4:00Busty5/17/24
Ladyboy with Small Tits and Hung for a Fantasy Ride
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35Longest Ladyboy Sex Video - Page 48
2,964 videos4:00
4:00Latina5/17/24
Ladyboy Latina with Big Tits Loves Doggystyle
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36
4:00Anal5/17/24
Anal Bliss with a Ladyboy Goddess in Nature's Embrace
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48
4:00Anal5/17/24
Asian Tranny Shu's Powerful Shaft Penetrates Deep in Anal Sex
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42
4:00Anal5/17/24
Ultimate Hardcore Ladyboy Anal Fisting - Black Cock Deepthroat
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45
4:00Hardcore5/17/24
Ladyboy's Ultimate Fuck ~ Tranny and her Man Doggystyle Sex
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46
4:00Stockings5/17/24
Ladyboy in Stockings Gets Fucked Hard from Behind
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49
4:00Blowjob5/17/24
Bianca Drummond's Ladyboy Pleasure ~ Sucking Large Shaft!
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49
4:00Femdom5/17/24
Ladyboy Dominates Him with Anal Play and Fucking
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53
4:00Latina5/17/24
Horny Latina Ladyboy Pumps Girl Pussy with Cock
Latin Shemale Porn ~ A Must-Watch for All Fans of Transsexual Women
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4:00Cumshot5/17/24
Ladyboy Pounder Gives Epic Cumshot on Camera
Shemale video featuring hardcore sex with a transgender performer, with a focus on the male performer's ejaculation after anal penetration.
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50
4:00Outdoor5/17/24
Sexy Ladyboy Fernanda's Anal Bang Outdoors ~ A Must-See Exclusive!
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58
4:00Gangbang5/17/24
Ladyboy Nurse's Wild Gangbang Assault ~ His Asshole Can't Take It Anymore!
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62
4:00Asian5/17/24
Four naked women surround a man by the pool
A group of naked women stands around a man on a patio. They are outdoors near a swimming pool and some trees. One woman leans down to give the man a blowjob…
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76
4:00Anal5/17/24
Walkyria Drummond touches her ass and vulva while lying on a bed
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78
3:57Hardcore5/17/24
Ladyboy's Office Pleasure ~ A Steamy Fuck Session
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45
3:56Hardcore5/17/24
Venus Lux's Perfect Ladyboy Fuck ~ Ultimate Pleasure
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51
3:51Toys5/17/24
Amateur woman uses a large dildo in her bedroom
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101
3:38Blowjob5/17/24
Ladyboy Hentai Chick Sucks Monstrous Cock ~ Must-See XXX Video!
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43
3:33Masturbation5/17/24
Ladyboy's Willy Wanking Wickedness ~ A Taboo Sexcapade to Die For!
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53
3:21Blowjob5/17/24
Ebony Ladyboy's Anal and Oral Pleasure
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3:20Thai5/17/24
Thai Ladyboy Masturbation ~ A Mesmerizing Experience with Stunning Thais Schiavinato
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25
3:20Threesome5/17/24
Ladyboy & Asian Lesbian Threesome ~ Hardcore 3D Porn
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3:00Solo5/17/24
Ladyboy Goddess with Sky-High Stats in Solo Pleasure Session
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52
3:00Riding5/17/24
Redhead Ladyboy Rides Huge Cock with Big Pole
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30
3:00Outdoor5/17/24
Ladyboy Babe Sabrina Goes Wild Outdoors
Discover the sensational world of shemale porn and be amazed by Sabrina's outdoor performance. Watch her mesmerizing moves and witness her unleashing her inn…
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37
3:00Femdom5/17/24
Ladyboy Domination ~ Tranny Fucks Straight Guy with Massive Dildo
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34
3:00Riding5/17/24
Ladyboy's Anal Pleasure ~ Bending Over for the Ultimate Ride
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3:00Femdom5/17/24
Ladyboy Dominates with Fierce Outdoor Fucking
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23
3:00Asian5/17/24
Ladyboy's Black Cock Blown ~ Sensual Pleasure
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23
3:00Anal5/17/24
Ladyboy anal sex ~ Two babes, one hole
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3:00Toys5/17/24
Ladyboy Takes Control ~ Guiding Toy into His Asshole
Shemale's seductive video shows her guiding a toy deep into her victim's asshole. With nipples hardening, and a salacious grin, she takes control of his plea…
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27
3:00Outdoor5/17/24
Ladyboy Fernanda with Fake Tits Gets Outdoor Tatas Licking - Amateur Video
