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People are funny enough taking this too seriously 1 direction or another.

It really depends on one thing.

 

1) Was there somebody you wanted to date who was single who you didn't ask out.


If the answer is no?  Then no.

If the answer is yes... probably.

 

I didn't date anyone till I was like 20 because most of the girls at my school weren't that attractive and the ones who were either had boyfriends or one of my friends had a serious crush on them.  Which, for me... I don't go there.

Heck, I turned down who asked me out on more then one occasion... my dad tried to convince me to go out with people "for practice" but I mean really, what's the point?  Just wait till you feel it and it's all good... and when you do go for it. 

Rejection heels faster then regret over something you'll never know.  Rejection gets better over time, while regret usually grows.