Word.. Originally I really only liked brazilian or asian trannies but now I'm starting to like this girl more and more. Check out the scene she did with Vanity. It's amazing!!

anybody know if Bailey has ever done guys in her work?

2 early pics from shemaleyum

3 Pics from the Set Blondie

3 Pics from the Set Brunette

Bulge Pic
 

I always thought bulges looked best behind silk. There is something really hot about (thrid row, third photo) her bulge in those little cotton panties!

3 Pics from the Set Maker's Mark

various pics from her website

3 Pics from the set Alice

I dont know how she does it, but she became even more breathtaking!

Agreed....she is more stunning with every set!!!!

Amazing! I've never seen her without bangs, before.

out with a friend

bailey jay i love you
 

i love this chick
i love the work

close up pics

:yes: Agreed. Top right is very sexy.

Did she dye her hair blonde or is that a wig? But, for me. I dislike her with blonde hair. But, she's still MY top woman! When are they going to clone her cock and ass =p

different pics from the same Set

Bailey Jay: one girl, two sexy looks

Bailey i love you

I think she is Joanna Angel

bailey jay
 

as princess leia from star wars

Bailey's Photo Sets - Release Dates
 

Here is a list of all sets released on Bailey's website since it opened:

Artist Hotel - 01 May 2010
Bailey Jay Sailor Babe - 01 May 2010
Baby Blue - 02 May 2010
Baby Pink - 05 May 2010
Bailey Kitchen - 07 May 2010
Bubble Bath - 08 May 2010
Princess Leila - 13 May 2010
Purple Dress - 15 May 2010
Studio Lights - 18 May 2010
White Brick - 20 May 2010
Boots and Waist Cincher - 27 May 2010
Pink Chair - 29 May 2010
Bailey Jay Bride - 02 June 2010
Venetian Bathroom - 07 June 2010
Smoking - 15 June 2010
Dirty Feet Cheap Motel - 21 June 2010
Comfy Pajama Time - 28 June 2010
Pink Hat Sunset - 06 July 2010
Rainbow Socks - 10 July 2010
Dungeon Master Couch - 19 July 2010
Hardrock White Sheets - 22 July 2010
Black and White Shower - 30 July 2010
Slinky Artist - 03 August 2010
4 Eyes on the Sink - 10 August 2010
Little Yellow Tee - 14 August 2010
Haunted Sky in Paris - 22 August 2010
Sunny Couch - 26 August 2010
Big Stuffed Dog - 03 September 2010
Tub Time - 07 September 2010
Hot Corset - 16 September 2010
Naughty Schoolgirls Bailey & Foxxy - 20 September 2010
Pink White Corset - 25 September 2010
Prom Queen - 03 October 2010
Redhead Fireplace - 07 October 2010
Page Vintage - 15 October 2010
Bailey Jay and Domino - Girl Talk - 20 October 2010
Japanese Schoolgirl - 27 October 2010
Bailey Jay & Sarina Valentina - 31 October 2010
Little Red Rose Top - 09 November 2010
Striped Shirt - 13 November 2010
Dildo Delivery - 22 November 2010
White Lace - 26 November 2010
Naked Office - 04 December 2010
Snow Leopard Dress - 08 December 2010
Tube Socks - 16 December 2010
Toilet Doll - 20 December 2010
Smoking Bumblebee - 29 December 2010
White Seethrough Dream - 01 January 2011
Cute Anime Chick - 10 January 2011
Mechanic Chick with a Dick - 18 January 2011
Furry White Bra - 23 January 2011
Relaxing in the Doorway - 02 February 2011
Green Top Painting - 06 February 2011
Kardashian - 16 February 2011
Loungey - 21 February 2011
70's Bathtub - 01 March 2011
Off the Shoulder Cutie - 05 March 2011
Arabian Bailey Nights - 15 March 2011
Bailey is a Cat - 21 March 2011
Comfy Retro Couch - 31 March 2011
Bikini Bailey Mouse - 04 April 2011
Cave Girl - 12 April 2011
High Fashion Bailey - 16 April 2011
Bed of Roses - 24 April 2011
Lounging by the Fireplace - 28 April 2011
Lolita - 06 May 2011
Nerdy Sexy Cosby - 10 May 2011
Rubbing Oil on my Tits and Ass - 18 May 2011
Bailey is a Hipster - 22 May 2011
Comfy Blue Top - 30 May 2011
Princess - 03 June 2011
Sittin' on the Tub in a Yellow Top - 11 June 2011
Sorority Cunt - 15 June 2011
Comfy Morning Coffee - 23 June 2011
In the Closet - 27 June 2011
Big Tails Mcgee - 05 July 2011
Cheesy 90's Bailey - 10 July 2011
New York Hotel - 18 July 2011
NYC Skyline - 22 July 2011
Slippery When Wet - 30 July 2011
Wife Beater - 03 August 2011
Yellow Vest - 11 August 2011
Whore Maid - 15 August 2011
Bailey on a Hipster Couch - 23 August 2011
Classy Girl in an Old Ass Kitchen - 27 August 2011
Cute Undies, Shitty Motel - 04 September 2011
Suicide Girl - 08 September 2011
Camouflage Bailey - 16 September 2011
Log Cabin Slut Bitch - 20 September 2011
Pin Up Corset - 28 September 2011
4 Eyes - 02 October 2011
Little Vest Sexy Time - 14 October 2011
Bailey Hop - 18 October 2011
Blowjob Princess - 26 October 2011
Flower Girl - 30 October 2011
Hungover Slut - 07 November 2011
Little Yellow Se?orita - 11 November 2011
Anime Maid - 19 November 2011
Colorful and Sunny Day - 23 November 2011
Bailey in Red - 01 December 2011
Bailey Loves Purple Walls - 05 December 2011
Mirrored Bedroom - 13 December 2011
Shitty Arabian Motel - 17 December 2011
Christmas Tree - 25 December 2011
Cookies and Milk - 29 December 2011
Smokey Lights - 09 January 2012
It's Cold Outside - 13 January 2012
Bailey Brunette - 21 January 2012
Bailey Blondie - 25 January 2012
Maker's Mark - 02 February 2012
Alice - 06 February 2012
Flapper - 10 February 2012
Brooklyn Bridge - 14 February 2012
Crash - 18 February 2012
Just Woke Up - 26 February 2012
Pink - 01 March 2012
Stairs of Fury - 09 March 2012
Wonder Woman - 13 March 2012
Couch Slut - 21 March 2012
Crash Bath - 25 March 2012
Gorgeous Blonde - 02 April 2012
Window Slut - 06 April 2012
Desktop Slut - 10 April 2012
Softball Cunt - 14 April 2012
Beaster Bailey Bunny - 22 April 2012
Tacky Curtain - 26 April 2012
Fuck Motel - 04 May 2012
Final Fantasy - 08 May 2012

