Seeing someone you know on a dating site
Hopefully you will all have fun meeting singles and try out this online dating thing... This one you may get a bunch of different answers on, but here's my take.
Remember that we are the largest free online dating service, so you will never have to pay a dime to meet your soulmate. While dating might mean anything from a first meeting to being exclusive (your girlfriend/boyfriend) it is usually meant as the beginning of the process.
Over the winter I saw the profile of 3 women I know personally. and all 3 of them closed their accounts either later that day or the next day. Women generally aren't single around here for long enough to get chance sightings. I think maybe it was that shock of someone that they know seeing them on there, and ditching the profile out of embarrassment.
I havent seen them or talked to them in years because they were friends of friends in my social circle at the time. In an interesting coincidence, a LS'er who introduced me to a Jewish dating site she was on caused me, being the inquisitive guy I am, to punch in the local zip code to see what Jewish ladies showed up (this friend was across the country so different place) and lo and behold a friend and fellow business owner of my ex W showed up, which was a bit of a shock since the last time I saw her was before we were divorced and I did some assembly on her facial table at her shop. Or maybe the realization that they hit rock bottom once they saw that they were in the same company as me Honestly though, the area I live in is very outdated, and behind the times.
Generally if the conversation gets into the wrong direction question him to hold up a while before addressing the past hurts or conflicts. Dont let his stuff maybe stuff dominate the night time time.