6:56Blowjob5/17/24
Ladyboy Blowjob Gone Wild ~ Allysa's Face Caked with Sperm
Shemale porn star Allysa's face is the ultimate destination for cum-hungry fans who love to watch her eat every drop of load shot all the way up her face. Ge…
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43Longest Ladyboy Sex Video - Page 11
2,597 videos6:56
6:56Femdom5/17/24
Ladyboy Dominates Bitches in Naughty Fetish Fisting
Shemale dominates her submissive partner in a wild frenzy of kinky fetish fun. Watch these bitches take on each other in BDSM action that will leave you brea…
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33
6:56Asian5/17/24
Naked shemale posing in a marble bathroom
A naked shemale stands in a bathroom. She poses alone against the marble walls. The room has a shower head visible in the background. She looks at the camera…
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62
6:56Asian5/17/24
Transsexual Love Triangle ~ Dee Williams & Kelly Klaymour's Steamy Hookup at Whorehouse
Find yourself lost in an unforgettable night of passion with Dee Williams and the gorgeous trans girl Kelly Klaymour. Take in every moment of their steamy ho…
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30
6:56Anal5/17/24
Ladyboy Pussy and Ass Worship by Hot Lesbian
Watch this steamy lesbian video as a hot shemale fucks our lucky lady in both holes before cumming all over her face. With stunning visuals and intense orgas…
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37
6:56Cam5/17/24
Ladyboy Cam Couple's Unbridled Anal Roughie Session
Shemale dominance takes center stage in this steamy gay sex video where two male lovers engage in a rough and intense anal shag. Watch as they explore each o…
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37
6:56Blowjob5/17/24
Brunette woman gets a blowjob on a leather sofa
A naked woman sits on a brown leather sofa. A shirtless man leans over her to give her a blowjob. They stay close together in the living room. The man contin…
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75
6:56Blowjob5/17/24
Ladyboys' Steamy Hospital Hookup for Intense Oral Sex
Watch as seductive shemales share a hospital bed for insane oral sex. Experience the ultimate pleasure with these tantalizing transgender beauties. Find out…
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24
6:56Femdom5/17/24
Ladyboy's Dominance ~ Busty Teen Gets Roughly Pounded by Sexy Blonde Mistress
If you're looking for a steamy shemale video, our film has it all! Watch as a stunningly beautiful blonde mistress takes control of busty teenager in a serie…
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42
6:56Blowjob5/17/24
Tattooed woman gives a blowjob in the bedroom
A woman with tattoos is in a bedroom. She wears black lace underwear while lying over a man. She performs a blowjob on him. The scene takes place on a bed.
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60
6:56Toys5/17/24
Ladyboy Alexa Scout's Anal Fun with her New Toy
100% Free Transsexual Dating & Hookup App for Android!
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32
6:56Stockings5/17/24
Shemale in black stockings rides a man on a bed
A woman wearing black stockings and a garter belt is on a bed. She climbs on top of a man in a doggy style position. They engage in hardcore sex together. Th…
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58
6:56Anal5/17/24
Chanel Santini performs anal sex on a mat
Chanel Santini is naked in a room with a large plant. She gets on all fours on a black mat. She starts performing anal sex. The scene shows her moving on the…
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70
6:56Asian5/17/24
Ladyboy's Intimate Encounter with Young Pussy
Shemale is not just a gender identity, it's also a keyword for those seeking steamy sex videos. And this particular shemale porn video delivers it all ~ hot…
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45
6:56Asian5/17/24
Naked brunette woman sits on a man in a bedroom
A woman and a man are in a bedroom. She sits on his back while he lies on the bed. They are both naked in the room. The scene takes place near a wooden headb…
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61
6:56Asian5/17/24
Two naked women on a medical bed in a dark room
Two naked women are in a room filled with medical equipment. One woman lies on a bed while the other woman climbs on top of her. They move together on the ma…
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112
6:56Lingerie5/17/24
Brunette woman in black lingerie gets attention from a man in a hospital
A man and a woman are in a hospital room. She lies on the bed wearing black lingerie and stockings. He leans over her while they look at each other. They sta…
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162
6:56Asian5/17/24
Woman in polka dot top sits in an office with a man
A woman and a man sit in chairs inside an office. She wears a black polka dot top and looks at him. The man holds a clipboard and a pen while talking. They s…
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126
6:56Blowjob5/17/24
Tattooed brunette gives a blowjob in a hospital room
Two women are in a medical room. One woman with tattoos performs a blowjob on a man. The other woman watches the scene closely. They continue until the man i…
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85
6:56Asian5/17/24
Two naked women on a bed with hands tied
Two women are on a black bed in a room. The blonde woman sits up while the dark haired woman lies on her back. The woman on the bed has her hands tied behind…
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98
6:56Asian5/17/24
Redhead woman licks the body of a naked woman in an office
A naked woman stands in a room with gray walls. A redhead woman approaches her and begins licking her skin. They are near an American flag and a table. The r…
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59
6:56Asian5/17/24
Mia Isabella ~ Hunky Athlete's Forbidden Fetish Revealed!
Hunky athlete gets intimate with seductive shemale Mia Isabella in this steamy sex video. Watch as they explore each other's bodies and push their limits in…
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49
6:56Femdom5/17/24
Asian Ladyboy's Dominant Sex Session with Male Slave
Asian shemale – This term refers to a biological male who identifies as female and is an expert in dominatrix play. Gets laid – This phrase implies that the…
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43
6:56Massage5/17/24
Brunette woman with purple hair gets a massage in her bedroom
A woman with purple hair sits in a room with a bookshelf. She wears a pink bra and panties. Another woman is positioned in front of her. They are both relaxi…
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53
6:56Blowjob5/17/24
Tattooed brunette gives a deep blowjob on a bed
A naked woman with large tattoos lies on dark sheets. She leans forward to perform a blowjob. Her hands grip the shaft while she uses her mouth. The scene fo…
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50
6:56Threesome5/17/24
Ladyboy Seductresses Share Huge Cock in Wild Threesome
In this sex video, seductive shemales share a big dick and have a wild time. These stunning trans women are confident in their sexuality and know how to plea…
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40
6:56Anal5/17/24
Raw TS Ladyboy Anal Hookup ~ Fetish or Fantasy?
Experience the ultimate pleasure with our TS slut in an erotic nude anal scene that will leave you on fire. Our shemale performer knows just how to satisfy y…
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46
6:56Asian5/17/24
Ladyboy Boss Lady Venus Lux Takes Charge
Experience the ultimate power play with boss lady Venus Lux as she takes control of a male employee. Watch as she dominates him and reminds him who is truly…
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42
6:56Femdom5/17/24
Ladyboy Domination ~ Rough Lesbian Seduction in Bondage Scenes
Welcome to the seductive world of shemale domination. In this explicit video, you'll witness rough lesbian seduction in bondage scenes that will leave you br…
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27
6:56Busty5/17/24
Asian shemale with big tits gets covered in cum
A woman lies on a couch in a room. White liquid covers her face and her chest. She looks up at the camera while lying down. The scene shows her skin and larg…
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128
6:56Anal5/17/24
Ladyboy Nurse Chanel Santini's Anal Pleasure Session
Shemale Chanel Santini's anal treatment will leave you breathless. This sexy trans nurse knows how to please and dominate her patients. With her stunning loo…
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42
6:56Blonde5/17/24
Blonde Cumslut Takes Proper Ladyboy Cock in the Ass
Relish in the sight of a seductive blonde as she willingly submits to the rough and demanding anal pleasure of a skilled shemale. The erotic encounter is sur…
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43
6:56Feet5/17/24
Ladyboy Jessica Fox's Foot Fetish Fucks Guy in Missionary
Relish in the awe-inspiring beauty of Shemale Jessica Fox as she flaunts her foot fetish in this steamy sex video. She exhibits her stunning physique as she…
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33
6:56Asian5/17/24
Ladyboy Centerfolds ~ Throated Brunette's Dirty Angles
Watch our stunning shemale star as she takes on multiple partners in this exclusive sex video. With our high-quality cameras, you'll get an up-close and pers…
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35
6:56Blowjob5/17/24
Ladyboys Gone Wild ~ Slutty Oral Kinks Unleashed!
Shemales explore intense oral pleasures in this highly arousing and captivating video. Get ready for a wild ride as these slutty performers take you on a jou…
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40
6:56Blonde5/17/24
Casey Kisses and a blonde woman watch a man on the floor
Casey Kisses and another blonde woman are in a bedroom. They look down at a naked man lying on the carpet. The woman in the black top leans over to watch him…
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60
6:56Threesome5/17/24
Michelle Ranieri and Gisel Carvaio have a threesome on a red sofa
Michelle Ranieri and Gisel Carvaio sit on a red leather sofa. A man joins them to perform oral sex on one of the women. The other woman watches the action cl…
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54
6:56Asian5/17/24
Man licks the breast of a woman on a bed
A woman and a man are on a bed. The man leans over her to lick her large breast. She lies back with her mouth open while he continues. They stay close togeth…
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60
6:55Femdom5/17/24
Ladyboy Dominatrix Assfucks Male Slave, Cums on His Face
Shemale Dominatrix Pumps Male Slave's Ass before Ejaculating on His Face - Watch Now!