Various pigtails

WOW she's just breathtaking!!! :p

Oh I love it when she used to be able to cum. She'd jerk off in her videos and then lick it off her hands. I came every time. Still haven't had the guts to taste my own cum, but I'd let her cum in my mouth. Weird right?


There's something about her flaccid little cock that makes me purrrr. :inlove: :turnon:

need to find a video, please help
 

Anyone know where to find the video of Bailey/Harley where she's on a bed in a blue t-shirt jerking off with porn in the background. It's one of my favorites and was my first introduction to ladyboy porn but I can't find it anywhere.

This probably sounds silly. But I'm just not that internet savvy apparently.:confused:

on a couch

Sighs*

After going through each page. I've came to realize. I have seen a woman grow up. Seen a difference in hair color. Weight, etc.

I will enjoy her next steps.

Bailey doesn't need bourbon to lure me into her bed :)

I'll see if I can find one where she cums on her face & then whines " I came in my own eye!!!"

I liked her better with the medium tits, but wouldn't boot her for eating crackers! :yes:

with a nice haircut

Almost a Wonder Woman look.

Bailey jay spreading her ass from her own Website

here's some random stuff of her:

...and more:

...and even more:

She is gorgeous. Have never seen her before but definitely my new favourite

from behind

from the movie shemale police

Beautifull :kiss:

i love her socks with the colors of the french flag
vive la france

She as so many different looks and all of them so sexy.

early pics

she was so cute when she was younger :innocent:

early shemaleyum pics

www.EvilAngel.com
 

Bailey cuter than ever

If she isn't perfect she's right on the cusp of it.

20121222 - Sleeper Sofa

Blonde hottie Bailey Jay stripping on the bed

Bailey is just sooooo hot :turnon: :kiss::turnon:

I would love to fuck this naughty girl. :coupling:

with long hair and pigtails in a bed

Bailey Jay in Pink from her Website

the third is the most beautiful picture of Bailey Jay ever, thanks!

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.

She really seems like a nice and fun person to be around, and ofc sexy too

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...

I have seen those for sure, but...
 

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.

i don't like her hair color in that set

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.

taking off her dress

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. :inlove: 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 :respect: and women only. What can I say, cock gets me hot. The precum is literally oozing out of me just typing this. :turnon:

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?

She certainly has come a long way, still one of my personal favorites

American Shemale Bailey Jay

Big fan of Bailey before the breast implants.

lovely and sexy bailey

hi
 

hi i just wanna spank it.:heart::heart::heart::heart:
alway sexy always ready for meee!!!!

what a cutie
 

nice skin too !

Boy, girl or shemale, nobody can resist Bailey

Isn't she lovely?

early pics from shemaleyum sets

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 :turnon::coupling:

As Pocahontas

Gorgeous, what a beauty !!

She's beautiful but the way she is holding her shoulders in the 3rd pic makes it look like breasts are lopsided.