Well...
I would start slow...you don't even need to approach anyone hot...maybe somebody unattractive, just for the heck of it.
Don't even bother getting the number at first. Work up to 3 this week. Then 5 the week after. Then do it everyday.
Slowly build up confidience...Don't worry if you screw up...Just keep experimenting...you will learn then to come up with stuff on your own see what works and what doesn't.
Success will bring you confidence...I doesn't matter what she thinks...Approach where you are away from school...Good L