Welcome to our Shemale category. Here you will find the biggest collection of free shemale porn galleries sorted by popularity for your viewing pleasure. Galleries on this page are focused on Shemale tranny content.
1 month ago Ladyboy XXX Shhh! I am reading here! Aww Never mind....you interrupted me! Now you better get over here and help me have a little fun before I have to get back to studying! Come hang out while I masturbate and play with my toy!
1 year ago Shemale Yum A sexy petite girl with a great attitude and a hot body gets fucked hard by Christian in her first hardcore scene at Shemale Yum!
6 months ago Shemale Pornstar Michelle Firestone drove down to work with me from Ohio and what a great time we had. Very lovely girl with an awesome personality that leads to long and engaging conversations. If that wasnt enough, this beautiful lady could not hardly wait to let h
2 months ago Amy Daly After playing around in the park and getting all dirty and bruised up I decide to come home and take a nice long hot shower and shave...and who doesnt pee in the shower. I mean cum on!
2 years ago Tranny Surprise Huge busty blonde tranny showing off hot body then banging
2 years ago Tranny Surprise Watch hot ass fucking tranny rur her cock then get her brazil ass pounded hard in these hard fucking pics
2 years ago TS Mariana Cordoba Shemale Mariana Cordoba rubs one off and shoots a magnificent load of shecum
1 year ago Shemale Yum North Carolina native Molly D’vyne is a girl who loves it all. She likes men, women, and trans-women. She was a bit nervous at first, but after a few shots from the camera she felt at ease.
1 year ago Shemale Yum San Francisco hipster tgirl returns to Shemale Yum for another foot fetish fantasy!
1 year ago Shemale Yum Serenity Sora is a brand new model that has a smoking body and a great personality. She was a little anxious for her first shoot, but nerves seemed to fly out the window for her second set. Right after I shot it I said to myself hmmm, this is one of
2 years ago BB Trannies Kalena Rios - The perfect shemale fucked good
2 years ago Shemale Pornstar Hazel Tucker gets her ass-pussy fucked for Shemale Pornstar
1 year ago Shemale Nova Hot tranny Maelyn longing for a juicy cock down her throat
2 years ago Ladyboy Ladyboy Japanese, new-half shemale Jenny with stunning body and ass.
2 years ago Shemale Yum Tranny who is yet to be ass-fucked!
1 year ago Shemale Pornstar Jane Marie is one of the hottest and sexiest girls Ive ever shot
1 year ago Shemale Yum Sophia Ghest returns to Shemale Yum to please all of our foot fetish fans!
1 year ago Shemale Yum Beautiful Canadian tgirl gets fucked hard by a handsome stud.
1 year ago Shemale Pornstar A month or two prior to working with Sienna Grace, I contacted her and asked her if shed be interested in doing a shoot. I was blown away by her body and said, “I MUST shoot you!”
2 years ago The Grooby Archives Gianna has milky white skin youll want to run your tongue over...
10 months ago Shemale Yum Well I adore cute divvy hangouts where its relaxed and warm, spend far too much time in fitting-rooms looking for my next favorite dress, and honestly am crazy about getting to cook for other people - it just makes me happy. Im relaxed, uncomplicated
2 years ago Franks T-Girl World Hawaii T-girl Jessie spreads her aloha for Grooby Photographer Frank. He then shows her some aloha of his own.
6 months ago Franks T-Girl World Im Stefani Special. Im 22 y/y. Im from a small town in north TX but I currently live in Dallas, TX. I am a woman born with Transsexualism. I was also born with XXY chromosomes, meaning I went through both puberties. I love myself and I love my body.
1 month ago TS Lucia Shhh! I am reading here! Aww Never mind....you interrupted me! Now you better get over here and help me have a little fun before I have to get back to studying! Come hang out while I masturbate and play with my toy!
1 year ago Ladyboy XXX Max is one of the most passable girl ive ever met!
1 year ago Shemale Yum Taylor is a young and fresh new transsexual girl from Southern California. She was very nervous for these first shoots but she warmed up nicely once we got going. Very nice girl and a lot of potential for her to blossom into a gorgeous woman.
