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As a Moments subpage, all spoilers are unmarked as per policy. You Have Been Warned.

  • The cast of Whose Line Is It Anyway? wraps up Drew Live 2 with a game of Helping Hands. Brad is getting ready to shoot the rest of the cast with a can of silly string. Just as the game starts, the others all whip out their own cans, surprising Brad. Cue silly string fight!
  • The Rocky Horror Picture Show vs. Priscilla, Queen of the Desert dance-off.
  • After Earl (Drew's mentally unstable co-worker played by David Cross) is released from jail, Drew asks Chuck the Security Guard to help protect him. Earl drops by with a handgun. Before he can hurt anyone, Chuck sneaks up behind him, bluffs Earl by pretending one of Drew's pool cues is a gun, and manages to disarm him. The cops arrest Earl and he's put away for good.
  • Lewis using a snowball to help Oswald win a brand new car.
  • In "The Salon", Mr. Wick calling Mimi out for trying to blackmail him with a harassment suit and for insulting his mother over the phone. It was SOOOO satisfying to see someone finally put her in her place. The look on her face was priceless.
    Mr. Wick: (Gives her a Death Glare) Mimi... I may be power-mad... I may be a corporate weasel... I may even be a sleazebag... but I am first, and foremost... a Mama's Boy.
    (Mimi’s eyes widen)
    Mr. Wick: And you never, ever, insult the Mama of a Mama's Boy.
    Mimi: Oh, crap. I went too far? (nervously) Okay, well, just give me the job, and I'll be on my way.
    Mr. Wick: I'm not gonna give you anything! (starts to walk away, then stops) No... I take that back. I'm giving you a counter-suit for defamation of my character. I'll battle you until the day I die! And after that, I'll See You in Hell! You'll know me! I'll be the one standing there! WITH MY MUMMY!!!
  • Drew beating up the guy who's stalking his ex-girlfriend Wendy.
  • "The High Road to China":
    • The episode begins with Drew pulling off what is easily his most elaborate prank on Mimi, manipulating her into a very specific position so he could launch a cold cream pie into her face.
    • Drew brags that no matter what Mimi does to him, she will never be able to top this prank. Cut to Drew waking up in China.
  • In "Mimi Moves In", Mimi is fired for refusing to change her appearance, specifically her style of dress and makeup. Drew promises not to gloat and simply reaches into a drawer to get her severance package. Along with it, he takes out a CD Player and begins blaring "Ding Dong, The Witch is Dead" and proceeds to back flip excitedly around the office.
    • Even better when you realize that he must have had that CD Player on standby for YEARS, just waiting for this moment.
  • At their high school reunion, Kate explicitly tells the other members of Oswald's barbershop quartet that she's looking for a man with money. Their response (in song):
    You never talked to us in high school
    Why should we give a damn now?!
    Bitch!
    • Drew gets his own CMOA during the reunion episode when the head cheerleader, played by Anna Gunn, shows interest in him. "Excuse me, Bo Derek, I have to go dance with the head cheerleader".
  • In one episode Drew decides that he's had enough being denied the respect, as well as the pay and position, he craves at Winfred Louder, and decides to talk to his dad about him talking to his friends at the lodge for a position in one of their companies that is higher and pays more than what he does in Winfred Louder. Although one of his dad's closest friends offers him a higher position with a better salary, Drew refuses the offer because he finds out that his dad's friend is a racist. Back at Winfred Louder, he calls his boss and demands a pay raise, which his boss immediately approves.
  • There was a Bottle Episode where the entire plot was Drew trying to get to an important meeting on time, but the building's elevator was out of order, forcing him to climb flight after flight of stairs, dealing with all manner of obstacles. One of the final impediments was a group of people hauling an enormous LEGO castle up the stairs for an art exhibit. They've put it down to take a break, blocking the stairs, and refuse to move it. Drew declares it's time for a Godzilla homage, and smashes through the castle in epic slow-motion.
  • The season 4 finale has Drew convincing Winfred-Louder's Dutch owner, Mr. Van Zandt, not to destroy the store and fire the employees through a performance of "Brotherhood of Man" from How to Succeed in Business Without Really Trying. You know Drew has won when Van Zandt starts partaking in the performance.
  • "It's Halloween, Dummy": Drew doesn't get everything he wants in the end, but he does get even for how Mimi gaslit him the previous season to steal a manager job out from under him. She's left demoted back to being Wick's assistant, and Drew is only too happy to let her know he's responsible.
    Drew: Mimi, I know you're drunk, but I hope you still remember this in the morning: YOU LOSE, BABY! [does a Happy Dance on his way out]

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