Day 1: Starting with what I know

I decide to start with my typical hairstyle. This way, I can document the progress of the dare, and see how far I come by the end of it. If you're looking for something edgy that doesn't take much effort, I recommend trying this look. Here's how to get it:

1. I start by squeezing all of the water out of my hair after I get out of the shower. This helps cut down the blow drying time, since it's not dripping wet, says hairstylist Garret Dunton.
2. Using a round brush, I blow dry my hair to the side until it's dry. Since my hair has a bit of natural texture to it, I run a flat iron over it to smooth out any wavy sections.
3. Finally, I apply a bit of spray wax and comb it through using a flat paddle brush. Dunton says this will tame any flyaways while keeping the overall look flexible.