5:00Threesome5/17/24
Ladyboy Threesome ~ Two Hot Ladies and a Lucky Guy
Shemales are taking the adult entertainment industry by storm, and this threesome video featuring two shemales and a guy is the hottest to hit the internet…
Watched
38Longest Ladyboy Sex Video - Page 35
2,597 videos5:00
5:00Stockings5/17/24
Ladyboy in Stockings Gets Blown and Fucks Partner - Must Watch!
Enjoy an alluring shemale wearing seductive stockings as she receives a steamy blowjob before passionately fucking her partner. Experience the ultimate culmi…
Watched
43
5:00Cumshot5/17/24
Ladyboy Tranny Ass Fuck Cumshots ~ Exploring the World of Futa Porn
Shemale is a term used for transgender individuals who were assigned male at birth but identify as women. In this sex video, you can witness the beauty of a…
Watched
37
5:00Hardcore5/17/24
Ladyboy Porn Star Fucks Male Bottom in Wild Hardcore Session
Get ready for a wild ride as shemales take control in this steamy sex video! Watch as they delight in pleasuring their male partner with their unique skills…
Watched
35
5:00Hardcore5/17/24
Ladyboy Queen Shane's Nasty Fuck Session Revealed!
Shane, a gorgeous shemale with an incredible figure, takes on her latest partner in this hardcore adventure. Get ready for a wild ride as Shane gets pounded…
Watched
34
5:00Blowjob5/17/24
Ladyboy Goddess Fucks Gay Bottom with Cock-sucking Skills!
A must-see video of a gorgeous brunette shemale indulging in hot sex with her heterosexual partner. Watch as she expertly sucks his cock before getting fucke…
Watched
37
5:00Outdoor5/17/24
Sultry Ladyboy in Tight Swimsuit Teases Herself on the Beach
Curvy shemale swimsuit model strokes solo - Admire the beauty of our gorgeous curvy shemale model as she flaunts her stunning curves in a sexy swimsuit. Watc…
Watched
38
5:00Anal5/17/24
Ladyboy Gets Bottomed ~ Shim Bi Banging Hot Anal Action
Shemale porn alert! Shim rocking an erotic blowjob and anal sex session. Make sure to check out this steamy shemale XXX video for a wild ride.
Watched
34
5:00Femdom5/17/24
Ladyboy Dominates Tanned Boyfriend in Wild Penetration!
Shemale penetrating tanned boyfriend – must-watch video. Experience an unforgettable sexual adventure with a shemale and a tanned boyfriend. Witness their un…
Watched
44
5:00Stockings5/17/24
Cute Asian Ladyboy in Stockings Laid Bare - Must-Watch!
Realizing the intense pleasure of sexy shemales can be challenging for some people, but this Asian shemale in stockings knows how to lay down the heat! Watch…
WatchedAsian
43
5:00Riding5/17/24
Ladyboy Tania's Blissful Ride on His Mighty Stick
Relish in the sight of busty blonde Tania, a shemale with a big dick. Watch as she rides on her powerful stick, showing off her incredible skills. This sex v…
Watched
38
5:00Busty5/17/24
Ladyboy Bia Bastos' Hard Cock Reveal ~ Fake-Tits and a Real Dick
Bia Bastos, the famous Brazilian shemale, flaunts her flawless fake tits and reveals her impressive dick in this jaw-dropping video. Don't miss out on the ch…
Watched
39
5:00Masturbation5/17/24
Ladyboy Giselle's Hard Dick Wanking Delight
Enjoy the mesmerizing sight of Giselle, a gorgeous shemale, wanking her impressive dick in the most seductive way. Let yourself be captivated by her stunning…
Watched
42
5:00Toys5/17/24
Ladyboy Throats Deep Anal Drilling & Twin Toys Pleasure
Tranny is the keyword in this video, as it features a shemale exploring both anal pleasure and giving pleasure to her partner. The scene is steamy and intens…
WatchedAnal
39
5:00Blonde5/17/24
Blonde shemale with big fake tits sits on a man's lap
A blonde shemale sits on a man in a red room. She has piercings and large fake tits. The man holds her hips while she looks up. They sit together near a leop…
Watched
49
5:00Asian5/17/24
Ladyboy's Sexual Frenzy with Horny Hard Prick
Shemale is a highly searched term in the world of adult entertainment. Introducing a hot and steamy sex video featuring a shemale and her partner engaging in…
Watched
42
5:00Blowjob5/17/24
Ladyboy Porn ~ Gay Sucks Big Dick of Horny Ladyboy
Enjoy a sensual experience with a stunning shemale as she seduces you with her enticing moves. The stimulating sight of this hot ladyboy will leave you breat…
Watched
40
5:00Blowjob5/17/24
Ladyboy Fucks Cute Boysters Sucking Each Other's Cocks
Enjoy a hot shemale video featuring cute boys who enjoy sucking each other's cocks. You won't be able to resist these steamy scenes of male-on-male action.