2 years ago Amy Daly Amy Daly plays with her drippy shecock
2 years ago Shemale Yum Chrissy is a cutie from New Jersey who was urged by her boyfriend to be on our site. Shes got that girl next door look mastered, but in this hardcore set with her boyfriend you can definitely see shes got a wild side!
1 year ago Shemale Nova Nasty shemale Julieta under fierce anal onslaught
2 years ago Shemale Yum Spunky Blonde Shemale, Jennica, might look like an innocent girl next door. But dont be fooled, this girl loves orgies, tight asses, and hard cocks!
2 years ago Tranny Surprise Older tranny in lingerie lures unsuspecting dude into her place
1 year ago Tranny Surprise Sexy brunet tranny big cock fuckes her stud up the ass
10 months ago Shemale Yum Alona is stunningly tall with a very pretty and unique look going for her. The first time I saw her, she was shaking her ass in an online video and I knew we had to work with her!
1 year ago Ladyboy 69 Big-breasted tranny shows off awesome body
1 year ago Shemale Yum I originally heard all about Kim Bella through Jane Marie and then met her through Sofia Ferreira.
2 years ago Ladyboy Gold Cute Ladyboy Tao waits for date in short denim mini
1 year ago Ladyboy XXX Cartoon is 18 and 2 month, shes the most adorable, sweet, lovable, funny, feminine ladyboy Ive met.
1 year ago Shemale Asia Thick and hard ladyboy plays with herself
1 year ago Franks T-Girl World A stunning girl with a bright smile, smoking hot body and a magnificent ass!
2 years ago Ladyboy Ladyboy Aun is horny ladyboy from Bangkok. She has small, hormone tits with dark round nipples. She has a playful personality,
2 years ago Tranny Surprise Amazing hot real brazilian tranny picked up on the streets of rio at night fucked in her hot asshole hot pics
2 years ago The Grooby Archives Danika is a t-babe from Montreal. Dont be fooled by her tiny frame, she has a big cock attached to it!
2 years ago Ana Tranny Sexy blonde tranny with huge tits wearing tight jeans that hug her great booty
1 month ago Shemale Japan Shhh! I am reading here! Aww Never mind....you interrupted me! Now you better get over here and help me have a little fun before I have to get back to studying! Come hang out while I masturbate and play with my toy!
2 years ago Keira Verga Drunk and Full of Cum shemale Keira Verga has a cock as big as a banana
2 years ago Amy Daly Amy Daly cools off after a day of skateboarding around LA
1 year ago Shemale Yum Super-cool LA tgirl makes her debut on Shemale Yum and is also model of the month for July 2013!
2 years ago Hannah Sweden Sexy and Horny Hannah Sweden is an European Shemale with big bouncy tits
2 years ago Tranny Surprise Fucking big cock tranny nailed hard in her tight amazing hot ass
2 years ago Tranny Surprise Amazing hot bikini tranny gets picked up in brazil to fuck in her hot round ass super hot screaming tranny pics
2 years ago Tranny Surprise Amazing mini skirt tranny nailed up her brazilian ass hot street fucking pics
2 years ago Monica Richard Chunky big ass tranny Monica Richard having her asshole rimmed
1 month ago Trannies Fuck Shhh! I am reading here! Aww Never mind....you interrupted me! Now you better get over here and help me have a little fun before I have to get back to studying! Come hang out while I masturbate and play with my toy!
TransPleasure.com is a fully automatic adult search engine focused on free shemale, tranny, ladyboy sex picture galleries. We do not own, produce or host the galleries displayed on this website. All of the galleries displayed on our site are hosted by websites that are not under our control. The linked galleries are automatically gathered and added into our system by our spider script. Thumbnails are automatically generated from the pictures. "Categories" is just a list of the most popular search queries entered by surfers. The list of related phrases is also based on surfers search queries. TransPleasure.com has a zero-tolerance policy against illegal pornography. We take no responsibility for the content on any website which we link to. We take no responsibility for the phrases entered by surfers. Please contact us if you have found inappropriate content.