As soon as you see the entry page of Ladyboy-Ladyboy.com, you can immediately tell that this is a first-class site build by someone who definitely knows what he or she is doing. The banner graphic is quite impressive, and you see exactly what you’re getting with this site — quality content featuring very attractive Asian shemale models — and the two main models on this page were put there intentionally and for a very good reason-they look good and will convince you to click farther into the site. Also the models chosen to fill the left side of the second page of the tour are nice looking, too! Read more [+] »
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Once a year I visit Thailand on business. I usually stay in a fancy hotel and visit the red-light district in Bangkok on at least one of the nights I’m there. The red-light district always has some of the hottest Asian girls to come out of Thailand so I always go there for a visit to give my cock its Asian fix. This last visit was one of a kind.
I’d gone down one of the main streets where the girls work their magic late on a Tuesday night, just after a great business deal had gone down in the office. I wanted to celebrate in my own style. I came across this absolutely stunning brown haired Thai girl with the most amazing body. She was wearing a short leather skirt and a black PVC bikini top. She had a little black coat on over the top and long leather boots. She told me how much her services would be per hour and I was very keen. I told her about the hotel I was staying at so we agreed to go back there. I love the exchange rate with my own currency – makes the services here very cheap indeed!
We got into the hotel room and she took off her coat, leaving it on the chair near the door. She asked me if I wanted anything kinky or just the regular blowjob sort of deal. I asked her what she meant by kinky. I needed some balance in my life. I’d always wanted to have my own dominatrix to tell me what a naughty boy I’ve been and told her this. She smiled, took out a whip from her bag and told me to take off my clothes. I said “yes ma’am”.
She snapped back. ”NOW! Hurry up you stupid little white man”.
That sounded kinky. It was already getting me randy. This petite Thai girl was telling me, a six foot man in a business suit, what to do. I started unbuttoning my shirt. She frowned and stomped over to me and said “NO that’s too slow!” and pulled my shirt open, popping several buttons off and making them going flying. She was definitely in character and doing a fucking good job. My cock was getting hard.
She told me to bend over and started spanking me with the whip telling me how useless I am and how I deserve every lashing I get. I loved it! I looked behind me and saw her take off her skirt. She turned around and showed me she had a dick! I wasn’t sure if it was a strap-on or not at first because it looked like she may have either added a toy to her panties or removed part of her panties, like a convenience hole some designer underwear have these days. Anyway, I thought it was fucking hot that a chick that sexy could have a dick. She walked over to me lifted up her nose like a naughty mistress and grabbed my head.
”Suck my cock, white boy! Suck it until I tell you you can stop!” and rammed my head forwards to her pelvis. Yep! This was a full blown Asian shemale and this dominating ladyboy was making me suck her dick. She pushed her dick further in and I gagged and pulled back “I did not tell you you could stop stupid white boy!” and I went at her dick again. This was invigorating. I was feeling balance again because I was getting brought back down to Earth and I had a mouthful of dick too!
She pulled her dick out of my mouth and told me to come with her into the bathroom because she needed to teach me a lesson. The raunchy Thai ladyboy took the lube with her and leaned over the basin.
”Take off my panties, naughty boy” so I did, as instructed, with my teeth.
She told me to put a condom on and handed me one. She lubed up her ass and told me to put my fingers inside her. I slowly inserted my fingers, one at a time, until her Thailand ladyboy ass was relaxed enough I reckon I could fit my dick in her hole!
”You are now going to fuck me up the ass!” She demanded.
”I’m not sure if I like anal to be honest” I told her as I’d never fucked anyone up the ass before.
”It was not a question!” So I followed the dominating Asian ladyboy’s instructions and started pushing my dick into her anus. It was tight and felt like the perfect amount of pressure I use on myself when I’m tossing off. I like it tight and it’s hard to find a pussy this tight. She told me to go faster and push further in. By this stage the ladyboy was naked and was pulling on her nipples as I fucked her from behind. I had always wondered with it would be like to have Asian ladyboy sex with such an awesome looking ladyboy!
