Ty, get a Vespa. Segways in concept are neat but in actuality are really stupid. A Vespa has much more power and goes much farther. Ladies love it (I can tell you from experience), and the ones that don't aren't the kind you want to be hanging out with. You can get an extra helmet and keep it under your seat for giving people rides. And, jlaix, I completely disagree that you have to be gay or European to own one -- it helps, but is by no means a requirement.
Technically, you might have to get a motorcycle license to drive it but that is definitely cool (you do here in New York).
-Proud owner of a GT200 (which is not retro -- minor downside)