I reached out to an old acquaintance who liked dick pics. I told her that I had lost a lot of weight and gained some length and that it was looking majestic. She asked for a picture. We have a reservation at a nice local hotel on Wednesday. She said yesterday that we had never touched. There will be touching.
It went well. She had thought for years that I didn't like her because I never talked to her or touched her. I never talked to her because she was pretty and I am an Aspie and was shy and awkward. I told her that I thought it would be fun if the first time I ever touched her was a kiss
I met her in the lobby of the hotel, we took the elevator up to the floor and walked to the room, I opened the door and we stepped in. She took her coat and scarf off then stood facing me and said, "What now?" I leaned forward and kissed her then backed away. She said, "That's not enough", and stepped forward to hug me and really kiss me.
We talked a lot, we played and joked and snuggled. I'm almost 60 and I was tired and excited and nervous so my cock was a little uncooperative. She was very understanding. We had sex in starts and stops. I went down on her and she said, "WOW! You're really good at that!" She sucked me and we fucked in various positions over the course of four hours. In the end I came inside her and she said, "Woah, we just had unprotected sex." I said, "Yes, but I'm fixed and we're both squeeky clean." She said, "I know. I'm through menopause so I'm done. That was just the first time for me in a very long time." I apologized for cumming inside her without asking and said that I realized that we hadn't discussed it. She laughed and said it was fine with her, that she had wanted me to.
In the end I told her that I had had fun and would like to do it on a semi-regular basis. She laughed and asked me what, "semi-regular" meant. I told her that it meant whenever we could find time to get together. She said, "Let's just see how things go" and I said, "Ok".
When she got home she sent me a message saying, "Let's do that again, ok?"