I personally think things will go sour -really fast-. Though honestly, if you don't believe us, you might as well try and see for yourself. Seriously. I mean, nothing teaches better than personal experience.
The one thing I've learned about women in my lifetime (not saying this is fact, just based off experience) is that you -have- to socialize with them. Talking is the basis of flirting. Practice talking with some female friends first (if you don't have any, work to that stage first). Then after you gain confidence in that zone, start practicing with females outside your comfort zone. Only when you can maintain a conversation with the 'target', will I think you'll have any chance.
Like I said, however, this is based off my own personal experience. Feel free to disregard everything.