Single guy here. I was making the choice between a Sport, or an S4 as well (also in the mix were 335's and considered the new Mustang GT). If I would have gone the car route, I would have kept my Ridgeline. I have a boat and motorcycle and bikes, so I still need something that can tow and have some utility.
Basically in the end, I really liked how the red Sport looked, and it had pretty much all the options and tow package. I also didn't want two vehicles and insurance payments. I have a double garage, and it's already full of stuff.
As far as car choices, the S4 is a very nice car. I would get one with the sport diff.
I would prob choose the new Stang over a Challenger.
Saying all that, if I didn't have to haul stuff around, i'd probably get an S4. If I didn't live in the frozen tundra, i'd probably get a rear wheel drive sports car (Mustang GT).