Update:
Talked to my insurance company and got some quotes. A 1990 F150 would cost me $171 a month to insure, while the Audi would only be $184. This is now sitting in my driveway:
1998 A4 4cyl 1.8T Quattro 5 speed
Sport package (different suspension setup/rims/some other little things)
Cold weather package (heated seats/steering wheel/driver side lock)
Convenience package (Keyless entry, power everything)
Luxury package (leather)
Beauuuuttttifulll car.