Watched
35
5:00Hardcore5/17/24
Black Ladyboy Pleasure ~ Hardcore Fuck with a Dude
Black shemale porn is always a treat, and this video is no exception. Watch as a gorgeous black shemale takes on a hardcore dude and shows him who's boss in…
Watched
37
5:00Riding5/17/24
Ladyboy Goddess Barbara Vasconcelos's Sexy 69 Ride with Her Lucky BF
Barbara Vasconcelos, the lovable shemale star, engages in a passionate 69 pose with her loving partner. Watch this explicit sex video to witness their intima…
Watched
45
5:00Big Cock5/17/24
Sexplosion with Muscular Ladyboy ~ Gay Blows Big Cock
Gay man enjoys blowjob from a well-endowed shemale - a captivating video that showcases the raw sexual energy between two consenting adults. Watch as the she…
Watched
37
5:00Lingerie5/17/24
Ladyboy Solo Scene with Lingerie Tease
Watch now as the stunning shemale slays in her sexy lingerie, taking you on a journey of pure pleasure. With every move, she'll leave you breathless and want…
WatchedSolo
38
5:00Threesome5/17/24
Ladyboy's Dominance on Fat Blonde in Sofa Threesome
Ever wondered what it's like to watch two shemales in one hot threesome? Our sex video features a shemale and fat blonde having the time of their lives on a…
Watched
43
5:00Blowjob5/17/24
Ladyboy Bikini Babe Loves Rimjobs and Blowjobs
Shemale porn videos are always a treat to watch, and this one is no exception. Get ready to witness a stunning tranny in a sexy bikini as she receives a stea…
Watched
39
5:00Blonde5/17/24
Blonde woman with tattoos uses a purple toy alone
A blonde woman sits in a room with green plants. She holds a purple toy in her hands. She looks down at her body while she prepares to use it. She stays seat…
Watched
48
5:00Stockings5/17/24
Shakira Voguel masturbates in a garden wearing pink stockings
Shakira Voguel sits outside among green plants and flowers. She is naked and wears pink stockings on her legs. She uses her hand to touch herself while looki…
Watched
46
5:00Blowjob5/17/24
Bruna Rodrigues gets a blowjob from a man
Bruna Rodrigues sits in a chair indoors. She receives a blowjob from a man standing in front of her. The man has a large penis. She focuses on the act while…
Watched
59
5:00Threesome5/17/24
Ladyboy Threesome Sizzles with Anal Sex
Shemale threesome action heats up with anal sex in this sizzling video. Watch as these beautiful women with male genitalia take turns pleasing each other wit…
WatchedAnal
42
5:00Latina5/17/24
Latina's Hardcore Cocky Ladyboy Show
Latina is a porn star like no other, with her unapologetic shemale sexuality that will leave you breathless. Watch as she takes on multiple partners with her…
Watched
41
5:00Blowjob5/17/24
Ladyboy Takes Control ~ Blowjobs and Girl-on-Girl Sex in the Bedroom
