Question for the guys

If you are hot...he will be flattered. If you are not, well you know. Good luck OP.

He must be shy.

Play with his balls a little, and he should warm up to you.

It's a big turn on...then again so is a gentle breeze, but relax...as long as you're hot you'll get lucky :)

I had a girl invite herself over to play video games when i was an avid player many years ago. I thought that was pretty cool. Then she hand washed all my dishes. That turned into a 2 year relationship and almost marriage!

lol. what makes it awkward is that we've been friends for ages, 10 years or so - we have the same friends etc...so do guys worry about that sort of stuff? - we (girls) tend to obsess (just a little lol) about the details.

Anyway.... think I'll just bite the bullet and ask him out - he's far to hot not too - and i'll always wonder what if, so I'll take advantage of the oppertunity - we're both single at the same time so why not!

You lost me @ dishes.

You know him better than I, but as a rule I would not go out with a woman who asked me. If I did, It would only be as a gesture of friendship.

he is - MASSIVELY shy - he's hasn't had that many gf's, only a couple, and he's in his 30's. too focused on his job etc. love that he's brainy AND funny - his humour really did it for me - seriously the guy is hilarious - and i know him well from being friends, but the friends to relationship is tricky. tried it before with another friend and it crashed and burned...took us a while to be 'normal' with eachother again.

If it ends badly, who's going to get kicked out of the friendship circle? It happens.

perv

make up some celebration thing and ask him to come coz you don't want to celebrate on your own.

probably him. the girls out vote the guys...but i really wouldn't want him to go - think we're both (hope) mature enough to get over it.

ok - so, i'll dress in my sexiest number (not being over the top, classy sexy, not slutty sexy) and go for it.

wish me luck - d day is tomorrow night.....

I think you should try to flirt with him a little first and then see if he picks up on that.
If you have been friends that long then he might need some time to warm up to the idea of dating you.

Don't worry, he has wanted to sleep with you for ten years, unless he turns out to be queer...good luck

hahahahah awesome! love that

Just go out like you always would under the guise of friendship and instead of this ultimatum you are basically setting up try to get into his life more... on a personal level...

see his reaction when you "act" more like a GF and you will know if this is the right path for you both.

If he is shy and has money, he may be into prostitutes. Just saying.

If your there enough, around him more, as a guy, drugs or alcohol or whatever... he will slip up and do you eventually. Then you got him girl!

If all else fails and he does not get the hint.. this always works.

Show up at his place naked in a robe with a 12-pack of beer.

She could show up in a snowsuit and a bottle of water and he'd still fuck her...if he ain't a faggot...

Do it OP! Times have changed, and with it culture, as well. If he says "Yes", then you are WINNING! If he says "No", make sure you tell your friends how much being rejected can suck.

Aside: I don't chase Women anymore, I give them a reason to chase me and then enjoy the attention. It drops the rejection factor to a below Zero-level, and I know that I still got "it".

The old "he made me laugh" reasoning.

What a sad statement that is.

why is it a sad statement?? there are many reasons i find him attractive - humour to me is hugely appealing.

...and yes.... turns out he was interested - its on

Thanks for all your comments guys xoxo

It doesn't matter humans love attention, that's why they are so damn FLASHY. to be attractive to other FLASHY people.

How long has the flirting gone for?

... or are you just going to ask him out right away, without giving him any hints. lol

YES!
Ask away! Especially if he's shy.

So why wait 10years?

O i know, the guy didnt have nearly has much money has he does now.

What if he asked you to sign a prenuptual if you guys decided to get married?

Would you still want him?

Be honest

we were both with other people, so the timing has always been off. we flirt like crazy all the time but i finally made the move - over the flirting, wanted the real deal lol.

pre nups fine - i've got my own money, more than happy to sign it.

you are clinically obsessed with gays

get help

Op. Yes. Just tell him straight out, that you want to go on a date with him. He will love you honesty.