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* In "The Heart of the Jungle" when Sherman is sad because he can't find the other wormans.
* In "The Key to the Nile" when Princess [=CleoTasha=] sings the song "I Want My River Back" about [[ExactlyWhatItSaysOnTheTin how much she wants the Nile River back]] due to it having dried up.
* In "Race Around the World" when Austin keeps coming in last in the race, and sings a lament about it.
* In "Mission to Mars" when Austin loses Rover and thinks he'll never see him again. It's probably the closest the show has ever had to a character crying, though we don't see any tears.
* In "Scared of You" when Austin thinks everyone [[ForgottenBirthday forgot about his birthday]], including the monsters he just met. Luckily, it turns out they were [[NotSoForgottenBirthday planning it as a surprise]].
* In "The Secret of Snow" when Tasha explains to the gang that she can't make snow, only ice, and they all sing the namesake song.
* In "Blazing Paddles" when Pablo takes over Uniqua as sheriff, so that no one in Ping Pong Mesa will ever get to play ping pong again.
* In "Caveman's Best Friend" when Austin loses Boy. Afterwards he sings a TearDryer song with Uniqua; "I Need a Hand".
* In "Ranch Hands from Outer Space" when Tasha thinks she lost her horses. Even though [[DramaticIrony you know Uniqua and Pablo are holding the shrunken-down horses]], you still can't help but feel sorry for Tasha.
* In "Follow the Feather" when the adventurers see the Polka Dot Pony looking really sad, because she doesn't have her feather which gives her the ability to fly.
* In "The Key to the Nile" when Princess [=CleoTasha=] sings the song "I Want My River Back" about [[ExactlyWhatItSaysOnTheTin how much she wants the Nile River back]] due to it having dried up.
* In "Race Around the World" when Austin keeps coming in last in the race, and sings a lament about it.
* In "Mission to Mars" when Austin loses Rover and thinks he'll never see him again. It's probably the closest the show has ever had to a character crying, though we don't see any tears.
* In "Scared of You" when Austin thinks everyone [[ForgottenBirthday forgot about his birthday]], including the monsters he just met. Luckily, it turns out they were [[NotSoForgottenBirthday planning it as a surprise]].
* In "The Secret of Snow" when Tasha explains to the gang that she can't make snow, only ice, and they all sing the namesake song.
* In "Blazing Paddles" when Pablo takes over Uniqua as sheriff, so that no one in Ping Pong Mesa will ever get to play ping pong again.
* In "Caveman's Best Friend" when Austin loses Boy. Afterwards he sings a TearDryer song with Uniqua; "I Need a Hand".
* In "Ranch Hands from Outer Space" when Tasha thinks she lost her horses. Even though [[DramaticIrony you know Uniqua and Pablo are holding the shrunken-down horses]], you still can't help but feel sorry for Tasha.
* In "Follow the Feather" when the adventurers see the Polka Dot Pony looking really sad, because she doesn't have her feather which gives her the ability to fly.
