If you want to perfect tomboy style, look no further than John Frusciante. The guitarist for the Red Hot Chili Peppers has the perfect male style. When wishing to look like a boy, look to him and his Dickies. His look is never overdone and has that "I just threw this on" quality, which he probably did. To get his look a little more polished and feminine, pick a feminine top to balance out the masculine overtones.
SHOP JOHN'S LOOK: