Flirting / seduction tips for someone timid

I'm socially confident, but very shy when it comes to flirting. And I need some flirting/seduction advice for a friend I really am besotted with who's socially quite timid, but very cocky when it comes to flirting with me which I find intimidating. AND he's not out yet, seems to be trying, and my intinct is that talking about it will make him run scared, so it has to be a move.

He lives eight hours away, which doesn't give us many chances to meet. He's coming to stay the weekend next month, and last time we both failed to make anything happen. I go for deep and meaningful intimate conversations, which he likes, and he flashes his body around a lot, which I don't have the confidence to respond to. It seems he struggles to trust and read people's intent towards him, so doesn't trust someone might like him, ie he's not confident i like him. And of course he's closetet so i,m scared to overstep the mark, disrespect his boundaries, and frighten him off. Especially when i think we've got a really good chance in the right situation. And as I said, I don't think talking it out will work.

So what are some tips?
- alcohol
- invade his space
- touch when i can
- go for walks and be romantic
- imagine seducing him and kissing him to build my confidence
- try n get confident to respond to his way of flirting, though i don't even know what that would look like
- make a move and if he freaks out just back off, not talk much about it, and then let him realise it,s his turn to sort out and make a move

Any winning, even basic tips out there? The guys driving me mad, so i do want to miss this chance and have to go through the agony of waiting for the next visit. And I get, he's the clostet one and i'm the out one, so i get he's expecting me to take the lead, especially when he's so romantically timid.

 

Yeah, it help me and my last ex get together. We tend not to drink much together, so I guess it's creating a situation where we will.

 

Thanks. Yes, by invading space I just mean sitting closer than normal, bumping into each other, etc.

At the moment he is closetet to me. Well he's not mentioned either men or women, quite a feat, and when he's talked about past relationships it's been all gender neutral. But shared friends only know about previous women in his past. We've only met twice since working together, once for 5 hours in a bar which was great, and then he stayed over for 24hrs at mine. On day 2 he said that he'd only dated people cos he felt he should and he'd hoped something would develop and it never did. I was slow on the uptake and didn't pursue this, but later felt that was the beginning of him coming out to me. Or at least an easy place to start next time.

My instinct is he's scared, but ready and wants to do it, but currently we flirt/seduce in different ways. If he does come out to me, then that'll make it all so much easier. At the moment it feels i don't have permission to cross his boundary and physically make a move.

 

Cheers. Yes, thinking yesterday about it I realised I have to make it more clear I like him. It should be obvious by what I've said, but I can see how defended he is and not confident at trusting his interpretation of the situation. And yes, I should probably work at responding to him coming into my space rather than push him too much.