@ProseccoOnTap How did you feel about meeting his son? I'd have felt it a bit strange going to someone's home for the first time (already a big thing) and then also meeting their family members by surprise! Does he think you are his gf or a friend? Does sound like he is really keen!
I know what you mean by 'safe'. To be really blunt, do you think you are out of his league? Would you get stares walking down the street in terms of 'oh, he's done well!' And do you have a thing for bad boys then? 😁
I almost have the opposite problem, I have dated safe men long-term, and I'd like to go for someone who's a bit more risky (or charming/ naughty as you put it!)
When I've been out with men lately, the qualities I've admired have been social skills (the ability to comfortably interact with strangers, quick wit), generally wanting to do things outside the house, having many friends, but also, good hair and a sknicare routine, and caring about their clothes/ fashion! Plus also the usual stuff about personality, cnversations, values etc.
I've dated guys who have been beautiful on the inside and super interesting, but quite socially inept, and I'd like someone more fun and outgoing now. Where I can get dressed up in my best gown for a night out and they'll match it.
But equally I notice myself protecting myself by seeing faults in them early and pulling away before it can become something. I think deep inside I feel like I'm not good enough to be with someone good-looking, and that's quite sad.
Went to a thing with an old friend today, museum and nice lunch and a stroll around the city - quite couply and it felt lovely - usually I do these things on my own. That's made me think, maybe I just need stop nit picking with all the guys and allow myself to enjoy myself and properly date someone without thinking about 'but wat about 5 years from now'. There's things I like about single life, but a lot of alone-time and lack of physical intimacy is definitely not for me.