FASHION.

I'm bored of the way I look and I want a new hairstyle. Generally when i get my haircut I get some variation on the cuts these Burberry models are sporting (especially the one on the right):

Keep in mind that i don't look like that because I'm a regular person and not a model. Anyway, I'd kind of like to start wearing my hair in a more classic slicked back look like George Clooney in this photo:

Or fashion favorite (and boner jam) Chuck Bass in this photo:

Can I do this without being a douchebag? Can I pull it off? If so, is it an every day look or only for certain occasions?

Also, I just bought these glasses, which I plan to take to my optometrist to put in regular prescription lenses.

I love sunglasses turned into regular glasses. That's how I got these Ralph Lauren frames.

Also, I just bought a bright yellow coat that I may or may not be too shy to wear.