Davies, don't take this the wrong way, but you looks just like a vicar who used to visit my primary school. "Our friend Phillip" he called himself. An no, it wasn't an irish catholic school (badumtish).
Anyway, I've grown tired of having horribly windswept hair everytime I arrive at college, so I'm thinking of swapping from the "neatly combed to the side" look to the "arranged mess" look"
Before (ish. Tried arranging without a mirror. Looks worse than normal)

After
I'm thinking that the second photo will eventually make me look like

But I don't have high hopes.
I usually just get my hair cut when it gets to this length, but I spent all my money are better things, and everyone is telling me to grow it long, so I figured 'What the hell!' you know? Thoughts?