9:00Cam5/17/24
Ladyboy Gets Hard Anal Pounding for Intensely Rough Webcam Shows
Thin shemale gets it in the ass for harsh cam rounds - Watch now! - Forbidden sexy time with a hot shemale
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27Longest Ladyboy Sex Video - Page 9
2,964 videos9:00
9:00Anal5/17/24
Ladyboy Goddess' Anal Ultimatum ~ An Erotic Journey
Shemale is not a recognized gender identity, and using it in a derogatory manner can be hurtful to many individuals. However, if you are looking for a sex vi…
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35
9:00Asian5/17/24
Ladyboy Stroking Her Hard Dick in Bedroom
Discover the ultimate pleasure with the hottest shemale solo action! Watch as this blonde beauty wanks her hard dick in the bedroom for your ultimate viewing…
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34
9:00Cam5/17/24
Ladyboy Webcam Trio ~ Nude Ladyboys Share Dick Flawlessly
Nude shemales share dick in flawless webcam trio - This mouth-watering video will be the ultimate treat for all fans of shemales. Get ready to witness three…
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33
9:00Threesome5/17/24
Ladyboy Emanuela's Perverted Cocksuckers ~ A Taboo Threesome
Shemale Emanuela Exposes Her Male Side While Getting Pleasured by Cocksuckers
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37
9:00Busty5/17/24
Shameless Ladyboy Shows It All in the Bath ~ Fake Tits and All!
Watch as a fake-tit shemale exposes her naked body in the bath. This steamy scene is not to be missed! Keyword ~ shemale, faketits, bath, naked, exposed, porn.
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9:00Threesome5/17/24
Pulsing Rods and Throbbing Holes ~ A Ladyboy Threesome Fantasy
Discover the ultimate shemale pleasure with an unforgettable threesome experience. Witness the irresistible charm of a sexy shemale as she indulges in passio…
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9:00Cam5/17/24
Ladyboy's Full Passion Pleasure on Man's Cock in Dirty Cam Sex Tryout
Satisfy your cravings with a shemale babe who knows how to make your cock throb with pleasure! Experience a dirty cam sex tryout like no other, as this trann…
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9:00Femdom5/17/24
Dominant Ladyboys Double Penetrate Man for Dirty Pleasures
Dominant shemales take control in a steamy threesome as they share a man's ass for the dirtiest of pleasures. Experience the ultimate in shemale domination a…
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9:00Asian5/17/24
Man and woman kiss on the couch
A man and a woman sit together on a white couch. He wears a red shirt and she wears a green tank top. They lean in to kiss each other deeply. The couple stay…
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127
9:00Asian5/17/24
Naked brunette and woman in black robe on a sofa
Two women are in a room near a sofa. A naked brunette woman stands while the other woman wears a sheer black robe. The woman in the robe reaches out to touch…
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67
9:00Masturbation5/17/24
Asian shemale in pantyhose masturbates on a couch
A woman sits alone on a white couch in a room. She wears a tan tank top and a short grey skirt. She spreads her legs to show her patterned pantyhose. She use…
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133
8:59Anal5/17/24
Ladyboy's Wildest Side Revealed ~ Dick in Her Ass
Discover the ultimate shemale experience in this explicit video as our starlet reveals her wildest side. Watch as she takes on the biggest dicks and gets her…
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8:59Anal5/17/24
Ladyboy Slammed by Beastly Bondage ~ Passionate Anal Adventure Revealed!
Shemale or transexual woman, brings intense pleasure to her sexual partner with rough anal sex. Experience the wild side of shemale sex with this must-watch…
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8:59Outdoor5/17/24
Latina brunette with big tits masturbates outdoors
A brunette latina is outside near a stone wall. She shows her large breasts to the camera. She holds a thick penis close to her face while looking at the vie…
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138
8:59Anal5/17/24
Ladyboy's Ass-Pounding Pleasure ~ Full Cock Penetration
Shemale is a term used for a person who was born male but has undergone surgery to become a woman. In this sex video, an aroused shemale is seen working a fu…
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27
8:59Hardcore5/17/24
Ladyboy Pumps Pussy and Tit-fucks Lover's Thick Cock
This weeks sex video is a must watch for all fans of shemales! Our thirsty babe takes on her lovers big dick in both her Asian cunt and over her big boobs! D…
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27
8:59Asian5/17/24
Ladyboy Porn ~ Rough Sex Between Lady Boys in Dirty Tranny Video
Shemale is the keyword that describes this rough sex video featuring tattooed transsexuals engaging in a wild and kinky tryst. The scene is a testament to th…
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8:59Feet5/17/24
Ladyboy Porn Star Gets Roughly Fucked ~ Exclusive Cam Footage Revealed!
