5some [Group] followed by 3some [FFM] Very Long… part 1

This happened last night and I wanted to write it while it was fresh in my mind. Story broken into 3 parts. Part 1 will be the background and setup of who, what and how this all happened!

Participants:
Me- Luke, 44 WM, 6’2 210 , have been told I’m very attractive

Lisa – 49 WF 4’11 brunette little runners body, big ass and tits

Mike – 48 WM 6, 200 salt and pepper good looking, married to Jenny

Jenny – 38 WF 5’11. Stunning blonde with medium fake tits and amazing ass. Former Miss America contestant, married to Mike

Jamie – 47 WF, 5’10 red head Slender, great ass, big tits albeit a little saggy

Background- Me and Lisa met on Ashley Madison about two years ago. Both in dead bedroom marriages looking for some excitement. We got together a few times and had amazing sexual chemistry and became good friends as well. She relocated to the south this summer and we hadn’t seen each other since. She flew back up to the Northeast yesterday right before the big snowstorm hit and we had planned to make a night of it together in the snowstorm and reconnect. Over the past few months as we’ve sexted the idea of her experiment with a woman came up quite a bit. Now, over the past year I have begun to get into the “lifestyle” and kinkier sex experiences. I met Mike and Jenny a little over a year ago and ended up having a MFM 3some with them. Like I said, hot couple. Sex with Jenny was amazing and we have stayed in touch, getting together one other time this summer at their house. They have a lot of swinging experience and hoped I could find another woman to join us. I told this story to Lisa and she was very intrigued and the more we talked about it, the more she wanted to make it happen. So, I reached out to Mike to see if it was something they’d be interested in and they said yes but they were heading south for Christmas and the dates may not work. Bummed at this, I asked Lisa if I should try to line something else up? She said what the hell, you only live once! For the better part of the last week, I’ve been searching for either another couple or woman who’s be interested. Not an easy thing to line up! I created a Tinder, Bumble and Feeld account in Lisa’s name and set out on my search. Actually had a few conversations with couples and a 2 single woman who were interested but as we only had Wednesday night free, and there was an impending snowstorm, I was unsuccessful in lining someone up. Lisa was disappointed but we’d have fun regardless.

Mike reached out and they postponed their trip until Friday but had to wait in the storm to see if they’d be free. Invited us to their house and said they’d confirm in the late afternoon. Feeling like this was a 50/50 chance of happening, I made one last ditch effort on Tinder and paid for the Gold account. Wednesday morning I (as Lisa) connect with Jamie. We message back and forth a bit and I tell her that (again pretending to be Lisa) “I’ve never been with a woman but I want to try and I’d like Luke to be there. But we only have tonight “. Jamie says “I’m game”. Very free spirit Jamie is! Since Lisa was in the air (legit flying here) , “Lisa” says “Would it be ok if I have you talk to Luke in Kik, I can’t from the plane and he and you can work out details?” Jamie is fine with that. So her and I begin chatting on Kik and I ask for some pics, and they did it disappoint! I get more background on her, she has a FWB, has played with women, but hasn’t done a group thing. Loves oral, both giving and receiving. I think I’ve hit the jackpot. She lives about 15-20 minute from the hotel and says she’s totally down to meet tonight and isn’t worried about the snow. Asks if we’re 420 friendly and I say Lisa would love it , it will help her relax. I casually mention that we might have an opportunity to play with Mike and Jenny and she’s totally cool with it! “YOLO!” was her response.

I’m texting with Lisa and she’s equal parts excited and freaking out but says “Fuck it”. So at this point we are almost guaranteed a 3some with Jenny and there’s potential for more…

Gonna break this into a couple chapters since it’s so long. The sex comes next…

Source: reddit.com/r/gonewildstories/comments/kf7cu4/5some_group_followed_by_3some_ffm_very_long_part_1