So over the holidays we were invited to a "hotel party" on the Dec 26th. The Saturday night the day after Christmas. It was being organized by a guy on the swinger website we usually use. I really wanted to go. I had chatted with him a few times and he seemed really cool. The other couples that were going to show up looked hot. But Maria got sick. We had to cancel.
But no worries. Jay was going to organize another party the following weekend. Jan. 2nd. A New Years Eve after party. Same thing. 4 or 5 couples in a hotel room. We were looking forward to going and finally checking out Jay's parties. The day of the party he texted us. His lady partner had gotten sick. He had decided to cancel the party. One of the things about "the lifestyle" is that you have to get used to disappointment. It's all part of it. I was bummed but I thought Jay was real. There would be another party sometime. We texted and said we would keep in touch and he would make sure that we knew when the next party would be.
Cut to last weekend. I was still a little bummed that things hadn't quite gone as planned over the holidays. Maria's date night out by herself while I stayed at home had been amazing! But I had really wanted to have some sort of group sex fun with her as well. I saw a hot date post on the swinger website from a guy I knew who was hosting a GB party. I had been to a few of Dipak's parties in the past. Maria was on her period. I asked her if she would mind if I went to the GB on Sat night. She said no problem. I texted Dipak, he sent me some pix, she looked like a nice cute mature lady, and I was in. It all seemed so easy.
I had asked Dipak how many guys were going to be there and he said 4-5. Sure enough when I got to the hotel room there were only two other guys. He asked me to show up at 7. I got there a little late. Around 7:15. But when he opened the door I could hear the sounds of a lady getting fucked. It wasn't a porno. The party had already begun!
I took put down my stuff and said hello to Dipak and figured, "what the hell! I might as well get undressed!" I took off my clothes and got on the bed. The lady was a cutie! Definitely a more mature lady. Not a perfect body but a very nice one. She had fantastic legs and had on some nice thigh high stockings. She had short blond hair and a very pretty face.
We all sort of looked at each other and one of the guys turned to me and said, "Tom? Is that you? From Tom and Maria on SLS?" I said yes and he said, "I'm Jay!" I recognized him instantly from his pix! A total small world experience. Or more to the point it shows just how small the swinging world is in a city like Chicago. You never know who you're going to bump into.
As it turned out it was a fantastic night! One of the funnier moments happened when, about 30 minutes into it I had to say to the lady, "Excuse me. This is slightly awkward. But it hits me that I've already fucked your pussy and your ass but I have no idea what your name is?!" We all laughed! She said her name was Riva. She had a sexy Russian sounding accent. She was a lot of fun to play with! She had wanted to try DP and DVP. We did both with her and it turned out that Jay and I worked very well together. There was a long time when Riva was riding me and I was in her pussy while the other guys fucked her ass. It was totally fucking hot. A very nice night! and a total chance meeting with Jay. When I got home and told Maria all about it she was happy that I had gotten to meet him and talk to him. Now she is even more interested in going to one of his parties.
In the meantime my schedule is a little crazy. My life isn't usually like this. We have a potential date to go out and meet a nice couple this weekend. Next weekend I have a date set up with a fave lady friend of mine. The weekend after that is the next MFA GB party. Gotta go to that. Maria is still deciding if she wants to go. Then two weeks after that is my birthday weekend and I want to set up a party or do something. Hopefully Jay will have a party that weekend. He's thinking about it. I got an invite to a Bukkake party the weekend after MFA. If I went to that I would be doing some sort of swinging thing for six weekends in a row. Usually I get out about once a month or so. I don't plan these sorts of things. They just sort of seem to happen to me. Sometimes I pinch myself and wonder how this could be happening!
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