Watch as a Latino tranny stunner with curly hair takes on multiple partners in rough and intense rounds of sex. The perfect shemale porn for those who crave…
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8:59Cam5/17/24
Ladyboy Fucks Like a Whore ~ Impeccable Cam Perversions
Witness the irresistible allure of a blonde shemale as she takes on her masculine role with passion and fervor. Experience the ultimate quenching of your des…
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8:59Femdom5/17/24
Ladyboy Dominates Submissive Man in Wild Anal Play and Cums Frenzy
8:59 · 33 views · HD
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33
8:59Cam5/17/24
Ladyboy Amateur's Anal Cam Show Goes Viral!
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8:59Busty5/17/24
Ladyboy Frenzy ~ Aroused Asian with Huge Tits Grants European Man Dazzling Moments
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8:59Thai5/17/24
Thai Ladyboy's Flawless Riding Skills on Client's Cock Revealed!
Thai shemale is a term commonly used to describe a pre-op transgender individual from Thailand. In this exclusive sex video, the shemale agrees to be filmed…
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33
8:59Threesome5/17/24
Deep Ladyboy Anal Threesome ~ Rough and Ready for More!
Welcome to the wild world of shemale sex! This video is not for the faint of heart, as it features a deep anal scene with a shemale in a rough threesome. If…
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45
8:59Cam5/17/24
Ladyboys' Anal Romance ~ Fucking and Sharing on Cam
Shemale is a term used to describe a transgender individual who was assigned male at birth but identifies as female. In this sex video, watch as two shemales…
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35
8:59Asian5/17/24
Ladyboy's Insatiable Appetite Unleashed in Steamy Couch Romp
Satisfy your lust with this shemale couch sex video featuring a desperate tranny who's on fire. Experience the heat and passion as they engage in ruthless XX…
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40
8:59Cumshot5/17/24
Ladyboy's Double Orgasm Cum-a-thon ~ Horny Couple's Wildest XXX Fantasy
Step into the world of ultimate three-way ecstasy with our horny couple as they share the cock and ass of a sexy shemale. Experience the supreme perversions…
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41
8:59Asian5/17/24
Ladyboy Trio Takes On Insolent Men at the Pool
Shemale is the keyword that describes the dominant and insolent women in this full amateur trio by the pool. These women share their cock in a sensual and in…
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8:59Anal5/17/24
Thin Asian Ladyboy Takes on Rough Anal with European Tourist
Watch as a thin Asian shemale takes on a hot European tourist in an intense anal encounter. With her petite figure and stunning looks, she's sure to captivat…
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8:59Toys5/17/24
Ladyboy's Intensified Banging Toys Her Tight Hole With His Rigid Rod
Watch the sensual and erotic video of an Asian shemale who is taking dick harder than ever! Enjoy the raw and intense footage of this nude amateur as she ple…
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42
8:59Blonde5/17/24
Blonde shemale gets doggy style on a couch
A blonde woman is naked on a dark couch. A man stands behind her and grabs her hips. She looks back while he prepares to fuck her. The scene shows her large…
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111
8:59Anal5/17/24
Ladyboy's Anal Punishment with European Fuck Boy Exposed!!
Watch the ultimate shemale porn experience now! Our sultry shemale performer takes on a European fuck boy in a wild anal sex romp. She endures his every thru…
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43
8:59Anal5/17/24
Ladyboy Frenzy ~ Tranny Sluts with Insane Asses
Shemales have always been a topic of fascination for many. With their insatiable sexual desires and irresistible curves, they are the ultimate fantasy for th…
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50
8:59Anal5/17/24
Ladyboy Gets Her Ass Smacked in Fabulous Hardcore XXX Duo
Shemale is a term often used to describe a transsexual person with male and female physical characteristics. In this sex video, a shemale performer gets her…
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42
8:59Femdom5/17/24
Ladyboys Take Over Nuns in Dominating Group Sex Scene!
Welcome to our sex video featuring hot shemales in nun outfits dominating their partners in group sex scenes. Watch as these fierce females share dick and ta…
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49
8:59Busty5/17/24
Shemale with big tits sits on a man on a sofa
A woman in a black thong sits on a man's lap. They are on a black leather sofa in a room with yellow walls. She spreads her legs wide for him. The man holds…
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66
8:59POV5/17/24
Ladyboy POV ~ Filled To The Brim With Creamy Man Sperm!
Shemale Porn Video - Gorgeous Tranny Gets Full Anal Penetration - Naughty America
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46
8:59Femdom5/17/24
Ladyboy Dominatrix DeMADds Anal Tranny Porn
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54
8:59Anal5/17/24
Debora Petrova's Anal Adventure with a Brunette Ladyboy
Debora Petrova gets doggy style anal dicking with a brunette girl - Shemale sex video
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50
8:58Anal5/17/24
Woman gets anal sex on the bedroom floor
A naked woman lies on the floor in a bedroom. A man performs anal sex on her from behind. She holds her leg up during the act. The scene shows her receiving…
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8:58Riding5/17/24
Ladyboy MILF Takes Deep Anal from Hung Stud ~ A Rough Ride to Euphoria!
