One of the best ways to learn is to play along with music. Here are some great albums that are sorted by difficulty.
Bob Marley - Legends
Miles Davis - Kind of Blue
Jimi Hendrix plays the blues
The Artist's Way by Julie Cameron
Buddy Guy: Teachin' the Blues
George Benson: The Art of Jazz Guitar
Instead of trying to absorb technical details, like what chord he is playing, just relax and absorb what he is saying and playing. I know it had an immediate and profound affect on me. I went to a gig right after watching the DVD and it was like I had woken from a hypotherapy session. I couldn't figure out what was coming out of my fingers. George Benson is so amazing that I think that if you watch the video go into with an open mind; don't compare yourself to him. Remember he's from another planet or something! Just soak up the good vibes!
These are some GuitarKitchen favorites for gear.
Sabine Metronome Tuner
Thomastick Jazz Swing Mediums
GHS Fast-fret String Cleaner and Dunlop Ultraglide 65 String Conditioner Cleaner both keep your strings clean. It depends on how your hands affect the string but you may notice some rust developing on the trebles plus some dirt gathering. Just using a cloth to clean off your strings works but I think this stuff works well. I have had not adverse health effects but I cannot vouch for the safety of the items - them seem decent.
There's plenty of good resources on the internet. Here's a few we like.
Beatcraft has tons of cool stuff. Basically you can use it as a drum machine to practice or you can program beats for songs. There's a week trial period, so definitely check it out.
Transcribe! is great! Any music you have on your computer can be slowed and looped so you figure stuff out. It even has pitch recognition skills. It has a month trial period.
Listening to music, trying to figure out what's going, and playing with people is better, but online ear training is not so shabby either.
Good Guitar Lessons
Free Guitar Lesson Videos
If you want tab for songs there are plenty of places. Help support real musicians by actually buying stuff, if you can.
Guitar Tab Universe
Scales and chords
All Guitar Chords