Skip to content
ladyboyshemale

Longest Ladyboy Sex Video - Page 34

2,597 videos
Slim Gay Guy Gobbling Ladyboy's Cock5:00
Asian5/17/24

Slim Gay Guy Gobbling Ladyboy's Cock

Watch the hottest shemale in action as she enjoys a steamy sex session with a skinny gay partner. The two engage in passionate oral sex, with the shemale's d…

Watched
Ladyboy Busts Big White Ass in Taboo Threesome5:00
Threesome5/17/24

Ladyboy Busts Big White Ass in Taboo Threesome

Watch the hottest shemale and big white ass in an enchanting sexual experience. For those who crave for the perfect combination of sensuality and pleasure, t…

Watched
Dark-haired Ladyboy Gets Fucked in Anal5:00
Anal5/17/24

Dark-haired Ladyboy Gets Fucked in Anal

Watch as a gorgeous dark-haired shemale takes on a new level of pleasure with a hardcore anal sex scene. Experience the intensity of this steamy encounter an…

Watched
Ladyboy Fucks Fancy Dude in Spicy Romp5:00
Hardcore5/17/24

Ladyboy Fucks Fancy Dude in Spicy Romp

Gorgeous shemale Mistress Penelope in action, seducing her male submissive partner with her stunning curves and irresistible charm. She takes control of the…

Watched
Ladyboy Dominates Hot Couple in Wild Threesome5:00
Threesome5/17/24

Ladyboy Dominates Hot Couple in Wild Threesome

Shemale is a word that typically refers to a transgender female individual with male genitalia. In this sex video, a shemale is seen engaging in sexual activ…

WatchedCouple
Ladyboy's tight ass takes big cock and fists5:00
Big Cock5/17/24

Ladyboy's tight ass takes big cock and fists

Relish in the sensual pleasures of shemale sex, as a lucky partner enjoys the warmth and tightness of a fisting experience with a fucked tranny ass. Explore…

Watched
Brunette Shim Gets Pounded on the Sofa5:00
Asian5/17/24

Brunette Shim Gets Pounded on the Sofa

Watch as a beautiful brunette shemale pleasures herself with a sensual sofa sex scene. Get ready for an intense butt fucking experience that will leave you b…

Watched
Ladyboy Gym Ramming ~ Must-See Sex Video!5:00
Asian5/17/24

Ladyboy Gym Ramming ~ Must-See Sex Video!

Shemale is a term that refers to a transgender woman with male biological sex characteristics. These shemale individuals are often revered for their beauty…

Watched
Ladyboy Payment Due ~ Tranny Jerks Off Solo5:00
Masturbation5/17/24

Ladyboy Payment Due ~ Tranny Jerks Off Solo

Watch this shemale tube video and witness the seductive beauty of a transsexual with perky tits as she pleasure herself in a solo session. Experience the ult…

WatchedSolo
Wild Ladyboy Milena's Anal Fiesta5:00
Anal5/17/24

Wild Ladyboy Milena's Anal Fiesta

Welcome to the world of shemale porn, where the term 'gender-bending' takes on a whole new meaning. Milena, a stunning shemale performer, is ready to blow yo…

Watched
Redhead Ladyboy's Fiery Fuck Fest in Her Pussy5:00
Hardcore5/17/24

Redhead Ladyboy's Fiery Fuck Fest in Her Pussy

Redhead shemale (1) engages in a passionate sex act, displaying her curves and natural beauty as she enjoys the feeling of a hard penis (2) entering her puss…

Watched
Ladyboy Dominates Sub in Anal Sex Session5:00
Femdom5/17/24

Ladyboy Dominates Sub in Anal Sex Session

Watch a dark-haired chick wearing sexy lingerie having steamed up anal sex. The top-rated shemale performer will leave you breathless with her tantalizing mo…

WatchedAnal
Ladyboy Rules in Skinny Latina Fuck Fest5:00
Latina5/17/24

Ladyboy Rules in Skinny Latina Fuck Fest

Watch as a skinny Latina receives pleasure from a hard tranny cock. The shemale's impressive package is the perfect match for the eager recipient, creating a…

Watched
Ladyboy Jay's Hard Dick Ride5:00
Riding5/17/24

Ladyboy Jay's Hard Dick Ride

Enjoy the queen of shemales, Shemale Jay, as she takes control and rides on a hard dick with no limits. This steamy video will leave you breathless as Shemal…

Watched
Shemale gives a blowjob to a man on a bed5:00
Blowjob5/17/24

Shemale gives a blowjob to a man on a bed

A man and a shemale are together in a bedroom. The shemale starts giving him a blowjob while he lies on the bed. They continue with hardcore sex in the room…

Watched
Ladyboy Jessica Ninfetinha's Stroking Sessions5:00
Asian5/17/24

Ladyboy Jessica Ninfetinha's Stroking Sessions

Shemale Jessica Ninfetinha wanks her dick in this exclusive shemale porn video. Watch as she strokes her hard shemale cock and brings herself to an intense o…

Watched
Asian Ladyboy's Tight Ass Banged to Perfection5:00
Anal5/17/24

Asian Ladyboy's Tight Ass Banged to Perfection

Watch now as a gorgeous Asian shemale takes control in the bedroom, unleashing her sexual prowess on her lucky partner. With a stunning body and a hunger for…

WatchedAsian
Ladyboy Pornstar Goes Wild with Huge Cocks5:00
Asian5/17/24

Ladyboy Pornstar Goes Wild with Huge Cocks

Busty shemale is the keyword here, and we have a hardcore sex video featuring a shemale getting fucked by big dicks. The shemale's busty body is on full disp…

Watched
Ladyboy Goddess Daniela Marks Fucks with Dildo5:00
Toys5/17/24

Ladyboy Goddess Daniela Marks Fucks with Dildo

Experience the ultimate pleasure with shemale Daniela Marks as she dominates the scene with her fake tits and dildo. This sex video will leave you breathless…

Watched
Sensual Ladyboy's Dirty Bedroom Romp5:00
Asian5/17/24

Sensual Ladyboy's Dirty Bedroom Romp

Satisfy your desires with our sensual shemale sex videos. Get ready for an intense experience as she takes control in the bedroom with her seductive moves. W…

Watched

From our partners

Ad
Ad
Ad
Ad
Ad
Ad

Related labels

All labels

Popular 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.