This was the funniest episode of the season.
I'm being honest, I really don't have anything to say that is negative about this episode, outside of maybe a slight nitpick here or there. Sure, it wasn't an episode that was very deep in its subject matter, it didn't really have a big plot to speak of, all it really was was a funny premise that the writers just took and ran with, but they ran really far with it, and it worked. We've all joked about it before, Milhouse's parents look way too much alike and look just like him, so yeah, what if they took that idea to a plot where Milhouse impersonates his dad? I guess the idea of how they pull it off was a little strange, but once that idea gets off the ground, it was really funny. I kept wondering what they were going to do next with this premise, and I can't say I was ever bored or disappointed with what they came up with to do. Once Lisa got involved with the scam, I was worried that it would all come to a screeching halt, but they managed to get her involved believably too, even tying in the earlier strands of the jazz concert and the toddler videos. I also got kind of worried when Milhouse and the Real Estate Lady got together, since I wasn't sure how far they were going to take it, and if it was going to get uncomfortable. However, they still managed to make it all quite funny.
Then there's Homer's little subplot with his obsession with children's search books. It's funny to see Homer get involved, since he would be the kind of adult to be completely taken in by picture books intended for children. It didn't have much to do with the story until the final act, and even then that was a thin tie-in at best, but again, it was just very funny, with Homer and Marge's bedroom scene probably being the stand-out. That is really the strength of this episode overall, the humor. The story wasn't all that big or creative, but the reading lady, Milhouse choking Bart, the final scene with Kirk, it all really made me laugh. I wouldn't be surprised if this ends up being my favorite episode of this season. I give it a strong 4/5 (very close to being a perfect 5/5).