Bailey Jay Booty

Bailey Jay Booty




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Bailey Jay Booty
Bailey jay butthole 683X1024 Jpeg image Bailey Jay spreading her pink wet butthole!
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<<<      <<      Bailey Jay      >>      >>>
As time goes on Bailey Jay just becomes more beautiful. She will always be my favorite.
I would love to eat her ass and suck on that stick
BAILEY JAY,DA DE 1000 A 0 EM MUITAS MULHERES POR AI
Happy New Year beautiful Princess Bailey Jay!!!I LOVE YOU
To a beautiful woman, Merry Christmas and Happy New Year.
Cutting down on the estrogen doses would be nice. She's getting that chunky extra hormone fat that blasts, "I'm trans!" Miss the slender Bailey with A cups. Also, agree with rest that the same poses over and over are wack ass boring. Update your repertoire.
If there was a mount Rushmore of shemales her face and cock would be up there. Look at her comment section she is a legend there is pre Bailey Jay and post Bailey Jay.
A very Happy Birthday to a beautiful woman. You will always be my favorite.
Her photo sets are boring. Same poses over and over.
Her new sets arent posted here, but I wish she would go back to her normal hair color and eyes. Shes the hottest woman ever when she rocks her natural look. When she goes for the other looks, she loses her uniqueness. Why doesnt her updates vet posted here? Does nasty ass JC/JF run this page?
height is off, she's 5'5". she doesn't even look 5'8".
Bailey, you just look more beautiful all the time. I look at you pictures and see myself sucking your fantastic cock.
I don't know if I'm the only one but I enjoy a girls denial of the fact that she's packing, I love teasing her and passively questioning what we both damn well know, I thrive on her girliness being so much a part of her that even she half expects to find a pussy and not a petite girl cock tucked neatly in when I undress her, that really gets me horny!
Bailey Jay the most beautiful shemale I have ever seen.
Es muy linda, mas linda que muchas mujeres, de hecho; Es mas linda que cualquier mujer, pues ella tiene entre las piernas, algo mas hermoso que una vagina.



Es una verdadera belleza, que envidia del que se la está comiendo, hasta se casó con ella.


Please be careful of the coronavirus. I'm just a fan who doesn't need to hear about you becoming ill.
I see her sets on other sites. Please update here :(

I <3 Bailey
I still think Bailey is the most beautiful sexy girl anywhere.
Please, new sets. She is so beautiful and sexy.
Why isn't the new Bailey Jay stuff being posted?
Her new sets, which arent posted here yet, are straight fire!! She gets hotter and hotter. Its insane on how hot she is becoming. Her cock is becoming fatter too.
Thank you Bailey Jay! Happy New Years!
To beautiful Bailey, Merry Christmas and Happy New Year.
After 10 years sometimes I still catch myself fapping to her older sets - she was so sexy and beautiful back then
Staring at Bailey's tits and cock is one of my favorite passtimes
I wouldn't say no but she so isn't all that
One of the side effects of hormone treatment
Is weight gain. It effects everyone differently.
Bailey jay you need to make poker cards of yourself big seller
Why do they keep bringing her back for all of these shoots with these out of control wigs? We're so over her, and she's so boring!
What happened? You were such a jem. You're beautiful now but to be honest, you were amazing before. Back when you were just starting out and only had a few changes done. I feel you are taking it way too far. Stop changing yourself. You were a perfect 100 out of 10 before and it really hurts to see what you have become. I understand that you have to change for yourself but there is a line that you shouldn't cross. Sadly you've crossed that line long ago. A part of me is happy for all your success but a bigger part of me misses who you were. I feel you have forgotten that,and I hope one day you will remember and be the person who you were. I wish you the best. Not only in your career but in your life as well. I have not given up on you yet. Please bring back the perfect 100 of 10 back.
Yea I agree with some of the comments about how generally boring she is because she's never had a hardcore scene, only does lame webcams fucking her boyfriend. But as much of a tease Bailey Jay, she is one of the most beautiful t-girls...on the same level as Sarina Valentina in her prime. Bailey Jay is tranny Katy Perry. She can be both obnoxious and adorable in the same pic. She's got a nice plump natural ass though over did it with the boob job. But that face, smile, dimples is a killer.
She was cuter before she porked out. I guess some dudes are just chubby chasers.
Can't believe I have never commented on Ms Bailey Jay, she is super hot. Totally love her cock and balls. Love her in all the different outfits and hair styles. Would love to fucked her long and hard...
She just keeps getting better. Still my all time favorite.
*yawn*
Not sure what the hype is with this one. 6/10...nothing special
I still can't believe the unconditional worship this un-charismatic bore gets. In a world with amazing tgirls like Venus Lux and Jessy Dubai who not only look great but put effort and variety in their bodies of work, BJ gets worshipped for barely even attempting to try.
Wish she'd go back to dark hair. The pink and gray hair is getting old. Bring back the classic Bailey Jay look.

I love how her cock seems to get shorter as she pumps it fatter and fatter. Amazing that her exposed glans still looks so moist after all these years unwrapped at exposed. What remains of her inner foreskin seems to get redder as her penis gets thicker, further highlighting the transition between shaft and foreskin.
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Thomas, you are right. But I'd also say: " Come to live with me."
And she'd answer: "No, but I ')) be your next door girl. So we can play."
Bailey is such a queen. She could seriously knock on my door right now and say "hi I'm Bailey Jay" and I would say "yeah I know who you are" and she could say "I'm coming in your apartment to fuck your face and you are going to swallow my all cum, then I'm going to piss down your throat and you are going to drink it all and then tell me how delicious it is" and I would say "ok". Bailey has always been on a next level of transgirls. She's more than any woman or man, she's a superior being! All hail Goddess Bailey!
Bailey's penis is nicely circumcised and very sexy.
The queen stays queen. Bailey always has been and always will be a perfect 10.
Bailey ...please reduce carbohydrates !
"It shall be written. It shall be done." Bullshit... I prefer to agee with Nelson Rodrigues, Brazilian writer: "All unanimity is stupid." Bailey Jay is a true living legend; top search in every adult site; a faithful legions of fans in every corner of The Earth; sheltered as she deserves; beloved as she works hard for.

But I wanna comment some non-elegant ones.

--Big Bubba the REDNECK!!!   ,United States, wrote:
" I'm not interested in Jewish Trans-People."
And we'not interested in dickless-people..

--Jackson Hunt   ,United States, wrote:
" I miss skinny Bailey. She looks horrible as a porker."
No, you miss younger Bailey.Me too. I 'd rather to see her older with some pounds more than dying young and slim. And word "porker" is not suitable. Don't forget behind Bailey's glass, there's also a heart beating..

--Mike   ,Spain, wrote:
" Tá goordaa!" Another selfish heartless dog..

--Arturo   ,Mexico, wrote:
" Desde que era una teen hasta que ahora es toda una señora siempre a sido super sexual, entre mas años pasan se ve mas bonita y mujer." You are right. It depends on us to take advantage everything of good that the years brought instead of lamenting what the years took away.

--Freddie   ,United States, wrote and --MD   ,United States, agrees with Freddie: " I love her. She is beautiful, but every set now goes like this - She stands on front of a wall wearing a dress. She shows her boobs. She shows her cock. All while standing in front of that wall. I'm beginning to think she's a mannequin. Change position - bend over, spread your legs, do something other than just stand there!" I agree with both of you, but I believe it isn't only Bailey's fault. Remember she is in business to make money and better producers and directors are more expensives. That's why they work for Playboy and Holywood Academy.

God bless our goddess BAILEY JAY..


Can she w are some stockings every once in a while? Her sets are all the same anymore. Grey hair. contacts? Maybe? stand in front of something. Show boobs. Show penis.
U r extremely beautiful i would love for u to fuck me in my ass and make me choke on ur cock and force to swallow every bit of ur cum. I would also like too see u make a video with Alura Jenson.
I'm not interested in Jewish Trans-People.
When your putting on pounds but your gym game is relentless. Phat not Fat
She's amazing from head to toe. A Bailey Jay and Megan Snow 3some would the best of both worlds. Ebony and Ivory live together in perfect harmony.
I want to suck on your juicy tits eat an fuck your juicy Pussy Booty Bailey Jay you can text me 2055668356
Não importa se engordou. Comeria gostoso esse cuzão delicioso e me acabaria chupando esse pau gostoso! Só volta a usar aqueles pelos em forma de triângulo por favor Bailey Jay! <3
I miss skinny Bailey. She looks horrible as a porker.
I want so much cock to double anal with me
my phone number 13705916030

I remember when Bailey first started. I miss small tits Bailey. She looked so much more innocent and sexy back then. When she got her tits it seemed like she had changed
I think now she reminds me of a sexy mother. I've Loved her from the first pics.
I hope she gains more weight. She looks more like a girl the thicker she gets.
She keeps getting fatter and fatter. It's not cute at all. Now's she went and got the botox fat lips. These chicks are chasing something they weren't born with and effectively wrecking what drew the crowds to them in the first place.
You have so many beautiful photo sets please consider making poker cards.
I agree!!!

