I have played guitar for about 13 years now.
I first gave it a shot when I was about 10 or so, but just couldn't quite get a handle on it. This was probably because the guitar I used was an old Yamaha classical that had been restrung with steel strings. If you know anything about guitar, you know that nylon string guitars and steel strings do not mix.

Anyway, I couldn't do it at 10, so I put it away for a few years. Then, at about 12 or 13, I picked it up again. This time it went much better, most likely because the three inch fretboard was a bit more comfortable in my hands.
I played the heck out of that guitar, and it is still my favorite guitar to this day.
In '93 I picked up a really nice strat. Unfortunately, I beat it up all throughout high school. I'm ashamed to say that it has hit the ground on more than one occasion. It now sits in pieces in the extra bedroom awaiting some new pickups, a new nut, and a good professional setup.
A couple years ago, I picked up a little Ibanez guitar, mainly because I wanted something with humbuckers so I could come a bit closer to the BB King tone (as if a $300 guitar has any shot at sounding like Lucille). It does have a pretty nice tone, though, most likely from the solid mahogany body.
On the classical guitar, I mainly play folky traditional-type music-- lots of chords, finger picking, etc. I've gotten into the Jimmy Buffett folk-ballad style a lot in the last couple of years.
On the electric, I almost exclusively play blues. My style mimics a lot of Buddy Guy's style-- dirty, loud, and in-your-face followed by clean, slow, could-everyone-be-quiet-so-I-can-hear-the-guitar type blues. Recently I have been analyzing some of BB King's music, trying to mimic his style. His vibrato is very difficult to duplicate. The nice thing, though, is that he really only plays 5 notes.

I am completely self-taught on the guitar. The only actual musical training I have involves a school-year's worth of daily piano instruction. I also was a member of my high school orchestra, with my first year as a senior. I played the bass, and was more interested in the fact that the school loaned me a $1200 instrument than playing the actual music. It was a good time, though, and I did learn a lot about composition and theory.
In the future, I would like to pickup a piano or an organ. It's just a matter of finding someone who wants to give one away.
Mike