You don't know how to enjoy a drive.   
There's some cool places to go.    
-Take her up the Incline to Mt Washington. Awesome view of the city. 
-There's the Andy Warhol museum if you have any culture. 
-Strip District is cool to walk around and see a lot of ethnic shops. Original Pirmanti's is down there. There's a cool Pittsburgh history museum three blocks from there as well towards town. 
-South Side is full of cool bars and restaurants. Definitely hit that up Sat. night. 
-If you want to go for a drive, I can tell you some really fun roads to drive on outside the city.  
-Go to a Pirates game. They suck, but being in the stadium is a cool experience.   
I'll think of some other things.