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36
6:55Blonde5/17/24
Naked blonde woman sitting in a room
A blonde woman sits alone in a room with concrete walls. She is completely naked and looks at the camera. The room appears to be an empty basement or warehou…
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57
6:55Blowjob5/17/24
Blonde trans woman gives a blowjob to a man on a bed
A blonde woman with tattoos and large breasts lies over a man. She wears lingerie and stockings during the encounter. She performs a blowjob while he stays o…
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57
6:55Asian5/17/24
Ladyboy Goddess Chelsea Marie Gets Steamy with Lilith Luxe
Shemale heterosexual Chelsea Marie enjoys a steamy session with female Lilith Luxe in a sizzling hot rubdown video. Enjoy the intimate moments of these two g…
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41
6:55Masturbation5/17/24
Asian shemale masturbates with her hand in a bedroom
A woman sits alone on a bed in a bedroom. She wears black mesh clothing while looking at the camera. She uses her hand to stroke her penis. The scene shows h…
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306
6:55Asian5/17/24
Ladyboy Stefani Special's Massive Secret Thrills Violet Monroe
Shemale is not just a word - it's an experience. Violet Monroe and Stefani Special take you on a journey of lustful discovery as they explore their desires a…
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45
6:55Asian5/17/24
Two tattooed women sit together on a couch
A brunette woman with tattoos and a blonde woman sit on a tan couch. The brunette wears a green tank top and sits with her legs apart. The blonde woman sits…
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143
6:55Asian5/17/24
Tattooed woman kisses a partner on a black couch
A naked woman with many tattoos sits on a black leather couch. She leans back to kiss her partner. They share a kiss in a white room. The woman stays on the…
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75
6:55Outdoor5/17/24
Trans woman with big tits lifts her leg outdoors
A woman with long hair stands outside at night. She wears a white lace top and red underwear. She lifts one leg up onto a white ledge. The camera looks up at…
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74
6:55Blonde5/17/24
Blonde woman in chains masturbates on a leather chair
A blonde woman is alone in a tiled room. She is naked and tied to a black leather chair with metal chains. She wears high heels and a gag while she masturbat…
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72
6:55Asian5/17/24
Natalie Mars wears a leather harness on a sofa
Natalie Mars is on a beige sofa wearing a leather harness and stockings. A leash is attached to her gear to keep her in place. Someone reaches out to touch h…
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54
6:55Asian5/17/24
Purple haired woman touches a naked man in a room
A woman with purple hair sits on the floor. She reaches out to touch a naked man. He is kneeling on a rug in front of her. They are in a room with grey walls.
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56
6:55Stockings5/17/24
Brunette woman in lace top and stockings gets touched by a man in a suit
A brunette woman wears black lace and stockings on the floor. She leans over a black cloth in a room. A man in a suit stands behind her and touches her leg…
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63
6:55Asian5/17/24
Trans woman with tattoos sits on a man on a red couch
A tattooed woman sits on a man on a red couch. The man lies on his back while looking up. Another woman stays close to his side. They are all naked in a room…
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105
6:55Anal5/17/24
Shemale performs anal sex on a man indoors
A woman with tattoos performs anal sex on a man. They are in a room with a door behind them. The camera shows a close up of the penetration. The man stays st…
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64
6:55Asian5/17/24
Brunette woman naked on a black couch
A brunette woman lies on a black couch. She is completely naked in a room. She touches her large breasts while looking at the camera. The scene shows her rel…
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67
6:55Busty5/17/24
Brunette woman with big tits sits on man in bedroom
A woman and a man are in a bedroom. She is topless and wears black panties while sitting near him. The man lies on the bed with his legs up in the air. They…
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50
6:55Riding5/17/24
Anal Orgy with Ladyboy Queen ~ Three Men Welcome a Wild Ride
Satisfy your curiosity with this captivating shemale video as she takes on three men in an intense anal scene. Experience the thrill of rough conditions as t…
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44
6:55Asian5/17/24
Tattooed woman sits on man and holds his legs up
A tattooed woman and a man are on a bed. She wears purple panties while sitting on top of him. She lifts his legs high into the air. They stay close together…
Watched
56
6:55Blonde5/17/24
Blonde shemale and redhead woman play together on white background
A blonde shemale and a redhead woman are naked on a white floor. The shemale has tattoos on her chest and arms. They move close to each other while posing. T…
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89
6:55Blonde5/17/24
Two blonde women naked on a black couch
Two blonde women lie naked on a black couch. The woman with a rose in her hair rests on her back. Her partner lies on top of her body. They stay close togeth…
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56
6:55Lingerie5/17/24
Shemale in lingerie sits next to a man on a couch
A man and a shemale sit together in a dimly lit room. The shemale wears a pink bra and a black choker. She sits close to the man on the dark couch. They look…
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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.