”Grab my cock” she told me, “I want you to toss me off while you fuck my ass”. So I leaned forwards and reached for her dick. I pulled it in time with my ass fucking her kathoey ass so we’d both feel like we’re fucking. I craved her tight ladyboy ass and think it was that night I got converted into a full-blown ass lover! I could tell she was enjoying it to just by how she was moaning and breathing heavily.
”Ok, cowboy, time to pull out” she directed me. I pulled out of her ass and she turned around and made me kneel. This seductive Asian ladyboy came all over my face then rubbed her cum around with her cock. Her cum was so warm and smelled sweet!
The kinky ladyboy’s mood changed instantaneously and she smiled that sweet smile she gave me when I first saw her on the street. She rolled the condom off my dick and led me to the bed where she gave me a fucking crazy blowjob. I’ve never had a chick suck my dick like that! The best blowjob I’ve ever had. She held the base of my dick with one hand and bounced her mouth up and down my dick, occasionally pulling it out and licking my shaft. I gripped the sheets on the bed and shot a massive load from my dick all over her perfect, perky tits! She kept pumping my dick with her hand until I laid on the bed, enjoying the aftermath of her amazing ladyboy sex skills!
She went into my bathroom and had a shower. I needed a smoke so left the money on the bed and went out onto the balcony until that amazing Thai ladyboy dick magician left. Best fucking night ever!
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I’ve been with my girlfriend, Karen, for about four years now and my eye has only wondered twice. I’ve never cheated on her but she knows I have always been keen on seeing her getting fucked by a chick while I watch. There’s something about watching a girl getting fucked by another girl with a strap-on, or better yet an Asian ladyboy doing my girlfriend, that gets my cock extra hard very fast. My girlfriend had been interested in experimenting with girls for a couple of years now but we’d never really found a girl we both thought was hot enough or actually willing to play along. Also, we didn’t know any ladyboys so that fantasy was still sitting in limbo.
That was until my girlfriend started her new job and met her latest close friend, Jamie. Jamie was a bubbly, beautiful, toned Asian stunner with a firm looking ass and bouncy breasts I’d sometimes fantasized burying my face between. She had sultry thick eyelashes, blue eyes and lips you know would suck a cock damn hard! Karen had gotten to know Jamie pretty well at work and started inviting her over to our house to work on ‘work projects’ and generally just spend more time together. I thought it was a great chance to maybe get some girl-on-girl action some time so I approached Karen about it. She said she’d casually mentioned it to Jamie and the cute little Asian girl didn’t seem disgusted at all. In fact, Jamie had mentioned she had always wanted to try the same thing and didn’t mind if a guy wanted to watch.
So the following week, when we all had a day off work, we invited Jamie over. She arrived in her skimpy short denim skirt and a tight sleeveless shirt that I could almost make out her nipples in. We sat and had some lunch and a couple of glasses of wine in the lounge, just to relax the mood a little. I thought I’d break the ice by saying “so what do you think about you girls having a little kissing action?”
I got a smile from both of them and a chuckle from Karen.
”Wow, you really know how to move things along don’t you,” she said, turning to Jamie and smiling. Karen leaned in and gave Jamie a closed mouth kiss on the lips. My eyes were fucking wide open by this stage – finally this just might happen! Jamie lifted up her hand and curved it around Karen’s jaw, opening her mouth and licking Karen’s lips with her tongue. Karen brushed her hand over Jamie’s perky boob and squeezed it. All my Christmases had come at once!
My cock was hard as the girls started to undress each other from the top down. Karen’s panties were on the floor and Jamie was lapping into her pussy like she hadn’t eaten all day. Karen was obviously enjoying it because her moans were getting loud and her tits were getting pink from all the squeezing she was giving them. Jamie was bent over in front of me and I could see a bulge in her pants. I had a feeling this could get interesting. The idea of having an Asian ladyboy in my house sounded even better than two girls – this would be like Karen letting me watch her almost have a threesome! Better yet, this would be Karen getting fucked by a hot chick with a permanent strap-on! I couldn’t take my eyes off that growing bulge until I saw Karen grip the couch. She was definitely taking to Jamie’s tongue!
