5:00Asian5/17/24
Ladyboy Goddess Graziella Farias Takes Cock Like a Pro!
Relish the sight of busty Angela Sommers as she flaunts her firm ass and rides a thick cock in this exclusive shemale sex video. Experience the intense pleas…
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33Longest Ladyboy Sex Video - Page 33
2,597 videos5:00
5:00Anal5/17/24
Ladyboy's Anal Impaled Pleasure ~ Tight Holes Don't Disappoint
Satisfy your deepest desires with our shemale performers and their incredible assets. Watch as they take control and dominate their partners in intense, anal…
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32
5:00Busty5/17/24
Elegant Ladyboy with Small Tits Masturbates
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33
5:00Blowjob5/17/24
Ladyboy Natalie's Hot Dick Sucking Session
Shemale Natalie invites you to explore her world of sensual pleasures, as she welcomes you into her bedroom for an intimate encounter. Watch as she lavishly…
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37
5:00Cumshot5/17/24
Ladyboy Cumshot on Fucked Ass ~ XXX Treat for Your Eyes Only
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5:00Couple5/17/24
Ladyboy Pleasures ~ Brunette TS Takes on Couple in Steamy Bedroom Escapade
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30
5:00Stockings5/17/24
Ladyboy in Fishnet Stockings Gets Anal Pleasure
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5:00Anal5/17/24
Four Ladyboys Double Teamed Him For Anal Fun
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31
5:00Femdom5/17/24
Ladyboy Domination ~ Penelope Fucks Bearded Dude on Camera
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31
5:00Asian5/17/24
Ladyboy's Tan Lines and Meaty Stick Action
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5:00Blonde5/17/24
Blonde Ladyboy Gets Black Dick in Tight Ass - Must Watch!
Blond shemale fuck with black dick in asshole - Watch the hottest shemale sex video of the year! A gorgeous blond shemale is getting fucked by a black dick i…
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5:00Asian5/17/24
Ladyboy HOTEL ROMANCE ~ Tranny gets LUCKY in WHITE FISHNETS
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5:00Asian5/17/24
Ladyboy Goddess Sandy Takes Control of Cocky Lover's Dick
Shemale Cocky Sandy getting fucked in her tight asshole by a lucky partner. Watch as she writhes in pleasure, moaning in ecstasy. This is the ultimate shemal…
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5:00Anal5/17/24
Ladyboy Cop's Analrotting Virginity
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37
5:00Thai5/17/24
Thai Ladyboy Gangbang ~ One Prick, Multiple Holes
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5:00Anal5/17/24
Ladyboy Goddess Gets Anal Pleasure in High Heels!
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5:00Asian5/17/24
Lorena Gatelly's Ladyboy Fisting Session on Air
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5:00Lingerie5/17/24
Hot Ladyboy in Lingerie Teases Anal Toys for Your Pleasure
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5:00Masturbation5/17/24
Ladyboy May's Wild Wanking and Fucking Adventure
Shemale May delights in her own pleasure as she wanks, and then invites you to watch her fuck herself to orgasm. With her perfect body and natural curves, sh…
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32
5:00Threesome5/17/24
Ladyboy's Anal Pleasure with Big Black Cock in a Threesome
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5:00Asian5/17/24
Fierce Black Cock Ravages Slender Ladyboy Sultress
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5:00Couple5/17/24
Ladyboy's Assault on Boyfriend's Cock - A XXX Tale!
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5:00Hardcore5/17/24
Sandy Ladyboy's Black Cock Fuck Fest
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5:00Hardcore5/17/24
Ladyboy Porn ~ Tall Tranny Fucking in 69 Pose
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33
5:00Anal5/17/24
Brunette Ladyboy Gives Mind-Blowing BJ & Anal Sex
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32
5:00Big Cock5/17/24
Ladyboy Tattooed Porn Star with Insatiable Hunger for Sex
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37
5:00Masturbation5/17/24
Ladyboy Wanks Hard Dick - Luna Von Teese in Explosive Solo Scene!
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5:00Big Cock5/17/24
Ladyboy Drills Hung Fucker till He Cums Hard
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37
5:00Asian5/17/24
Ladyboy Seduced by Black Cock - Shocking Sex Video Revealed!
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37
5:00Blowjob5/17/24
Cute Tanned Ladyboy Fabricia Sucks a Dick
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33
5:00Blonde5/17/24
Ladyboy Seduces Blonde Bombshell in Steamy Bedroom Romp
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41
5:00Couple5/17/24
Hardcore Ladyboy Porn - Tanned Shamale Fucking with Couple
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32
5:00Femdom5/17/24
Ladyboy Dominates Hot Girl's Ass in Wild Sex Romp
Shemale sex videos are always a treat to watch! In this video, our shemale performer takes on a beautiful young woman and gives her a wild ride. Watch as she…
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34
5:00Hardcore5/17/24
Ladyboy's Innocent Face Gets Fucked in Ultimate Pleasure!
