5:00Blowjob5/17/24
Ladyboy's Succulent Sucking Session
Spicy shemale gets her dick sucked – watch her even more impressive performance in this exclusive sex video. Experience the ultimate pleasure of a shemale' a…
Watched
27Longest Ladyboy Sex Video - Page 28
2,597 videos5:00
5:00Lingerie5/17/24
Ladyboy Pornstar in Lace Lingerie Goes Interracial with Guy
Get ready for the ultimate shemale experience! Our blonde tranny is wearing sexy lingerie and ready to take on any guy. Watch as she has mind-blowing interra…
Watched
26
5:00Anal5/17/24
Ladyboy Goddess MarcinhaPrado Takes It Up The Ass!
Satisfy your deepest desires with the ultimate shemale experience! In this exclusive video, MarcinhaPrado takes it to the extreme as she's impaled in her tig…
Watched
27
5:00Busty5/17/24
Ladyboy's Fake Tits Get Rammed in Every Position!
Watch a shemale with fake tits getting rammed in different positions. Experience the ultimate pleasure of watching a shemale with a body of a woman and a coc…
Watched
27
5:00Cumshot5/17/24
Tattooed Ladyboy Swallows Sperm While Taking a Cumshot
Satisfy your deepest desires with a gorgeous tattooed shemale. Experience the ultimate pleasure as they swallow your semen. Don't miss out on this incredible…
Watched
27
5:00Anal5/17/24
Dinise, the Slender Ladyboy's Anal Sex
Anal sex with slender shemale Dinise - Explore the world of shemale erotica and enjoy the stunning beauty of Dinise as she takes on her partner in a sensual…
Watched
25
5:00Hardcore5/17/24
Ladyboy's Hardcore Fuck with Tanned Gay Bae
Watch the newest shemale porn video where a hardcore tanned gay is being fucked by a beautiful shemale. This steamy sex scene is not to be missed!
Watched
30
5:00Asian5/17/24
Ladyboy Tranny Gets Paid for Cock Worship
Watch our hot Shemale Tranny whore gets paid to take cock. She is eager to please and ready to take your load. Make sure not to miss the hot action and exclu…
Watched
31
5:00Anal5/17/24
Ladyboy Goddess Adriela's Anal Pleasure
Pretty shemale Adriela getting fucked in her anal by a hung stud. Watch as she moans in pleasure and takes it all in. Shemale ass worship at its finest, don'…
Watched
29
5:00Gangbang5/17/24
Latina Ladyboy Gangbang with Explosive Facials
Venture into the world of shemale pleasure with our Latina shemale gangbang video. Watch as these beautiful, curvesome shemale performers take on multiple pa…
Watched
35
5:00Stockings5/17/24
Ladyboy Latina's White Stocking Butt Fucking Session
Watch as a stunning Shemale Latina in white stockings gets absolute pleasure from having her butt fucked. Experience every moment of this steamy sex video, a…
Watched
29
5:00Threesome5/17/24
She-Male Takes Control in Steamy Threesome
Watch as a sexy shemale leads a couple into a steamy threesome sex session. Experience the passion and heat as they explore each other's bodies in new and ex…
Watched
37
5:00Gangbang5/17/24
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
26
5:00Threesome5/17/24
Stunning Ladyboy Threesome ~ Two Hot Ladyboys Take On One Lucky Guy!
Shemale sex videos are always a treat to watch, and this one is no exception. A stunning shemale takes on another one in a wild fuck fest that will leave you…
Watched
28
5:00Blowjob5/17/24
Ladyboy Siren ~ Blowjob & Fucking Roughness with Curves
Curvy shemale blowjob and fuck video - Get ready for a full-bodied shemale experience like no other! Expect nothing but the hottest and most mouth-watering s…
Watched
30
5:00Anal5/17/24
Ladyboy Goddess Reigns with Big Ass Lay
Shemale is a term used for a transgender woman with male genitalia who often exhibits feminine characteristics. In this explicit sex video, we see a shemale…
Watched
29
5:00Blowjob5/17/24
Ladyboy Delight ~ Gay Bottom Gives Hot Blowjob!
Shemale is a term for a transgender individual with male genitalia. In this sex video, a hardcore gay man gives a blowjob to a shemale who has a penis. The v…
Watched
27
5:00Asian5/17/24
Ladyboy Goddess Adryela Vendramine Unveils Her Huge Cock!
Experience the alluring beauty of Adryela Vendramine as she flaunts her impressive dick in this exclusive shemale sex video. Watch as this gorgeous lady take…
Watched
28
5:00Blowjob5/17/24
Ladyboy's Anal Pleasure with Hardcore Cock Sucking
Discover a steamy anal scene with a lustful shemale who knows how to please her partner with her impressive oral skills. The hardcore cock-sucking action wil…
WatchedAnal
30
5:00Blowjob5/17/24
Ladyboy Dominates with Hardcore Blowjob ~ Exclusive Sex Video
Watch the steamy scene of a hardcore gay taking on a shemale with expert oral skills. The passionate encounter is sure to arouse your desires.