Experience the ultimate pleasure with a beautiful shemale as she delights in a sensual blowjob before taking charge in the bedroom. Relish in the excitement…
Watched
36
5:00Blonde5/17/24
Ladyboy Pigtails Fuck ~ Banging a Hot Blonde Trans Beauty
Relish in the sight of a stunning blonde shemale with long, luscious locks styled in pigtails, as she gets her pussy pounded by her lucky partner. Explore th…
Watched
44
5:00Riding5/17/24
Gisele rides a man in a pink room
Gisele and a man are in a room with pink walls. She sits on his lap while they look at each other. She rides him with her legs spread wide. They continue the…
Watched
52
5:00Anal5/17/24
Ladyboy Babe Pounded in the Ass - Beautiful Babe with Dick Fuck
Forbidden desires fulfilled in this exclusive shemale video. Watch as a beautiful babe takes it up the ass from a hunky partner with a big dick. If you're in…
Watched
42
5:00Latina5/17/24
Latina Ladyboy Alana's Anal Impalement Giveaway with Sister
Enjoy a steamy latina shemale Alana as she impales her own asshole. This sexual experience is not for the faint of heart as she takes it to the next level wi…
WatchedAnal
39
5:00Asian5/17/24
Brunette Bianca welcomes you to her Ladyboy world
Brunette Bianca is a shemale with a stunning snatch that she eagerly shows off in this sex video. With curves in all the right places and a hunger for pleasu…
Watched
44
5:00Anal5/17/24
Skinny Tattooed Ladyboy Whore's Anal Sex Debut!
Interested in watching a skinny tattooed shemale whore engage in steamy anal sex? Look no further than this exclusive video, showcasing the hottest shemale a…
Watched
43
5:00Anal5/17/24
Ladyboy Ass Worship Creamed by Cock-Thirsty Male
Shemale is one of the most searched terms related to the adult entertainment industry. If you are interested in exploring this genre, you should check out ou…
Watched
40
5:00Masturbation5/17/24
Ladyboy's Rough Wanking Session ~ Hard Dick & Tight Pussy Gem
Wanking may not be the most PC term, but it's certainly forbidden to look away from this steaming hot shemale as she pumps her tight, hard dick. The way thos…
Watched
36
5:00Hardcore5/17/24
Ladyboy Porn ~ Hardcore Man Bangs with Ladyboys
Shemale videos have become increasingly popular on our website. In this particular video, a man is experiencing the thrill of hardcore sex with a ladyboy. Th…
Watched
36
5:00Blonde5/17/24
Blonde woman gets a rimjob from a man on a couch
A blonde woman lies on a dark couch in a room with brick walls. A man leans over her to perform a rimjob. He holds her hips with his hands while he licks her…
Watched
52
5:00Blowjob5/17/24
Horny Ladyboy Alana Gets Her Dick Sucked
Shemale Alana sizzles in a steamy video as she receives oral pleasure from her partner. Watch as she enjoys the sensations of having her dick sucked, while s…
Watched
36
5:00Asian5/17/24
Ladyboy Goddess Gets Bigger than Ever Before!