She's the cutest t-girl I ever seen. Merry me!
--Kakareco, BRAZIL ,Brazil
The word is, "zaftig." Bailey is beautiful and in all the right places.
Bailey should always be barefoot in her pictures and videos. She has lovely feet.
She's the cutest t-girl I ever seen.
Merry me!
I'm loving the curvier Bailey! She looks more feminine that ever...dare I saw like a genetic girl.

To all the ppl griping about Bailey:
1 - She has NEVER done much hardcore stuff, so get over it.
2 - One can reasonably expect that the more time passes the less likely it is for us to see her getting spit roasted (or whatever super hardcore scene you've cooked up in your head)
3 - If you're bored with her, DON'T CLICK ON IT!
I will never stop jerking off to Bailey. She gets hotter every year.
Freddie is right. I do still love Bailey Jay a lot. However, age is going to catch up with her soon and she will be like Vaniity. Both are still great in my book so not a bad thing. At least she isn’t as crazy as other shemales.
Desde que era una teen hasta que ahora es toda una señora siempre a sido super sexual, entre mas años pasan se ve mas bonita y mujer.
Tak wyobrażam sobie partnerkę na całe życie. Mogłaby zrobić ze mną wszystko, nawet nasrać na mnie a ja bym ją wtedy wylizał. Kocham ją. Jest najpiękniejsza. Ma jedno z najpiękniejszych ciał na świecie.
Bailey Jay. The one who started it all for me. I never knew I was sexually interested in transexual women until I saw this beautiful goddess. A star of her magnitude only comes once a generation. She is the Greatest Of All Time in the shemale porn industry. I have jacked off to Bailey for years and still get rock hard everytime I see her. What a woman... All hail Queen Bailey!!!
Freddie and MD are both so right.
I continually hope for the day that Bailey decides to lay down on her bed or couch and give me the thrill she once did.
Some occasional horizontal pics would be fabulous, They make excellent desktop screen savers.
Freddie, you are absolutely right. She stopped caring a long time ago. Looking at her photos is a waste of time. There are much better girls they could showcase instead of giving us 4 galleries of this one.
I love her. She is beautiful, but every set now goes like this - She stands on front of a wall wearing a dress. She shows her boobs. She shows her cock. All while standing in front of that wall. I'm beginning to think she's a mannequin. Change position - bend over, spread your legs, do something other than just stand there!
Bailey is thicc in all the right places. Especially her perfect fat cock.
She made a music disco. Damn, Bailey Jay would thanks every day for her beauty, her personality and her successful porn career, because she sings worst than me.

I you want to lose 3 or 4 minutes of your life, search on YouTube "Bailey Jay you're gettin lucky tonight". One of the worst musics and voices (singing) I've listen until now - and I live in Brazil, a country when Anitta is a great singer.
As far as TS go, fat Bailey is yesterday's news.
I think she looks better than she ever did. Her curves are more feminine that most bio girls. I would love to gag on her cock.
Ok so I'm straight, but I'm kind of falling for a T-girl that looks alot like a pre boob job Bailey Jay on Transpassing. She is smart and sexy in a classy way, I haven't talked to her but I kind of want to explore this attraction, wtf do I do?
The haters are somewhat right, bailey jay has become the household name of TS girls, the girl that straight guys have heard of, yet although shes not ugly shes not a patch on some of the amazing beautiful oriental TS, i wish she would fuck off to be honest.
I love her dhort fat cock i would throat it and take it up my ass all day
Love the set where Ms. Jay Is a roller girl bobby sock petrol attendant. I'd throw her into the backseat of the yellow convertible drive to somewhere secluded and fuck her for days. Hopefully she would return the favour, threefold!
Bailey Jay, You Are BEAUTIFUL.
I think she looks good but All of her pics are starting to be the same, boring.
Happy Birthday Bailey....you make my cock throb!!!
She’s simply one of the best..she’s got so thick
Come on stealth, she's got to be hotter than those guys in wigs you hook up w/ on craigslist and backpage...
My, my, my...my favorite of all time. Love you.
Just can't get enough of those feet! Gorgeous
Bailey Jay you have the prettiest cock I have ever seen!! I would love to have you as mine to suck and fuck you everyday! You are absolutely gorgeous!
Why am I a hater? I have the right to dislike fat piggy Bailey just as you have the right to love her fat and chubby, you idiot.
Dear Bailey...You are sooo cute !!! I want you on my pillow and just looking at you I feel sex and I would be very happy. I love you my beautiful doll.
I CANNOT get enough of the curvy Bailey Jay.

