It does get easier the more you do it. Just remind yourself that it is a numbers game. The worst thing that can happen is not that you ask ten girls out and they all say no. The worst thing is that you ask ten girls, they say no, and then you stop asking. Because whether it was Girl #11 or Girl #83 who would've fallen head over heels for you, you'll never find her now. Keep looking to meet women, and keep asking them out; these are the two steps that lead to relationships.

This can backfire if you live in a small town.