Well, I know it's cliche' and all, but I need help with a girl. I seem to be good with girls and their feelings and such, and how to ask them certain things, until it becomes a situation where I personally am involved with the girl.

The situation is, I've known her for about 4 years, and she's a classmate. I've talked with her before, and occasionally got into deep conversation. In the past years several people told us we make a good couple, I've just never acted on it. She seems interested in me, but I can't tell wether or not she's seriously romantically interested. I want to ask her out, but I'm not sure of the timing or what I should say.

Here's are my questions:

1. Should I trust my own judgement and just flat out ask her?
2. What should I say?
3. When should I do it? (I have her number and I go to school with her, so...)

Thanks in advance.

yea.no harm in trying.if u want to be with her then go for it.as far as what to say i dont know but u should do it soon or someone may beat u to her.

Just go for it

you know her since long..
you need to GO right now and ask her out

best luck mate
cheers

and do let us know of what happened

No harm in trying it

Well you've known her for a long time, I would ask her. Why? Because if you keep waiting there's a chance you're going to miss out. Being you know her so long what's the worst thing that could happen, she's not going to hate and stop being your friend because you asked her out and she said no.

Some things are best done in person and this is one of them, avoid the dreaded text message, over the phone.. meh.. I would stick with person to person, ask her directly.
Tell her you've known her for a long time and have spent far too much of it admiring her as a distant friend, you'd like to get to know her a little better. Invite her somewhere then try asking her out.. Gah, if I were you I would stick with your own methods but I did try.