Originally Posted by abelenky

Don't fly with her as your primary CFI.
Your main CFI should be the most compatible, best CFI you can get.

But, throughout your training, it is likely that your main CFI won't be available from time to time. You'll need a substitute occasionally. You can even create these "scheduling conflicts", and ask to have the hottie-CFI as a replacement.

That will give you some time with her, but avoid most of the professional entanglements that make dating more difficult.

A word of caution: you should plan on getting shot down. Hottie-CFIs know they're hot, and get hit on a lot. Some even view it as a bit of a hassle. So if you do make it to the going-out-for-drinks stage, consider yourself lucky already. If you want style-points, figure out how you're going to get turned down with as much grace and dignity as possible.

Good luck!