I know it's three months away, but if I want to accomplish this I need to get started on it now.
There's a girl that I like that I've been friends with since childhood. Last October, I planned on asking her to homecoming but a friend of mine beat me to it and asked her first. Homecoming night was thus very depressing and lonely for me (since I stayed home and watched Slumdog Millionaire, which only reminds me of her even more) and since then, I've made it a goal not to be a hopeless downer (like Peter in Forgetting Sarah Marshall) and ask her to prom when time rolls around.
The thing is, I'm really shy and although I talk to her a lot and am friends with her, asking her something like that would be something I would totally freeze at. See, I'm trying to accomplish a few things before I do that. I want to hang out with her more often and make her comfortable enough to not be so surprised when I pop the question (since right now she only sees me as a friend). I was thinking about just texting her and asking her, but my friends at school that I've talked to have strongly advised me against that idea (mostly by saying "No, you're gonna grow a pair and ask her in person like a real man," and things like that.
So, OT, do you have any advice for me? I really want her to be my prom date, and look back on it as something I truly accomplished. Please help me with my predicament.
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