The live-action Dr. Seuss movies.
More so The Cat in the Hat, that is a TERRIBLE movie, but I love it because of that.
I loved Cat in the Hat as a kid.
I used to replay the cooking scene all of the time. Dunno why I found it so funny.
As for guilty pleasures, I don't really have any I can think of. Not any I can mention here without an infraction. I generally don't feel guilt over enjoying something.
I guess Heaven's Lost Property could be one. I started watching it thinking it was an action-comedy, and it turned out to be an ecchi anime as well as those things. Don't usually enjoy those, but I liked this one because the main girls were actually fun characters that went through some actual character development. It also had some story, and some really heartwarming/heartbreaking moments. Also, Ikaros is literally one of the most adorable things in the history of anything ever.
The main character is also a huge pervert, but his pervy antics are SO ridiculously over the top, it's drop dead hilarious. One episode has him work for months building an entire network of pipes that go to every girls gathering place in town from his bedroom, and he installs mirrors in them, so he can peep on girls 24/7 from his room. The show often renders him in a chibi style compared to the other characters because of how silly he can be, which adds to the charm.
Also I guess this counts: