Fashion Forward Fridays

In this edition of Fashion Forward Fridays, we examine the geekiest, yet most convenient accessory EVER:

The Rolling Backpack

I know, I know. Do I really want to go here? Here's the thing: I noticed a rip in the bottom of my trusty five and a half year old backpack today. Apparently the huge law books are murdering it. So the decision is finally before me: Do I give up and get the rolling backpack?

Pros:

• My vertebrae won't feel collapsed at the end of the day. Books are HEAVY. And carrying four books, a legal pad, my macbook, and a heavy water bottle all day is bad for your back. Apparently you're not supposed to carry more than 10% of your body weight on your back. But I'm not 300 pounds, so you can see how my bag is getting a little uncomfortable.
• I'll have more space. Apparently rolling backpacks are much bigger than they look, and have lots of compartments. So I won't have to dig through my bag as much, and I'll actually be able to carry MORE than I do now, which means less trips between home and school.

Cons:

• They look pretty dorky. It's like you're saying, "I'm so serious, I need a SERIOUS backpack." I don't WANT to be the dorky kid. I want a cute side bag that I can carry with pride.
• They're pricey. The one pictured here retails for $169.95 at the company website. (It's only $101 at Overstock.com, though.) A decent backpack is only $30. Will it last long enough to make it worth the price? (I would appreciate some feedback on this.)

I can't decide what I want to do, but I need to decide before my Macbook falls out of my backpack while I'm walking down State Street.