DS is currently a C2C and he says there is no need to buy boots before coming. The boots they issue do not need breaking in and the paperwork suggesting you bring your own just hasn't ever been updated. Said the same thing when he got his BFE 3 years ago. Hope this helps.
I currently have one who is a C2C at USAFA and one hoping to get an appointment in the future. Here are the answers I know...
1. You will not be frowned upon by your Commander for leaving or will they ask why you're leaving. They all know the reputation of USAFA and understand why you'd like to...