Jamie pulled herself up from Karen’s dripping, throbbing warm pussy and turned to face me. She took off her bra and showed me her perky breasts, then grabbed my hands and made me grope them. They felt like a twenty year old’s tits, deliciously firm. Jamie turned around to face Karen and said “I have a big surprise and I hope you don’t mind,” and pulled down her pants to expose her big cock.
“Holy shit!” I exclaimed, getting turned on even more now that my suspicions were confirmed.
Karen looked at Jamie, smiling, and said, “Well I wasn’t expecting that.” Karen looked even happier. I know she likes cock and she was nervous about going down on another girl so we both knew a dick would be much more comfortable.
Karen got down on her knees, grabbed Jamie’s big ladyboy cock and started giving her a blowjob. It was a mega turn-on seeing my woman giving this stunning kathoey a blowjob. My cock was almost as hard as Jamie’s! I watched her twist her ladyboy nipples on her big, firm tits while my girlfriend went to town on her cock. Karen’s cocksucking tricks seemed to work well on Jamie too because her leg seemed to shake a little and she had to pull Karen off.
Without a second thought, the Asian ladyboy spun Karen around and had her down on all fours, ready for cock. I had my cock out of my pants and was pounding it fast. Jamie was rimming my girlfriend’s ass and Karen loved it! I was looking forward to the climax of this wild Asian ladyboy sex session and hoped her cock would end up in either Karen’s ass or her pussy.
I watched as the ravishing Asian shemale slowly pushed her Asian shemale cock into my girlfriend’s pussy.
“Oh fuck yeah” I said under my breath as she pumped the fuck out of my bent over girlfriend. Karen was rotating her fingers around her clit fast as the ladyboy stunner kept fucking her with her massive, ‘organic’ strap-on cock. Jamie had Karen by her shoulders, had her back arched and was grabbing at her tits while she doggy styled her. Jamie got faster with her thrusts and dug in deeper with her eight inch ladyboy dick.
Karen started to scream like I’ve heard her many times before and I saw her go stiff and then shake a little as she yelled out “I’m CUMMING!”
All my wildest fantasies with a ladyboy were coming true! I just watched my girlfriend cum from a stunning Asian shemale ramming her pussy with her organic strap-on!
I felt my cum starting to make its way up my cock shaft. I got out of my chair and knelt down in front of Karen’s face. She was now back on all fours and looking quite relaxed and breathing heavily, still taking cock from the racy Thai ladyboy. My cum exploded all over her face and squirted into her hair. She opened her mouth and started bobbing her head up and down slowly, taking the last squirts of cum in her mouth and cleaning it up with her tongue.
As I collapsed on the floor, my dick exhausted after such a ride, I saw Jamie pull out of Karen’s throbbing pussy and watched her ladyboy cum squirt up and down Karen’s back. Jamie kept thrusting slightly back and forward, knocking her balls against Karen’s cum dribbled ass.
“That…” I was exhausted and couldn’t get my words out properly, “was fucking… awesome!” We sat there for a while until we all burst out laughing.
“I would so do that again,” Karen said, reminiscing about the wild Asian ladyboy sex session that just surprisingly popped up.
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I moved to Thailand because I love Asian girls. I get hard just thinking about their little petite bodies and broken English! I was working in the front desk of a major hotel in Ayuthaya so I could meet people from all around the world. I’d met women here before who I guess liked my uniform and would sometimes invite me up to their rooms for some alternative ‘room service’.
Last week I saw one of the sexiest petite Asian women I’d ever laid my eyes on. She eyed me off a few times as she filled in the check-in form at the front desk and I handed her a room key. Her beautiful, shiny, long black hair shimmered in the foyer light. She had gorgeous blue eyes and was wearing a low-cut top so I could partially see her cleavage. I was the only person manning the desk since it was the nightshift and we usually only get people checking in during the day. She asked for her luggage to be delivered to her room, and as we don’t have porters on shift at that time of the night, I offered to take her bags up for her. She thanked me, smiled, and left for her room.
I arrived at her door after putting an unattended sign up on the front desk. She opened the door wearing one of the guest dressing gowns and pointed behind her where she wanted her luggage. I heard the door close behind me as I was unloading the trolley. I turned around and saw her standing there with little more than a black lacy bra and matching panties. The dressing gown was in a heap on the floor.
