I've seen shows multiple times before, but the most I've seen any show was 4 times - the Hairspray tour. Within 2 weeks. Each time I went with someone different. Plus it was my first time being in the city (Boston) and I thought, "Finally! I can just walk down the street and see a show!" I was more amazed by that fact.
I've seen most of the stuff I wanted to see on Broadway, so I've come to the point where I want to make return visits to shows. I don't think I'll do something to the extent of seeing Legally Blonde 14 times within a few months, but, yeah, I'd definitely want to make some return visits to shows.
"We like to snark around here. Sometimes we actually talk about theater...but we try not to let that get in our way." - dramamama611