5:00Cumshot5/17/24
Ladyboy Fucks Man to Cum Sensation
Get ready to watch a steamy scene featuring a shemale who knows how to satisfy her partner. With her irresistible curves and impressive package, she'll make…
Watched
33Longest Ladyboy Sex Video - Page 28
2,967 videos5:00
5:00Femdom5/17/24
Ladyboy Dominatrix's Stern Fisting of Slim Male Sub
Hold onto your seats as you watch a slender fake-tit shemale dominate her partner with pure force. Experience the intensity of this wild sexual encounter lik…
Watched
20
5:00Anal5/17/24
Ladyboy Shock ~ Drilling for Anal Pleasure with Bleached Beauty
Bleached shemale – Watch the steamy shemale porn video featuring a beautiful bleached shemale being drilled in her asshole. Shemale – a tranny who has underg…
Watched
17
5:00Busty5/17/24
Ladyboy's Fake Tits Get Pounded in Anal Pleasure
Watch as the amazing shemale with fake tits takes on a new partner for an intense anal sex session. With her incredible skills and unbeatable stamina, this s…
WatchedAnal
33
5:00Anal5/17/24
Ladyboy Anal Fisting Fun ~ A Disruptive Ensemble of Erotic Excitement and Pleasure
Shemale is the keyword you're searching for? Look no further! Our video features a shemale in the most intense anal fucking and fisting fun you've ever seen…
Watched
38
5:00Latina5/17/24
Ladyboy Pounded Hard in Anal Pleasure - Big Ass Latina Tranny
Shemale sex videos are becoming increasingly popular as more people discover the unique pleasures of BBW tranny sex. If you're looking for the ultimate big a…
WatchedAnal
24
5:00Stockings5/17/24
Ladyboy in Stockings Gets Anal Stimulation
Watch as a sexy trans woman in stockings gets anal stimulation in this steamy sex video. Feel the pleasure of shemale anal sex and let your desires run wild!
WatchedAnal
19
5:00Femdom5/17/24
Muscular Ladyboy Dominates Gay Partner in Wild Fuck Session
Take a peek at this steamy encounter between a muscular gay man and a gorgeous shemale. The two pleasure each other with wild abandon, their bodies moving in…
Watched
24
5:00Anal5/17/24
Young Ladyboy in Pigtails Gets Analized
Experience the thrill of anal sex with a young shemale in pigtails. Our video features a beautiful transgender woman with long, flowing locks, eager to pleas…
Watched
22
5:00Cumshot5/17/24
Ladyboy Anal Cumshot Frenzy ~ Wet and Wild!
Brace yourself for an explosive anal pleasure ride with a stunning shemale. Cumshots fly in this steamy shemale video that will leave you breathless. Delve i…
WatchedAnal
23
5:00Asian5/17/24
Ladyboy Goddess Worships Hard Dick with Hot Fisting
Shemale sex videos featuring a steamy threesome between a stunning brunette shim and a beautiful blonde chick. Watch as they pleasure each other with a massi…
Watched
17
5:00Asian5/17/24
Two naked women sit together in a purple room
Two naked women are in a room with purple walls. The dark haired woman sits upright while the blonde woman sits in front of her. They touch each other on the…
Watched
65
5:00Blowjob5/17/24
Ladyboy Dhomenika Galdino's Wild Blowjob Session
Shemale Dhomenika Galdino gives a sensual blowjob to a hard, throbbing dick in this steamy sex video. Explore the world of shemale pleasure and dominance wit…
Watched
20
5:00Anal5/17/24
Skinny Ladyboy's Anal Sex Debut Goes Viral
