Hello. I've been sort of seeing a guy I went to school with. We're both 40. I'd been single previously for 7 years. We have met up every few months over the years and get on well. He lives with his nan and has said he can't have a relationship as she'd hate it and throw him out. I have a daughter so am in no rush for a full blown relationship. Seeing each other infrequently is fine for me although we message frequently.
His mum died young and his grandad died so him and his gran have been company for each other. He's never met anyone that serious, so has had no reason to leave. He is a sweet guy.
We've decided we'd like to do more than meet up for drinks and it involves staying in a hotel. He's started telling me how excited he is and he's even bought new pants! A bit of me thinks to go for it but another bit of me is cringing.
I like him a lot and don't think he'd hurt me. I guess deep down I do want a proper relationship but I don't know if this is the right way to go about it.