To make a long story long, then... I rode for about 2yrs on my 500 like that - young, crazy, and blind to the fact I could seriously hurt myself... That was in 1998 that I bit it. I didn't even get back up on a bike until recently when my roommate bought an SV650, which is fun but unGodly ugly, and I've ridden a few cruisers since then, too - I was actually dea-set on getting one, thinking I'd be safer, but then realized the balance & stance of my body when riding a cruiser feels odd to me. I've looked at the Buell Firebolt quite a bit, and I just recently found the TL1000R that I've been curious about. Both are slightly larger bikes (I'm a slightly larger guy, though... about 6'2", 200lbs), and I like the V-twin performance over the higher-revving sports. I know I'm not going to be as Dukes of Hazzard ever again, so I'm not worried about being mindless of what I'm doing, I'm just looking for a good bike, that's all.
I wouldn't consider myself a pro by any means, but if I can keep an 1100 V-star up, I don't think I'd have any problems with the TL. But that's just me thinking...