I'm after some advice, I've been friends with her for the last 9 years, and first met her brother the same year. He was single at the time and I remember getting the feeling he was interested in me but nothing at all ever happened- we had a giggle, bonded a bit on a night out but that was all.
Over the years I've seen him usually a couple of times a year, ever since that first time he's always had a girlfriend. When I saw him about a year ago I remember thinking how well we were getting on, and feeling aware that I shouldn't be too 'pally' as he was bringing his new girlfriend to meet the family for the first time and I didn't want to overstep the mark.
Ever since then I had seen him in quite a different way but obviously he was taken so I never did anything about it. A few months ago they split up and my friend made a joke about us getting together which I laughed off as I didn't want her to know how I felt!
We've just all spent the weekend together at a family wedding and it was fantastic! We got on amazingly, jokes and banter back and forth, sharing of interests and music tastes etc. talking about general stuff in our lives etc- it was like a totally amazing first date. I've been dating for about a year and have only been getting as far as the first date- this was the sort of thing I've been wanting to find on these dates, fun chat and just that feeling when you 'click' with someone.
However, there's just no hint that he's actually interested in me... He didn't really flirt with me, but I don't think he's that type of person, he can be quite straight laced in that way. He didn't massively go out of his way to help me out with anything, or anything like that. We hung out together quite a lot over the weekend- sometimes he'd come over to me and sometimes me to him and we danced together a lot too
I'm wondering if I'm in 'the friend zone' or maybe he sees me as a sister, he mentioned me being part of the family. We live in the same city but have never hung out separately from his sisters before. I mentioned something in a couple of months that I'll be going to, and I was trying to see if he fancied coming and doing it with me- his answer as I left today was that I need to 'persuade him' so I guess that's promising. I have a feeling he may be a bit into his housemate (she has a dp) but I don't know that for sure.
How do I play this?? I'm thinking I don't contact him at all now for at least a week or two before trying to sell him this thing, I don't want to seem too keen or needy. Tempting to hit him straight up with an 'in joke' from the weekend but maybe I need to be cooler than that. I'm so shit at playing it cool. Do I just ask him out and hope for the best? I need to get out of the friend zone if that's where I am!