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22
8:58Riding5/17/24
Taking it Deep and Loving it ~ Amateur Ladyboy's Wild Ride
Enjoy an intimate encounter with a gorgeous shemale as she performs deep doggy style and indulges in passionate foreplay. This amateur video is not to be mis…
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23
8:58Threesome5/17/24
Ladyboy Queen Reigns in Dirty Threesome Kinks
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8:58Asian5/17/24
Tranny Pounded Hard ~ Ladyboy Screams for More
Tranny is a term used to describe a person who identifies as a woman but is biologically male. In this sex video, the tranny experiences immense pleasure as…
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31
8:58Busty5/17/24
Brunette woman with big tits gets fucked on the floor
A brunette woman and a man are in a room with blue walls. She lies on the tiled floor while he stands over her. They engage in hardcore sex together. The sce…
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100
8:58Femdom5/17/24
Ladyboy Goddess Sheyna Dominates in Reverse Cowgirl Ride
A stunning blonde shemale named Sheyna takes control in the reverse cowgirl position, showing off her irresistible curves and leaving you breathless. This se…
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32
8:58Asian5/17/24
Ladyboy gets pounded hard for ultimate pleasure
Shemale sex videos are always a hit among viewers who love Taboo and Kinky content. Watch as a horny lover gives his babe the dick right in that tight tranny…
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27
8:58Blonde5/17/24
Blonde Ladyboy Carol Penelope's Manhood Jerk-Off Session
Watch as the gorgeous blonde transgender pornstar, Carol Penelope, expertly strokes her engorged manhood for your viewing pleasure. This shemale knows how to…
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34
8:58Anal5/17/24
Ladyboy's Ultimate Ass Fucking Adventure Revealed
Shemale is the keyword for this sexually explicit video, where a dominant figure penetrates the shemale's ass in a passionate and vigorous manner. This forbi…
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33
8:58Asian5/17/24
Ladyboy's Massive Cock Makes Bi-Sexual Lad Scream with Pleasure
Shemale porn video! Watch as a bi-sexual lad takes on a massive cock in this steamy sex video. Experience the thrill of shemale porn, where the line between…
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34
8:58Masturbation5/17/24
Ladyboy's Wet Showers ~ Nude Tranny Slut Jerks Off for Solo Pleasure
Find the hottest shemale action in our free sex videos! Watch as our nude tranny slut gets wild under the shower and jerks off for a hot solo session that yo…
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36
8:58Anal5/17/24
Ladyboy on Fire ~ Deep Anal Pleasure
Watch the hottest shemale in town take on a deep anal like never before! Our shemale on fire will leave you breathless and wanting more. Don't miss out on th…
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33
8:58Anal5/17/24
Ladyboy's Anal Screams Reveal Passionate Love for Her Man
Watch as a beautiful shemale passionately moans during intense anal sex with her male partner. Experience the raw pleasure and intimacy of this unique couple…
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42
8:58Cam5/17/24
Ladyboy's Naughty Cam Show ~ Jerk Off Tease with Sexy Ass Flash
Shemale - A sex video featuring a female-presenting individual teasing and pleasuring themselves while flashing their stunning ass on cam. Don't miss this st…
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40
8:58Amateur5/17/24
Amateur Ladyboy Ass Cumming - Lad's Unforgettable Experience
Watch as a lucky guy takes on an amateur shemale, fucking her hard and cumming in her ass. Get lost in the steamy action of this taboo sex video and indulge…
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51
8:58Asian5/17/24
Ladyboy Goddesses with Massive Cocks ~ Thick Dicks and Tan Skin
From the seductive tanned bodies of shemales to their massive inches, this video will leave you breathless. Explore a world of forbidden desires and unleash…
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41
8:58Anal5/17/24
Ladyboy Takes Anal with Multiple Lovers
Watch as the shemale takes on multiple lovers in this anal-focused video. With her expert skills, she dominates each partner and leaves them begging for more…
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47
8:58Femdom5/17/24
Ladyboy Prowess ~ Hard Dick Dominated by Naked Babe in Scorching XXX
Shemale porn video featuring a nude babe handling a man's hard dick in a very special sex encounter. If you're into shemale porn, this video is a must-watch!
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46
8:58Cam5/17/24
Ladyboy Pounded in Amateur Cam Rounds and Cum Dumped on Her Ass
Watch now as a stunning shemale takes on multiple partners in a wild orgy. Get ready to see her ass get slammed and covered in hot cum.
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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.