8:57Anal5/17/24
Ladyboy's Anal Debut with Horny Twink Revealed in XXX!
Bold and fearless, the shemale in this XXX video takes charge as she penetrates her twink partner with her incredible ass. With raw lust and intense passion…
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30Longest Ladyboy Sex Video - Page 4
2,597 videos8:57
8:57Anal5/17/24
Anal Sex with Ladyboy Pair ~ Aline Ganzarolli & Bianka Nascimento
Immerse yourself in the world of shemale sexuality with Aline Ganzarolli and Bianka Nascimento. Experience anal sex at its finest with these two stunning mod…
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35
8:57Cam5/17/24
Ladyboy Anal XXX Cam Porn - Exclusively at Our Site!
Shemales are a popular and sensual addition to any XXX cam porn collection. They offer an exclusive sensual experience that is unmatched by any other gender…
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8:57Blonde5/17/24
Naughty Ladyboy Takes It Raw in the Ass ~ Busty Blonde Tranny Gets Nailed Hard
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44
8:57Threesome5/17/24
Ladyboy Goddess Takes on Two Cocks in Wild Threesome
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36
8:56Anal5/17/24
Ladyboy's Anal Assault ~ Brutal Latin Sex
Shemale is a term for a transgender individual who was assigned male at birth but identifies as female. In this sex video, the shemale performer is getting t…
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29
8:56Asian5/17/24
Ladyboy Pornstar Serenading in Sensual Debauchery with Colossal Member
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8:56Blowjob5/17/24
Brunette shemale gives a blowjob to a blonde woman
A brunette shemale performs a blowjob on a blonde woman on a red floor. They are both naked during the scene.
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82
8:55Masturbation5/17/24
Ladyboy P temptations ~ Mom's Steamy Cock Jerk
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28
8:50Cam5/17/24
Ladyboy Temptation ~ Fake Tits and Cam Masturbation
Shemale is the term used to describe a transgender performer who was assigned male at birth but has since undergone surgery to have feminine features. In thi…
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44
8:50Solo5/17/24
Ladyboy Solo Scene ~ Fake-Tit Fantasy Fulfilled
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24
8:09Cam5/17/24
Ladyboy Slut Jizzes Out in Crazy Cam Show!
Shemale has become a popular search term for those looking for transgender performers, and this video delivers. Watch as our shemale performer jerks off like…
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35
8:02Blonde5/17/24
Blonde woman with big tits gets kissed by a man on a bed
A blonde woman lies on a bed wearing leopard print panties. A man leans over her and kisses her neck. She has large breasts and visible tattoos on her torso…
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86
8:01Blonde5/17/24
Blonde woman and brunette friend touch breasts on a bed
Two women are relaxing on a white bed. The brunette woman leans over the blonde woman. They both touch each other's breasts while lying down. The scene stays…
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8:01Blonde5/17/24
Blonde woman and man kiss on a white bed
A blonde woman and a man are on a white bed in a bright room. They start by kissing each other closely. The man holds her while they stay on the mattress. Th…
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99
8:01Blowjob5/17/24
Blonde woman gives a blowjob to a big titted shemale
A blonde woman kneels on the floor in a room with pink trees. She performs a blowjob on a black haired shemale. The shemale stands while the woman looks up…
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82
8:01Blonde5/17/24
Interracial sex with a blonde woman with big tits
A blonde woman with tattoos is bent over in a room. An interracial man performs sex on her. She wears black boots while they move together. The man finishes…
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157
8:00Busty5/17/24
Ladyboy Pornstars ~ Busty Dolls in Bed Pleasure
Shemale is a term used to describe a person who identifies as female but possesses male genitalia. In this sex video, viewers will be treated to an intimate…
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49
8:00Asian5/17/24
Ladyboy Siren Seduces Flappy-Eared Virgin in Wet's Wildest scenes ever!
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59
8:00Anal5/17/24
Ladyboy Nyobi's Hot Bald Asshole Fuck!
Nyobi, a stunning shemale, seduces her bald partner with erotic moves and passionate lips-to-lips action. The chemistry between them is palpable as they enga…
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24
8:00Threesome5/17/24
Ladyboy and Handsome Bf Share Camile in a Crazy Foursome
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23
8:00Asian5/17/24
Ladyboy Voluptuous Marcella Sanches Blows Yago Ribeiro's Dick
Yago Ribeiro getting sucked by shemale Marcella Sanches in steamy sex video
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8:00Hardcore5/17/24
Sensual Ladyboy Sabrina Fucks with BF and Girlfriend Juliana!
