Three times for me:
1. Hardly counts but when I walked into a strip club at Maple and Cedar Springs in Dallas (anybody old enough to remember the Dogpatch Club?) saw a stripper onstage that graduated the year after me and I had been a regular hang-out with her brother. Hot, hot, hot experierence! We caught up between sets. I'd always wondered what she looked with her clothes off.
2. Saw a street walker in a really bad part of town that looked OK. We met up in the front seat of my truck and exchanged looks and feels of each others' private parts. She told me her name that was really her REAL name and I started to put two and two together. She was the ex-wife of my nephew and mother of my neice and nephew. The last time we had seen each other was Thanksgiving. She ended up doing a dash with my money.
3. Saw a familiar face while waiting in line for a table at a popular restaurant and I just smiled. The next day I saw the same woman in a line-up at the hot tub club on Ross Avenue. I still went ahead with the appointment.