Straight Male / 45
Asian Ladyboy
When I was in my early thirties I was in Sydney, Australia, and I’d advertised on a dating site that I was looking for fun with a ladyboy. I’d never tried anything like that before, but was curious. Well an Asian in her twenties replied. She looked very feminine and beautiful in her photos, so we agreed to meet up. We met in the city, and to my relief, she looked just like her photos. We walked around the city for a while and visited a few places for cocktails. She had expensive taste, but it was an unusual and special experience for me, so I didn’t mind.
At the end of the night, we went back to the hotel where I was staying. We had got along well during the evening, so it didn’t take long for us to start making out on the couch. We took our time, beginning fully clothed. I’d been wondering for some time… “Does she actually have real boobs?” Finally her top came off, and she had beautiful small breasts. She enjoyed having her sensitive nipples sucked, and seemed very turned on.
At this stage, I was wondering: “Hmm… so what’s it like under her skirt?” She’d been positioned with her legs together, so I didn’t know what she had or whether it functioned. But after some more kissing, we both got naked, and she had a cute little cock with a straining erection. I’d say it was about four inches long, slim, and hairless. She had hardly any balls to speak of. I complimented her on it, and told her she was such a beautiful girl. She seemed a little embarrassed at her having a cock, and she said, “Oh, I don’t pay any attention to it – I hardly ever use it.” I said that I thought of it as a beautiful big clit, and she liked this.
Our hand were all over each other. We rubbed our cocks against each other as we kissed, and after a while I kissed my way down her body so I could feel it in my mouth. It was easy to fit the whole thing in my mouth and it felt good that I was making her so desperately hard. I kissed my way back up to her mouth and then she worked her mouth down my body until my bigger cock was in her mouth. She sucked me with gusto, looking me in the eyes seductively. She licked under my cock, played with my balls, and sucked me deep into her. When I could feel my orgasm building I let her know, and she pulled out and directed my cum over her firm little tits.
Now it was my turn – I took her quivering little erection in my mouth and sucked on it hungrily, mimicking the way she’d treated my own cock. In almost no time at all, she warned me that she was about to cum. But I wanted to feel it in my mouth, so I kept going with her cock fully in my mouth. She cried out as she shot her cum into my mouth and I swallowed every drop, much to her amazement.
We cuddled on the bed for a while, and then I brought out some massage oil that I had bought for the occasion. We gave each other slow, sensuous massages, and it wasn’t long before I was hard again. We got back to kissing and hugging each other, and she told me it was time to put some of that massage oil on my cock, and to plunge it into her eager ass. My eyes widened and I readily agreed. She got on all fours and stuck out her ass. I rubbed massage oil into her asshole, and over my raging erection. I eased my cock into her ass as she moaned with pleasure. I was so horny, but I didn’t want to cum straight away, so I took it slow at first. After a while she lifted herself up with the bedhead to turn and kiss me as I fucked her, and I was thrilled to see that her little cock was rock hard. I found this really arousing and fucked her ass harder. She kept moaning and gasping as my body slapped against her ass, and finally it was all too much – I built to a really strong orgasm, filling her with my cum. Although she was still hard, she didn’t want another orgasm herself – the one orgasm that she’d already had was one more than she usually allowed herself.
We cuddled a bit more and then she took a taxi home, telling me she was extremely fulfilled. A few days later, I left Sydney, so we didn’t see each other again, but the thought of that night is still so arousing for me.
At the end of the night, we went back to the hotel where I was staying. We had got along well during the evening, so it didn’t take long for us to start making out on the couch. We took our time, beginning fully clothed. I’d been wondering for some time… “Does she actually have real boobs?” Finally her top came off, and she had beautiful small breasts. She enjoyed having her sensitive nipples sucked, and seemed very turned on.
At this stage, I was wondering: “Hmm… so what’s it like under her skirt?” She’d been positioned with her legs together, so I didn’t know what she had or whether it functioned. But after some more kissing, we both got naked, and she had a cute little cock with a straining erection. I’d say it was about four inches long, slim, and hairless. She had hardly any balls to speak of. I complimented her on it, and told her she was such a beautiful girl. She seemed a little embarrassed at her having a cock, and she said, “Oh, I don’t pay any attention to it – I hardly ever use it.” I said that I thought of it as a beautiful big clit, and she liked this.
Our hand were all over each other. We rubbed our cocks against each other as we kissed, and after a while I kissed my way down her body so I could feel it in my mouth. It was easy to fit the whole thing in my mouth and it felt good that I was making her so desperately hard. I kissed my way back up to her mouth and then she worked her mouth down my body until my bigger cock was in her mouth. She sucked me with gusto, looking me in the eyes seductively. She licked under my cock, played with my balls, and sucked me deep into her. When I could feel my orgasm building I let her know, and she pulled out and directed my cum over her firm little tits.
Now it was my turn – I took her quivering little erection in my mouth and sucked on it hungrily, mimicking the way she’d treated my own cock. In almost no time at all, she warned me that she was about to cum. But I wanted to feel it in my mouth, so I kept going with her cock fully in my mouth. She cried out as she shot her cum into my mouth and I swallowed every drop, much to her amazement.
We cuddled on the bed for a while, and then I brought out some massage oil that I had bought for the occasion. We gave each other slow, sensuous massages, and it wasn’t long before I was hard again. We got back to kissing and hugging each other, and she told me it was time to put some of that massage oil on my cock, and to plunge it into her eager ass. My eyes widened and I readily agreed. She got on all fours and stuck out her ass. I rubbed massage oil into her asshole, and over my raging erection. I eased my cock into her ass as she moaned with pleasure. I was so horny, but I didn’t want to cum straight away, so I took it slow at first. After a while she lifted herself up with the bedhead to turn and kiss me as I fucked her, and I was thrilled to see that her little cock was rock hard. I found this really arousing and fucked her ass harder. She kept moaning and gasping as my body slapped against her ass, and finally it was all too much – I built to a really strong orgasm, filling her with my cum. Although she was still hard, she didn’t want another orgasm herself – the one orgasm that she’d already had was one more than she usually allowed herself.
We cuddled a bit more and then she took a taxi home, telling me she was extremely fulfilled. A few days later, I left Sydney, so we didn’t see each other again, but the thought of that night is still so arousing for me.
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