OK, I’m sorry for all you guys out there who thought you were going to get to see Shemale Pornstar Bailey Jay get that pretty ass of her pricked by a big, Black cock… But, I’m definitely not feeling sorry for the guy who gets to wake up to this sight every morning! Wouldn’t you just love to wake up, look beside you, and see the beautiful Bailey Jay with her long, black hair falling softly around her shoulders?

Of course you would… what a stupid question! This is probably my second favorite look that Bailey Jay has been experimenting with lately. I don’t know who helps her out with her hairstyles but that person has got to be making a mint off of her! Anyway, just a few pictures to send you off to sleep with tonight

COME CHECK OUT SHEMALE PORNSTAR BAILEY JAY HERE!

You know, honestly, this isn’t my favorite set that Shemale Pornstar Bailey Jay has done but you know, that’s the great thing about porn… there is always another set to follow. Actually though, I do love the expressions that Bailey Jay has on her face in some of these pictures…

You know that girl that you always tried to get to know but she never gave you the time of day? Bailey Jay reminds me of that girl in this set. That sneer on her face is exactly the sort of, ‘Yeah, I’m a bitch, so what?’ response that you get from this snotty girls that know they’re the hottest things on the planet. Of course, our sweet Shemale Pornstar Bailey Jay isn’t like that at all, right?

COME CHECK OUT THIS RETRO SET OF TS BAILEY JAY HERE!

I think this may just be my favorite set featuring Shemale Pornstar Bailey Jay in quite some time. While I can’t promise that clicking through the pictures in this set will make you any brainier, I can say that it is sure to awaken a little something in you… As I’m sure this iteration of Bailey Jay would say if she were here… ‘boooiinnng’!

This is such a cute outfit, and the oversize rimmed glasses add just the right touch of goofiness, if you ask me. Bailey Jay looks like the perfect co-ed here, and you can bet that she would have guys falling all over themselves in the hallways of college campuses everywhere… just to get a glimpse up that short pink skirt of hers!

COME CHECK OUT THIS SEXY GALLERY OF TS BAILEY JAY HERE!

When I was a kid, my Grandmother had this staircase leading up to her attic that used to scare the heck out of me and my siblings. We’d avoid going up those stairs at every chance we got! I don’t know why, but that was one of the things that I thought about when I saw this sexy set of Shemale Pornstar Bailey Jay posing for some shots on her stairs.

I guess it is a good thing that TS Bailey Jay never developed a fear of stairs because we’d never have this schoolgirl shoot of hers to drool over. I would just love to be walking in back of her and catch a glimpse of that lovely ass of hers as she steps up these stairs… that’s one way to get me up them!

COME SEE THIS SEXY STAIR SHOOT WITH TS BAILEY JAY HERE!

I am way too young (he-he) to remember those hippy days, but that is what I thought of when I saw this set of Shemale Pornstar Bailey Jay. Clearly, it has to be the headband, (which is a testament to headbands) since I don’t think that long, red hair is necessarily ‘hippyish’, and Bailey Jay doesn’t have on a stitch of swirly, neon clothing.

Anyway, I can say that I’ve woken up in a bathtub or two over the course of my life, although I am pretty sure I didn’t wake up looking as gorgeous as TS Bailey Jay does here. Do you think there is room for one more in that tub with Bailey Jay because I could sure do for a little afternoon nap…

COME CHECK OUT THESE BATHTUB PICS OF TS BAILEY JAY!

Clearly, Shemale Pornstar Bailey Jay has put together some very memorable shoots over the course of her career but I think this recent set of hers is one of her best yet. It was all I could do to not pull out an Alicia Keys CD and play that ‘New York’ song that she does as I was flipping through this great set!

Bailey Jay looks A-MA-ZING in this set, and I just love her cream outfit with the Queensboro Bridge in the background making an excellent backdrop. Of course, once she takes her coat off, Bailey Jay really sets the pictures on fire with that gorgeous body of hers, which I don’t think has ever looked better. If you’re going to check out one Bailey Jay set out this year… this is the one!

COME CHECK OUT MORE OF THIS GREAT BAILEY JAY GALLERY HERE!

Just imagine for a second that you have never seen Shemale Pornstar Bailey Jay as a brunette before… then go watch this video clip of Bailey from her Official Site. I barely recognized her, and thought for a second that she had invited someone to do a guest shoot for her site…

But it because crystal clear that it was indeed TS Bailey Jay in the video clip once I saw that remarkable Shemale cock of hers. There is just no mistaking that big thing… Once you see something like that, you don’t easily forget it. Clearly, Bailey Jay’s Shemale cock has made quite the impression on a lot of her Fans!

COME WATCH TS BAILEY JAY STROKE HER SHEMALE COCK HERE!

Well, just in case the strawberry blond of the last post wasn’t enough for you, now you’ve got a really blond TS Bailey Jay showing off that beautiful body of hers here! I think I like it when Bailey Jay does some experimenting with her looks… It is always nice to see something new and fun on our favorite Shemale Pornstar!

The color of her dress is a really beautiful color on Bailey Jay too. I’m not sure what to call it, but it really mixes well with that milky white skin of hers. I barely even noticed that there was a gray streak in those blond tresses of hers here… I think I was, ahem… concentrating on other parts of her body!

COME WATCH MORE FROM BLOND BAILEY JAY ON HER SITE HERE!

Actually, I suppose that technically, a blonde bombshell refers to a Marilyn Monroe type, with a little bit more blond than TS Bailey Jay is showing off here. I’ve always been a little confused by the different shades of blond but I think this is more of a strawberry blond or dirty blond… I don’t know…

I do know that Bailey Jay looks every bit as sexy as a blond as she does a brunette. I think I’ve gotten way used to seeing her with dark hair so it is a little bit of a shock to the system, but I totally love this look on her too. Now I guess all that is left is for Bailey Jay to find out if blonds really do have more fun!

COME CHECK OUT SHEMALE PORNSTAR BAILEY JAY’S BLOND PICS HERE!

There just really aren’t that many pictures of Shemale Pornstar Bailey Jay getting up close and personal with a real-life cock, so I think that these pictures of her teasing this banana to death are about as close as you’re going to get to seeing her deepthroat! Lucky for her though, Bailey Jay’s shoots continue to be colorful and fun.

You do kind of have to wonder though just how long and how far TS Bailey Jay can ride the ‘cute’ factor in her career. I guess the answer so far has been largely untested as she continues to be one of today’s most popular Shemale Pornstars, even nabbing a recent win at the AVN Awards… I guess ‘cute’ works well for some!

COME WATCH MORE FROM CUTE SHEMALE PORNSTAR BAILEY JAY HERE!