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  #651  
Old 11-03-2012
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i love her socks with the colors of the french flag
vive la france
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  #652  
Old 11-04-2012
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She as so many different looks and all of them so sexy.
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  #653  
Old 11-06-2012
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early pics
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  #654  
Old 11-09-2012
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early pics
she was so cute when she was younger
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  #655  
Old 11-11-2012
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early shemaleyum pics
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  #656  
Old 11-28-2012
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"Cops" Bailey Jay and Juliette Stray pleasure each other.
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  #657  
Old 12-11-2012
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Bailey cuter than ever
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  #658  
Old 12-21-2012
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If she isn't perfect she's right on the cusp of it.
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  #659  
Old 12-27-2012
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20121222 - Sleeper Sofa
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  #660  
Old 01-03-2013
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Blonde hottie Bailey Jay stripping on the bed
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  #661  
Old 01-03-2013
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Bailey is just sooooo hot
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  #662  
Old 01-03-2013
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I would love to fuck this naughty girl.
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  #663  
Old 01-11-2013
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Beautiful bathroom Bailey.
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  #664  
Old 01-12-2013
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with long hair and pigtails in a bed
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  #665  
Old 01-17-2013
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Bailey Jay in Pink from her Website
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  #666  
Old 01-22-2013
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with long hair and pigtails in a bed
the third is the most beautiful picture of Bailey Jay ever, thanks!
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  #667  
Old 02-03-2013
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Bailey Jay in "Sleeper Sofa."
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  #668  
Old 02-26-2013
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Bailey Jay, from "I'm on a Desk."
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  #669  
Old 02-28-2013
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Bailey Jay going all alliterative on us in her "Super Sexy Shower Shawl."
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  #670  
Old 03-06-2013
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Bailey Jay in "Knee Highs."
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  #671  
Old 03-07-2013
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Default She' almost perfect
She really is beautiful and quirky. Unique. Does anyone know if there are sets of her topping a guy though? Have to say that's the only thing missing I've never seen her do that.
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  #672  
Old 03-09-2013
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She really seems like a nice and fun person to be around, and ofc sexy too
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  #673  
Old 03-09-2013
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She really is beautiful and quirky. Unique. Does anyone know if there are sets of her topping a guy though? Have to say that's the only thing missing I've never seen her do that.
I have seen lots of videos of her, not one of her topping a guy, I think all i have seen is solos and her sucking cock and bottoming...
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  #674  
Old 03-09-2013
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I have seen lots of videos of her, not one of her topping a guy, I think all i have seen is solos and her sucking cock and bottoming...

She tops. There are videos of her fucking Domino Presley and Bee Armitage, for instance.
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  #675  
Old 03-15-2013
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Default I have seen those for sure, but...
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She tops. There are videos of her fucking Domino Presley and Bee Armitage, for instance.
But the elusive 'Bailey tops a guy' fantasy of probably lots of guys still hasn't been fulfilled as far as I'm aware, unless you know different? The Bee Armitage one is good though I have to say.
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  #676  
Old 03-18-2013
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i don't like her hair color in that set
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  #677  
Old 03-27-2013
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After Bailey Jay sucks her guy to completion, she jerks herself off.
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  #678  
Old 03-28-2013
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She tops. There are videos of her fucking Domino Presley and Bee Armitage, for instance.
I have seen a video where she first sucks a guys cock and then riding on it.
If that is meant by 'topping a guy'?
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  #679  
Old 03-28-2013
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I have seen a video where she first sucks a guys cock and then riding on it.
If that is meant by 'topping a guy'?
No, topping means being fucking the guy ... in his ass.
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  #680  
Old 03-30-2013
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taking off her dress
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  #681  
Old 04-12-2013
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Default first lust
Honestly, without Bailey Jay I would've never fallen in love or lust with transexuals. I'm smitten with the beautiful ladies with lovely cocks. And it's all Harley Quinn's fault. She was my introduction to a whole new world. I used to identify as bisexual, but I was never really that into other guys. I'm not attracted to masculine features at all. But the few bisexual encounters I've had were with feminine boys and I couldn't get the thought of being with someone with another penis out of my head. I still identify as bi but with the caveat that I'm attracted to transexuals and women only. What can I say, cock gets me hot. The precum is literally oozing out of me just typing this.
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  #682  
Old 05-25-2013
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In my dream, I'm on my knees crawling toward Bailey Jay, ready to suck her cock and taste her cum.
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  #683  
Old 05-30-2013
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Screen caps from Bailey Jay's "Home Alone 2 - Electric Boogaloo."
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  #684  
Old 06-24-2013
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I love Bailey, she is the reason I got into shemales and will allways be my favourite.

Is it just me or does anyone else think her dick is getting bigger?
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  #685  
Old 06-24-2013
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She certainly has come a long way, still one of my personal favorites

American Shemale Bailey Jay
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  #686  
Old 06-24-2013
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Big fan of Bailey before the breast implants.
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  #687  
Old 07-15-2013
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From a set titled "Red and White Bailey."
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  #688  
Old 07-22-2013
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lovely and sexy bailey
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  #689  
Old 07-28-2013
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Smile hi
hi i just wanna spank it.
alway sexy always ready for meee!!!!
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  #690  
Old 07-29-2013
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Default what a cutie
nice skin too !
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  #691  
Old 07-31-2013
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Boy, girl or shemale, nobody can resist Bailey
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  #692  
Old 08-28-2013
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Bailey Jay, "Photoshoot Slut."
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  #693  
Old 09-07-2013
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Isn't she lovely?
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  #694  
Old 09-08-2013
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early pics from shemaleyum sets
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  #695  
Old 10-02-2013
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Default bailey jay nuf said
God I love this girl this thread is a shrine for bailey jay for all her fans to post up there love for the sweet sex bailey
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  #696  
Old 10-27-2013
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As Pocahontas
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  #697  
Old 03-18-2014
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I do believe this is a relatively new(er) set of Bailey Jay. The title is "Vanity" ...
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  #698  
Old 03-19-2014
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Gorgeous, what a beauty !!
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  #699  
Old 03-19-2014
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Originally Posted by smc View Post
I do believe this is a relatively new(er) set of Bailey Jay. The title is "Vanity" ...
She's beautiful but the way she is holding her shoulders in the 3rd pic makes it look like breasts are lopsided.
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Old 03-21-2014
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"Saved by the Bailey" ...
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