Crossfire VS SLK32
Like a lot of people have failed to notice, these are pretty much the same car, except the Crossfire's a little more modern than the dated SLK. I used to dislike the Crossfire's looks, but it's aging well. The design reminds me of the first Audi TT, but it's not dated like that car. The problem with the Crossfire is that it comes from Daimler Chrysler, therefore the interior is...not so good. Of course, the SLK's insides aren't so great either. But while the SLK's even more dated inside, at least the materials look a little better. So I'd take the SLK, because it's a little quicker than the Crossfire, has a little bit better interior materials, and I just like it for some reason.
360 VS Viper
The 360's aged pretty well, but it is a bit bland to look at. I'd prefer the newer Viper, because it'll be less scary than a decade old Ferrari to maintenance, and the interior's a little nicer. The exhaust note is pretty good as well.
Cherokee VS Sock
When I first saw the new Cherokee, I decided to hold back from forming an opinion and give it some time to grow on me. Obviously that didn't work, because it still looks freaking ugly. It's almost as bad as a Juke. That sock looks pretty nice, but I'm not sure how comfortable it'd be; the material doesn't look very thick. The sock's got a good design to it, but I'm worried about how well it's going to age. I'd prefer my comfortable, thick black socks, but this pair doesn't look to bad either. I'm not sure about the reliability either. But, the Cherokee is a car, and having a car, especially a new, reliable car, is miles better than having a sock. I could also sell the Cherokee and buy an old, proper XJ Cherokee, but I think that's against the rules.