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!


Tantalizing Tyra Teases and Tugs

By , January 20, 2016 1:30 am

Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model

Tyra: a superstar of Piladyboy and one of the hottest Transpinay models you’ll ever see. She’s as gregarious as she is gorgeous, an enthralling companion with big, soft, delectable tits and 8″ of girlcock to play with.

Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model

Tyra has been featured on Piladyboy in 11 galleries and 5 videos, and in this video she teases with her bodacious boobs and strokes her thick cock till she cums all over her belly. Don’t you want to just stroke that cock, suck her off and swallow her sweet juice?See much, much more at Piladyboy, the original Filipina ladyboy site! 185 Models :: 570+ Galleries :: 54000+ Photos :: 190+ Videos

Come Get Some Filipino Shemale Ass on PiLadyboy!

By , January 18, 2016 9:43 am

Are you a fan of nice, brown, round asses attached to beautiful Filipino Shemales? Well come explore the beautiful rumps of the girls on PiLadyboy!

Here we’ve got some pictures of the great ass of Ladyboy Michelle as she bends over for some poses on the site. Michelle is a very cute 19 year old Filipino Shemale who loves to spread her ass wide with her fingers, waiting for a big cock to invade her personal space! She loves the feeling of a hard dick sliding in and out of her slick hole and with an ass like that, I doubt she has very much trouble finding volunteers!


Stunning Sophia Sanchez Drenched in Cum

By , January 15, 2016 10:16 am

In 2014 Piladyboy introduced Sophia Sanchez, a gorgeous young ladyboy packing a rock hard tool and a wonderful, happy personality. Since then she has become a site fave. Hailing from Caloocan City, the third most populous city in the Philippines, she loves a good time and good people. Her ideal partner: a romantic guy with a sense of humor (line forms to the rear). Watch her stroke her lolipop until she drenches herself with cum.

See much, much more at Piladyboy, the original Filipina ladyboy site! 185 Models :: 570+ Galleries :: 54000+ Photos :: 190+ Videos

Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model

Kaptivating Katrina: Piladyboy’s Newest Star

By , September 29, 2015 10:02 pm


Say hello to Piladyboy‘s newest star, Katrina. What a gorgeous, exciting and fun girl she is! Katrina has previously appeared on and has already appeared in two photo galleries and a sizzlingly hot hardcore video (she deepthroats with great vigor and gets fucked silly–we’ll add a clip as soon as we can), and we will be seeing a lot more of her on Piladyboy. Keep your eyes on this one, she’s bound to join the ranks of TS Filipina, Erika Fox, Tyra, and other Piladyboy superstars. Enjoy her sets and much, much more at Piladyboy, the original Filipina ladyboy site! 184 Models : 555 Galleries : 52,500 Photos : 185+ Videos

Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model   Piladyboy Exquisite Transpinay Model   Piladyboy Presents Katrina

Piladyboy Presents Katrina   Piladyboy Presents Katrina   Piladyboy Presents Katrina   Piladyboy Presents Katrina

Exciting Empress Francine Orgasmic Video

By , September 17, 2015 11:08 am

Mistress, or Empress, Francine Gurchik has been one of our top models almost since launched, delivering sensational solo and hardcore content with boys, girls and other ladyboys. On top of that, she has been one of our top photographers as well, working with models like Alie, Pauline, Criszty, Sophia and more. You can find more on her new site,, and in for her 21 galleries, 6 videos and over 2300 photos on! But for now, enjoy this teaser clip!

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