New to the forums and new to costuming

I've been wanting to join up with the 501st since way back at Celebration 2, but I could never seem to find the time and/or resources to put the work into making an acceptable costume.
I live in the Western Suburbs of Chicago, so I at least have access to all the joys and resources of the big city

I'd REALLY like to be a stormtrooper or a scout, but I was wondering if it's possible to wear glasses under the bucket. Sadly, my eyesight is such that contacts aren't too fun and going without specs at all isn't possible.
Otherwise, being an officer is my next choice.
I'm a bigtime noob at all of this, but I'm fairly net saavy and definitely eager to get going. I'd appreciate any and all help that you seasoned vets could give me.
Thanks a bunch!