Howdy, I am a 22-year-old guy thats a junior in college, and I have never asked a girl on a date or been in a relationship or anything. I have always been very overweight, which has made my self-esteem pretty low, so in an attempt to not hurt my ego anymore I have never really pursued a girl because of a fear of rejection. I have lost about 90lbs recently so though I am still very overweight (340lbs, 6'5"), I have a bit more confidence now.
I have been getting a lot closer to a friend (20, female) I have known since freshman year. We were essentially just acquaintances until like 6 weeks ago when we started studying together for a class we have. Since then we have snap chatted and texted a couple of times a day, and we study together for about 2.5 hours a week (before our class starts). I really like her. I wouldn't say she's been overtly flirty or anything. She's a fairly guarded person who I think has only had one boyfriend in the past, so I don't think she is very experienced in this arena either.
This past Friday she invited me to go to a basketball game with her and one of her girl friends. We had a great time. We laughed a lot, and we spent like an hour at Sonic after the game and just talked and then we drove around some more and sang along to songs on the radio. It felt to me like her friend was kind of the third wheel, as it was mostly just me and my crush talking to each other for most the night.
ANYWAY, so now I am considering asking her out on a proper date. We have a mutual friend who is very close to both of us that is willing to do some recon for me and try to find out if she likes me, but I am wondering if I should take my friend up on that offer or not. Though I still have very low self-esteem and rejection would hurt, should I just bite the bullet and go for it anyways and stop kind of being a coward that is terrified of rejection and that asks their friends to try to find out if someone likes them, you know? Could a rejection like this be healthy for someone like me? I feel like the longer I go on never pursuing a girl, the bigger and bigger I will make it up in my head and never do anything. Thanks for your time!
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