8:00 · 24 views · HD
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8:00Blowjob5/17/24
Ladyboy Labelly's Anal and Dick Sucking Debauchery
Watch shemale porn star Labelly as she receives a passionate blowjob from her partners, showcasing her impressive dick and anal skills. Enjoy this exhilarati…
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8:00Asian5/17/24
Milena Vendramine's Wild Ladyboy Romp with Yago Ribeiro
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24
8:00Anal5/17/24
Ladyboy's Anal Pleasure - Unleashing the Inner Pleasure
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23
8:00Asian5/17/24
Ladyboy Goddess Gyslene and Her Male Lover, Mel, in the Steamiest Sex Scene Yet!!
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26
8:00Hardcore5/17/24
Sweet Ladyboy Alessandra fucks bald dude
Sweet shemale Alessandra indulges in a passionate encounter with a bald stud, showcasing her irresistible curves and unbridled passion. Watch as they engage…
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27
8:00Anal5/17/24
Ladyboy Isabelly's Anal Pleasure with Girlfriend
Shemale Isabelly takes control in this steamy anal sex video. She expertly pleasures her friend with her strap-on, making them both moan with pleasure. This…
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26
8:00Blowjob5/17/24
Ladyboy Goddess Lady Gemanotta Gets Her Cock Sucked
Watch as Lady Gemanotta, the glamorous shemale, receives oral pleasure from Vini. This steamy sex video is not to be missed! Hot and horny shemales are the u…
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31
8:00Blowjob5/17/24
Ladyboy Pornstar Iris and Monica Share Dick Sucking Pleasure
Satisfy your cravings for shemale porn with Iris and Monica as they engage in a steamy session of cock sucking and sharing. Experience the ultimate pleasure…
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8:00Hardcore5/17/24
Ladyboy's Twin Fucking ~ Two Poles, One Hot Night
Shemale is a term used to describe a transgender woman who has not yet undergone sexual reassignment surgery. In this video, our shemale performer is seen ge…
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8:00Asian5/17/24
Kirsten, the Perverted Ladyboy's Hot Lesbian Sex with Her Slutty Friend
Kirsten, the seductive shemale, takes control as she plunges into her slutty friend in this steamy sex video. Experience the ultimate in transgender pleasure…
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27
8:00Threesome5/17/24
Ladyboy Threesome ~ Alessandra, Alexia, and Blowjob
Alessandra and Alexia engage in an intense lesbian sex session, with Alessandra pounding Alexia's pussy while Alexia eagerly sucks Alessandra's dick. Watch t…
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8:00Hardcore5/17/24
Adriele and Patricia with Ladyboy Partners in Wild Fucking Fun
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26
8:00Anal5/17/24
Ladyboy Karen's Anal Pleasure ~ Taking it Wide and Deep
Shemale Karen, known for her wide anal hole, is being banged in a thrilling sex video that will leave you breathless. This erotic masterpiece showcases Karen…
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26
8:00Asian5/17/24
Ladyboy Duo's Kinky Adventures ~ Anna and Duda's Perverted Pleasures
Anna and Duda, the hottest shemale couple, take you on a wild ride of sexual experimentation. Watch as they explore each other's bodies and push boundaries i…
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29
8:00Asian5/17/24
Horny Sabrina Takes It Deep from Ladyboy Marcela's Dick
Shemale Marcela Dominates Sabrina in Steamy Sex Video - Watch as shemale porn star Marcela takes charge with her impressive dick, penetrating horny Sabrina i…
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34
8:00Asian5/17/24
Ladyboy Starlet Foxxy's Scandalous Three-way Sexcapade Revealed!
