Though I look down on foreigners visiting Japan, I suppose you'll go anyway, so I might as well help. I look Japanese but don't speak it fluently or read/write it well, so my experience in Japan will be different from your's and even Psyke's.

You'll want to ride the train around Tokyo on the JR Yamanote line to see each of the distinct areas of Tokyo. I imagine you'll be staying with your brother, but if not, keep in mind that hotels fill up quick on Saturdays, around holidays, and for special events. Definitely visit Asakusa, Shibuya, Harajuku, Ueno station, Tokyo station, Ikebukuro, and Akihabara. If you like shopping for expensive name brand stuff, visit Ginza or Roppongi Hills, or pretty much anywhere in Tokyo.

You'll be perplexed that a lot of touristy places don't have many English speaking guides or information centers. Your best bet is to look for other foreigners and ask them for help, though I stopped doing that since I wanted to be more immersed in the people and culture.

You should learn this one sentence: "eigo, dekimasu ka?" which translates to "Do you speak English". They'll usually either reply "yes" or "dekimasen" (I am not skilled [at English]).

Junior, please keep on topic. You can start another thread about your fashion sense, which will probably get more replies than this thread, especially if you include pictures. Thanks!