Here's how I started.
First I started with a classical guitar, which has nylon strings and are very easy on the fingers. I learned the basic chords, E, A, G, Em, Am, Bm, B, etc... I could only fingerpick using my index and thumb before. I started around January 2004
Then after about 7months, I bought a fender acoustic steel string guitar. I can now fingerpick using all my fingers, and my plectrum control is very good now. My style of playing is mainly fingerpicking/flamenco. I also managed to learn how to play barre chords. Barre chords are quite difficult to master straight away, you need to build up strength in your fingers to barre cleanly.
About 3 months later I bought a fender electric guitar and fender amp. I'm learning some rock licks now. So anyway, I play the acoustic guitar to play fingerpick style songs, and the electric guitar for some rock tunes with the plectrum. But really, the guitar you buy depends on what style you play.
And btw, I didn't take any lessons. I read up on tabs and chord charts, etc. Another useful software is guitar pro 5. If you have the determination, you can teach yourself. Start with the basics first.