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32
8:00Threesome5/17/24
Ladyboy Threesome ~ Emanueli, Samara, and Aphrodite
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8:00Femdom5/17/24
Ladyboy Vivi Dantas Dominates Yago Ribeiro in Wild Sexual Romp
Relish in the pleasure of a shemale sex video featuring the stunning Shemale Vivi Dantas as she takes on Yago Ribeiro. Experience the ultimate in transgender…
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27
8:00Hardcore5/17/24
Ladyboy Pair ~ Hilda and Tati's Hardcore Fucking
Shemale Hilda and Tati engage in taboo sex, fucking with unbridled passion. No boundaries are left unexplored as they take each other to new heights of pleas…
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31
8:00Asian5/17/24
Ladyboy Duo ~ Amyiaa Starr and Vanessa's Erotic Adventure
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35
8:00Threesome5/17/24
Ladyboy Jezebelle's Threesome with Layla and Boyfriend on Camera
Shemale Jezebelle stars in this steamy video with Layla and her lucky guy. The trio engages in passionate play, with Jezebelle's striking feminine curves and…
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8:00Threesome5/17/24
Ladyboy Barbie's Threesome with Kely and her bf
Shemale Barbie is a stunning transsexual performer who takes center stage in this steamy sex video with Kely and her lucky boyfriend. Get ready for some inte…
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31
8:00Hardcore5/17/24
Johanna, the Sexy Ladyboy, Blows and Fucks with Passion!
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8:00Busty5/17/24
Ladyboy Goddess Leona Andrev Gets Cum Drenched on Her Perfect Tits
Shemale porn star Leona Andrev seduces and teases her fans with her stunning feminine curves and intense sexual energy. In this explicit video, she takes con…
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27
8:00Latina5/17/24
Ladyboy Claudia and Latina Lana's Torrid Encounter
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39
8:00Hardcore5/17/24
Fabulous Ladyboy Fucks Hot Gaby in Tight Snatch
Shemale is a term used to describe a transgender individual with male genitalia who identifies as female. In this sex video, we see two shemales engaging in…
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32
8:00Blowjob5/17/24
Ladyboy Stunner Juliana Mel Sucks Cock to Completion
Watch Juliana Mel, the hottest shemale in action! This steamy video features Juliana sucking a hard, horny dick to perfection. Get ready for the ultimate ple…
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36
8:00Asian5/17/24
Ladyboy Goddess Agattha Gobbling Yago Ribeiro's Cock
Thirst quenched! Shemale pornstar Agattha devours Yago Ribeiro's enormous cock in this jaw-dropping sex video. Hot shemale action with incredible deepthroat…
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34
8:00Asian5/17/24
Black Ladyboy Pornstar's Guide to White Cock Pleasure
Watch this ebony babe in white porn as she shows off her skills with shemale sex. With her curves and expert techniques, she'll leave you breathless. This vi…
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35
8:00Asian5/17/24
Ladyboy Pounded Hard ~ A Must-Watch Adult Video
Relish in the pleasure of watching a hardcore shemale take control in this intense sex video. The shemale's forceful banging will leave you breathless and wa…
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30
8:00Hardcore5/17/24
Ladyboy Sensation ~ Hardcore Fucking with Veronica and Brother
Discover the ultimate pleasure with our hardcore shemale porn videos. Feast your eyes on the stunning Veronica as she takes on her strong and rugged brother…
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29
8:00Thai5/17/24
Ladyboy Goddess Anita Takes Redhead Thais to Heaven
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33
8:00Hardcore5/17/24
Ladyboy Laisa's BFF Thays Fucking with Her BF
Shemale Laisa, with her mesmerizing curves, and babe Thays, with her sultry moves, are heating up the screens in this steamy video. Get ready to witness a wi…
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34
8:00Threesome5/17/24
Desire and Kimber James' Hot Threesome with Shared BF Ladyboy
Desire and Kimber James reveal their passionate relationship with their shared male lover, showcasing their wild and intense sex life. Watch as they explore…
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32
8:00Asian5/17/24
Caught in the Act ~ Ladyboy Yago Ribeiro with Camila Almeida
Experience the ultimate pleasure with Camila Almeida as she takes on shemale Yago Ribeiro in this sexually charged encounter. Explore the world of shemale se…
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39
8:00Cumshot5/17/24
Ladyboy Wanessa Gives Milly a Face Full of Cum
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35
8:00Blowjob5/17/24
Ladyboy Boss Gets Sucked off by Two Hot Brunettes
Two gorgeous brunettes are taking turns pleasuring their hot boss with a massive dick, drenching his cock with their saliva. The shemale is moaning with plea…
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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.