What are you doing this weekend?

Ok...a bit of background.

My wife is asexual. We had a great, adventurous, and active sex life up until a few years ago when the sexual traumas of her childhood caught up to her. We've had a couple of threesome partners over the years and I've had girlfriends. She's been very flexible with me. After she stopped being sexual she suggested that I find someone else to have sex with.

So...the catholic high school church lady I knew in high school. She was tall and thin and very pretty and had absolutely massive breasts. Still does but she's older and less thin but just as pretty. We ran in different circles but reconnected a few years ago after running into each other at Canadian Tire. She friended me on Facebook and we have chatted on and off. Her husband recently left her for a much younger woman. I reached out, she said that she was done with men, I said, "Ok." (We both have Asperger's.) A few weeks ago she sent me a message in the middle of the night that read, "You up?" I responded that I was, and she said, "Call me." I assumed that she was distraught or depressed and wanted someone to talk to so I called her. Boy, was I wrong. She immediately said, "Imagine me on my knees stroking your cock..." and it went on from there. I sent her a message telling her that I had a really nice cock and that I wanted to do things to her. Then, since I work with my voice, I recorded the message in my business voice which is a ridiculous disconnect from the contents of the message and sent the recording to her. We've sort of kicked around the idea since then but this absence of my family presented an opportunity. It isn't that I can't do it with my wife here, just that my schedule is a LOT more flexible when she isn't. I always take care of my family responsibilities first. We talked more seriously and she sent me a message saying that I have a really nice voice and that she thought that her soon to be ex is being a total dick and that she just wanted to work on being alone for now and that she thought that she wasn't interested in sleeping with someone right now. I replied that I had a couple of final thoughts. First that if she thought my voice was nice she should see my cock (because I thought that was funny.) Second that I wasn't thinking anything as serious as "sleeping together". More like old friends who occasionally touch each other's genitals because it feels good. I told her that the invitation remained open is she reconsidered and wanted on or a series. I told her that was the last time I would mention it until she said that she was ready.

And the photographer...she's tall and gorgeous. She took a LOT of pictures for us. Pictures of us. Pictures of the kids. Work pictures. Santa pictures. We chatted and flirted on Facebook but one day I turned it up just a bit and she responded with the fact that she had always thought about sucking my cock. We've had an on again off again online romance/flirt/crush and have exchanged pictures. She's said that I have the most beautiful cock that she's ever seen. She's unhappy where she is but doesn't want to make a major change. I've explained where I'm at in detail and that I also don't want a change. We're very close to an agreement but can't seem to get it over the line. We're talking. I may go up and visit her at work at lunch tomorrow and take her something delicious. She's all in but can't get past her fear. So still working on that one.

So there you go. You're no longer hanging.

I'm 57, 5' 10", 250 lbs, bald, and goateed. Not the kind of guy that either of these two women should be interested in but apparently they find me charming. I just wish they found me charming enough to actually put my genitals in their mouth.