Shemale porn video featuring big cock nailing tight transsexual asshole. Hot and horny transsexuals taken to the limit by hard dicks. For fans of shemale por…
Watched
39
5:00Threesome5/17/24
Ladyboy Threesome ~ Two Guys Can't Get Enough
Watch now as two brave individuals take on the challenge of fulfilling the insatiable desires of a gorgeous shemale. Experience the ultimate pleasure as thes…
Watched
37
5:00Femdom5/17/24
Ladyboy Domination Unleashed in Perverted Party Bizarre Scene
Join us for a wild night filled with the most perverted pleasures. Our party features the hottest shemales who will leave you breathless with their unparalle…
Watched
44
5:00Femdom5/17/24
Dominatrix Ladyboy Walkiria Drummond's Rough Dick Wank
Watch as shemale pornstar Walkiria Drumond pulls off an incredible performance in this steamy video. With her long blonde hair and stunning curves, she's sur…
Watched
42
5:00Hardcore5/17/24
Ladyboy's Face Fucked to Satisfaction by Horny Pervert
Title ~ Shemale Porn Video - Perverted Babe Getting Fucked in the Face
Watched
36
5:00Threesome5/17/24
Ladyboy Queen Dominates Twink and Straight Guy in Outdoor Threesome
Need a sensual escape? Watch a kinky outdoor threesome with a sexy shemale as she tantalizes your desires. Experience the thrill of forbidden pleasure while…
Watched
44
5:00Blowjob5/17/24
Ladyboy Blowjob Fun with Tanned Dicks, 70 Characters or Less!
Relish in the sight of gorgeous shemales as they pleasure one another with their skilled tongues and firm hands. Watch as they take turns sucking off a tanne…
Watched
40
5:00Blonde5/17/24
Blonde women posing naked indoors
Two blonde women are naked in a room. They sit together on a ledge near a wall. One woman looks toward the camera while the other looks down. They stay still…
Watched
46
5:00Threesome5/17/24
Ladyboy Fucks Couple Hard in Unforgettable Threesome
Expand your sexual horizons with this hot shemale threesome. Watch as a beautiful shemale takes on two eager partners in a steamy sex session. Experience the…
WatchedCouple
39
5:00Big Cock5/17/24
Ladyboy Takes on Big Cock for Massive Sperm Influx
Shemale porn video ~ Shim with big tits receives a massive load of sperm. Watch shemale porn videos featuring shemale performers with massive tits receiving…
Watched
45
5:00Anal5/17/24
Ladyboy Porn Star Gets Anal Fucked by Lustful Partner
Discover the ultimate pleasure with our innocent brunette shemale as she takes you on a sensual journey filled with passion and desire. Experience the thrill…
Watched
43
5:00Femdom5/17/24
Ladyboy Dominates with Anal Doggy Style - Tan Lines and Dark Hair
Shemale sex video featuring a dark-haired tranny with tan lines taking it from behind in doggy style. The shemale's curves and tan lines make for a kinky and…
WatchedAnal
38
5:00Masturbation5/17/24
Sweet Ladyboy's Hot Masturbation Session!
Satisfy your cravings for the ultimate shemale experience with our explicit video of a stunning shemale in action. Watch as she teases and pleasures herself…
Watched
37
5:00Outdoor5/17/24
Shemale rides a woman in the grass outdoors
A woman and a shemale are naked outside in the greenery. The shemale starts riding the woman on the ground. They move together in the grass. The scene shows…
Watched
47
5:00
5:00Asian5/17/24
Ladyboy Jacqueline Mamu's Horny Encounter with Tanned Dude
Shemale Jacqueline Mamu takes on a tanned stud in this scorching hot video. Watch as she delights in his hard cock, enjoying every inch of his length as he p…
Watched
45
5:00Asian5/17/24
Carla Novais gets touched by a man on a white couch
Carla Novais lies on a white couch in a room. A man touches her skin with his hands. She looks at the camera while he moves closer to her. The man has his pe…
Watched
95
5:00Lingerie5/17/24
Ladyboy Goddess Lays in Black Lingerie and Takes It All in the Ass
Watch as a sexy shemale in seductive black lingerie gets down and dirty, giving her partner a wild ride in the bedroom. With her stunning curves and fierce c…
Watched
45
5:00Blonde5/17/24
Blonde woman gets fucked by a man next to a pool
A blonde woman lies on a towel by a swimming pool. A man sits beside her and touches her breasts. They engage in sex while lying on the ground. The scene tak…
Watched
47From our partners
Ad
Ad
Ad
Ad
Ad
Ad
Shorts
Related labels
All labelsPopular Searches
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.