Surprise the hell out of your dad. Tell him that as long as what you have is straight, you don't need any new wheels. Tell him that you'll get them after winning a Cat4 race or getting straight A's in school or some other goal. If your present wheels are junk, then get something like this
http://www.neuvationcycling.com/prod...front-1587.htm .
If your pops really wants to spend the money (and rides), then tell him to take a day off work and do a 100 mile ride together.
Don't worry about dropping weight. Get your six pack by adding muscle. By far, the most important thing you can do on a bike right now is just ride.