5:24Lingerie5/17/24
Sarina Valentina in black lingerie on a white couch
Sarina Valentina lies on a white couch wearing black lace lingerie. She looks up while a hand touches her body. The scene shows her large breasts and blonde…
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83Longest Ladyboy Sex Video - Page 20
2,597 videos5:24
5:24Blowjob5/17/24
Jane Marie gets her clitoris sucked by a man in a bright room
Jane Marie stands in a bright room with her hands behind her head. A man kneels in front of her. He uses his mouth to suck her clitoris. She looks up while h…
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63
5:24Big Cock5/17/24
*Good Sh**t ~ Hot Ladyboy Izabela Jams Her Big Cock & Drives Herself Crazy!*
Watch as the stunning shemale, Izabela, flaunts her fake-tit body and shows off her hard cock. Get lost in her mesmerizing wanking routine and indulge in her…
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25
5:24Hardcore5/17/24
Ladyboy Kelly Costa Fucks Alex Victor with Cocky Confidence
Alex fucks with shemale Kelly, their erotic encounter filled with passion and desire
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26
5:24Hardcore5/17/24
Ladyboy Kimber James ~ Hardcore Fucking with Mike Jagger
Shemale Kimber James is a seductive beauty with an incredible body. She shows off her amazing curves while fucking with hung stud Mike Jagger. This steamy sc…
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24
5:24Threesome5/17/24
Slim, Sensual Ladyboy Seduces Couple in Wild MMF Threesome
Enjoy the ultimate MMF sex experience with a stunning slender shemale. Watch as she effortlessly seduces both partners, leaving them breathless and begging f…
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25
5:24Hardcore5/17/24
Clara T's Ladyboy Sex Show ~ Hardcore Pleasure Like No Other!
Clara T, the sexy shemale, takes you on a wild ride in this hardcore sex video. Experience the thrill of her feminine curves and male attributes as she satis…
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23
5:24Masturbation5/17/24
Ladyboy Bruna Butterfly's Solo Wanking Session Exposed!
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5:24Solo5/17/24
Tantalizing Solo with Tanned Ladyboy Gam ~ A Must-Watch!
Watch the stunning shemale Gam in an intense solo scene. With her tanned body and mesmerizing curves, she will take you on a journey of pure pleasure. Don't…
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25
5:24Solo5/17/24
Ladyboy Goddess Flavia Monteiro's Solo Sizzle
Watch now as shemale Flavia Monteiro takes you on a wild ride in this solo clips. Experience the raw pleasure and passion of this alluring performer as she t…
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37
5:24Riding5/17/24
Bruna Butterfly's Ladyboy Hotness ~ Alex Victor's Wild Ride
Alex Victor films his passionate encounter with stunning shemale Bruna Butterfly, showcasing the ultimate transgender experience. Watch as they engage in int…
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25
5:24Asian5/17/24
Tanned Ladyboy Crystal E Seducing with Cock
Tanned shemale Crystal E tantalizingly plays with a hard cock, leaving you hungry for more. Don't miss out on this steamy adult video featuring the hottest s…
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27
5:24Asian5/17/24
Ladyboy Goddess Rin Pleasures Herself with Massive Dick
Stunning Rin, the gorgeous shemale with a hard dick, will leave you mesmerized as she plays with herself in this steamy sex video. With her tantalizing curve…
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25
5:24Asian5/17/24
Bedroom Scene with Ladyboy Goddess Bianca Hills
Enter the world of shemale porn star Bianca Hills as she takes centre stage in this sizzling hot bedroom scene. With her curvaceous body and seductive moves…
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30
5:24Hardcore5/17/24
Brunette Ladyboy Kelli Lox's Hard Fucking Debut
Brunette shemale Kelli Lox fucks hard - In this explicit video, the gorgeous Kelli Lox showcases her skills as she takes on a lucky partner. With her stunnin…
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26
5:24Asian5/17/24
Ladyboy Brownie's Dick Playtime ~ A Must-Watch!
Satisfy your cravings with this thrilling shemale porn video featuring Shemale Brownie. Watch as she expertly plays with her dick, sliding it in and out with…
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26
5:24Hardcore5/17/24
Ladyboy Cayden Moore's Fiery Fuck Fest with Bald Man
Shemale Cayden Moore is a stunning Pornstar that fucks with passion. In this video, she partners with a bald man and takes him on a wild ride, with intense s…
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28
5:24Asian5/17/24
Ladyboy Pornstar Brittany St Jordan's Dick Playtime
SEE the sensational Shemale star, Brittany St Jordan, in action! She's performing S-xual acts with an impressive D-ck. Watch as this sultry Shemale teases an…
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31
5:24Anal5/17/24
Anal Love with TS Beauty Thays Schiavinato - Absolutely Irresistible!
