I've been practising on a couple of friends like you Cube, in preparation for going back to uni. Unfortunately I inadvertently picked the most difficult target in the world possible. Not only have I known her for about 3 years (only just really got to know her though), but she's not daft and knows all these little tricks that guys pull on her to try and pull her (including when I let her wear my white tie).
At the end of the day though, I've just rolled with it as though it's the most normal thing in the world that I'm hitting on her, and it's been a good learning experience - there won't be many that are this challenging out in the field!

Keep it real,

Blanca