IMHO, a club ride is better to get to know someone and chat, since many club rides around here involve food. Safety in a group, and after a few rides in common, I'd be comfortable chatting if we meet on the road. Passing by a few times, and instigating a conversation comes off as creepy to me. Had that happen a couple of times. I know it's hard cause we're on rolling bikes, but it sort of comes off as stalking. But just passing once with a smile and nod never leads to anything.
I wouldn't really consider someone that didn't ride, as far as getting involved with someone. Fitness is important, common interests and spending time on a bike is good. Biking and tennis would be a dream come true!
