Our friend Brian went to Thailand 3 years ago and had his first experience with a ladyboy details of which he would like to bring to Your attention now. He proudly tells he became a ladyboy convert after his first time and we have no doubt he did!

On a trip to Thailand about 3 years ago I had my first experience with a Katoey. The guy who ran the hotel elevators asked me if he could get me anything, after a few beers I was feeling brave and asked about a Katoey, she must be good looking and a little kinky though. After an hours sleep I wake and feel hmm this is a mistake. Then there is a tap at the door and I think no way… I open the door to see a beautiful women there in an knee length PVC kind of raincoat, looking fantastic. I felt aroused right there and then and didn’t hestitate to ask her in.

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Our reader Maxie wants to share what it is like to be fucked up bottom by a ladyboy and getting a blowjob from her at the same time. Seems very exciting, what do you think? 😉

On a recent visit to Thailand I went further than I ever thought I would. I picked up a “young lady” Bangkok which I knew to be a ladyboy. She was very good looking and then some. She appreared from the outset to be nice, very quietly spoken, her English was ok, just. But she seemed genuine. I explained that I wanted something different and to experience the real thing. In 30 minutes we are in my hotel room, equipped with condoms, a small vibrator, KY, cigarettes, Vodka and surgical gloves. She poured me a very strong Vodka and generally just made me feel comfortable. After a lot of small talk she made the first move and began to kiss me and caress my cock slowly, I responded and after some awkward kind of refusal she finally allowed me to get my hands on her girly clit.

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Gotta thank our reader Amanda for this lovely ladyboy sex story.

As an openly gay women I had heard so much about Katoeys in Thailand and that they were affectionate and prepared to do most things. I have to go to Bangkok on a marketing junket so decide to test the waters. The first bar I walked into was confusing to say the least. So I plonk myself down, order a drink and look around. As I took a ciggie from my purse this lady perches herself next to me and offers a light. Going by the size of her adams apple I guess she is a ladyboy, her English was basic to say the least but she was very pretty all the same.

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Sarah is a soft and sensual shemale babe with long dark hair, a wicked tight body and a hot pair of big tits that look fantastic. In this gallery brought to us by Shemales From Hell the action begins when she takes this big cock in her mouth and starts sucking it lustily. When she feels it’s hot and wet enough to penetrate her shemale ass she sits on Marcus and starts riding him while her big boobs bounce around.

There’s moaning and groaning and lots of pleasure to be enjoyed for us. At one point she lets him fuck her from behind and he screws her big shemale ass deep and hard and cums all over her hot body. Is there anything this hot chick can’t do?

So you want to see a sub guy fucked by a dominant shemale? If so, today’s gallery from Transex Domination will not leave you indifferent. This poor sissy boy is blindfolded with a spike iron mask and his hands are chained above his head. Like this is not enough, he’s gagged too and the incredibly vicious shemale that did all of that to him is right next to him. Her name is Tempest and she’s enjoying it a whole lot and the pain that runs through his body no doubt turns her on even more. She likes dominating bitch boys and she’s dreaming of how good it’s going to fill his nasty asshole with her hard tranny cock to fuck him deep.

She puts him through hell, tormenting, humiliating and almost biting his dick off. After he fully submits to her mistress, she decides she needs a blowjob and removes his mask. When she feeds her shemale cock down his throat he responds because that’s what comes naturally for him. He’s a slut first and foremost and he sucks dick with the best of them. He gets her shemale rod hard with that wet and talented mouth and then she starts roughly fucking his asshole with her fat shemale cock. By now he’s Tempest’s bitch. He is owned by her and she will use him however she pleases. If she wants to pump him and then toss him out that’s what she’ll do. If she wants to keep him around for a few weeks to play with that’s what she’ll do.

This shemale really likes to take her bitches doggy style. That’s how they know they’re just her sluts. The guy gets fucked hard doggy style and Tempest is driving deep to make him scream. It’s truly a world class hardcore scene. Check out Transex Domination for more rough stuff like that, it’s a fucking great site if you ask me!

Mel Voquel is a blonde shemale hottie and it’s fucking fabulous to watch her get fucked by a big black cock in this gallery from Interracial Tgirl Sex. Her tits are quite big and round while the rest of her body is incredibly slim and tight. She might very well be perfect and watching this shemale getting pounded by this thick black fuck meat while her boobs bounce is the pleasure of a lifetime. She can take cock with the best of them and they try a few different positions so we can really appreciate just how sexy she is. I like it when she is on her back getting slammed and stroking her cute shemale dick.

There are more shemales fucked by black cocks at Interracial Tgirl Sex, so if this turns You on, get inside and check this site out!

