Bi-Sexual Male / 38
Surprise!!!
If bi stuff or crossdressing turns you off, then skip this and move to the next post.
This happened several years ago.
I met him on Craigslist, let's call him Aaa, back when it still had personals. He replied to my ad, liked my pics. He was a local professional, banking I think. Nice looking, average height, lean, 6" decent thick shaved cock.
We met a couple of times at Starbucks to get to know each other. The second time I liked him enough I sucked him off at a nearby parking lot. He was hoping to take things farther and make it a regular thing as his wife was no longer interested in sex, but he was at his peak. I just remember him flooding my mouth with cum. I tried to swallow it all but couldn't do it fast enough. He was shaking and throbbing.
Aaa messaged me a couple of weeks later when both our wives were out of town and said he was going to get a hotel room for us. He would pay for everything, the room, drinks, etc. Just one request, he wanted me to wear women's lingerie. I had never done that before, but I wanted to get him hot and turn him on, so I said I would try.
I went to a big box store with self checkout and picked out women's panties, thigh hi's, and bra's. I was paranoid the whole time, figured security was watching, but I did it. Yes I got plenty of looks, this was well before crossdressing was more mainstream like now.
I wore the white lingerie under my sweats. I have to say I looked pretty hot in them and it made me feel horny and fem. And craving cock.
I walked in the room and to my surrpise another man was there. we'll call him Bbb. Asian guy about 5'7" lean build, nice looking. Aaa said this is Bbb I hope you dont mind that i invited him. I was a little unsure but I trusted Aaa so I said ok as he handed me my first of many drinks. After a second I took off my sweats and was happy to see their eyes light up. They quickly undressed and started touching me.
I was down on my knees alternating sucking cocks. Aaa's about 6" and fairly thick, Bbb's about 5" but rock hard. After about 10 minutes of foreplay Aaa started lubing my ass with coconut oil while I continued to suck Bbb. Aaa spun me around on all fours and started slowly working his cock into me while I continued to suck Bbb.
Aaa would slide in a little more with each push. Once the head popped in and he was hitting my prostate it started feeling really good and I started moaning, telling him to fuck me. Bbb was getting more and more into it, I could taste his precum and could tell he wasn't going to be able to hold back much longer.
Aaa grabbed my hips and starting pumping me deep. Slow at first then faster to where he was slamming into me. I had my first sissygasm and started shooting cum everywhere. That set Bbb off and he grabbed my head and fucked my face shooting a big load that I swallowed.
All of this set Aaa off, I heard him grunting and moaning and could feel his hot cum deep inside me. If you've ever had someone cum in you, you know exactly what i mean.
We all collapsed on the bed, cum everywhere and leaking out of me. We all got drinks, took a rest and started all over again with them switching places constantly. I couldn't walk the next two days and had cum flowing out of me the rest of the evening. I was glad Bbb came along. It was the only time I got a chance to do a bi threesome.
This happened several years ago.
I met him on Craigslist, let's call him Aaa, back when it still had personals. He replied to my ad, liked my pics. He was a local professional, banking I think. Nice looking, average height, lean, 6" decent thick shaved cock.
We met a couple of times at Starbucks to get to know each other. The second time I liked him enough I sucked him off at a nearby parking lot. He was hoping to take things farther and make it a regular thing as his wife was no longer interested in sex, but he was at his peak. I just remember him flooding my mouth with cum. I tried to swallow it all but couldn't do it fast enough. He was shaking and throbbing.
Aaa messaged me a couple of weeks later when both our wives were out of town and said he was going to get a hotel room for us. He would pay for everything, the room, drinks, etc. Just one request, he wanted me to wear women's lingerie. I had never done that before, but I wanted to get him hot and turn him on, so I said I would try.
I went to a big box store with self checkout and picked out women's panties, thigh hi's, and bra's. I was paranoid the whole time, figured security was watching, but I did it. Yes I got plenty of looks, this was well before crossdressing was more mainstream like now.
I wore the white lingerie under my sweats. I have to say I looked pretty hot in them and it made me feel horny and fem. And craving cock.
I walked in the room and to my surrpise another man was there. we'll call him Bbb. Asian guy about 5'7" lean build, nice looking. Aaa said this is Bbb I hope you dont mind that i invited him. I was a little unsure but I trusted Aaa so I said ok as he handed me my first of many drinks. After a second I took off my sweats and was happy to see their eyes light up. They quickly undressed and started touching me.
I was down on my knees alternating sucking cocks. Aaa's about 6" and fairly thick, Bbb's about 5" but rock hard. After about 10 minutes of foreplay Aaa started lubing my ass with coconut oil while I continued to suck Bbb. Aaa spun me around on all fours and started slowly working his cock into me while I continued to suck Bbb.
Aaa would slide in a little more with each push. Once the head popped in and he was hitting my prostate it started feeling really good and I started moaning, telling him to fuck me. Bbb was getting more and more into it, I could taste his precum and could tell he wasn't going to be able to hold back much longer.
Aaa grabbed my hips and starting pumping me deep. Slow at first then faster to where he was slamming into me. I had my first sissygasm and started shooting cum everywhere. That set Bbb off and he grabbed my head and fucked my face shooting a big load that I swallowed.
All of this set Aaa off, I heard him grunting and moaning and could feel his hot cum deep inside me. If you've ever had someone cum in you, you know exactly what i mean.
We all collapsed on the bed, cum everywhere and leaking out of me. We all got drinks, took a rest and started all over again with them switching places constantly. I couldn't walk the next two days and had cum flowing out of me the rest of the evening. I was glad Bbb came along. It was the only time I got a chance to do a bi threesome.
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