I have a little different take on this, I have always rode some type of sport bike and a couple of years ago I decided that I wanted to try a cruiser and bought my first Harley, 2007 Nightster (1200) it's a Sportster that sits lower to the ground and blacked out. My opinion is this, I found riding the Harley around was a much different experience then the sport bikes, I’m going to go with the cliché of it’s not just a motorcycle it’s a lifestyle. I can say that almost everywhere I rode I found myself having conversations with other Harley riders about bikes, places to ride and whatever else we wanted to have a conversation about. That being said, I will say that the Nightster cannot be the only bike I own due to the rough ride and fuel range on a full tank (due to the 3.3gal tank). I think the bike is great for sticking within a 2- 3 hour radius from home base, anything more than that and it really starts to wear me out. I’m 5,11” and 170lbs (ish) and the bike fits me pretty well. The 1200 has plenty of power as long as you look at a 2007 or newer, all these bikes would be fuel injected which makes a huge difference in dealing with the power band (of course this is an obvious statement), but have heard non-fuel injected Sportsters are just dogs. My buddy rides a YZF600r and the Harley can surely hold its own when going out for a jaunt. There are plenty of guys riding Sportsters these days (Hilarious pic Progrmr), I think that they kind of had a bad rap of being chick bikes but I think it really has turned around with this being noticeable when going to any Harley dealership bike event. Also Harley dealerships have something going on almost every weekend even in the winter, which is nice to go hang out and do a sort of mingling amongst fellow riders. Would I buy another Harley? Absolutely Would it be a sportster? I would personally look at a bigger bike, but it was in my budget and don’t have any regrets. I would evaluate your riding style and what you want to get out of a ride, and will say if you want to buy a Sportster go ahead and do it, I don’t think you’ll be sorry.