A female expy of Sinistar randomly attacked SDM out of nowhere while the mansion was in space. The fight consisted of SDM running, dodging, and Shooping da Whoop for his life (to the Benny Hill theme Yakety Sax). What makes this even more hilarious is that Agensuto himself was in the middle of attacking the SDM's residents. Poor guy never gets a break....
Ass the Dragon. explanation In Sweetheart Cafe/Mansion, during a fight against a certain dragon, Shadow (the player, not the character) makes a typo in saying "ass the Dragon" instead of "as the Dragon". Almost as soon as Kanako (the player) sees it, he makes a spoiler saying in all caps "LOOK AT DAT ASS, LAIA!" Suffice to say, he got heckled about it for a couple weeks afterwards. It's still an In-Joke among Shifting Worlds players.
Fear Jim, the Beast of a Thousand Boobs!explanation An unfortunate (or fortunate, depending how you look at it) typo turned "bomb defusing" into "boob defusing" eventually led to the creation of Jim, the Beast of a Thousand Boobs, which has since then become something of an unofficial mascot for Shifting Worlds.
Desmond, the Webbed Warrior! explanation (SDM hears about the hatred Desmond has for Cirno and theorizes that he must be a frog. Hilarity ensues.)
(Arguably doubles as Nightmare Retardant for the item in question.)