I'm sure you've seen plenty of couples with a disparity in how good looking each partner is. It happens all of the time. There's a good chance that if she likes being around you enough, she will accept/have interest. Personally, I had a 3 year relationship with a guy I found to be pretty unattractive at first , but after getting to know him it didn't matter to me, and I started to find little weird things about him cute. Just do it.
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Home > Dating > Girls, Attractive women of GAG, if an ugly but somewhat funny guy is interested, would you rather have him call you on a date or not even try?