Hard to believe, but just a year ago I was sitting, wishing, and hoping in St. Louis that I'd be in Chicago. It's almost been a full year since the big move, and I'd be lying if I didn't say I had my doubts. Packing up and moving to a new city comes with a whole ton of challenges. You're definitely not the cool kid in town, you have absolutely no idea where to go or where to steer clear of. Staying on your best behavior is a must if you ever want to make a friend. Sleep should be seen as a nice weekend bonus, but not necessary if you ever want to make it into a Sunday brunch group.
It's a constant balancing act. Trying to be someone you're not is completely unacceptable in a city of originality. However, you should then always be striving to be original. One day though, after a couple trips to the neighborhood shops for new outfits to wear out both during the week and weekend, you'll find your life is starting to feel comfortable. You can tell the cab driver confidently where to drop you off in the Loop, your sass comes back and your string of "sorry's"start to fade, and people will start to ask you where the best happy hour is. It's a process. But one you should go through with pride. After all, it was your very original decision in the first place.