Shemale Upskirt Pictures

Bob's Tgirls has been online since 1999. A lot has changed since then. Now there are a zillion shemale sites on the web. Yet Bob's Tgirls continues to have the best quality photography & only the top transsexual models. Some of my models are

Busty Hottie Janelle Fennec Is A Tranny With A Lot Of Love For Hard Bbc

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Black haired bombastic tranny Dahlia Diamond undresses her outfit and shows sexy goodies

LB Amy shows her bulge in an upskirt

LB Amy shows her bulge in an upskirt

SWEET, playful and angelic. Just three of the many words I can think of to describe Tokyo babe Yume Masuda who makes her eagerly anticipated return to the site today after a 5-month absence. A seriously passable model, Yume is a girl of amazing assets, fr

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Elegant TS Daisy Taylor gets her asshole penetrated so deeply

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OUR fire haired French Canadian kinkster Kelly Monrock takes the stage once again today, quite literally - as she treats us wide mouth adorers to a mesmerizing solo display around a lap dancing pole! After her head spinning alfresco debut, Montreal minx K

Paula loves joining us at Trans500, watch her scene and get to know why

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Hot brunette Alyssa plays on the bed

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Cute Bee is back and she is sexier than ever! This gorgeous girl has a hot body, big soft breasts and a huge hard cock! Enjoy Bee jacking her big dick!

Cute Bee is back and she is sexier than ever! This gorgeous girl has a hot body, big soft breasts and a huge hard cock! Enjoy Bee jacking her big dick!

Jade Miranda loves gettuing rammed by supercocked Ramon!

It's that time again to welcome another Trans500 model. Today we bring to you someone who doesn't need an introduction. This beauty's looks speak for themselves. Simply stunning is the only way to describer Taiira Navarrete. She wastes no time in getting

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Renata davila stroking her long cock

Renata davila stroking her long cock

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Kiersten Bunnz is a hot and sexy newcomer - she is kinda wild and anything goes! This was her 1st shoot and she was somewhat nervous but being a webcam girl she soon got right into it. She is into women and other TGirls. She brought along a little pink vi

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We end the week with a saucy set from promiscuous little blondie Kira Hart, who is looking a bit of alright in her second UKTG cumming. I don't know if its her rock / punk edge, her racy fishnets, that tiny little skirt or the juicy length she keeps

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Penpen is a fantastic beauty from Chiang Mai. She has a gorgeous face, incredible all natural body. She is 100% bottom and she never uses her cock. She can't cum at all, she only takes cum in...

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TGirl Jane Marie Gets Her Juicy Ass Penetrated By Pierce Paris

Gorgeous Mature Shemale Marissa Minx Removes Her Black Outfit And Poses Naked

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$Rayane Lemosy is a slutty blonde t-girl from Brazil with as ass that just won\'t quit! She also has nice cantaloupe tits that you want to suck on.$

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Unique, part-Korean Reina is the Shemale-Japan superstar of 2009 - if you visit Osaka you might be lucky enough to find her out partying!

Unique, part-Korean Reina is the Shemale-Japan superstar of 2009 - if you visit Osaka you might be lucky enough to find her out partying!

Why is a stunning ladyboy from Bangkok. She is 100% bottom. She has a model body, with legs to die for, beautfil ass and delicious asshole, big boobs and a little uncut cock. She told me she couldn't cum but she took her time and was really horny so

Why is a stunning ladyboy from Bangkok. She is 100% bottom. She has a model body, with legs to die for, beautfil ass and delicious asshole, big boobs and a little uncut cock. She told me she couldn't cum but she took her time and was really horny so

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Beauty Lanita gets penetrated in Sizzling Hot Gangbang

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Damien Stone Fucks T-Girl Khloe Kay During An Audition

Kinky Shemale Alexa Scout Gets Her Tight Ass Slammed Hard

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Dark haired TS Gabriela Ferrari with nice fake tits shows her body before masturbating

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Sonya plays with her enormous dick

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Creamy post op Candy strips from bikini

Hot Adryella Vendramini Masturbating Outdoors

Hot Adryella Vendramini Masturbating Outdoors

Kiersten Bunnz is a hot and sexy newcomer - she is kinda wild and anything goes! This was her 1st shoot and she was somewhat nervous but being a webcam girl she soon got right into it. She is into women and other TGirls. She brought along a little pink vi

Anna is a beautiful Asian Grooby girl with a smoking hot body, big boobs, a great bubble butt and a hot cock! See this horny tgirl jacking off and cumming!

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TGirl Jane Marie Gets Her Juicy Ass Penetrated By Pierce Paris

Skinny TS Daisy Taylor Gets Her Round Asshole Fucked Hard At The Poolside

Beautiful TS Carla Novaes with fake tits and big dick strips and satisfy her needs on stairs

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Shemale Upskirt Pictures- Enjoy this big collection of sexy transsexuals and asian ladyboys sorted by different categories.