This is particularly directed towards the ladies, but bro-vice is also welcome.
I find it very easy to strike up conversations, joke around, and flirt with women I'm interested in. However, I have a dilemma when faced with 1) asking for a number 2) asking for a date 3) asking to home together. I seriously would rather jump out of an airplane into a combat zone, without a reserve parachute. I'm a fairly direct person in most others areas of my life, but something has been blocking me in this area.
How do I make the transition from conversation/flirting to any of the three options? Do I just go for it and ask? Are there better/worse ways to ask?
felicity:
I agree about how hard it can be because I'm little shy, but I think the best thing to do is just go for it and ask ;)