Originally Posted by
Boleslav
Your answers help a lot Montros.;)
If she is quiet, and you have a reputation as a class clown, then you pretty much aren't going to take a big reputation hit if you ask her and she declines. So it's very low risk to ask her. If she rejects you the worse case scenario is you hurt inside and in public have to do the "clown" thing. Sure, that'll hurt, but pretty much all comedians have that inner core of melancholy.
I think there's really two things going on here (1) the prom, which you have already accepted in your head as being a huge deal:
and (2):
The problem comes when you try to shoehorn these two things together.
You can't "fit the words in right" because there are two things going on that might not necessarily be best together. 2 + 2 may not = 4. It may not be best to kill two birds with one stone. You, a well known funny guy on campus, are planning on asking a quiet friend not just to go out with you, but to go to the most public event of your lives, together. That may be too stressful and too wide a leap for her to be able to make. I'd suggest this:
1. Tell her you've got something to talk to her about, and can you meet? (somewhere off campus and quiet but public - ideally a coffee shop)
2. Tell her that you have feelings for her (and describe them, be specific, give an example - when I saw you doing X I thought Y, etc etc), and that you'd love to ask her to the prom. But tell her that it's OK for her to think about it, and it's definitely OK for her not to go to the prom with you if that is a stress, because it's her and your feelings for her that are important and not the prom. The prom is gonna be fun, but that's not the reason you are having this conversation with her. You feel there is a future, or something worth exploring, and the idea of finishing high school is making you appreciate what you previously took for granted.
The key is to communicate, to create openness and offer her choices, and to be heartfelt and honest.