Watched
29
5:00Blowjob5/17/24
Hungry for Cock ~ Amateur Gay Sucks Ladyboy's Dick
Gay amateur footage, featuring a shemale with a stimulating dick. Exclusive content that you don't want to miss!
WatchedAmateur
28
5:00Asian5/17/24
Sensual Ladyboy Nicole Dives Into Cock Worship with Tattooed Body
Nicole, a tattooed shemale, loves to feel cock in her mouth. Are you ready for a hot and steamy encounter with this sexy babe? Get ready for the ultimate exp…
Watched
26
5:00Anal5/17/24
Ladyboy Fisting and Cock Fucking, Tight Asshole Action!
Shemale fisting and cock fucking porn video, featuring a hot shemale with a perky ass and tight pussy eager to satisfy your desires. Watch as the shemale tak…
Watched
29
5:00Cumshot5/17/24
Exploding Cum on Ladyboy Titties ~ A Latin Fever Dream
Come watch the hottest shemale Latina as she spreads her luscious titties and takes on a massive load of cum! This must-see video will leave you breathless a…
Watched
28
5:00Threesome5/17/24
Ladyboys Sucking Dicks on Sofa ~ Jaw-Dropping Threesome Action
Get ready to witness two stunning shemales as they explore each other's bodies while sucking on hot dicks. Watch them use their talented tongues to give maxi…
Watched
27
5:00Anal5/17/24
Black Ladyboy's Anal Pleasure with Hard Dick
Outrageous XXX video featuring a stunning black shemale taking it deep from a hard dick. Watch her moan with pleasure as she gets anally fucked, leaving you…
Watched
33
5:00Anal5/17/24
Ladyboy Pigtails Ass Fucked ~ Teen Tranny in Rough Sex Act
Watch as a teenage tranny with long, beautiful pigtails gets her ass fucked in the most incredible way! This shemale knows how to take it like a pro, with ev…
Watched
30
5:00Toys5/17/24
Ladyboy's Meaty Stick ~ Black Guys' Favorite Fuck Toy
Stunning shemale delivers mind-blowing sexual experience to lucky guy - In this must-see sex video, a hung black stud is seen pleasuring a beautiful shemale…
Watched
27
5:00Anal5/17/24
Slutty Ladyboy Fuck ~ Tight Asshole Action
Experience the ultimate pleasure with a gorgeous shemale as she invites you to explore her tight asshole. Get lost in the wild delight of this slutty shemale…
Watched
27
5:00Threesome5/17/24
Ladyboy MFF Threesome ~ Alana, Fabricia, and Him
Shemale porn stars Alana and Fabricia take turns banging a lucky man in this steamy sex video. Their feminine curves and hard cocks will leave you breathless…
Watched
27
5:00Anal5/17/24
Adriana Rodrigues' Anal Adventure with Ladyboy Playmate
Adriana Rodrigues, the stunning shemale, is a sight to behold in this anal games video. Watch as she takes on all comers with her incredible skills and lusci…
Watched
28
5:00Anal5/17/24
Ladyboy Jenny Drilled in Tight Asian Ass - XXX Video
Shemale porn videos are the ultimate fantasy for many fans of transgender adult entertainment. In this video, Jennifer, a stunning shemale performer, is bein…
WatchedAsian
28
5:00Anal5/17/24
Ladyboy anal whore enjoys cute tranny teen
Shemale is a term for an individual who was assigned male at birth but identifies as female. In this video, we have a super cute shemale teen who loves to ge…
Watched
27
5:00Blonde5/17/24
Sensual Ladyboy Suits Small Cock ~ Blonde Shim Gets Pleasured
Blonde shemale gets her small cock sucked ~ Explore the world of shemale pleasure. Experience the thrill of a blonde shim receiving oral pleasure on camera…
Watched
28
5:00Asian5/17/24
Ladyboy pays it forward with gorgeous manhood
Watch the amazing shemale, Tranny, as she takes control and dominates her man in a wild sex session. With her incredible curves and hard assets, Tranny will…
Watched
36
5:00Blowjob5/17/24
Ladyboy Trio Heats Up with Double Blowjob and Anal
Watch as two gorgeous shemale Latinas and a straight guy blow their cocks and indulge in hot anal action. This sex video is not for the faint of heart, but i…
WatchedAnal
28
5:00Asian5/17/24
Ladyboy's Double Penetration ~ Two Men Loving Her Deep
Two male performers penetrate a beautiful shemale in an erotic display of pleasure and desire. The shemale, with her feminine curves and male genitalia, is a…
Watched
28
5:00Anal5/17/24
Anal-Addicted Ladyboy Takes on Retro Scene in Hardcore Debauchery
Retro is not a commonly used term in the SEO world, so it may not be the best choice for this description. However, the keyword shemale is a very specific te…
Watched
28
5:00Anal5/17/24
Ladyboy Anal Slut Wants Fisting - Extreme Porn Video
Satisfy your desires with our sexy shemale anal sluts. Experience the pleasure of fisting and explore the world of transsexual erotica. Let our shemales brin…
Watched
28
5:00Anal5/17/24
Ladyboy with Huge Dick Takes on Anally
Watch now as a stunning shemale with a massive cock takes it deep inside her tight asshole. Let yourself be mesmerized by the sight of this incredible she-ma…
Watched
32
5:00Femdom5/17/24
Ladyboy Dominates Couple in Wild Group Sex Session
With an intense craving for the tranny lifestyle, this video features a shemale taking control and dominating the scene. Watch as a guy cums on her tits, whi…
WatchedCouple
31
5:00Busty5/17/24
Brunette Shim with Fake Tits Assfucked ~ Ladyboy sex at its best!
