History TearJerker / DragonTales

--> '''Enrique:''' ''(tearing)'' I always heard that boys... they don't... they're not supposed to--

--> '''Quetzal:''' Ahhh. They are not supposed to cry because it is not ''macho''.

--> '''Enrique:''' Sí

* Cassie getting tearfully frustrated in "Cassie The Green-Eyed Dragon" when her baby brother Finn accidentally ruins her castle diorama and jealous when her friends seem to pay attention to him instead of her.

* Wheezie's BreakTheCutie moment in "Out with the Garbage" when she, Zak, Emmy, and Max are unable find her bracelet that Zak accidentally threw out. It's also the only time we've ever seen her cry, and given her usual GenkiGirl personality, this is VERY heartbreaking to see.
* In "Green Thumbs", the gang find a little lost flower named Lily, who has been swept away by a rainstorm and separated from her parents.

* Interestingly, there are two episodes which both have a similar situation/plot: in "Max And The Magic Carpet", Max has so much fun playing with his old magic carpet, he doesn't know he is ignoring Ord. In "Three's a Crowd", Emmy plays with a new dragon friend, Nikki, and unintentionally ignores Cassie.

* Interestingly, there are two episodes which both have a similar situation/plot: in "Max And The Magic Carpet", Max finds his old magic carpet and has so much fun flying it, he doesn't know he is ignoring Ord. In "Three's a Crowd", Emmy plays with a new dragon friend, Nikki, and unintentionally ignores Cassie.

* Interestingly, there are two episodes which both have a similar situation: in "Max And The Magic Carpet", Max finds his old magic carpet and has so much fun flying it, he doesn't know he is ignoring Ord. In "Three's a Crowd", Emmy plays with a new dragon friend, Nikki, and unintentionally ignores Cassie.

* Another Cassie-related episode, "Cassie Loves A Parade" has her feeling upset that she wasn't chosen to ride on the Book Float for the School-in-the-Sky parade. She shrinks down and [[RunningAwayToCry flies off to cry]] where she meets a flower named Cosmo, who's also upset that he wasn't chosen to ride in the parade. The both of them briefly share a good cry.

* Wheezie BreakTheCutie moment in "Out with the Garbage" when she, Zak, Emmy, and Max are unable find her bracelet that Zak accidentally threw out. It's also the only time we've ever seen her cry, and given her usual GenkiGirl personality, this is VERY heartbreaking to see.

* Wheezie crying in "Out with the Garbage" when she, Zak, Emmy, and Max are unable find her bracelet that Zak accidentally threw out. It's also the only time we've ever seen her cry.

* In "No Hitter", Max gets mad with Emmy during a game of [=Dragonball=] (no, not THAT DragonBall). It's also the only time we've ever seen Emmy cry. Max later gets mad at Ord, and kicks his tail.

* In "Goodbye, Little Caterpoozle", Cassie thinks her caterpillar, Poozie has died.

* Ord's NotSoForgottenBirthday episode (appropriately titled "Ord's Unhappy Birthday"). Enough said. (I mean it's pretty obvious what happens, but you still can't help but feel sorry for him.)

* Ord during the majority of "Big Funky Cloud". The poor guy is SO torn apart over having lost his blanket down the "lost forever hole" that he ends up with a PersonalRaincloud (which rains on him whenever he cries and won't go away unless he feels better). At one point, [[InelegantBlubbering he cries so much he ends up with the hiccups]]. On top of that, every time his friends try to cheer him up, something ''always'' reminds him of his blanket. It eventually gets better, but anyone who's lost a very dear possession, or is generally feeling this upset, can [[AccidentalPun DEFIN]][[{{Catchphrase}} ITELY]] relate.

* Ord during the majority of "Big Funky Cloud". The poor guy is SO torn apart over having lost his blanket that he ends up with a PersonalRaincloud. (At one point, [[InelegantBlubbering he cries so much he ends up with the hiccups]].) On top of that, every time his friends try to cheer him up, something ''always'' reminds him of his blanket. It eventually gets better, but anyone who's lost a very dear possession, or is generally feeling this upset, can [[AccidentalPun DEFIN]][[{{Catchphrase}} ITELY]] relate.

* Ord during the majority of "Big Funky Cloud". The poor guy is REALLY torn apart over having lost his blanket. (At one point, [[InelegantBlubbering he cries so much he ends up with the hiccups]].) On top of that, every time his friends try to cheer him up, something ''always'' reminds him of his blanket. It eventually gets better, but anyone who's lost a very dear possession, or is generally feeling this upset, can [[AccidentalPun DEFIN]][[{{Catchphrase}} ITELY]] relate.

* In "Goodbye, Little Caterpoozle", Cassie thinks her caterpillar, Poozie
* Max and Ord crying for their parents in "Snow Dragons" when Ord's wings freeze and

* Ord during the majority of "Big Funky Cloud". The poor guy is REALLY torn apart over having lost his blanket. (At one point, [[InelegantBlubbering he cries so much he ends up with the hiccups]].) On top of that, every time his friends try to cheer him up, something ''always'' reminds him of his blanket. It eventually gets better, but anyone who's lost a very dear possession, or is feeling , can [[AccidentalPun DEFIN]][[{{Catchphrase}} ITELY]] relate.

* Ord during the majority of "Big Funky Cloud". The poor guy is REALLY torn apart over having lost his blanket. (At one point, [[InelegantBlubbering he cries so much he ends up with the hiccups]].) On top of that, every time his friends try to cheer him up, something ''always'' reminds him of his blanket. It eventually gets better, but anyone who's lost a very dear possession, or is feeling , can [[AccidentalPun DEFIN]][[Catchphrase ITELY]] relate.