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33
5:24Blowjob5/17/24
Ladyboy Pornstar Blonde Sucks Bigger Dick - Must Watch!
Blonde shemale porn videos are highly sought-after by fans of the transgender adult entertainment genre. This video features a beautiful shemale sucking a ni…
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32
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Josiane's Ladyboy Solo ~ A Pleasure Ride with Her Nice Cock
Solo shemale Josiane flaunts her impressive cock in a steamy solo performance. Experience the ultimate pleasure of shemale porn as Josiane shows off her skil…
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32
5:24Anal5/17/24
Sensual Ladyboy Sinclair Penetrates Anal of Innocent Kaylee Hilton
Relish in the sensational pleasure of Aly Sinclair as she penetrates the tight anal of Kaylee Hilton in this steamy shemale escapade. Experience the intense…
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30
5:24Asian5/17/24
Ladyboy Goddess Jesse Flores Destroys Christian's Cock
Welcome to the ultimate shemale sex experience! Jesse Flores is an expert at pleasuring bald Christian XXX with his/her full package. Watch as they engage in…
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35
5:24Blowjob5/17/24
Ladyboy Pornstar Ashley George Sucks Big Dick of Jasmine Jewels
Ashley George is a highly sought-after shemale performer who has gained a massive following for her wild and uninhibited sex videos. In this video, she teams…
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33
5:24Femdom5/17/24
Mia Isabella's Ladyboy Domination of Ty Roderick's Face
Shemale Mia Isabella takes control in the bedroom as she fucks the face of Ty Roderick in this steamy sex video. Watch as these two steam up the screen with…
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34
5:24Blonde5/17/24
Ladyboy's Sizzling Sexcapade ~ Blonde Fucks Herself and Gets Penetrated!
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32
5:24Masturbation5/17/24
Ladyboy Nicole G Wanking Hard Dick ~ Fake-tit Nicole G Brings Joy
Shemale Nicole G showcases her impressive man-made boobs as she skillfully wanks a hard dick, stretching her Fake-tits to the max for your viewing pleasure…
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30
5:24Toys5/17/24
Renata B masturbates with a toy in her bedroom
Renata B is alone in a bedroom. She shows her tan lines and fake tits to the camera. She uses a toy to masturbate while looking at the lens. The video ends w…
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41
5:24Anal5/17/24
LadyboyAnalSex ~Glamorous Ladyboy's Anal Pleasure
Relish in the alluring sight of a gorgeous shemale as she indulges in a sensual act with a hard cock in her anal. Experience the ultimate pleasure of this er…
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Tropical Ladyboy Foursome ~ Sweet Tanned Ladyboy Gets Fucked by Couple
Visually stimulating video of a tanned shemale engaging in sexual activities with a couple.
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31
5:24Anal5/17/24
Anal Sex with Ladyboy Clara T ~ The Ultimate Experience
Anal sex with shemale Clara T - Enjoy the hot and steamy anal sex with gorgeous shemale Clara T. Experience the ultimate pleasure as she takes you on a wild…
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31
5:24Lingerie5/17/24
Angela Bratzz in black lingerie on a bed
Angela Bratzz lies on a white bed in a bedroom. She wears black lingerie and looks up at the camera. Her hair is dark and she has tattoos on her arm. The sce…
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40
5:24Asian5/17/24
Ladyboy Superstar Aubrey Kate in a Passionate Play
Discover the ultimate pleasure with beauty shemale Aubrey Kate as she plays with herself on camera. Her stunning curves and seductive moves will leave you br…
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33
5:24Lingerie5/17/24
Two women in lingerie relax on a blue couch
Two women sit together on a blue couch. They are wearing fishnet stockings and pink lingerie. One woman rests her hand on her chest while looking at the came…
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40
5:24Femdom5/17/24
Ladyboy Goddess Kelli Costa Dominates Her Lucky Fan
Get your rocks off with Kelli Costa as she satisfies her sexual desires with the help of some fake tits and a dick. Experience the thrill of watching a sexy…
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34
5:24Blowjob5/17/24
Ladyboy Fever ~ Alex Victor Sucks Yasmin Pires' Dick
Shemale Alex Victor gives exclusive BJ to Yasmin Pires in the steamy sex video. Watch as these two hotties get hot and heavy, with Alex's strap-on dick slidi…
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35
5:24Blowjob5/17/24
Bruna Castro watches a shemale give a blowjob in bed
A woman and a shemale are in a bedroom. The shemale wears pink lingerie and performs a blowjob. The woman watches from the bed while wearing earrings. They s…
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48
5:24Asian5/17/24
Venus Lux and Mattie Borders' Steamy Ladyboy Fling
Venus Lux, the stunning transsexual pornstar, takes on the sexy shemale Mattie Borders in an erotic fuck fest. Watch as they explore each other's bodies, giv…
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35
5:24Threesome5/17/24
Fernanda Barros' Steamy Ladyboy Threesome with Thayna Luccas
Thayna Luccas, the stunning shemale, teams up withFernanda Barros in a steamy encounter that will leave you breathless. See the hottest shemale sex video on…
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Ladyboy Sunshyne Monroe's Cock Playtime
Shemale Sunshyne Monroe deliciously teases with her impressive cock in this sizzling video. Filled with passion and heat, this clip is a must-watch for all…
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5:24Masturbation5/17/24
Ladyboy Candise Wanks Hard Dick for Your Pleasure
Stunning shemale Candise is wanking her hard dick, showing off her incredible stamina and desire. With her muscular body and prominent cock, she's a true for…
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35
5:24Masturbation5/17/24
Duda Lopez's Ladyboy Solo ~ Masturbation Madness!
Satisfy your curiosity with our exclusive shemale sex videos. Watch as the stunning Duda Lopez performs solo, masterbating to your delight. Get lost in the m…
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5:24Hardcore5/17/24
Ladyboy Pornstar Zoey Monroe and Hot Jacqueline Woods Go Hardcore!
Enjoy a thrilling shemale sex video featuring Zoey Monroe and Jacqueline Woods. Watch as they engage in passionate lovemaking, with Zoey's impressive curves…
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39
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Ladyboy Gianna Rivera Gets Creamed by asey Cumz
Satisfy your thirst for shemale sex with Asey Cumz and Gianna Rivera. Watch as they engage in passionate, hardcore action that will leave you breathless. Thi…
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Honey Foxxx B ~ Ladyboy Queen Gags on BBC
Honey Foxxx B is the ultimate shemale performer, inviting you to witness her wildest fantasies come to life. Experience her steaming hot videos, featuring de…
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5:24Threesome5/17/24
Amy Daly's Wild Threesome with Ladyboy Brittany St Jordan
Amy Daly let's her wild side loose with the gorgeous shemale Brittany St Jordan, as they engage in a heated sexual encounter that leaves them both breathless…
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40
5:24Asian5/17/24
Ladyboy TS Gina Hart's Cock Worship ~ A Must-Watch!
Shemale TS Gina Hart teases with her stunning body and seductively wanks a massive cock, showcasing her irresistible beauty and lustful desires. Explore the…
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40
5:24Blowjob5/17/24
Jennifer Rios gets a blowjob from a man in a black outfit
Jennifer Rios lies on a bed in a room. A man leans over her to give her a blowjob. She wears a black lace top and a headband. The man continues until the sce…
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44
5:24Cumshot5/17/24
Ladyboy Eva Lin's Cum In Mouth Orgasm
Shemale Eva Lin is a stunning performer who takes on a new level of excitement in this sex Video. Watch as she engages in a passionate encounter that leaves…
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37
5:24Blowjob5/17/24
Venus Lux gives a blowjob to a man on a bed
Venus Lux kneels on a white bed in a bedroom. She wears a collar and has tattoos on her back. She performs a blowjob on a man standing in front of her. The m…
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56
5:24Lingerie5/17/24
Naked woman masturbates on a bed in lingerie
A naked woman sits on a white bed. She wears some lingerie while looking at the camera. She starts touching her body and genitals. She continues masturbating…
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54
5:24Stockings5/17/24
Jessie Parker wears fishnet stockings and looks at camera
Jessie Parker is in a room wearing fishnet stockings. She looks directly into the lens with blue nail polish visible. Her blonde hair falls around her face…
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47
5:24Masturbation5/17/24
Ming wears black pantyhose and masturbates on a couch
Ming sits on a leather couch in her living room. She wears black pantyhose and shows her breasts to the camera. She uses her hand to touch herself while look…
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56
5:24Blonde5/17/24
Blonde woman with tattoos stands in a bedroom with a man
A blonde woman and a man stand in a bedroom. She has tattoos on her stomach and is not wearing a top. The man stands close to her near the bed. They look at…
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52
5:24Lingerie5/17/24
Solo shemale masturbating on a couch in lingerie
A woman sits on a gray couch in a living room. She wears white lingerie and strappy sandals. She touches her breasts and her genitals with her hands. She con…
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47
5:24Threesome5/17/24
Alex Victor and two women have a threesome on a bed
A man and two women are in a bedroom. The dark haired woman wears fishnet stockings while lying on the bed. The man touches her body while the blonde woman w…
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47
5:24Lingerie5/17/24
Trans woman in black lingerie masturbates with a dildo
A woman sits in a bright room with a palm tree behind her. She wears black lingerie and stockings. She uses a dildo to masturbate while a man's hand stays ne…
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55
5:24Lingerie5/17/24
Woman in white lingerie gets a facial after sex
A woman and a man are in a bathroom. She wears white lingerie and has liquid on her face. The man holds his penis near her mouth. They stay close together in…
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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.