woman is naked in a room with a brick wall. She bends over a white chair while a man stands behind her. He holds her hip and enters her from the back. They…
Watched
125
4:59Anal5/17/24
Ladyboy Slave Fucks Him in the Ass ~ Intensifying BDSM Experience
Watch as a stunning shemale dominates her helpless male slave, gagging him before taking him from behind. indulge in this steamy scene and let the beautiful…
Watched
24
4:59Anal5/17/24
Ladyboy Slut's Ass Gets Stuffed by White Daddy
Take a look at this arousing scene, where a beautiful shemale slut is enjoying a hard white dick in her tight Asian ass. Watch her moan and groan in pleasure…
Watched
41
4:59Asian5/17/24
Ladyboy Goddess Gets Her Tunnel Pounded By An older White Creep
Watch now as a gorgeous ebony shemale dominates an older male in a dirty interracial encounter. With her perfectly sculpted ass, she takes him to new heights…
Watched
42
4:59Masturbation5/17/24
Angie masturbates while sitting outside by the pool
Angie sits on an orange chair in a backyard. She spreads her legs wide for the camera. She uses her hands to touch her pussy. She continues masturbating whil…
Watched
52
4:58Asian5/17/24
Ladyboy's Explosive Orgasm with Curvy Colombian Babe
Shemale is a term used to describe the unique feminine beauty of a biological male who identifies as female. Our shemale performer in this video is joined by…
Watched
39
4:58Anal5/17/24
Ladyboy's Ultimate Anal Pleasure ~ Deep, Wet and Rough!
Tranny is a slang term for a transgender woman, often used in the adult entertainment industry. In this video, she is engaged in a passionate sexual encounte…
Watched
23
4:58Threesome5/17/24
Ladyboy Hilda Brasil and Tati Slayed Amateur Sluts in Anal Threesome
Shemale video is a must-watch for all fans of anal sex and threesomes. This steamy video features two amateur sluts, Hilda Brasil and Tati, getting it on wit…
WatchedAnal
26
4:58Masturbation5/17/24
Asian shemale masturbates in a bathtub
A woman sits inside a white bathtub. She has big tits and is naked. She touches herself while sitting in the water. The scene takes place in a bathroom.
WatchedAsian
60
4:58Cam5/17/24
Ladyboy's Anal Pleasure with a Huge Dick on Cam
Nude shemale video exclusively on our website. Watch as this gorgeous shemale enjoys loud anal on cam with a man with a big dick. Experience the ultimate ple…
WatchedAnal
38
4:58Anal5/17/24
Tempting Ladyboy Gives Absolute Anal Pleasure to Lucky Hotel Guest!!
Experience the irresistible allure of a seductive shemale in a hotel room. This insolent blonde will grant you phenomenal anal sensations that will leave you…
Watched
29
4:58Cam5/17/24
Watch Racy Ladyboy Anal Kinks on Cam - Dashing Beauty Reveals All!
Welcome to our exclusive shemale cam site. Take a peek into the sensual world of shemale anal kinks. Discover the unique bend and flex of our dashing shemale…
WatchedAnal
32
4:58Hardcore5/17/24
Ladyboy Pornstar Swallows Cock in Nasty Hardcore Sex
Discover the ultimate shemale experience with Aroused brunette strips nude to play in real shemale XXX. Watch as our stunning transgender performers showcase…
Watched
32
4:58Hardcore5/17/24
Ladyboy Goddess Fucks Deep and Shares Loud Perversions
Shemale porn is a fantasy come true! This steamy video showcases a slender transgender woman as she takes control of her partner's anal pleasure, then shares…
Watched
35From our partners
Ad
Ad
Ad
Ad
Ad
Ad
Shorts
Related labels
All labelsPopular Searches
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.