Should I Dye My Hair?

You should dye your hair because you're not looking to make a big, long-term thing out of it. You're not planning on keeping it up for years to come. Furthermore, you're not doing it because you hate your natural color, you're doing it because it's a refreshing change. And you take good care of your hair!

Your hair seems like it's in a pretty dry state, less than optimal for such a major change. It's not a good idea, as this could result in hair breakage or even loss. Maybe get your hair into a healthy state through and through, and then decide if you want to damage it with hair color.