Ladyboy Organ has such a cute smile on her face as she holds her Ladyboy cock here on Extreme Ladyboys. I’m not sure if just holding her cock makes her smile or the thought of the big dick about to invade her ass does…
Something tells me it is the fucking that makes this cute Ladyboy smile. When you choose a name like ‘Organ’ for your screen name, surely that must mean that you’ve got ‘sex on the brain’. I guess Ladyboy Organ is one horny Ladyboy that just can’t help smile at the thought of a big, hard cock slamming into that cute Ladyboy ass of hers!
COME CHECK OUT MORE LADYBOY ORGAN ON EXTREME LADYBOYS HERE!
When I was growing up my parents made sure that I knew for a job interview, you always show up looking as good as you possibly can. Looks like Ladyboy Kristine’s parents said the same thing to her because this Ladyboy look pristine as can be for her shoot on PiLadyboy!
A crisp while suit is always quite the way to make an impression, especially when you’re a hot Ladyboy like Kristine from PiLadyboy. I’m sure that whatever job she interviews for, all she needs to do is wear this outfit and show off those beautiful legs, and I don’t know one male HR Manager that wouldn’t hire her on the spot. Who wouldn’t want a horny little Ladyboy like Kristine working for them?
COME WATCH MORE SEXY LADYBOYS STRIP DOWN ON PILADYBOY!
Don’t ask me what a ‘Dupple’ is or why sexy Ladyboy Apple has it as her last name here on PiLadyboy. I don’t have an answer, and frankly, I don’t really care all that much. I’m way too busy staring at this gorgeous Ladyboy’s hot body and pretty face!
Even with her toes right in your face, it is pretty clear that Ladyboy Apple Dupple is one very pretty girl. It also looks like she is one horny one too because it isn’t long before she has one hand wrapped around her Ladyboy cock and the other teasing herself with a fat dildo! I’m guessing that Apple Dupple is one sweet and tasty Ladyboy treat so swing on by PiLadyboy today and check her out!
COME CHECK OUT MORE LADYBOY APPLE DUPPLE AT PILADYBOY!
I think that all the Ladyboy Lovers in the world can pretty much agree on one point, which is that Ladyboys make the sexiest maids in the world… at least when it comes to maids with cocks tucked away under their maid uniforms! Here we find the beautiful Ladyboy Mako Aiuchi posing for some sexy pictures at Shemale Japan dressed in a pretty maid’s outfit…
Ladyboy Mako is one of those Ladyboy Maids that you wish would pop in on you uninvited to do a little cleaning during your stay in Tokyo. Just imagine being hard at work typing up some report and then looking up to see Ladyboy Mako tidying up your room! I think you’d probably stop typing immediately to pay closer attention to what services this Ladyboy Maid offers…
COME CHECK OUT MORE LADYBOY MAIDS AT SHEMALE JAPAN!
Get a little liquor into the Filipino Shemales on PiLadyboy and then turn your head for a second and pretty soon you’ll be astonished at the hardcore action that unfolds right before your eyes! Ladyboys Dianne, Aubrey, Ashley, and Abhie spend this night satisfying all their base urges and indulging in just about every sexual fetish possible!
Once these girls find a guy willing to submit his body to their Ladyboy cocks, there is just no end to the fucking that ensues. Four hot Filipino Shemales and one guy… You can only imagine the filthy fucking that comes along. This is one PiLadyboy scene that is not for the faint of heart… You’ll be gasping in awe as you watch these four Ladyboys indulge in some truly hardcore action!
COME CHECK OUT MORE HARDCORE ACTION WITH THE GIRLS OF PILADYBOY!
You don’t see many Ladyboys cross the pages of Shemale Yum since it is mostly a North American Shemale site, but once in a while an Asian Ladyboy does appear there… and it always makes me happy to see that. The beautiful Ladyboy Bora Gin made her debut on the site recently, and I just totally loved her set on Shemale Yum.
For her set, Ladyboy Bora Gin chose a rather simple outfit but it looks so sexy on her, don’t you agree? Ladyboys always look awesome in black and Bora Gin is certainly no exception here. After she strips down, Bora Gin takes a nice, relaxing soak in the tub while she strokes her Ladyboy cock… Something tells me that after this bath, she’s going to have to take a shower to truly get clean!
COME CHECK OUT MORE BEAUTIFUL LADYBOY BORA GIN ON SHEMALE YUM!
Filipino Shemale Ashley made her debut on PiLadyboy quite a while ago but I just love returning to her sets and seeing those gorgeous eyes of hers look through the camera at me as she strokes her Ladyboy cock! For this set, Ladyboy Ashley picked out a very sexy outfit that looks just amazing on her, hugging her curves just perfectly.
In the end, posing for the camera proves to be a pretty big turn-on for this Filipino Shemale, and she pushes her panties aside so she can get at her Ladyboy cock for a little stroking action. With a big smile on her face, Ladyboy Ashley makes herself harder and harder… And speaking of hard… what’s going on with that big rock on her ring finger? Perhaps she has found a generous Admirer on the pages of PiLadyboy!
