Hahaha! This one makes me laugh because I could easily see many of my friends being the subject of this sentence. It's also relatable to me personally because my trying-way-to-hard-to-look-like-im-not-trying-to-be-cool college years.
"As I sat on the park bench in my Chuck Taylors and Buddy Holly glasses, cup of coffee in one hand, cigarette hanging from my mouth and a battered copy of "On the Road" on my knees, I felt I was trying way too hard."
- Author unknown