Before this happened, I'd already had one long-term affair and several dalliances a few years before. However, I'd been "good" for a least two years at the time this happen. Also, all of the other women had lived out of town, and we had no other connection other than fucking each other.
Well, Jean (not her name) and I attended the same church. She was friends with my wife and I was friends with her husband. She never struck me as a sexual and/or adventurous person up until that point. However, we became FB friends too and Jean posted a bunch of old pictures from high school going forward.
As I looked at the photos, two things struck me: 1. she had a really nice body (several bathing suit, and short shorts with tank-top photos); 2. she seemed to enjoy enjoying herself (often without her couch potato husband).
So, I was working late at the office one Friday night. I'd already jacked off once that evening when I noticed that Jean was online; I started a conversation with her. We were just chatting about non-sexual stuff and then I said that I'd been looking at her old photos and that she was a looker back in the day, not that she wasn't one now. She thanked me and said that she had always thought I was attractive too.