3:00 · 25 views · HD
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25
3:00Blowjob5/17/24
Sucking a Ladyboy's Cock Brings Joy
Satisfying XXX video of a man pleasuring a shemale with a hard cock. The shemale's preternatural beauty is accentuated by her sexy lingerie and seductive pos…
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26
3:00Asian5/17/24
Ladyboy Dick Blows Mind with Huge Cock
Discover the sensual world of shemale dicks with a video featuring a beautiful transsexual woman tempting a man with her impressive anatomy. The perfect blen…
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27
3:00Blowjob5/17/24
Ladyboys' Blowjob Adventures ~ Bold and Brave
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28
3:00Blowjob5/17/24
Ladyboy Lingerie Blowjob ~ Sucked Him Off In Sexy Lingerie
Watch as a stunning shemale in lingerie seductively sucks a man's cock, giving him an unforgettable blowjob. The shemale's curvy body is on full display in t…
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3:00Outdoor5/17/24
Ladyboy Bitch Gets Outdoor Rammings For Tight Cunt
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28
3:00Anal5/17/24
Ladyboy Goddess Sabrina Drills Her Huge Ass
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31
3:00Lingerie5/17/24
Ladyboy Siren Seduces with Stunning Lingerie and a Hard Dildo
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30
3:00Blowjob5/17/24
Ladyboy Gives Dedicated Blowjob in Steamy Sex Video
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38
3:00Asian5/17/24
Ladyboy Goddess Posiing by the Poolside ~ A Feast for the Eyes
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32
3:00Femdom5/17/24
Ladyboy Dominates in Missionary Anal Sex ~ Bottom Submits to Ultimate Pleasure
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35
3:00Toys5/17/24
Dildo Play with TS Pornstar ~ Ladyboy's Rough sex with Lover
Tranny is a slang term for a transgender person, and in this case, the video features a shemale engaged in dildo play with her partner. Shemales, also known…
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30
3:00Femdom5/17/24
Rough Love ~ Ladyboy Dominates Gay Partner in Wild Sex Session
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33
3:00Busty5/17/24
Rough and Ready ~ Anal Sex with Busty Fit Ladyboy
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3:00Asian5/17/24
Ladyboy Pornstar Duo Sizzles on Camera
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35
3:00Femdom5/17/24
Ladyboy Dominates Wet Pussy with Huge Cock
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40
3:00Asian5/17/24
Black Cock Worships Ladyboy's Strap-on ~ An Explosive Sex Ritual
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46
3:00Blowjob5/17/24
Ladyboy Takes Control ~ Tranny in Leather Boots Sucks Cock
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41
3:00Outdoor5/17/24
Ladyboy Gets Her Ass Pounded Outdoors ~ Behind the Scenes with Hot Tranny
3:00 · 42 views · HD
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42
3:00Asian5/17/24
Sensual Ladyboy with Sexy Cock - Must-Watch Video!
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63
2:56Blowjob5/17/24
Blonde Ladyboy Blowjob ~ Loud Perversions Unleashed!
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61
2:56Big Cock5/17/24
Anal Penetration by Hung Ladyboy – Scandalous Sex Video!
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60
2:53Amateur5/17/24
Ladyboy with Long Hair Gets Handjob for Amateur Video
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25
2:51Outdoor5/17/24
Nice fake titty Ladyboy blown outdoors is a great title for a Ladyboy sex video
Nice fake titty shemale blown outdoors - This sex video features a shemale with nicely sized fake titties getting blown outdoors. The shemale has a beautiful…
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28
2:50Riding5/17/24
Ladyboy Barbie Rides Hard - Young and Pretty Babes Penis
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29
2:48Anal5/17/24
Black Leather Boots on Ladyboy Anal Slut, #LadyboyAnalSex
Get ready for a intense and wild anal session with our gorgeous shemale slut with black leather boots. In this video, she will show you her anal skills like…
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64
2:46Busty5/17/24
Ladyboy Frenzy ~ Perky Tits and Wild Fooling Around
Relish in the sight of perky tits on gorgeous shemales as they engage in steamy fooling around that will leave you breathless. Forget about the world around…
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24
2:45Femdom5/17/24
Ladyboy Goddess Larissa Dominates BF with Gigantic Sex Tool
Discover the ultimate shemale experience with Larissa as she takes control in the bedroom. Watch her demand her BF to suck on her sex tool and fulfill all he…
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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.