Mandy Madrigal Bubble Bath

By , August 19, 2016 8:00 am

Mandy Madrigal Bubble Bath

A head-turning beauty, Mandy Madrigal dwells in Antipolo City, a bustling part of Metro Manila. She’s just 25 years old and stands 5′ 6″ with a delightfully curvy 36C-25-36 figure and a thick 8″ cock. She loves antiques, cute guys and gentlemen, and as the eldest sibling, she’s the breadwinner of her family. Her goal? To become a supermodel. Maybe we’ve helped her out a bit since she truly is a standout beauty. Oh, and she says “I love sex…it’s hot.”

See much, much more at Piladyboy, the original Filipina ladyboy site! 192 Models · 592 Galleries · 56145 Photos · 180+ Videos

Piladyboy Mandy Madrigal Exquisite Transpinay Model   Piladyboy Mandy Madrigal Exquisite Transpinay Model   Piladyboy Mandy Madrigal Exquisite Transpinay Model   Piladyboy Mandy Madrigal Exquisite Transpinay Model

Piladyboy Superstar Apple Dupple in Temptations Video

By , August 6, 2016 8:38 pm

Apple Dupple Temptations

Sensational Apple Dupple, one of the hottest hung ladyboys of the Philippines with her 8″ cock, sleek and shapely body, and facial beauty, appears here in a a hot new video. See why Apple is of the top Piladyboy models!

Ladyboy Kristine Is Pristine For Work On PiLadyboy!

By , July 18, 2016 3:00 am

LadyboyWeb presents Kristine on PiLadyboy! LadyboyWeb presents Kristine on PiLadyboy!

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?

LadyboyWeb presents Kristine on PiLadyboy! LadyboyWeb presents Kristine on PiLadyboy!


Stop Presses: PILadyboy Joins Grooby/Groobybucks

By , June 30, 2016 2:56 pm

Grooby and UP Network are excited to announce that has joined with Grooby/Groobybucks! Says site owner Ernie Ecstatic, “We are excited to be joining the Grooby Brand! Piladyboy has been focused on the lovely Transpinay ladyboy models of the Philippines for nine years and we’re looking to improve and grow, and this is the greatest opportunity we could hope for.”

Look for to continue to feature the hottest, sexiest, loveliest Filipina ladyboys. We have great plans to build the site in the coming months. Affiliates can now promote through Groobybucks, offering enhanced promotional opportunities and bundling Piladyboy sales in with all Grooby sales through Groobybucks. And for the consumer, there are now multiple pay options, including bitcoins.

Check it out and look for more to come!

Cozy Kissing With Filipino Shemales Chanelle And Ampee On PiLadyboy!

By , May 25, 2016 8:13 am

Chanelle and Ampee on PiLadyboy! Chanelle and Ampee on PiLadyboy!

Here are some great pictures of two gorgeous Filipino Shemales from PiLadyboy, who look so alike, it’s almost like watching one girl make love to herself through a mirror! Chanelle Faller and Ampee Gongon are two girls from two different parts of the Philippines, but they have one thing in common… They absolutely love exploring the body of another Filipino Shemale!

I love the long, lean bodies that Chanelle and Ampee have, and they look just great entwined around each other. You can sure tell that these two Filipino Shemales really enjoy each others’ company… and Ladyboy cocks! If you love Ladyboy on Ladyboy action, be sure to check out this great scene of Chanelle and Ampee on PiLadyboy today!

Chanelle and Ampee on PiLadyboy!


Filipino Shemale Abhie’s Soft Evening Stroke On PiLadyboy!

By , May 22, 2016 1:22 am

Filipino Shemale Abhie On PiLadyboy! Filipino Shemale Abhie On PiLadyboy!

This is an awesome set of Filipino Shemale Abhie on PiLadyboy. I just love the who setting and mood of this set… the full length mirror, the soft lights, and of course, Abhie herself all makes this a great set to browse through. I wonder if Abhie is one of those girls that gets turned on watching herself stroke her Ladyboy cock. It sure looks like she does love the sight of her own naked body… and I don’t blame her one bit!

And, how about that great ass of hers! Wouldn’t you just love to walk up behind her, bury your nose in that long, shiny hair of hers, caress your way down that back, and then spread that beautiful ass wide as you plunge deep into that hot ass of hers? I’ll bet that Ladyboy Abhie just loves a good hard fucking… she’s certainly dressed for one!

Filipino Shemale Abhie On PiLadyboy! Filipino Shemale Abhie On PiLadyboy!


All Natural Filipino Beauty With Alcina Andrada On PiLadyboy!

By , May 11, 2016 10:58 am

Alcina Andrada on PiLadyboy! Alcina Andrada on PiLadyboy!

Wow… I do not know how in the world I missed this beautiful Filipino Shemale when she made her debut on Piladyboy, but I’m sure glad I found her again! It’s the beautiful Alcina Andrada, who has a completely natural look and I have to say, she looks damn good in it! This girl has a beautiful smile and a nice curvy body that gives her instant appeal but throw in that nice cock of hers and you know that Alcina is driving Ladyboy lovers wild with desire!

Piladyboy has so many different models that it is easy for girls like Alcina to get lost in the shuffle… and that’s a good thing! It’s always a nice surprise when I’m flipping through the site and come across a girl that I swear I’ve never seen before. Ladyboy Alcina has two sets on the site currently so come check out more of this all-natural Ladyboy!

Alcina Andrada on PiLadyboy! Alcina Andrada on PiLadyboy!


