Mark and Kerry and me make a happy three

I host a party weekend in Chicago every year for some friends, both local and out-of-towners. Sometimes, friends of friends tag along when they hear tales of the fun we have. A buddy of mine from New York, Terry, has been coming in for the party for years and a few years ago he brought his friend Mark, who brought his girlfriend Kerry. Mark had been to the weekend a few times, but was always stag. Kerry was a serious girlfriend from what I had heard and they were crazy about each other. I could see why he was nuts about her.

Kerry is a very pretty blonde with a trim, tight, athletic figure. Not only was she pretty, but she turned out to be really fun to hang out with. For this weekend, the Saturday events were a game at Wrigley in the bleachers, followed by a street festival and some bars. We had an especially beautiful day and the alcohol was flowing freely. After the game, we hit the street fest and continued to drink and listen to a few bands. Mark and Kerry kept glancing at me and whispering to each other it seemed. They seemed to do it more than a few times that whole day as a matter of fact. The part of my brain that was in charge of fantasy started gnawing at me, telling me she was hot for me. I chalked it up to my being pretty drunk and some wishful thinking on my part.

As the festival wound down, a bunch of us piled into a cab for the ride back to the hotel. I was crashing in Terry’s room, but we got separated at the festival. He had been dancing with a girl he picked up and disappeared on us. As we got back to the hotel, I hoped he was in the room and I could get in and crash. Walking into the lobby, Mark said that I could crash with them if I wanted. Terry was either getting laid or was passed out drunk and wasn’t going to be answering the door. I didn’t have a key for the room and sleeping in my car wasn’t even an option as my keys were in Terry’s room. I agreed, quickly, even though I figured this was just a nicety they were offering. I worked my ass off each year putting things together and I knew it was appreciated. The fantasy part of my brain kept kicking me though.

We went into their room and turned on the lights. There was only one king bed and a small pull-out couch. I figured the couch would do and thanked them again for the offer. Then, they sprung it on me.

“Kerry and I were wondering about something.” Mark started. “She’s always wanted a threesome, but not with someone we’re close with back home. We don’t want any weird awkwardness and she asked a favor of me.”

“Mark suggested you for this today. I think you’re very funny and enjoyed being with you today. I also think you’re very sexy and think this would be a perfect opportunity. I hope we’re not freaking you out with this, but if I’m going to do this, I’m not going to get a better chance. You two focus on me, and me only. This isn’t about you two doing anything to each other, so that shouldn’t worry you.” she said. I looked at Mark and he was behind her, nodding furiously YES to me. As my brain tried to figure out if they were serious, Kerry approached me, put her arms around my neck and kissed me hard. I guess she was serious.

We went over to the bed and she told us to undress. As we stripped ourselves, she sat back on the bed and anticipated the pounding she was going to get.