Do I have a complete wardrobe?

yea you could use some shorts and a few skirts. i would recommend urban outfitters. great maxi skirts and ripped vintage Levi denim shorts. super in style. also you could use some tights - opaque black, sheer black, fishnet black, patterned. tights are always fun to have. the shorts would look great with a top, boots, blazer, and tights. and just branch out a bit. sounds as though your a tad too preppy. also check out free people - they have great maxi skirts and dresses.