Khei Young, stunning past Miss Gay Philippines

By , April 21, 2016 7:20 pm

Khei Young

Piladyboy is the site that established the Transpinay Ladyboy genre as the original Filipina ladyboy site. While other photographers had gone to the Philippines before Piladyboy (notably Frank of Frank’s Tgirl World), Piladyboy was the first site dedicated exclusively to these delectable tgirls of the tropics, and, heading into its sixth year online, Piladyboy continues to introduce new models never seen on any paysite before and to feature top models in exquisite reshoots. One such outstanding model, and a prior Miss Gay Philippines, is the gorgeous Khei Young. In this new set, Khei plays the role of the temptress in the bar, a succubus looking for her male conquest of the evening. She will devour her prey, sucking all the lifeforce from his rockhard cock, and leaving him a molten pool of quivering satiation. For more of this seductive beauty, be sure to visit Piladyboy!

Piladyboy Khei Young Exquisite Transpinay Model   Piladyboy Khei Young Exquisite Transpinay Model   Piladyboy Khei Young Exquisite Transpinay Model   Piladyboy Khei Young Exquisite Transpinay Model

Filipino Shemales Trisha and Shaina Heat Up PiLadyboy!

By , April 12, 2016 10:28 pm

Wow… theses holiday days just seem to fly by! I’m really sorry that we’ve been a bit absent as of late but busy busy things are happening over at PiLadyboy – home of the world’s hottest Filipino Shemales! We’re continuing to break in our new camera-man and he’s coming along just fine. Here are a couple pictures of Ladyboy Trisha and Ladyboy Shaina having a little fun together!

The last part of September and the first part of October have seen some great updates on the site… Trisha and Shaina, an amazing shower scene with a cumshot you’ve got to see to believe with Ladyboy Ann, and a hardcore shoot starring Ladyboy Trisha… as well as much more! We’ll try to get more on the ball and give you guys all the Filipino Shemales you want… just remember you can always check out our entire site over at PiLadyboy!


Sexy Ladyboy Apple Dupple Strokes Her Cock At PiLadyboy!

By , April 4, 2016 5:00 am

LadyboyWeb presents Apple Dupple! LadyboyWeb presents Apple Dupple!

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!

LadyboyWeb presents Apple Dupple!


LadyboyWeb Presents Ladyboy Cassie of PiLadyboy!

By , March 24, 2016 10:32 am

Ladyboy Cassie of PiLadyboy

Age:     23
Build:     Slender
Height:     5’6″
Weight:     105 lbs.
Measurements:     34-26-34
Location:     Philippines

Sweet Ladyboy Cassie is one of the darling Ladyboys you’ll find over at PiLadyboy, presenting the best in Filipino Ladyboys! Cassie loves to have her cock sucked but unbelievably has never had her ass cherry taken… yet… 🙂 We’re hoping she’ll find a volunteer soon!

Elegant Filipino Shemale Iya in Black and White on PiLadyboy!

By , March 2, 2016 5:31 pm

Sometimes some of the best pictures aren’t the color ones but the simple and elegant black and white ones. Here are a few pictures of Filipino Shemale Iya from her photo shoot on PiLadyboy that I think are really nice…

I’m not sure why black and white pictures are so sexy to me… I think it is because they leave so much to the imagination and lord knows, my imagination can be pretty vivid! Who could possibly resist this beautiful Filipino Shemale as she strikes her modeling pose for on PiLadyboy! I love the cascade of her thick, dark hair contrasting with the whiteness of her beautiful skin. How I’d like to slide up next to her in that big antique bed, wouldn’t you?


Filipino Shemale Marie Fills Out the Jeans on PiLadyboy!

By , February 23, 2016 10:19 pm

One of my favorite things about the beautiful Filipino Shemales we have featured on PiLadyboy is that they look absolutely stunning with little to no make-up and just in the simplest outfits.

Take Ladyboy Marie for example… doesn’t she just look yummy in this simple outfits of some jeans and a white bra? Man, that ass would definitely turn my head if she was walking down the street. But… what would really turn my head is if I was quick enough to glimpse the big bulge in those jeans! Take a look at Ladyboy Marie’s monster cock! Wouldn’t you like to have a little taste of that?


Ladyboy Aubrey’s Shower Shoot for PiLadyboy!

By , February 16, 2016 12:17 pm

We received a few emails inquiring who the girl was on our post about the new Adult Erotica section on Piladyboy. Well folks, that’s the lovely Ladyboy Aubrey herself! This month on Piladyboy you can check out Ladyboy Aubrey as she steps into the shower for a soapy and sexy shower scene! I think girls taking showers are ultra sexy and I love watching Aubrey soap up her beautiful body… especially as she stops to pause around her Ladyboy cock! Aubrey has those deep, killer eyes that you can just get lost in too, that is, if you’re able to keep your eyes from straying up and down her body with lust! I have to confess, it’s pretty challenging given Aubrey’s delicious Pinay curves!


Filipino Shemale on Shemale Action At PiLadyboy!

By , February 2, 2016 9:47 pm

Do you love watching two beautiful Filipino Shemales go at each other as much as I do? If so, there is only one place on the web that you should be browsing and that’s PiLadyboy!

Where else can you check out two gorgeous Filipino Shemales like Ladyboy Ashley and Ladyboy Hazel melting their hot bodies together and sucking and fucking their way to awesome orgasms? I love the contrast in appearance these two Filipino beauties have together… one, the very picture of femininity and the other still having just a touch of those boyish features. And yet, they’re both just absolutely gorgeous together and have some great chemistry on camera. Come check out all our girls and watch our ongoing collection of exclusive Ladyboy on Ladyboy action at PiLadyboy!


Panorama Theme by Themocracy>