One of my buddies from when I used to work at a bar reached out to me one day and wanted to get together and go fishing. I said sure and we spent a day by a stream drinking beer, catching and releasing some trout, and talking about women. He had recently been broken up with and I had recently started a friend with benefits situation with a girl I had gone to high school with.
My buddy, lets call him Dillon, was a stand-up guy. Smart, charming, good looking. 6’3” or 6’4”, long curly blonde hair, and really confident in himself. As we talked that day about the women in our lives it occurred to me that my FWB, we’ll call her Penny, would probably be into him. So, I reached out to her and asked if she would want to fuck me and my friend Dillon at the same time. I was pretty confident she would be into it, we had talked about threeways a few times by that point and she lamented how she had never had one with two guys before. She asked me to send some photos of him to see if she’d be interested so… I asked him if he would be down for a threeway with me and her.