I've know this man for more than decade, although I'd tick the acquaintance, rather than friend box. We move in the same circles and are often at the same events.
DH died earlier this year, at roughly the same time as this man split with a longish term GF. So, we have been convenient company. At events where most of our friends are couples we often end up sitting together and/or sharing a lift. We've been out together as friends a few times.
He was lovely while DH was ill, would take me out for a run and then come in for a beer with (bedbound) DH. A godsend for both of us and he didn't do that "let me know if.." thing most people do, he got in touch regularly and made it happen.
He's the same age as me, mid 50s, long divorced and does have a reputation as a ladies man, but he's never made even the slightest move on me. Looking at his previous companions, much younger and more glamourous than I ever was, I highly doubt I'm his type.
Also, he has a close female friend who I am certain he would like more from. There's a big age difference and she'd like children so they both know it can't happen, but you wouldn't know it when they're together despite their protestations that they are just friends.
Anyway, that's a long winded way of saying there are a million reasons I don't want to be "involved" with him, but he is a welcome and convenient companion.
Today he has invited me to the cinema to see a film of my choice (ie not something he specifically wants to see). As it happens I can't make the date he suggests, but if I could, I'm in the habit of saying yes to anyone who invites me anywhere ATM. However, if I take more time to think, does the cinema cross a line into date territory?