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Longest Ladyboy Sex Video - Page 49

2,964 videos
Busty Ebony Ladyboy Dominates Young Buddy2:43
Femdom5/17/24

Busty Ebony Ladyboy Dominates Young Buddy

Discover the ultimate pleasure with an ebony shemale who knows how to treat you right. Get lost in the moment as she satisfies your every desire with her big…

WatchedBusty
Ladyboy Dominatrix Fucks Him Hard from Behind2:29
Femdom5/17/24

Ladyboy Dominatrix Fucks Him Hard from Behind

Dominant shemale fucking from behind - Watch a shemale DOM take control and fuck him from behind. This steamy video is not for the faint-hearted. Witness the…

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Ladyboy Gets a Hard Cock in Her Tight Ass2:29
Anal5/17/24

Ladyboy Gets a Hard Cock in Her Tight Ass

Shemale takes control in this sizzling hot video as she confidently receives her partner's cock in her tight ass. With every thrust, she moans with pleasure…

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Ladyboy with Fake Titties Gets Anal Creampie2:28
Anal5/17/24

Ladyboy with Fake Titties Gets Anal Creampie

Watch the ultimate shemale porn video featuring a big ass tranny with fake titties. Experience the ultimate transgender porn fantasy that will leave you brea…

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Ladyboy Pornstar with Piercings Wants to Fuck2:24
Hardcore5/17/24

Ladyboy Pornstar with Piercings Wants to Fuck

Discover the ultimate pleasure with a beautiful shemale with piercings, as she introduces you to a world of sexual ecstasy unlike any other. Experience an un…

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Ladyboy Teases Us in a Thong! MUST WATCH!2:24
Asian5/17/24

Ladyboy Teases Us in a Thong! MUST WATCH!

Watch a shemale teasing you with her curves in a skimpy thong. Experience the thrill of her alluring smile and well-toned body. Don't miss the chance to see…

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Ladyboy Goddess Teases in Luxurious Lingerie2:23
Lingerie5/17/24

Ladyboy Goddess Teases in Luxurious Lingerie

Shemale sex video - classy blonde shemale teases in expensive sexy lingerie. Watch as she tantalizes with her alluring curves and seductive moves. Don't miss…

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Ladyboy Goddess Larissa's Naughty striptease2:22
Asian5/17/24

Ladyboy Goddess Larissa's Naughty striptease

Experience the ultimate pleasure with dreamy Larissa, a shemale with captivating beauty and seductive charm. Watch in awe as she slowly removes her clothes a…

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Ladyboy Pornstar Masturbates Outdoors - Test052:21
Outdoor5/17/24

Ladyboy Pornstar Masturbates Outdoors - Test05

Discover the mesmerizing beauty of shemale pornstar masturbating outdoors in this stunning video. Let yourself be captivated by her sensual touch as she full…

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Ladyboy Dressed in White Fucks Hungry Fucker2:10
Big Cock5/17/24

Ladyboy Dressed in White Fucks Hungry Fucker

Satisfy your cravings with a seductive shemale in a white dress. Explore the world of transexual pleasures and discover a new level of sexual satisfaction. E…

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Tiny Tits Meet Massive Cock in Ladyboy Porn!2:09
Busty5/17/24

Tiny Tits Meet Massive Cock in Ladyboy Porn!

Full of sexual energy, this petite shemale with small titties and a massive cock will leave you breathless with her erotic skills. Get ready to explore the w…

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Ladyboy's Sexy Outdoor Tease with Big Tits2:07
Outdoor5/17/24

Ladyboy's Sexy Outdoor Tease with Big Tits

Tranny is a derogatory term and we do not condone its use. However, if you are looking for a sex video featuring a shemale with big tits, we have the perfect…

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Ladyboy Blowjob ~ Blonde Babe Gives the Best!2:00
Blowjob5/17/24

Ladyboy Blowjob ~ Blonde Babe Gives the Best!

Blonde tranny is a must-watch video for all fans of shemale porn. This incredible video features a stunning blonde shemale who will take your breath away wit…

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Confident Ladyboy Dominates from Behind2:00
Femdom5/17/24

Confident Ladyboy Dominates from Behind

Watch this shemale dominate her partner with confident thrusts from behind in a passionate sex video that will leave you breathless. Don't miss out on this s…

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Ladyboy with Curly Locks ~ Unleashed Passion2:00
Asian5/17/24

Ladyboy with Curly Locks ~ Unleashed Passion

Curly blonde-haired transsexual takes center stage in this steamy video. She showcases her stunning curves and captivates the audience with her sensual movem…

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Ladyboy's Perky Tits Blow Away Top2:00
Busty5/17/24

Ladyboy's Perky Tits Blow Away Top

Experience the ultimate pleasure with a shemale with perky tits in this sizzling sex video. Get blown away by her feminine touch and chiseled body as she tak…

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Ladyboy Goddess Gets Rough Anal From Lover2:00
Anal5/17/24

Ladyboy Goddess Gets Rough Anal From Lover

Curly blonde shemale – Watch the best transsexual porn video with a hot shemale from CrossdresserDating.com. She likes to get fucked hard in doggystyle anal…

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Ladyboy Dominates Man in Rough tard2:00
Femdom5/17/24

Ladyboy Dominates Man in Rough tard

Relish in the raw passion of a man taking on a shemale lover, as he receives pleasure from behind in this explosive sex video. The shemale's curves and stren…

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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.