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Should I go for It?

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Basically, I have a Crush on this girl, who I know well-ish and there are several of my mates, who pointed out that "I fancied her" (from how I acted), however I'm not sure whether to go for it. Most the Time i've gone for it and IT's not worked well for me. I'm not exactly a stunner in appearance, But Apparently i can be quite sweet. Some would say I am out of her league.

So far I have only sent her a Rose on valentine's day but not sure whether to wait till next year or whatever, so asking for your thoughts.

Any Ideas?

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