She walked over and kissed me on the lips, then unzipped my pants and knelt down on the floor. After flopping out my dick, which was already half up after her dressing gown incident, she started sucking on it. First she put it all in her mouth, deep-throating my dick with her cute little Asian mouth, munching it like she’d been craving big white sausages for months, then pumped the shaft with her hand and kept her mouth over my throbbing head. I gripped the luggage trolley when she found a good spot with her tongue.
I pulled her up so I could grab her breasts – I needed a grope. They were firm and sat perfectly rounded in her lacy bra. I pulled her in close, grabbed her ass with both hands and heard her moan loud like I’d just pushed a button! “Awesome! She likes her butt getting attention” I thought, hoping it would go further in that direction.
We relocated to the bed and she removed her bra. I sucked her nipples, one at a time, and noticed how erect they were. I thought I’d test the boundaries and put my hand down her panties in between her butt cheeks. She moaned even more! I pushed on her ass hole with my middle finger to see how she would react! She whispered in my ear her ass was tingling and she’d love to me to rim her. My heart jumped as I thought “this is fucking awesome!”
I’m an “ass” guy. I’ve fucked a lot of Asian girls and loved finding girls who didn’t mind a good ass fucking. It was rare, but poking a lubed-up tight ass when she’s bent over in front of me was better than pussy. That’s where I started getting a fetish for Asian ladyboys.
I saw a bulge in her panties that I didn’t remember being there before. She mentioned she had a surprise in her panties and hoped I wouldn’t mind. She pulled her panties down and exposed her big cock! My eyes widened. “YES!” I said to myself. She was an Asian ladyboy and well endowed at that! I’d come across Asian ladyboys a few times before which helped me fulfill a few long-time fantasies of sucking a “chick’s” dick! I grabbed her ladyboy ass and turned her around, bending her over and licking her ass hole like she’d dripped honey on it and I needed a sugar-rush! She moaned, grabbing her big katoey cock and pumping it in her hand. She loved what I did to her ass!
I wanted my hard cock in her Asian shemale ass! I found some lube beside the bed and put it on her hole, pushing my finger into her ass to get it lubed inside. I pushed my cock forward and watched it disappear into her ass slowly. She screamed with delight and I knew she wanted more. I’d only had ladyboy sex a few times and this time it was even better! This Thai ladyboy had a tight ass and after less than a minute I was already getting close to cumming from her tensing her butt muscles! I pushed my cock deep inside and reached for her round tits hanging from her chest as she bent over in front of me. I put one hand in front of her legs and started pulling on her cock. I started pushing my cock in and out of her tight Asian ladyboy ass again when I felt I wasn’t as close anymore. She cried out something in Thai, I don’t know what it was but I could feel her ladyboy cock throbbing in my hands.
I let her cock go and she took over wanking. Grabbing her hips, I rammed her tight ladyboy ass faster and faster – the hardest Asian ladyboy sex I’d ever had. I heard her scream in delight as white cum squirted out of her cock onto the bed. As she relaxed, she told me, in what little English she knew, she wanted me to cum on her face. This chick was perfect! I’d been craving this sort of kinky shit for months! I told her when my cock was ready to explode and pulled my cock out of her ass. She turned around and looked at me with her beautiful blue eyes and said “cum on my face” in her cute Thai accent. I grabbed her silky black hair and cried out as my sticky, warm white cum sprayed all over her face! She opened her mouth and sucked my cock head, swallowing the last of my cum. She licked her lips to get more of my man juice into her mouth before lying back on her bed, rubbing my cum over her tits.
She handed me a towel and looked at the clock beside the bed. I wiped my cock with the towel, still kneeling on the bed.
”You go back to work now,” the sticky-faced ladyboy said in broken English, nodding, “thank you for fun. I need to sleep for early start tomorrow.”
With that comment, she got up and went to the bathroom. She started the shower as I started getting dressed. I finished unloading the trolley, took one last look at the bed where all the crazy Asian ladyboy sex had just happened, and left the room, back to the front desk to finish my shift.
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