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

A Shadow From The Past (Cairo)

  • Sly and Bentley's very first exchange. Bentley came up with code names and everything, and Sly is having none of it:
    Bentley: Breaker Alpha Foxtrot, this is The Wizard. Do you read me, Sitting Duck?
    Sly: This is Peking Duck. I hear you, Blizzard.
    Bentley: No, Sly. I'm "The Wizard," and you're "Sitting Duck."
    Sly: I read you loud and clear... Lizard.
    Bentley: No, I'm... Forget it. You're not taking this seriously!
    Sly: Yeah, I'm not.
  • Proceed through the museum and eventually Sly hits a locked gate. As you scrabble to find a way through, suddenly "THUNDER FLOP!". This your first intro to The Murray.

The Black Chateau (Paris)

  • Basically everything Dimitri says, due to his Large Ham nature and tendency to use Mixed Metaphor. Even when he's ordering Sly's death:
    Dimitri: Check one, check two, solid. Dimitri on the mike with a shout-out to all my nightclub samurai. Stand tall and feel beautiful. I hear there's some raccoon-dude giving us static. If you all spot this crackerbox, BANG! Make him unhappy. Take no prisoners. Go hardcore. Extreme, ALL OVER HIS FACE! Okay, peace out.
  • "Oh cupcakes!"
  • Just before Dimitri's boss fight, he and Sly banter and try negotiating with each other. Unfortunately, neither of them understands what the other is saying; Sly's completely lost by Dimitri's slang, and Dimitri doesn't seem to know who or what Clockwerk even is as Sly discusses him. Eventually, Sly just gives up and initiates the fight.
    Dimitri: So raccoonus-doodus, you're, like, totality bumming my house up and bringing me down. So very uncool. Why can't you let birds and bees be free, bro!?
    Sly: Listen, Dimitri. You have no idea what you're playing with—it'll bring more than your house down.
    Dimitri: Look bro, I can see you are a tough cowboy. A man with taste, style, vision, a connoisseur of finer things—like me. Look, I'm sure two cats like us in a bag can work something out, huh? We smoooth. Look; seeeee the money. You like the money. You can take all you want. I can-
    Sly: No deal! You and the rest of the Klaww Gang have to be stopped. Clockwork will never again see the light of day. Just hand over the tail feathers and we can-
    Dimitri: What is this with clocks, bro!? Have you no vision? Are you hearing what I beam to you? You think you have juice? Don't show me a little mind when talking about such big things. You think you can swing the bat? Show your bling and let me shine you!
    Sly: ... I have no idea what you're saying... And your suit sucks!
    Dimitri: AAAUUUGGGHHH! LET'S DANCE!
    • Dimitri retorts with this should he defeat you the first time:
      Dimitri: MY SUIT IS GREASY SWEET!

A Starry Eyed Encounter (India, Part 1)

  • Just before Sly begins his dance with Neyla, he makes a rather perverted comment about Carmelita.
    Neyla: You aren't by any chance here to turn yourself in? Old Ironsides would fall out of her dress.
    Sly: As good as that sounds, how about a dance first?

The Predator Awakes (India, Part 2)

  • Some episodes have a mission where you bug the villain's office so that you'll have access to their communications. In this episode, you do so with a literal bug.
    Sly: Let me get this straight... we're going to bug Rajan's office... with a bug?
    Bentley: It is an elegant plan, I agree.
  • When Bentley finds out that Neyla double-crossed Sly and the gang.
    Bentley: I can't believe it! That double-crossing, cockney... LIAR!!!

Jailbreak (Prague, Part 1)

  • Sly's deadpan snarking about Bentley insisting the "water tower" in the Contessa's prison is a giant attack robot... which is ultimately proven right.
    Bentley: Like I said... Giant... Attack... ROBOT!
    • Even better is the slideshow montage where Bentley reaffirms that the water tower is a robot, going to the point that he scribbles a frowny face with mad eyes mid-slideshow.
      Bentley: No really, Sly, I'm serious. The Contessa has a giant attack robot. It just looks like a water tower.
  • "I'm a little teapot short and stout. Tip me over and I'll SMASH UP EVERYTHING!"

A Tangled Web (Prague, Part 2)

  • In order to get some information out of General Clawfoot after Murray brings him to the safehouse, Bentley breaks out... a feather. Along with a surprising amount of ham.
    Bentley: Talk, you scoundrel!
  • This exchange:
    Sly: You're a good man, Bentley. Just make sure those traps don't rip you into a hundred little turtle pieces.
    Bentley: Why'd you have to say that!

He Who Tames The Iron Horse (Canada, Part 1)

  • "You can run from me, but I know where you're going: jail!"
  • One objective for Murray is to abduct two bear cubs to break open a cage for a trolley that would be used during "Operation: Choo-Choo." Bentley's slide presentation makes the mission a bit more hilarious: "Don't worry, the cubs won't be hurt. Although I can't say the same for the guards."
    • The beginning of said mission has this exchange:
    Bentley: For this job, we're going to have to rely on a stronger force... the love of a mother for her child.
    Murray: Uh... you got something to tell me?
  • Neyla attempts to insult Sly during "Operation: Choo-Choo" for his reliance on his friends. Naturally:
    Neyla: What's the problem, Poodle? Afraid you can't take me on? Have to call up your little friends for help?
    Sly: (speaking into a transmitter) Come in "little friends," Neyla's got me pinned down.
    • After Bentley helps out Sly the first time, the follow-up exchange is this:
    Sly: That was some fancy flying, "little friend."
    Bentley: Whatever you say, "Poodle."
  • Every so often, Carmelita and one of the goons will encounter each other, and fight. Carmelita wins most of them.
  • Likewise, every so often, goons will end up in a fight with the local bears. Bears tend to win.

Menace From The North, Eh? (Canada, Part 2)

  • From one of Bentley's slideshows: an image of Sly getting an electric shock. Makes you wonder where Bentley gets all those images from...
    Bentley: Given my electric engineering background, this plan has a ninety-seven percent of chance of success. Pretty good, huh?
  • While redirecting the cutting laser into the ice holding the log-chopping book, Sly unintentionally frees a mammoth from the ice, which immediately runs off...
    Bentley: I've never seen such a majestic creature! So full of life, so ready to live! [splash] So much for that. He's back in the deep freeze.
    • Even funnier, Sly and the gang later come across said mammoth, frozen in the lake.
    Sly: Was wondering what happened to that guy. Guess he prefers to be frozen.
  • Expect to find more than a few goons getting mauled by the nearby bears.

Ending

  • Some of Sly and Carmelita's similarities may be considered this. Ex: Carmelita likes art, Sly steals art.
  • Jean Bison's epilogue. He becomes a member of the EPA... and gets frozen again.

Other

  • Murray's Turnbuckle Launch charge-up animation has him squat and shake violently; combined with the groan he makes, it looks like he's "trying to push something out."
  • A secret gadget that functions like the alarm clock can be acquired by entering a code. The gear in question is T.O.M. who lures the enemies by shouting. In some cases he even shouts "Peanuts".
  • After completing the aforementioned missions where you bug the offices of the villains, you can listen to them speak about various things through a loudspeaker installed in the safehouse, at least until you finish the episode. Some of the lines are pretty funny. Some examples:
    Dimitri: Carmelita, la-da-ding! Throw the cuffs at me!
    Rajan: What's this I see in my meditation pool? A bug?! I know your true use... you will work well to eat those pesky mosquitoes!
    Jean Bison: Ooh, my back's killin' me! Thank Jiminy for the Canadian healthcare system.

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