Ashton Kutcher
Credit: Barry King / Film Magic / Getty Images

Ashton Kutcher's take on long hair leans a little younger than the other styles on this list. He typically maintained a severe middle part and tucked stray pieces behind the ears, and the tips would often wing out around his shoulders. The look is considered a bit retro today – a nod to nineties surf and skate culture – but it's easy to maintain. Just wake up and shower.