I just bought the Nike Moto+ shoes, they're really nice for distance running. Had the Moto II's before - terrible IMHO. These have the iPod integration, but I don't own a Nano, so it's kind of a useless feature. I got some Nike socks when getting my shoes, the running kind, and they're really nice. My feet stay pretty dry, much more so than with cotton ones.
I just wear some regular Adidas shorts I bought years ago, just some mesh, kind of an all-sports generic short. I usually don't wear a shirt if the weather's good, and just a regular t-shirt if it's not. Gonna probably get a Nike dri-fit longsleeve shirt when the weather gets cold again.
I use my iPod shuffle, with the white shuffle armband. I wouldn't recommend that, though - go with something that'll keep the shuffle dry when you sweat. After a few miles mine starts acting weird - only playing certain songs, skipping around randomly. I use Sony S2 sport headphones, the ones that loop around your ears.
Edit: Sorry, no photos right now, but I'll try to get some in a bit.