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October was the tenth month of 2014. It was notable in that it marked a significant resurgence in Chris's YouTube video making. Both I Love You, Catherine and To Mr. Smith were uploaded during this month. Unsurprisingly, both were apology videos. The rest of Chris's activities during the month included begging for money, complaining about eBay and Sonic Boom, the aforementioned Mr. Smith incident, and borderline disingenuous LGBT activism.
- 1 October - Barb turns 73. Chris makes no mention of it on Facebook.
- 1 October - Chris posts about Britney Spears, taking the opportunity to discuss sexuality, misandry, love, friendship, and relationships.
- 1 October - Chris makes an update about the mass-marketing of his medallions on eBay.
- 1 October - Chris rages about Sonic's arms not being blue, as shown in the non-canon franchise Sonic Boom.
- 1 October - Catherine tells Chris she's angry at him for his behavior towards Colin, and it flies over his head.
- 1 October - Chris reviews the Facebook site "Breast Cancer Awareness," giving it five out of five stars.
- 2 October - Shaina tells Chris that Colin is black.
- 3 October - Chris tells Shaina about his hysterical revulsion of topless men.
- 4 October - Chris emails Colin again and is furious at his flippant attitude. He tells Catherine to be careful of him.
- 4 October - A new video is uploaded for the first time in ages. This reveals to the public that the name of his sweetheart is Catherine. It also indicates that he characteristically assumed the worst about a male friend of hers.
- 4 October - Chris posts more updates about the medallion promotion.
- 4 October - Chris logs onto Kickstarter for the very last time.
- 5 October - Yet another medallion update, with Chris asking about the person who ordered a Blake medallion and how he finished molding 15 medallions.
- 7 October - Shaina tells Chris not to worry about Colin.
- 8 October - Chris sends Colin a letter from his mother telling him off.
- 8 October - Chris declares that he is taking a break from his eBay work.
- 9 October - Chris and Colin trade more insults.
- 9 October - Chris begs his Facebook friends to purchase his "drawn pieces" on eBay.
- 9 October - Chris reminds people that his mother is selling her BMW, once again posting her phone number for all to see.
- 10 October - Colin tells Chris that, compared to other autistic people, he is lazy.
- 11 October - Chris and Colin have a hostile chat.
- 11 October - Chris attends National Coming Out Movie Night.
- 12 October - Chris has another angry exchange with Colin.
- 13 October - Chris produces an insulting drawing of Mr. Smith in an attempt to resolve a dispute over a medallion order.
- 13 October - Chris was about to ship out medallions up until he realized it was Columbus Day.
- 13 October - Chris posts on Facebook that he owes $150 to eBay, and is saved by a customer.
- 15 October - Chris makes another update about his eBay orders.
- 16 October - Chris discovers that sex prevents cancer.
- 18 October - Chris watches My Little Pony Equestria Girls: Rainbow Rocks.
- 19 October - Chris posts a (poorly-made) Lego Derpy on Facebook and requests an invitation to a Halloween party.
- 19 October - On his Brassieres For Males Facebook page, Chris strongly recommends that men wear skirts to hide their pickles.
- 20 October - Chris tells readers of his Brassieres For Males page to contact him on his personal Facebook page.
- 22 October - Chris gets stressed out over getting 17 complaints on eBay, and waits for two hours on the phone to deal with it. He blames his ungrateful customers.
- 23 October - Chris announces that his eBay issues have been resolved.
- 23 October - Chris's Kickstarter project for money to make a Lego CWCville Shopping Center ends this day due to not receiving the goal money--$5,000.
- 24 October - Chris posts some words of wisdom from a box of Lucky Charms and a Snoopy card.
- 25 October - Chris rages over the Gamergate controversy after reading about it on Wikipedia.
- 25 October - Chris urges people to support finding a cure for autism, and beats up a personification of autism in Super Smash Brothers.
- 26 October - Chris begrudgingly makes a video apology to Mr. Smith, an eBay buyer, for sending him an "Angry Eyes" Sonichu medallion. He quickly takes it down, but troll archivists put it back up.
- 27 October - Chris hopes he can go see Temple Grandin next month when she visits Virginia.
- 28 October - Chris posts one of his favorite gags from Family Guy.
- 28 October - Chris compares an Animation Domination High Def (which coincidentally is abbreviated A.D.H.D.) internet short to his rage at eBay. He then warns his Facebook followers to never sell stuff on eBay.
- 31 October - Chris visits a gay bar for Halloween. And yes, we're dead serious.