It's very difficult to remain hip AND nurture a habit of needing to be in constant communication. Yes, we do have our iPhones which are default cool but tapping away on it still kinda makes you look like a socially awkward dweeb.

Pownce is a wonderful solution. It's something like the "my status" function from facebook with a splash of iChat. Check out the screenshot (Mac program on the left, Windows on the right. Note how much better Mac renders text). Best of all it completely eliminates the immediacy that is inherent to messages send via TXT, or IM but you canstill check it on your precious iPhone (yes there is a dedicated iPhone web app).

www.pownce.com

Plus it has other great features like file & linksharing as well as a calendar function which not only allows you to impress your friends with how many ironic hipster parties you'll be attending but also lets you invite them to partake. Sharing LOL cat pictures has never been easier or more discrete.