Easy enough to meet someone in a bar for a bit of fun! but for anything more than that, I reckon most people meet their significant other some other way. I met my husband at work, we were v good friends for a long time before anything happened, in fact we only got together after I left the company.
I think I've only got one set of friends who actually met in a bar/nightclub and made a go of it.
Most of my friends met their partner through friends or through work...
The good thing about getting to know someone well before crossing lines, is that the attraction is usually more than physical and has a bit more substance to begin with.
I'm not really getting what the complication is. Complicated would be he's married or you are, or you both are and you both have heaps of kids between you.
Otherwise, not complicated, particularly if no conflict of interest.
How often do you see each other face to face, albeit for work? Anything planned for near future ie face to face meeting?