May is the fifth month of 2017.
—Chris, 13 May, after reading an article on an experimental surgery which could enable trans-women to become pregnant.
- Live Game Stream - C-Log 050012017-1
- More Stitching 05012017
- Live Game Stream - C-Log 050032017-2
- Live Game Stream - C-Log 05052017
- Live Drawing Streams (3 videos)
- Minor Update, Handouts! (2 videos)
- Sorbet's still recovering, with a nasal problem. Poor boy
- 1 May - Chris reminisces over his memories of The Classic; he had worn it while drawing Sonichu, hanging out with friends at The GAMe PLACe, sitting and waiting during the Love Quest and getting arrested. Following the conclusion of the raffle, Chris picks a winner. He also reveals the eBay username of the Sonic Totem buyer.
- 3 May - Chris discusses his political opinions on North Korea and gives an update about his restoration effort on The Classic.
- 4 May - Chris finishes work on restoring The Classic.
- 5 May - In a display of hypocrisy, Chris mocks Cole Smithey on Twitter for requesting donations on Patreon.
- 5 May - Chris realizes that The Classic bidder won't be paying for it and comments that his bank account is in the red.
- 8 May - Over the course of a week, Chris spends $90 on six new PS4 games, even though he had said his bank account was in the red.
- 8 May - After 561 days since the last update to the Sonichu comic, which he had been paid over $1,000 to do, Chris resumes work on it.
- 10 May - Chris again halves the price on the Sonichu drawings, to $500 and begs for a sale, stating, "my mom and I could do with some more money, please."
- 11 May - Chris is in the running for "Best Local Minor Celebrity" in a poll by C-VILLE Weekly (which permits readers to add their choices to the poll).
- 11 May - Less than a week after mocking Cole for not reconciling with Barb, Chris begs him for money. He also reveals that Barb is allowing her bank account to be in the red after a mortgage payment.
- 11 May - Chris uploads 4 new sketches of Sonichu 11.
- 13 May - After reading an article on an experimental uterus transplant, Chris excitedly comments that he could be a mother someday.
- 14 May - Another livestream of Chris drawing Sonichu comic pages is recorded, clocking in at 1 hour and 38 minutes of footage.
- 15 May - Chris records himself using Photoshop for an hour and a half. He begs for his audience to "PLEASE DONATE BIG NOW!" even though he filmed himself surrounded by expensive electronics, such as the PS4 camera and laptop.
- 19 May - After announcing that Sonichu 11 pages will be ready in a few days, Chris begs for handouts. Later that day, he discovers that his cat, Sorbet, had been seriously injured and takes him to a vet.
- 20 May - Chris unveils another sketch of Sonichu 11 art, a colored-in drawing of a LGBT poster for the series, and several sketches of Sonichu 12 pages.
- 22 May - Sorbet returns from his stay at the vet and continues to recover.
- 23 May - Twelve new, colored pages of Sonichu 11 are released.
- 24 May - Chris plans to copy a fan comic's plot of a wedding between Sonichu and Rosechu, Later, Chris and Barb beg for money, and Chris released four new sketches of Sonichu 11.
- 29 May - Sorbet is shown in a video to have breathing issues as a result of sustaining an injury 10 days before.
- 31 May - Chris posts his fanart of the Planet Dolan crew mingling with Sonichu's gang. He also announces plans to discontinue free samples of the Sonichu comic and place the pages on Patreon instead.