A sexy latina shemale is swimming in the pool while her boyfriend sits on the edge with his feet dangling in the water. She swims every day and he’s learned that when she gets out she always feels horny. Something about the exercise gets her blood flowing to her shemale cock. This time he’s ready for her when she gets out and almost instantly his lips are attached to her beautiful shemale nipples. The water is still streaming off her body as he flicks his tongue back and forth over the beautiful little nubs.

She’s keen on exploring the scene further with him so she pulls down his pants and takes his ever growing cock into her mouth. It doesn’t take long for him to be fully boned up and ready to fuck. She bends over, grabs the rail and he gently slides his cock into her from behind. It’s quick, dirty and delicious and she seems to want even more than he can give her. The most beautiful pictures come when she gets on top and bounces on his cock.

It goes so deep into her it will make your balls tingle with joy. If you love dirty shemale fucking action and want to see this photo set completely, i encourage You to visit Latina Tranny and see their latest additions, they’re absolutely HOT!

Normally Long Mint is the ladyboy that shows off her big cock. She’s got nine inches of meat between her legs so you can’t blame her for wanting to flash it at anyone that’s willing to look. She’s hooking up with a horny fella in this hot gallery though so it’s less about her hard cock and more about seeing this ladyboy get fucked. That’s plenty entertaining though.

Ladyboy Mint starts with a striptease and when her little zip up dress comes off the lingerie underneath is stunning. It’s a corset made of latex and jewel encrusted. It makes her look glamorous and slutty at the same time and when you see it there’s no question you’ll want to fuck her ladyboy ass, which is the point. She’s wearing black stockings and high heels too so she looks like the most fuckable creature on the planet. It’s no wonder the guy wants to bone her asshole!

After some groping of her ladyboy tits he takes his clothes off and Mint gets a nice look at the dick surprise waiting for her. A little bit of sucking and fondling gets him rock hard and then it’s time for an adventure up inside her ladyboy asshole. He fucks the ladyboy slut hard and he fucks her deep. He makes her into his tasty ladyboy cock slut and it looks amazing. He goes deep into that anus and he never wants to stop thrusting.

I bet You’ve never seen this legendary ladyboy fucked this way before so You have to check out Mint’s site to see it all.

If someone offered you the chance to fuck a ladyboy through a gloryhole would you take it? Would you stick your dick through the hole in the wall and stuff it deep inside the hot ladyboy asshole? That seems like a pretty tough thing to resist, if you ask me. The hot video gallery from Ladyboy Gloryhole we’ve got for you here shows a sexy ladyboy Lea in the bathroom and of course there’s a nice big gloryhole in the wall.

The sexy scene kicks off with the hot chick stroking her dick while looking at the wall. She sees that there’s a delicious prize waiting for her and she’s excited about the possibilities for pleasure. She wants to suck on that big fat schlong and the guy would love to have her ladyboy lips wrapped around his meat. So of course there’s a ladyboy gloryhole blowjob!

Sexy Asian ladyboy Lea gives him head but things don’t get really spicy until she makes her asshole available for a pounding. Wearing only her gorgeous high heels she stands up, bends over and lets him fuck her ladyboy asshole through the hole. She looks great with a super tight and sexy body and I have to imagine that it feels pretty amazing being inside that tight and sexy asshole of hers. Raise your hand if you want to fuck this tasty ladyboy slut!

The dildo-tastic gallery brougt to us by Ladyboy-dildo begins with a beautiful ladyboy showing us her big fat cock while she sucks on her favorite red toy. That thing is going to end up in her asshole and you know that’s what you want to see. When you get a glimpse of her cock do you dream about sucking on it? Would you like to have that fat ladyboy wang in your mouth? The hot slut has a friend join her during the set and that spices things up a whole hell of a lot.

When the second ladyboy shows up she takes charge right away, grabbing the thick red dildo and sliding it inside her lover’s asshole. It’s thick but it fits in there with ease and it looks awesome! When you see the full length of it outside her ladyboy asshole you can really appreciate just how much is sliding in there. They’re doing some seriously hot ladyboy ass fucking! When she hands control of the dildo back over to her young lover the two of them get all spicy and sexy together again.

They start kissing and caressing and rubbing and the ladyboy with the toy can’t stop jamming it into her asshole. She must like how full it makes her feel. She’s no doubt dreaming about having a big cock slipped inside her and she would probably love if it was yours. Wouldn’t you like to have a threesome with these dildo loving ladyboys? A lot more hot stuff awaits you at Ladyboy Dildo, so step inside if you love hot dildo ass fucking action.