Skip to content
ladyboyshemale

Longest Ladyboy Sex Video - Page 37

2,967 videos
Ladyboy Gangbang ~ Black Cock Worship5:00
Gangbang5/17/24

Ladyboy Gangbang ~ Black Cock Worship

Discover the intense pleasure of shemales as they perform unforgettable sex acts with their partners. Watch as these stunning individuals take control and sh…

Watched
Ladyboy Threesome ~ Two Guys Can't Get Enough5:00
Threesome5/17/24

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
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's Blissful BDSM with Blonde Babe5:00
Blonde5/17/24

Ladyboy's Blissful BDSM with Blonde Babe

Shemale is a keyword that might be related to male-to-female transgender individuals who are sexually active and often sought after by people with particular…

Watched
Ladyboy Divas ~ Blonde vs5:00
Blonde5/17/24

Ladyboy Divas ~ Blonde vs

Watch the irresistible shemale blonde with curves and muscles that will blow your mind as she gets down with a muscular black dick. The perfect combination o…

Watched
Ladyboy Jessica's Hot Redhead Romp with BF5:00
Asian5/17/24

Ladyboy Jessica's Hot Redhead Romp with BF

Get ready to witness the ultimate shemale porn experience! In this sex video, Jessica, a gorgeous redhead shemale, is seen getting it on with her lucky bf. P…

Watched
Dark-haired Ladyboy Shayene gets a blowjob5:00
Blowjob5/17/24

Dark-haired Ladyboy Shayene gets a blowjob

Watch the stunning shemale Shayene as she receives a steamy blowjob in this exclusive sex video. With her dark hair and tantalizing curves, Shayene is sure t…

Watched
Tanned Ladyboy Gets Ass Fucked on the Bed5:00
Anal5/17/24

Tanned Ladyboy Gets Ass Fucked on the Bed

Relish in the sight of a tanned shemale taking it all in, as she gets her ass fucked on the bed. Experience the perfect blend of sensual pleasures and raw se…

Watched
Ladyboy's Wild Ride with a Beefy Stud5:00
Riding5/17/24

Ladyboy's Wild Ride with a Beefy Stud

Shemale sex video ~ Shemale is getting banged by a muscular guy. Watch this hot shemale sex video as she gets penetrated by the well-endowed male. The shemal…

Watched
Ladyboy Camille's Face Fucked to Perfection5:00
Hardcore5/17/24

Ladyboy Camille's Face Fucked to Perfection

Experience the ultimate sexual experience with our shemale star, Camillle. Watch as she takes on multiple partners and gets fucked in her face in this wild a…

Watched
Toned Ladyboy Gives Steamy Balls Deep Banging5:00
Asian5/17/24

Toned Ladyboy Gives Steamy Balls Deep Banging

Satisfy your cravings with our tanned shemale, who knows how to treat your hard dick right. Experience the ultimate pleasure and let yourself be swept away b…

Watched
Juicy Ladyboy Ass Fucked Raw in Anal Fun5:00
Anal5/17/24

Juicy Ladyboy Ass Fucked Raw in Anal Fun

Shemale is a term that is often associated with beautiful females who possess both male and female genitalia. In this sex video, we witness a stunning shemal…

Watched
Slim Ladyboy Sarah satisfies with a blowjob5:00
Blowjob5/17/24

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
Ladyboy Sandy's Fierce Facial Fucking5:00
Hardcore5/17/24

Ladyboy Sandy's Fierce Facial Fucking

Shemale Sandy is the ultimate seductress, captivating viewers with her mesmerizing beauty and on-screen charisma. In this exclusive sex video, she takes on m…

Watched
Ladyboy Flavia Lins' Hard Dick vs5:00
Asian5/17/24

Ladyboy Flavia Lins' Hard Dick vs

Get ready for a steamy sex video featuring the stunning shemale Flavia Lins. With her fake tits and hard dick, you won't be able to take your eyes off the sc…

Watched
Skinny Ladyboy's Big Fucking Ass Gets Nailed5:00
Anal5/17/24

Skinny Ladyboy's Big Fucking Ass Gets Nailed

Welcome to the world of shemale porn. Watch as this skinny shemale with a big fucking ass takes on a huge cock and gets fucked hard. Experience the thrill of…

Watched
Ladyboy Allanis' Doggy Style Domination5:00
Femdom5/17/24

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
Brunette Ladyboy's Rough Ramming Session5:00
Asian5/17/24

Brunette Ladyboy's Rough Ramming Session

Brunette shemale with short hair gets rammed ~ Hold on to your seats for an intense and unforgettable sexual experience like no other. Our gorgeous shemale s…

Watched
Ladyboy in Fishnet Stockings Gets Anal Pleasure5:00
Stockings5/17/24

Ladyboy in Fishnet Stockings Gets Anal Pleasure

Watch as a stunning blonde shemale flaunts her curves in fishnet stockings while engaging in steamy anal play. This NSFW video is not for the faint of heart…

WatchedAnal
Ladyboy Goddess with Dick and Fresh gay5:00
Asian5/17/24

Ladyboy Goddess with Dick and Fresh gay

Satisfy your thirst for shemale pleasure with our alluring brunette with a dick. Experience the ultimate in gay sex as she satisfies your every desire. Don't…

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.