Shemale is a term that refers to a transgender woman who was assigned male at birth. In this video, we see a shemale engage in sexual activity with a partner…
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36
5:00Gangbang5/17/24
Ladyboy Gangbang Soccer Star's Wild Ride
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36
5:00Femdom5/17/24
Hardcore Anal ~ Ladyboy Dominates Guy with Stockings
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5:00Hardcore5/17/24
Ladyboy Fucks Like a Tranny Whore; Hard as Hell!
Tranny and shemale are two words often used to describe individuals who are born male but identify as female, or who have undergone gender confirmation surge…
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34
5:00Asian5/17/24
Ladyboy's Thirst for Black Cock Knows No Boundaries
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35
5:00Asian5/17/24
Ladyboy In Boundless 1-on-1 Pleasure with Muscular Man
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39
5:00Femdom5/17/24
Ladyboy Dominates with Fierce Fucking in Shiny Top
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37
5:00Hardcore5/17/24
Slim Ladyboy Fucks and Fists with Passion
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39
5:00Busty5/17/24
Ladyboy Goddess with Big Tits Masturbates with Cock
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34
5:00Lingerie5/17/24
Jackeline Abidala masturbates in black lingerie
Jackeline Abidala sits on a chair in a room. She wears black lingerie and stockings. A man holds his penis near her face while she touches herself. She looks…
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46
5:00Asian5/17/24
Ladyboy Goddess Ravishes Female Lover with Heavy Strap-on
Shemale porn star seduces stunning female partner in must-see sex video. Watch as they engage in passionate love-making, exploring every inch of each other's…
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34
5:00Threesome5/17/24
Ladyboy Banging Black Dude in Sexy Threesome
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34
5:00Outdoor5/17/24
Danielly Bionda gets handled by a muscular man outdoors
Danielly Bionda and a muscular man are outside near some green plants. The man holds her hips while she is on all fours. He stays close to her as they move t…
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43
5:00Busty5/17/24
Ladyboy Pornstar with Fake Tits Gets Anal Fun
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42
5:00Femdom5/17/24
Ladyboy Dominates Girl with Hard Dick in Wild Fuck Session
Shemale is a term used to describe a transgender woman with male genitalia. In this sex video, a shemale takes on a female partner and engages in passionate…
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36
5:00Femdom5/17/24
Ladyboy Dominates with Anal Penetration
Shemale is a genderqueer term used to describe individuals who identify as neither entirely male nor female. In this video, a shemale takes control and bends…
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35
5:00Stockings5/17/24
Milena rides a partner in a bedroom while wearing stockings
Milena is in a bedroom on a bed. She wears pink stockings while she gets naked. She begins riding her partner from behind. The scene ends with a cumshot.
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47
5:00Anal5/17/24
Asian Ladyboy Loves Anal on Top ~ Unleash the Fantasy!
Asian shemale is a term used to describe a female with male genitalia who identifies as a woman. In this video, the shemale engages in anal sex with a male p…
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34
5:00Anal5/17/24
Ladyboy's Anal Thrill on the Deck Chair
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37
5:00Outdoor5/17/24
Ladyboy Kamila Smith's Outdoor Masturbation ~ Exploring Nature's Pleasures!
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37
5:00Outdoor5/17/24
Group of naked people having sex outdoors
Two women and one man are outside on a patio. A woman lies on a white lounge chair. A man sits between her legs while another woman leans over him. They cont…
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47
5:00Gangbang5/17/24
Asian Ladyboy Gangbang ~ One Dick, Multiple Suckers
Watch as two gorgeous Asian shemales take turns sucking one dick in this steamy video. The females, with their female genitalia and male facial features, sho…
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34
5:00Hardcore5/17/24
Skinny Ladyboy's Poolside Fuck Fest
Watch as a slender shemale pleasures herself in a sensual display at the edge of a swimming pool. This steamy scene will leave you wanting more.
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34
5:00Hardcore5/17/24
Ladyboy Sandy's Fierce Facial Fucking
Shemale Sandy is the ultimate seductress, captivating viewers with her mesmerizing beauty and on-screen charisma. In this exclusive sex video, she takes on m…
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29
5:00Anal5/17/24
Thalyta Frenezi's Hardcore Anal Sex with a Sexy Ladyboy
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34
5:00Anal5/17/24
Ladyboy Ass-Fucking ~ Two-Girl Nasty Fun
Shemale sex video ~ Two sexy shemales explore each other's bodies in this erotic video. Watch as they pleasure their assholes with fingers and toys, before t…
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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.