Halloween
Halloween is an annual holiday, falling on October 31. It has often had significance for Chris.
Historic Halloweens
1998 or 1999
Barb makes Chris's Ash Ketchum costume.[1]
2007
Chris discovered the Encyclopedia Dramatica page "Chris-chan" on Halloween 2007, presumably because he was at home alone on the computer wearing his Ash Ketchum costume instead of at a party.
2008
Chris had hoped to go with Blanca to a "local Halloween party", but unfortunately she stole his medallions and outed herself as a troll before he could. He told trolls he had no plans for Halloween[2], and so a crack squadron of trolls infiltrated the grounds of 14 Branchland Court that Halloween night, leaving a sign reading "ENCYCLOPEDIA DRAMATICA ♥ JIMMY HILL" on the front lawn. Chris went apeshit, and six days later tore up the sign while making death threats against Vivian Gee, Clyde Cash and their families.
Chris later claimed that Mimms and Megan were the ones who left the sign. This is unconfirmed and unlikely, especially as Megan has never shown any sign of engaging with trolls.[3]
2009
Chris planned on going to a party at a counselling center, most likely at Rocky's suggestion. A loyal Nintendo fanboy, Chris planned on going as beloved corporate shill Captain N, but was too lazy to get a decent costume and planned on wearing his ancient Ash getup.[4] He never mentioned it again, so it's not known if he actually went or not, but as he uploaded three videos that day (Getting Foam Ed for Clyde and My Half of A Whole New World for Kacey and Greetings to Kaceys Folks)
2010
Jackie asked Chris to join "Jacklyn's Naughty No Trick, All Treat, 31 Days of Halloween Contest" -- he had to upload a video for YouTube every day in October, mentioning a secret in each that he'd never told anybody, and, in return, Jackie would fuck him on 1 November. However, Chris failed to keep to schedule, provoking Jackie's ire and removing any chance of china Chris had.
2011
Who knows? With Bob departed, Chris has gone into hiding and likely the stress will prevent him from doing anything much.