"Oh. 'Greetings,' didn't hear you come in. " -- AskThatGuy
The segment involves Walker, wearing a blue robe, red ascot and carrying a pipe and book, answering questions from his fans. He starts out each segment by saying "Hello, didn't hear you come in" or a variation thereof, followed by "Greetings and welcome to Ask ThatGuyWithTheGlasses". The narrator reads each question and Walker responds with typically unhelpful and spiteful answers, often revealing disturbing facts about his life and bizarre tendencies. He ends each episode with "there's no such thing as a stupid question until you ask it". Chester A. Bum. one of Walker's other characters, appeared in episodes 5 and 6. AskThatGuy (along with Chester) finally made a long-awaited appearance on a Nostalgia Critic episode where the film Mortal Kombat: Annihilation was reviewed.
On October 9th, That Guy had a
change of pace, when instead he asked the viewers to answer his questions. Viewers submitted videos of them answering That Guy's five question. The video was finally released on January 4th, after much anticipation from his fans.
As part of the Donation Drive on February 12th, A new Ask ThatGuy was revealed. By February 15th, it was put onto the main site for all to enjoy.
On July 15th, 2010, AskThatGuy changed his location to a bar-like setting.
The series ended on December 2nd 2014 after 70 episodes. The episode ends with ThatGuy being asked if he had a question, which caused him to become so excited that he literally burst. Chest A Bum appeared shortly after to say that without ThatGuy they couldn't call the site Thatguywiththeglasses.com anymore, and said they were changing the name to 'ChannelAwesome.com'.