Seinfeld: "The Jimmy"/"The Doodle"

"The Jimmy" (Season 6, Episode 19, originally aired March 16, 1995)
This episode is a perfect example of how Seinfeld gets away with somewhat controversial material by presenting it in its usual cheerful, sitcommy manner. I'm not saying "The Jimmy" is really scandalous, but considering one of the main jokes is that Jerry got molested by Tim Whatley, and another set-piece revolves around Kramer being continually mistaken for a mentally challenged person (his performance reminded me of Ben Stiller's Simple Jack a little bit), well, it's always great to see Seinfeld slip in gags like that without ever feeling tonally jarring.
What's especially funny about Jerry's plot is how disconnected and ridiculously pointless it is. Tim is somewhat involved in the rest of the story in that he gives Kramer novocaine, setting him up to look disabled, but mostly the punchline to the plot is that Jerry gets molested. That's it! Jerry being upset doesn't affect anything in the episode, it gets the least time devoted to it and the punchline only comes in the post-credits scene (delivered, brilliantly, through a Penthouse letter read by Kramer). We're just left with Jerry's confused face as he processes what happened to him. But nobody even really cares — as Elaine says earlier in the episode, "So what! You're single!"
Tim's character almost seems like a one-upmanship challenge among the writers to make him more douchey every time he appears. We won't see him again for a while, but he's racked up quite a litany of sins this season, and that shirt he wears while he puts Jerry under (after taking a hit of nitrous oxide himself) might be the greatest of them all.
"The Jimmy" also effectively skewers the "guy who talks about himself in the third person" in a cute way, by having Elaine think she's going on a date with someone else when she chats to the titular Jimmy, who is a bit of a relentless self-promoter. Along with saying "Jimmy" instead of "I," he also convinces George to go in with him on selling special training shoes, as well as bearing a grudge against Kramer for accidentally breaking his leg. He's almost spread a little too thin in this episode, with some jokes (like his burning rage) coming out of nowhere, but he's generally weird enough that nothing he does feels too out-of-character. Plus, the way he announces his vendetta against Kramer is simultaneously chipper and creepy. "Jimmy's gonna get you, Kramer! Jimmy holds grudges!"
Compared to Elaine's pronoun-based mix-up and Kramer's novocaine-fueled stardom with the AMCA (Able Mentally Challenged Adults), George's plot is nice and simple. It basically hinges on the fact that when he sweats, he looks guilty. And really funny. I spent five minutes taking screencaps of George sweating in both his scenes (the first time because his gym shower "didn't take," the second time because "George likes his chicken spicy") because Jason Alexander is the master of looking supremely uncomfortable. The Yankees then assume he's guilty of stealing equipment (including, it seems, the infield tarp?) but it's resolved when George goes to see Steinbrenner and talks in the third person. That joke doesn't really land, and ending a plot by having Steinbrenner give a wacky monologue is maybe not the freshest thing this show's ever done, but the Steinbrenner scenes are never not funny. "You know, you could put that fancy mustard on a shoe and it'd taste good to me!"
The oddest thing about this episode to me is how crazy the laugh track goes when Mel Tormé (aka The Velvet Fog) serenades a bemused-looking Kramer. It's a great scene, and it's wonderful to see Tormé sing anything, but the joke goes over like nothing else in this episode. Like I said, Kramer's act reminded me of Simple Jack and a number of other gags in that vein, but that brand of humor was probably a little more outré in 1995.
"The Doodle" (Season 6, Episode 20, originally aired April 6, 1995)
This is a very big episode, with a lot of physical humor (Elaine fumbling around Jerry's apartment, Newman resisting the urge to scratch his flea bites) and the very wacky sight of Jerry's relatives colonizing a suite at the Plaza Hotel and behaving like spoilt rock stars. The plots all peter out without a bang (with the notable exception of the Plaza plot, which I'll get to later) but "The Doodle" is a really good one anyway, just because of the consistent laugh factor.