Would a guy run after a popular girl, even though he liked the shy, awkward one?

Because at the end of the day, having fun is more important?

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  • I like shy, awkward girls, so I probably wouldn't go for the popular one, unless I feel that I could connect with her better, which is unlikely. But, I'm a shyer guy, but I'll make a move if I have to, but it might be kinda difficult approaching a shy girl, since I'm a shy guy

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