Anal sex with a skinny sexy shemale - Watch the hot video of a feminine shemale enjoying anal sex with a lucky partner. The sensual experience is enhanced by…
Watched
20
5:00Threesome5/17/24
Ladyboy Threesome with Anal Sex fun
Watch the hottest shemale threesome video filled with anal sex. Experience the ultimate pleasure as these stunning transsexual models pleasure each other in…
WatchedAnal
21
5:00Blonde5/17/24
Blonde Ladyboy's Rough Ride ~ Unforgettable Dick-riding Experience
Watch as the gorgeous blonde shemale takes control in this steamy video, riding on the hard dick with skill and passion. You won't want to miss a moment of t…
WatchedRiding
20
5:00Latina5/17/24
Ladyboy Suzana Holmes' Fiery Fucking with Marvelous Latina Girl
Shemale Suzana Holmes delivers an outstanding performance in this sex video, as she passionately engages in a steamy Latina adventure. With her perfect curve…
Watched
19
5:00Femdom5/17/24
Yasmin Duran's Ladyboy Domination ~ Brunette Pov with Skinny Boy
Discover the ultimate pleasure with the gorgeous brunette shemale Yasmin Duran as she takes on a skinny boy in an unforgettable sex video. Explore the world…
Watched
24
5:00Hardcore5/17/24
Ladyboy's Wild Fucking Romp with Tanned Boy
Watch the ultimate shemale experience as our spicy performer takes control in this wild sex video. With their tanned body and incredible skills, you won't wa…
Watched
23
5:00Femdom5/17/24
Ladyboy Allanis' Doggy Style Domination
Shemale Allanis delivers explosive action in this highly anticipated video, featuring her signature doggy style position and insatiable appetite for pleasure…
Watched
20
5:00Femdom5/17/24
Ladyboy Dominates Gay with Fierce BDSM Fuck in His Mouth
Pamela plays with her Shemale partner and their perfect bodies, licking and sucking each other's juicy holes before climaxing together. Who needs men when yo…
Watched
23
5:00Stockings5/17/24
Bia Bastos gets fucked by Tonny Lee in fishnet stockings
Bia Bastos and Tonny Lee are in a bedroom. She wears black fishnet stockings while he enters her. They move together on the bed for a while. He finishes with…
Watched
57
5:00Riding5/17/24
Ladyboy Riding Hard Dick for Ultimate Pleasure
Revel in the beauty of the stunning shemale as she takes control of the hard dick, riding it with passion and fervor. Experience the ultimate pleasure with t…
Watched
19
5:00Blonde5/17/24
Blonde woman in fishnets lies on a bed
A blonde woman lies on a bed wearing fishnet stockings. She wears black underwear and looks at the camera. Her hands rest on her body. She stays on the bed f…
Watched
65
5:00Anal5/17/24
Sexy Ladyboy's Anal Deck Chair Romp
Watch the shocking video of a sexy shemale enjoying anal sex in an unique location - the deck chair! A must see for all shemale lovers.
Watched
20
5:00Blowjob5/17/24
Daniela Markes gives a blowjob to a man in a bedroom
Daniela Markes and Yasmin Vianna are in a bedroom with a man. Daniela Markes performs a blowjob on the man. Yasmin Vianna stays close to them during the act…
Watched
70
5:00Asian5/17/24
Sensual Tanned Ladyboy Suzanna Holmes Gets a Facial
Sizzling shemale Suzanna Holmes, with her bronzed skin, gets an erotic facial in this X-rated video. Watch her tantalize and tease you with her mesmerizing c…
Watched
21
5:00Busty5/17/24
Supreme Ladyboy Anal Pleasure with Jaw-Dropping Big Tits!
Welcome to our sex video featuring a shemale with big tits in an anal sex scene. Our shemale has amazing curves and knows how to please her partner. Watch as…
WatchedAnal
21
5:00Anal5/17/24
Anal Sex with a Hardcore Ladyboy - Patricia Sabatiny
anal sex with a hardcore shemale Patricia Sabatiny. Unleash your desires with the ultimate shemale experience. Explore the world of anal sex with the most se…
Watched
24
5:00Anal5/17/24
Anal Bunny ~ Hardcore Ladyboy Izabelly's Anal Sex Debut
Izabelly, a stunning shemale, takes you on an unforgettable journey of anal sex in this hardcore video. Experience the ultimate pleasure as she uses her skil…
Watched
20
5:00Anal5/17/24
Ladyboy Goddess With a Perfect Ass Fucked Hardcore
Watch the stunning shemale with an incredible ass getting fucked hardcore. You won't believe how well she takes it all in with so much passion and desire. Th…
Watched
22
5:00Stockings5/17/24
Ladyboy Squirts on Webcam ~ Tranny's Stockinged Legs Swallow Cum
Watch the ultimate shemale experience as a tranny dressed in stockings indulges in a wild blowjob session. Fill your desires with this taboo sex video where…
Watched
22
5:00Blowjob5/17/24
Ladyboy Goddess Dominates with Oral and Anal Fisting
Shemale is a term often used to describe a transgender individual with male genitalia. In this sex video, the shemale performer engages in intense oral sex a…
WatchedAnal
36
5:00Blowjob5/17/24
Ladyboy's Delightful Blowjob ~ Cute TGirl Gives Deep Throat with a Smile
Discover the ultimate pleasure with our cute shemale as she surprises you with her deep blowjob skills. Watch her give you the best blowjob of your life with…
Watched
20
5:00Hardcore5/17/24
Ladyboy's Hard Fucking with Muscle Man ~ A XXX Experience
Shemale video that will make you drool. Watch as a muscular guy pumps his hard cock into a hung tranny, satisfying her insatiable desire for rough sex. The s…
Watched
21
5:00Asian5/17/24
Ladyboy Whore's Sizzling Secret Pleasures Exposed!
Feeling the raw pleasures of a shemale whore, he indulges in a wild night of passion and desire. Letting go of all inhibitions, he explores the depths of his…
Watched
21
5:00Anal5/17/24
Dark-skinned Ladyboy's Anal Pleasure
Relish in the seductive sight of a dark-skinned shemale being drilled in her tight asshole. Experience the ultimate pleasure of shemale porn with our exclusi…
Watched
21
5:00Anal5/17/24
Ladyboy's Anal Pleasure ~ Hardcore Fucking with Pretty Scene
Pretty shemale blows your mind with her seductive moves and insatiable appetite. Experience the thrill of anal sex like never before as she takes you on a wi…
Watched
20
5:00Hardcore5/17/24
Ladyboy's Sexy Black Fuck From Gay's Mouth ~ A Must-Watch!
Discover a sultry black shemale satisfying her sexual appetite with a sexy gay male in a steamy encounter. Explore the forbidden world of shemale sex and sat…
Watched
22
5:00Anal5/17/24
Sexy Ladyboy May's Anal Fuck Fest
Watch the mesmerizing shemale May as she takes on her anal in the most erotic way. Her seductive moves will leave you wanting more. Don't miss out on this st…
Watched
23
5:00Outdoor5/17/24
Ladyboy's Sultry Outdoor Sexcapade
Outdoor is not always outdoor! Get ready to witness a steamy scene of hardcore sex between two passionate lovers. One of them is a slutty shemale who knows h…
Watched
20
5:00Blonde5/17/24
Tatted Guy Pounds Blonde Shim on Sofa ~ Must-See Ladyboy Action!
Shemale Porn ~ Blonde Shim Gets Rammed on Sofa by Tattooed Guy - Watch Now!
Watched
24
5:00Blowjob5/17/24
Andrea de Oliveira gets a blowjob from a man on a couch
Andrea de Oliveira lies naked on a black couch. A man in a yellow shirt leans over her. He performs a blowjob while she touches his hair. They continue the a…
Watched
58
5:00Threesome5/17/24
Ladyboy Threesome Gone Wild!