COME CHECK OUT MORE LADYBOY ASHLEY ON PILADYBOY TODAY!
I’m sure at some point or another, you’ve all come across some Ladyboy that you just want to cuddle up next to and fall asleep with. Well, I’ve got another Ladyboy for you that will bring those feeling to the surface… the cute and cuddly Ladyboy Bar on Ladyboy-Ladyboy!
Ladyboy Bar looks just cute as can be with her floral dress and bow adorning her hair. There are several cuties on Ladyboy-Ladyboy but I think Bar has got to be one of the cutest. With her awesome body and hard little Ladyboy cock, can’t you just imagine cuddling up next to her, reaching around, and jerking off her Ladyboy cock until you both fall asleep!
COME GET COMFY WITH LADYBOY BAR ON LADYBOY-LADYBOY TODAY!
Ladyboy Icce looks like she is lost in some dream of the hardcore action to come during her shoot on Extreme Ladyboys. You can’t blame her either… I’m sure when you’re as hot as Ladyboy Icce is, you get pretty used to having your pretty ass fucked and your Ladyboy cock sucked on a semi-regular basis!
After ripping a nice, big hole in her pantyhose, Ladyboy Icce soon has her dreams come true as she gets penetrated by a hard cock. I just love the way she leans back and completely surrenders to the fucking that she gets on Extreme Ladyboys. All I can say is that this guy must have plenty of self control to be able to hold off on blowing his load right up Ladyboy Icce’s hot ass!
COME WATCH LADYBOY ICCE GET HER ASS FUCKED ON EXTREME LADYBOYS!
Ladyboy Jasmine made her second guest appearance on PiLadyboy recently, and I think she looks absolutely beautiful against this sunlit backdrop dressed head to toe in white. I love the thought of a hot Ladyboy in a pretty nightgown, watching it flow around her body as she moves…
Ladyboy Jasmine looks pretty hot in her white lingerie too, and as she leans back to stroke her Ladyboy cock, one can only imagine what this pretty Ladyboy is dreaming of. Surrounded by sunlight, I think she’s probably thinking about just how good a nice, big, hard cock would feel penetrating her Ladyboy ass. Come check out the rest of this set on PiLadyboy and make sure to check out Jasmine TS Fantasy, the Official Site of this pretty Ladyboy!
COME CHECK OUT MORE OF JASMINE’S GUEST APPEARANCE ON PILADYBOY!
Do you ever wonder just where in the world the folks over at PiLadyboy come up with the beauties that they feature on the site? It crosses my mind all the time and one of these days, I’m going to make it to the Philippines so I can figure out for myself where these lovely ladies come from!
I would assume that there are some sort of clubs that all the girls hang out at… sounds like fun to me! Just imagine running into these three girls out on the dance floor and then talking your way into the panties of Ladyboy Martina! I think that smile on her face is saying that you’re going to be in for a good night!
COME CHECK OUT MORE FILIPINO SHEMALES ON PILADYBOY TODAY!
I think Newhalf Mai Ayase has those classic ‘Japanese’ looks that guys who love Japanese women love. Here she is for her recent shoot on Shemale Japan, and as you can see, she’s got that perfect skin, gorgeous round face, and small, petite body that Japanese women are known for worldwide.
The one thing that makes Newhalf Mai Ayase special though is what she’s got tucked away in those panties… Don’t you just love seeing her pull them down to reveal her Ladyboy cock, already hard with the thought of the stroking action to come? If you love Japanese girls and Ladyboys, there’s no better place to find the mixture of the two than on Shemale Japan!
COME CHECK OUT MORE OF LADYBOY MAI AYASE TODAY ON SHEMALE JAPAN!
Filipino Shemale Macy shot for PiLadyboy back in 2009 but now you can check her out in high resolution on the site, and believe, there is plenty about Macy that you’ll want to see! I think Macy has that exotic look that a certain mainstream, big-bootied girl has too… but of course this Filipino Shemale has something a little bit extra for you guys to enjoy!
I love the way all the girls on PiLadyboy pose… it is like they’ve been doing it their whole lives! Macy certainly has a great body but I think it is her gorgeous face and long, soft hair that is the real ‘clincher’ for me. Now if we can just get that tiny, black swimsuit off of her…
COME CHECK OUT MORE OF FILIPINO SHEMALE MACY ON PILADYBOY TODAY!
It has been a little while since we last took a look at one of the gorgeous girls on Ladyboy Pussy so here you go! Here is the simply stunning Ladyboy Kiki who is spreading her pussy lips wide under the soft sunlight for her scene on the site. I love this sexy little outfit that Ladyboy Kiki is wearing here along with the striped stockings that give the scene a fun look.
It may be fun but don’t let those striped stockings fool you… Ladyboy Kiki is in for some serious dildo play on Ladyboy Pussy. After all, what’s the use of having a soft, wet pussy if you’re not going to have some fun with it, right? I just loved watching Kiki tease her tits with her red dildo until she just has to plunge it into her quivering pussy…
COME CHECK OUT MORE DILDO PLAY WITH KIKI ON LADYBOY PUSSY!