Another film from student days (a theme seems to be developing here). I was, of course, aware of Prince in the 80's but his stuff didn't seem to be my cup of tea. It was suggested though, that I should go and see Purple Rain and that I'd be impressed with his guitar skills. So I went... and I was. (Skip to about five minutes in if you just want the guitar solo.)
A guilty pleasure since I am not otherwise hugely interested in his music... or his image.
For another example of his guitar playing prowess, try this clip of a performance of While My Guitar Gently Weeps.