Well, the conclusion I've come to is that it's possible to contrive the argument enough to work, but if you have to force it to work, what's the point, right?
I guess, I mean, people do play games to experience challenges, but challenges aren't about experiencing pain, and the pleasure isn't derived from experiencing that pain, but rather being able to overcome it and beat the challenge. You can say that that's masochism in some way or another, but really, it's fuzzy and it doesn't really hold a lot of weight. Most people, and I say this as a general thing, won't play games exclusively to be punished. The idea that some people do isn't outlandish, but it's definitely not the general goal.
I'm probably just reciprocating repeating one of the points Dada is trying to make here, though. So I probably sound lame, but whatever.