How I got into the Academy? Geez, it was a long time ago already, but it boils down to my father suggesting it. I didn't know such a place existed when I was a junior in high school, but my dad did a few years in the AF in his earlier days, so he thought I should apply. The application process took a long time, since you have to get nominated by either a congressman or senator from your state (which means interviews with all of them), and then your package goes to the admissions board. Apparently most people who get into a service academy apply to all 3 (USAFA, USNA, USMA), but I wasn't really interested in the Army or Navy, so I just applied to the AF Academy. I guess I got lucky in that regard. Coming from a small state like Maine, I was fairly confident that there weren't going to be a large number of people that I'd have to compete against for the nomination. I was right. There were only 5 people from Maine who entered the class of 2002.
Why the B-1? People ask me that all the time, like I'm crazy or something. I've spent some time working with a fighter squadron, even got a few rides in an F-15. It was cool, don't get me wrong, but I definitely do not fit the personality of a fighter pilot. And 8+ G's hurt. Plain and simple. Nothing fun about it. Besides, I like the idea of having other people in the plane with me. It can get a little lonely all by yourself up there, and I firmly believe that there is too much **** going on in the cockpit for just one guy to keep ahead of at all times. I'm human, I make mistakes, and I like having someone to back me up when my bellybutton is on the line. At the same time, I still want to go fast, and I don't want a plane that's practically as old as my parents (B-52).
So, take fast and maneuverable, add a crew concept, and a respectable amount of ordnance, and you've only got one plane: the B-1.
But, that's just me, and YMMV.