I drove OTR and seen a lot. I always liked a city at night and driving in it really late. It's all lit up and traffic is ok. I would say Houston was really cool but got this "I'm far from home feeling". Seeing New York from the river was awesome.
I got lost really good in Wichita, KS. It was the land before cell phones and GPS and had directions on paper. A couple of months later someone asked if I knew Wichita and I said something like, " ya I been all over Wichita".
I had the time of my life at a tavern in Philly with some gang bangers that worked for a guy that loaded my trailor. It was a rough place and if I showed you where I backed into even I wouldn't believe it if someone told me.
All in all it was good for me to get back home for good.