P.S.- I read a bunch disparaging commentary below; so disappointing. I say great, more Bailey for me! I'll bet the vast majority of you people talking shit are living secret lives and still denying publicly that you even like T-girls...HaTeRs
This is the "realest/best" she has looked personally
I really love the way she looks now. A full figured woman. Fuck she looks hot.
You know....I'm looking at Joanna Jet, born in the sixties and still looks amazing; practically twice as old as Belly Jay here who's fat as fuck and out of ideas, not even 30 years old. Quite pathetic to be honest.
Who the fuck is the fat dude with the little dick and the wig on his head? Barry needs to go home and eat his husband's dinner. Nobody comes here to see plus size models. Sloppy cow.
@BADMAN

What the hell are you talking about? She's not even fat...and I actually think she looks better now than she did back then. Stop having such a myopic and simplistic view on beauty.
Now that she's fucking fat...ew. ..gross..these trannies are best the skinnier they can be...now that's fucking hot. Not these fat people with cocks.
She seems to be getting fat, don't you think?
Well, she keeps getting heavier it seems, but still the best thick dick around. :>
On each single pic Bailey looks like a princess!!!
I've been absent for a while, but now I remember why I used to love this site. Thank you, I'll try and check back more frequently. How frequently you update your site? cddkcgbekcecgdcg
I like her as a redhead. She makes my dick so fucking hard!!
It's time to call her Belly Jay. Miss the slim one.
She is looking better lately. She seems to be tightening up and losing some weight. Nice!

She's so perfect. I want her to cum and piss in my mouth and laugh and call me a loser.
"He" is is so overrated.
A plastic surgery face thats always stuck in the same expression
An ugly nose and
A mutilated penis.

Now bailey is even getting fat. Hah.
Why just pics showing her assets.. Please post her pics while being fucked by yago and others in her ass.
Muito linda ela gostaria de chupar o cu dela e gozar na boca dela
She has gotten so lazy. Every photo shoot is the same just a different outfit. She's really let her once incredible body go too.
Fuck we all go though weight problems! I gain weight she gains weight still think she is fucking sexy and would love her to take my fat cock!! Fan forever Bailey Jay!! Go girl Go!! Much Love to you!!
too chubby now. I liked her better before she packed on all the weight.
She's becoming a true Hu Cow. And I fucking love it. I hope those udders start making milk soon. She needs to keep plumping the fuck up
Bellissima Bailey e ha un cazzo stupendo
Bailey is an absolute gateway drug! You could have never had the urge to suck/fuck a cock in your life but just one look at her will change that for the rest of your life!!! Can't deny an inch of her, from head to gorgeous toes.
Bailey is in her prime right now OMG she's fuckin sexy
Damn it I don"t care!! I want Bailey on my fat cock and I want her fat clitty!! Gimme, Gimmie!!
I <3 Bailey Jay

She was my turning point of realizing I would date a transgirl. She's perfect! I love her cute quirky attitude and dark princess looks. She's hotter than any real girl I ever dated and has a bigger penis than me. She is better than me in every possible way.
Bailey, I'm totally in love with you. I'm crazy about you, precious baby.
I have never really liked men but love dick! I have never liked women but love boobs! With Bailey I get the best of both. she is perfect with her dick and tits
is all I can say about this ugly dude.
I've always loved Bailey but now that she's gotten thicker I love her even more. I would love to lick her cum off her belly.
Among 9101 models on 'Shemale Star DB', Bailey got the prettiest feet by far. She put a spell on me.
With every passing day, I think of Bailey Jay at play, while hubby Matt, slides his bat, between her cheeks with glee, her sighs and moans, give me a bone of my own, with thoughts of her lips around me, her knees held high, presents cock balls and thigh, for all of
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