Should I ask him out? Or have I messed up already?

Anonymous
Hi, so I met a bloke on a group night out (we have friends in common) a couple of months ago. I thought he was stunning (people keep telling me he's not very good looking, but I have unusual taste) so I went to talk to him. We got on really well and ended up just going off on our own for a couple of hours. It felt like a date, we got quite flirty, and then he said he was in the middle of moving etc. and didn't want to disappoint me. I was feeling brave, and said he could kiss me anyway, so he did. He asked why I fancied him, I told him he was my type and I found him very attractive (I also felt like I'd met someone special, but I didn't tell him that). After lots more kissing we went our separate ways and didn't contact each other.

Now he has moved to where I live, and I see him a lot on nights out. Our friends think there is something between us, and that he's interested. But my friends who don't know him say that I'm wasting my time and if he hasn't asked me out, to forget about him.

He isn't shy, he's really sociable and outgoing in general. but I suspect he might not be very confident with women. The night we kissed he kept asking why I liked him, as though he didn't believe me. Most people we know think he's not very good looking, whereas I get asked out a lot - but I'm really picky and usually turn people down.

I feel like I might have been too forward with him at first, as it's rare for me to find someone I fancy, so I was kind of excited. But now I'm getting to know him better, and he's everything I want in a man, in other ways too! I have to admit I'm a bit smitten.

People keep telling me to ask him out, but I keep reading dating advice that says you should never ask men out, or tell them you fancy them. So maybe I already messed up that first night?

But if he's not interested, maybe it's better to find out now, and be upset now and get it over with?
Updates:
+1 y
Any opinions guys? Thanks
Should I ask him out? Or have I messed up already?
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