5:00Anal5/17/24
Jennifer, the Sensual Ladyboy Anal Sex Queen
Relish in the raw passion between a male and a gorgeous shemale, as they engage in hot anal sex that will leave you breathless. Jennifer, a stunning shemale…
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53Longest Ladyboy Sex Video - Page 43
2,964 videos5:00
5:00Threesome5/17/24
Ladyboy Queen Dominates Hot Threesome
Watch the seductive shemale take center stage in this intense threesome video. With her curvy body and feminine curves, she drives the two male partners wild…
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52
5:00Cumshot5/17/24
Ladyboy Goddess Gets Black Cock Cumshot
Sensational shemale beauty receives a massive cumload from a huge black pipe.
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51
5:00Asian5/17/24
Ladyboy Bombshell Adriana & Bia Take on Gay BFF
Enjoy the thrilling experience of watching Adriana and Bia Bastos getting wild and steamy with each other in this sex video. The shemale duo's passionate mov…
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45
5:00Asian5/17/24
Ladyboy's Lustful Pussy Cumfest ~ Explosive Orgasmic Pleasure
Watch the ultimate shemale fantasy come to life as a beautiful shemale expertly pleasures a lucky girl with her strap-on. With every stroke, the shemale brin…
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50
5:00Blonde5/17/24
Ladyboy Sex Sessions ~ Blonde Trannies' Anal 69 on the Bed
Shemale is a term used to refer to a transgender individual with male biology. In this sex video, viewers are treated to an intense 69 and anal sex scene fea…
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53
5:00Big Cock5/17/24
Ladyboy Pornstar Gets Blown by Cock-Hungry Lover
She-Male Porn ~ Watch Ebony Tgirl with a Dick Getting Blown by Lucky Guy is Mind-Blowing! One of our Best Clips!
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46
5:00Threesome5/17/24
Ladyboy Threesome with Anal Sex - Only for the Brave!
Latin Shemale Threesome with Anal Sex - If you're looking for a wild ride, this shemale threesome will leave you breathless. With their body-binding curves a…
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52
5:00Hardcore5/17/24
Ladyboy's Forbidden Pleasure ~ Fucking a Pretty Girl Pussy
Get ready for an unforgettable experience as a shemale takes control of a stunning young woman's body. Watch as these two sensual beauties explore each other…
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54
5:00Hardcore5/17/24
Ladyboy's BBC Bones Fucks Cock and Anus in X-Rated Porn
BBC beauty bones cocksucking a shemale with anal pleasure in a wild and taboo sex video that will blow your mind.
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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…
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64
5:00Latina5/17/24
Ladyboy's Lustful Encounter with Latina Girl ~ A Must-Watch!
Shemale - watch this hot and steamy video featuring a sensual and seductive shemale as she takes on a stunning Latina girl in an intense sexual encounter. Th…
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50
5:00Threesome5/17/24
Bisexual Foursome with a Ladyboy ~ A Night to Remember!
Bisexual foursome with a shemale involved - Get ready for an unforgettable experience as you watch four individuals engage in passionate sexual acts, includi…
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49
5:00Asian5/17/24
Ladyboy Izabelly's Tight Puss Pounding
Shemale Izabelly is a stunning performer who will leave you mesmerized by her every move. In this video, she takes center stage as she plows through her tigh…
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49
5:00Blowjob5/17/24
Ladyboy Kris Sucking and Fucking in Her Ass ~ A Sexy Pleasure Ride!
Kris, a stunning shemale, seduces with her heavenly body and offers a mind-blowing anal sex experience. Get lost in the pleasure as she sucks and fucks her w…
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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…
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47
5:00Outdoor5/17/24
Seminal Fluid ~ Thick Ladyboy Cock Masturbated Outdoors
Ever wonder what it's like to watch a shemale pleasure herself outside? Get ready to see a thick shemale cock being masturbated in an outdoor setting. The fe…
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58
5:00Gangbang5/17/24
Ladyboy Gangbang ~ Four Hardcore Lovers Take On One Sexy Ladyboy
Shemales is the keyword that powers this sex video. Watch amazing shemales and gays engaging in hardcore 4some. The scene is so hot and erotic that you'll lo…
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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…
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73
5:00Lingerie5/17/24
Ladyboy Lingerie Fuck - Ass-Jerking Orgasmic Pleasure
Watch now as a stunning shemale, dressed in seductive lingerie, receives intense anal pleasure before satisfying herself with a powerful orgasm. Experience t…
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52
5:00Threesome5/17/24
Blonde Ladyboy's Rough Threesome with Slim Redhead
Watch as the stunning blonde shemale dominates the slender redhead with her tantalizing moves. Get lost in the steamy action as they engage in passionate sex…
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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…
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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.
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128
5:00Masturbation5/17/24
Ladyboy Masturbation ~ Bia's Hard Cock Pleasure
Shemale Bia indulges in solo pleasure with her hard cock, providing an intimate look at her male genitalia. For those searching for shemale porn, this video…
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62
5:00Riding5/17/24
Sweet Ladyboy Riding on Dick - Sex Video
Satisfy your desires with our intriguing shemale video. Watch as a beautiful shemale takes control and rides her partner wildly. Be captivated by her stunnin…
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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…
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76
5:00Masturbation5/17/24
Masturbating Ladyboy in Fishnet ~ Naughty Temptation
Explore the world of shemales with our exclusive video featuring a masturbating shemale in a fishnet body stocking. Discover the hottest shemale porn and ind…
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56
5:00Femdom5/17/24
Ladyboy Dominatrix Sisters ~ Insane Fucking with Perverted Latina Nuns
Watch as perverted Latina nuns engage in intense sexual acts with each other, leaving their hot and horny shemale partners satisfied beyond their wildest dre…
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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…
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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…
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Ladyboy power - Cock-sucking Ladyboy and black ladyboy
Shemale porn scene featuring cunt-licking and dick-sucking between a gorgeous, sexy, and feminine shemale and a stunning black ladyboy. This explicit video w…
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Ladyboy Goddess Angel Piaff Gets Hardcore Face-Fucked
Angel Piaff, the gorgeous shemale, is getting pleasured with a hard dick in her mouth and pussy. She moans in ecstasy as she gets face-fucked by her partner…
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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…
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71
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Ladyboy-on-Ladyboy Action with Black Cock Fetish
Shemales fuck each other and black cock ~ A must-watch sex video for all lovers of shemales and interracial porn! Watch as these beautiful shemales delight i…
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61
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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…
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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…
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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…
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68
5:00Anal5/17/24
Ladyboy Assault ~ Black Cock Invades Snow Bunny's Tight Hole
Watch the hottest shemale sex video as a black guy penetrates a white tranny's asshole in this ultimate interracial experience. Get ready for some intense an…
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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…
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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…
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5:00Hardcore5/17/24
Ultimate Ladyboy Fuckfest ~ 2 Insane Lovers' Intensity
Towering over their partners, the two shemales unleash their unbridled desires in a frenzied display of passion. With every thrust and grind, they push each…
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Ladyboy Dominates with Anal Drilling
Watch as a seductive shemale takes control in a steamy anal sex scene. With her rock hard cock and confident demeanor, she dominates her partner in a passion…
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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…
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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…
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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…
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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…
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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…
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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…
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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…
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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…
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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.
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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…
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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…
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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…
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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…
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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…
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42
4:59Outdoor5/17/24
Ladyboy Slender Brunette Naughty Outdoor Teasers
Watch as a slender brunette teases with her naughty antics in this steamy outdoor solo scene. She's a shemale with curves in all the right places and a sex a…
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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…
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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…
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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.