Shemale threesome sex scene - Get ready to witness the ultimate sex fantasy with two shemales and a man. The action is hot and steamy as they pleasure each o…
Watched
21
5:00Anal5/17/24
Hester, the Cocky Ladyboy, Gets Fucked in Her Ass
Hester, a stunning shemale with a bold and confident attitude, invites you to watch as she takes on her biggest challenge yet - a massive cock in her tight a…
Watched
23
5:00Thai5/17/24
Thaina's Ladyboy Sizzle ~ Unforgettable BJ Experience
Relish in the sight of the gorgeous tanned shemale Thaina as she receives a pleasurable blowjob. Her stunning body and alluring features will leave you mesme…
Watched
21
5:00Outdoor5/17/24
Kalena Rios and Lorena have sex with a man outdoors
Kalena Rios and Lorena are on a white couch in a grassy yard. A naked brunette woman sits on a man's lap. The man stays naked while they move together. They…
Watched
41
5:00Threesome5/17/24
Ladyboy Goddess Leads Fierce Transsexual Threesome
Shemale sex video featuring an alluring transsexual threesome engaged in intense spit roasting. Experience the ultimate in erotic pleasure as these stunning…
Watched
24
5:00Anal5/17/24
Ladyboy Queen Fucks Her Male Attacker's Ass - Asian Princess Delight!
Watch the stunning Asian princess with a big cock dominate her male attacker with her seductive moves. She wants him to fuck her lovely butt and take control…
WatchedAsian
24
5:00Busty5/17/24
Ladyboy with Fake Tits Gets Rammed and Creampied
Strong and dominant shemale with enhanced breasts takes control in the bedroom. Watch as they take no prisoners and enjoy every moment of explosive sex, culm…
Watched
24
5:00Asian5/17/24
Horny Brunette Ladyboy's Frisky Fun with Skinny Boy
Satisfy your cravings with this steamy sex video featuring a gorgeous brunette shemale and a skinny young man. Our shemale performer will leave you breathles…
Watched
21
5:00Threesome5/17/24
Ladyboy Gangbang Explosion ~ Anal Spit Roasting Tranny Threesome
Shemale porn video features an intense anal threesome with multiple partner switching. Watch as two dominant shemales take turns pounding their partners, whi…
WatchedAnal
23
5:00Anal5/17/24
Ladyboy Tranny Fucked Hard in the Ass
Shemale is a term that has been used to describe transgender women that have undergone sexual reassignment surgery. In this sex video, a shemale is being bon…
Watched
23
5:00Anal5/17/24
Hard Ladyboy Ass Penetration ~ Andreia De Oliveira's Ultimate Fuck Fest
Shemale Andreia De Oliveira dominates with her stunning looks and incredible skills as she penetrates that hard ass with ease. Watch her take control and giv…
Watched
22
5:00Stockings5/17/24
Sultry Ladyboy with Short Hair Gets Banged in Stockings
Relish in the sight of a shemale with short hair dressed in stockings as she takes on a partner for an unforgettable sexual encounter.
Watched
22
5:00Anal5/17/24
Ladyboy Pounded in Anal - Hardcore Sex Video!
Anal sex with a hardcore shemale - Watch as this stunning shemale pleasure herself and their partner with intense anal sex. Explore the world of shemale porn…
Watched
22
5:00Threesome5/17/24
Ladyboy Confessions ~ Bisexual Barbara Costa's Threesome Fuck
Discover the ultimate bisexual threesome experience with the stunning blonde Barbara Costa as she gets down and dirty with her friends. Feel the intensity bu…
Watched
22
5:00Toys5/17/24
Ladyboy's Blindfolded Fuck Toy Services Her Britannically
Welcome to our sex video channel! Today we bring you the ultimate shemale experience. Our beautiful shemale performer is blindfolded and ready to pleasure he…
Watched
25
5:00Anal5/17/24
Ladyboy Gisele Gets Assfucked ~ A Must-Watch Sex Video
Gisele, the stunning shemale, is taking it all in with ease as she gets pounded from behind. Her mesmerizing curves make for an unforgettable sight as she mo…
Watched
22
5:00Blowjob5/17/24
Slim Ladyboy Sarah satisfies with a blowjob
Sarah, a slender shemale with a stunning figure, takes Centre stage in this steamy video as she receives a mind-blowing blowjob from her eager partner. Watch…
Watched
25From 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.