Cheerfulbear - PLAY ME is a short forum adventure that was made in the earlier days of MSPA, specifically January 11, 2008. It was created by a user named "Jigsaw" (an account solely dedicated to roleplaying on this topic as the Jigsaw Killer of Saw fame) requested Andrew to draw pornography starring the Muppet Babies. While the original post was viewed in disdain, Andrew Hussie himself decided to take it upon him to begin the adventure and play along with this mysterious user, inciting others to do the same.

There are multiple references to this forum adventure in Homestuck:

• Dave's Bro, and therefore to some extent, Dirk, has repeatedly shown an obvious obsession with puppet pornography.
  • His room contains two suggestive (at least, suggestive when out-of-context) Muppet pictures, including one with Gonzo's nose censored.
  • Dave finds a note with a comic on the back that shows baby Rowlf standing over the body of baby Animal. This was one of the comics Andrew drew in this adventure.
• Lil' Cal and his red cheeks appear to be an open reference to the puppet Billy from Saw. This, and many other Saw references, appear frequently in Homestuck as a result of this forum adventure.
  • Calliope and Caliborn have spirals on their cheeks in a similar manner. Caliborn grows fully red circles on his cheeks after maturing, as well.
  • Caliborn features many similarities to the Jigsaw Killer, most obviously his obsession with playing everything by an obscure set of rules and often-used phrase "I WANT TO PLAY A GAME". By extension, he once asks Dirk to draw him pornography, though his definition of the word is rather alien.
• A recurring speech pattern frequently referenced in Homestuck takes origin from this adventure.
• This panel of the Felt Intermission uses part of a picture posted in "PLAY ME".