Discover the ultimate pleasure of shemale sex videos with our stunning brunette shim with fake tits getting butt fucked. Watch as she takes on multiple partn…
Watched
28
5:00Anal5/17/24
Ladyboy's Hardcore Asshole Fuck ~ A must-watch Explosive Video
Shemale video description - Forbidden pleasures of shemale sex. Step into the world of taboo and explore the ultimate pleasure of shemale porn. Witness the i…
Watched
28
5:00Anal5/17/24
Ladyboy's Perky Boobs & Tranny Anal Fuck ~ A XXXsensational Experience
Delve into the world of shemale porn and explore the ultimate pleasure. Watch as our stunning shemale performers take on all comers with their perfectly perk…
Watched
28
5:00Femdom5/17/24
Ladyboy Dominates White Ass with Massive Cock
Welcome to the ultimate shemale experience! This video features a gorgeous black transexual with a massive cock penetrating a willing white male's tight ass…
Watched
28
5:00Threesome5/17/24
Blonde Ladyboy's Threesome with Hot Girlfriend ~ Cock Sharing in Bedroom
Blonde shemale and girl share a cock in the bedroom - watch as these two beautiful women indulge in a hot threesome with a lucky guy. The shemale's strap on…
Watched
26
5:00Threesome5/17/24
Ladyboys get him off in steamy threesome fun
Shemale is a term commonly used to describe a transgender individual who was assigned male at birth but identifies as female. In this sex video, you will dis…
Watched
32
5:00Anal5/17/24
Ladyboy Goddess Bianca Takes It Deep in Her Tight Ass
Watch as Ladyboy Bianca, the stunning shemale with a body to die for, gets drilled in her ass in this exclusive sex video. Experience the ultimate in shemale…
Watched
29
5:00Asian5/17/24
Ladyboy Daniela Marks Brings Double Pleasure
Shemale Daniela Marks takes on two guys in this steamy sex video. Watch as she dominates both men with her impressive curves and impressive skills. Don't mis…
Watched
28
5:00Blonde5/17/24
Blonde Ladyboy's Anal Impaling ~ Ass fetish at its best!
Experience the thrill of blonde shemale porn like never before! Watch as she impales a juicy assshole for your ultimate pleasure. Our shemale videos are sure…
WatchedAnal
26
5:00Anal5/17/24
Tanned Ladyboy's Anal Pleasure ~ Exploring Deep Throat Fucking
Tanned shemale getting pounded in her anal cavity - Watch now!
Watched
30
5:00Ebony5/17/24
Ebony Goddess Gives White Stallion a Rough Ride
Stunning black shemale fulfilling her desire with a white-hot partner. The sex video is a must-watch for all the fans of intense interracial action.
Watched
27
5:00Anal5/17/24
Ladyboy's Anal Pleasure Capped with Money Shot
Shemale video ~ A XXX video featuring a shemale who receives a money shot after getting her ass fucked. This NSFW video is not for the faint of heart and is…
Watched
29
5:00Ebony5/17/24
Busty Ebony Ladyboy Pounds a Lucky Guy's Hole
Busty ebony shemale takes on male partner in steamy sex video.
WatchedBusty
28
5:00Femdom5/17/24
Ladyboy Goddess with Massive Tits and Black Bull Dominate Each Other
Tops shemales off with big breasts in threesome with black guy – must-see XXX video!
Watched
36
5:00Threesome5/17/24
Ladyboy's Hardcore Threesome with Muscular Boyfriend
Shemale video ~ Shemale fucking with muscular boyfriend - Get ready for some hot shemale action. Watch as our shemale performer gets down and dirty with her…
Watched
28
5:00
5:00Asian5/17/24
Throbbing Ladyboy Cock Drives Mature Redhead Wild!
Get ready for an intense experience that will leave you breathless! Mature redhead watches while this blonde shim gets laid, in this sex video that will sati…
Watched
26
5:00Threesome5/17/24
Isabelly Ferraz and Alessandra Marques in a threesome
Isabelly Ferraz and Alessandra Marques are in a room with a fireplace. The two women are naked on a black mat. A man stands next to them while they pose toge…
Watched
52
5:00Outdoor5/17/24
Masturbating Ladyboy with Large Shaft Outdoors ~ Michelly Araujo's Solo Session
Watch as shemale Michelly Araujo gets wild and outdoor with her massive shaft. She knows how to have a good time and pleasure herself in new ways. Don't miss…
WatchedSolo
34From 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.