Wow this film is so dated!
I remember watching this for the first time in 1992 (when I was 15). At the time, I remember thinking that this movie was sensationally modern and was a great reflection of modern society with regard to style, substance and dialogue.
Now, in 2010, it is painfully clear that Boomerang showcases nothing that's modern about the world today. It is painfully 90s and stunningly different from what's considered "cool" in 2010.
An interesting observation I made while watching this on HBO today.