For streetbikes, I've had nothing but sportbikes (note: don't call them crotch rockets if you want to make friends w/ the people that ride them, it's considered a derogatory term).

Seems like S2000 and sportbike demographics are fairly similar, so I'd guess that might be more interesting. Both sportbikes and cruisers have their comfort issues...sportbikes w/ the ergonomics, which are alleviated somewhat at a high enough speed to unweight your wrists. Cruisers, your weight is all concentrated on your butt, which feels fine in the showroom but not necessarily on a long ride.

I'd suggest an SV650 standard, learn to ride it, and then decide which way to go from there. It's cheap, fun, and has elements of both sportbikes and cruiser in it.

 

As has already been stated, given your choice of cage I'm thinking you're more leaning towards a sport bike. I've owned a couple Honda VFR's (94 and 00) and an SV650 and a few other unmentionables. I love the VFR. My perfect bike is a sporty cruiser with full wind protection that can carve canyons, looks and sounds great, is easy to maintain, and is all day comfortable. That's the VFR. Sure there are faster track bikes and bigger cruisers, but the VFR is whatever you want it to be on any given day. Good luck scraping your Harley around a hairpin with your knee on the ground. Try putting 500 miles on an R6 in one day. You can do both on the Interceptor. I also like the fact that not everyone and their brother has one, like the S2000.

The SV650 is an awesome beginner's bike if you're learning. It's light, cheap, and easy to ride for beginners and can still be exciting for seasoned riders. I used to love snapping open the throttle from a stop on the SV, very strong torque down low and will raise the front tire with no effort.

 

I recommend the 250 or 500r ninjas

SV650 is good too, as well as the Ninja 650