This timeless hairstyle employs a simple approach to fashion by having shorter sides and back and longer top hair. The hair at the top is long enough to allow for styling. This is one of the cool haircuts for teens given that it requires little maintenance yet comes off very stylish. Perfect for strong cheekbones, short foreheads, and oval faces, this is one of the teen boy haircuts which can be easily obtained by shortening the hair on the sides and keeping the top one longer. Simply tell the barber you want it tapered.