A semi-regular of mine lives and works in an area through which I sometimes walk in connection with my job. We have an arrangement in case we should meet. It hasn't happened yet, but preparation is all and I would hate to compromise her privacy. If we are both alone and we both feel comfortable we will stop, say hello and have a chat. Otherwise we will avoid eye contact, ignore each other and walk on.
I visited a touring SP in a town a good 40 miles from home. During our conversations it turned out that her family have a favourite weekend retreat, the road to which passes within 300 yards of my house! I suggested a future outcall but she politely rejected the idea. I suppose it would be unrealistic to expect them to wait outside in the car while she and I did the deed.
Years ago my parents had a friend who lived on Orkney, where the residents all knew each other. When they visited, he would tell them the name and occupation etc. of everyone they met or saw. On day when driving through Stromness he waved to a middle-aged female pedestrian and said "That is Mrs so-and-so, the retired prostitute."
Dad, who was very straight laced, tut-tutted his disaproval and never mentioned the incident.. Mum on the other hand, worldly wise and with a great sense of humour, relished telling the story and seeing how other people reacted.