I've owned 3 so far. A 94 R/T10, a 97 GTS Coupe and a 99 ACR GTS.
The early R/T10's can be fun fair weather cars, but the lack of real roll up side windows is a downside to them.
If you get a 97 or later R/T10 it has real side windows
The GTS Coupes are a car that you can jump in and drive anywhere any time, they're my favorite.
I love the classic curves of the 1992-2002 Vipers.
The 2003 to about 2010 era Vipers are even better drivers in handling and power, but that body style reminds me of a Honda S2000 on steroids.
The side fender cutouts are too Corvette'ish to me (and many others).
They cured that in 2011, styling is waaay better.