Ruby Gloom - Season 2

Once in a blue moon the dreaded Luna Monster appears and tonight is the night. A brave Ruby convinces her friends to camp out in the backyard in order to catch a glimpse of the legendary creature. However, she quickly loses her nerve and bolts for the house when the gang sitting around the campfire, shares stories about the scary monster. Iris, Misery, Skull Boy and Scaredy Bat convince her to come out of the house and overcome her fear. But will it be in time to see the Luna?

Thanks to a timely idea from Ruby, Skull Boy invents the amazing eon-hopping 'Time Vaulter' and travels back to the past, hoping to meet his ancestors. His crafty copilot, Poe, takes advantage of the time trip to visit with his forefather, Paco, faithful pet budgie and supposed muse to the Great Poet, Edgar Allan Poe. Stowing away aboard the Flyer, the 'not-so-brilliant' budgie unwittingly returns to the present...then promptly disappears. Pondering a time conundrum, a horrified Ruby realizes that if Paco remains in the present, Poe won't have a future. Even as their feathered friend fades away, Ruby and Skull Boy work against time to find the missing budgie and return him to the past.

Skull Boy, Misery, Iris and Poe make the finals of the Gloomsville Town Challenge on the strength of Skull Boy's super intelligence. However, Mr. Modesty gives all the credit to his lucky charm – a baby miniature seahorse horseshoe. But when the charm goes missing, so does Skull Boy's confidence in his ability to answer questions correctly. A sly Ruby shows Skull Boy that he doesn't need the lucky charm he just needs to relax and have fun. But at the finals Skull Boy takes her advice just a bit too far making for a tense but fun climax to the Challenge.

It's the 7th anniversary of the Day Misery Was Rescued from an Ice Floe and Ruby wants to make it extra special. She invites Misery's cousins, Malady and Malaise to join the festivities. The longer they stay however, the colder the house gets, until it completely freezes over. Misery reveals the only way to de-ice the situation is to separate Malady and Malaise. Poe and Iris take on the responsibility of entertaining the morose sisters and the de-icing works – too well. It's up to Ruby, Frank and Len to save the day when Misery must once again be rescued from an ice floe.

When Misery is off to visit a relative, the clouds, rain and entire storm system seems to go with her. The unthinkable happens…it's SUNNY! The gang is at a loss for what to do – and stay indoors to wile away the hours, (much like a rainy day). The gang – especially Ruby and Skull Boy - get a little bit closer when they hole themselves up in the basement, and tell secrets that are normally reserved for crisis situations. Confessions and flashbacks culminate in an outpouring of honesty. Ruby's about to tell Skull Boy how much she likes him, when a drop of water leaks down from above. Misery has returned along with the rain. They all run upstairs and slosh outside in the rain. Skull Boy asks Ruby what she was going to say to him before the rain came. She smiles, "let's save that story for another sunny day"...

Poe has taken up a volunteer position with the Gloomsville Office of Records and is having a heck of a time finding new record breakers. When Ruby breaks the record for World's Hottest Tea, he's overjoyed. Unfortunately however, the achievement has aroused jealousy in her good friend Iris. This leads Iris to make one attempt after another to break a record but to no avail. In helping her friend, Ruby inadvertently breaks a new record every time Iris fails, causing a rift in their friendship. Poe enlists the others to help get these two friends back together but this only leads to more frustration. Eventually, Iris finds a record that she has a good chance of breaking but accidentally sends Ruby down a well! Iris has to make the choice to either finally break a record or save her friend. She makes the right choice and both she and Ruby break the record for the World's Longest Apology.

After Iris and Squig mistakenly crash into Skull Boy's Tower, Skull Boy moves in with Poe until the Tower can be fixed. However, Poe's many eccentricities challenge Skull Boy's ability to among other things get a good night's sleep. Anxious to sleep in his own room he returns to the Tower only to find that Iris and Misery have each had a turn at redesigning his room more to their specifications than his. With bags under his eyes that come with their own Red Cap Ruby finally prevails and returns his room to it's original design. And not a moment too soon. Skull Boy was almost getting used to Poe's way of life…almost.

Scaredy Bat is terrified at the prospect of losing his wisdom tooth for fear of losing all his wisdom. He's even more terrified of a scary tooth fairy coming in the night to snatch his tooth. The gang try to convince him things will be okay, and try helping him get rid of the aching tooth. Finally, the tooth comes out and Scaredy is nervous to go to sleep. The tooth fairy does visit that night – but turns out, she's more timid than he is and never wanted to be in the tooth exchange biz to begin with. Eventually the two become fast friends and "Milly" and soon Scaredy helps her to realize that her fairy job really is a worthwhile vocation – and as Milly gets ready to return to her fairy post, she points out that Scaredy couldn't have lost all his wisdom along with his wisdom tooth, because how else would he have been able to help her come to this discovery?

Venus is pulling out her roots! The screenplay writing contest deadline is in two days and she hasn't written a word. She just can't seem to find her writer's voice. Frank and Len, Poe, and Skull Boy offer to help. But their story suggestions have more to do with their voices than hers. Frank and Len suggest turning her story which is a variation on the Cinderella story into a science fiction fantasy. Skull Boy offers up a film noir take. And Poe? Well lets just say he's standing on the front of a ship wearing an Admirals hat and singing. In the end Ruby's encouragement to write what she knows spurs Venus to find her voice and finish the screenplay with not a moment to spare.