To make a short story short my hair has grown out and works well for a James dean style pompadour, which is about the only thing I can do with it short of completely unkempt. The thing is that my normal style of clothes is jeans with a white or other solid color tee, sometimes a v neck. And if its chilly I will wear a jacket usually a denim (always very different wash from pants though) or a bomber or a hoody.
With the hair mixed with my normal style I feel like a wannabee greaser or that I am trying way too hard or something. What are your thoughts on this? Basically I like the hairstyle but is it too much?
This retro look will look cute, at least for a while, so why not go with the James Dean style. Get yourself a motorcycle and a black leather jacket, have a cigarette hanging from your lips, and carry a switchblade. You may as well go all the way with it.
After the shock has worn off, after a few weeks, you'll have to come up with something else though. This kind of retro style has no staying power in terms of being attractive.