YMMV / Ask That Guy with the Glasses

• Adorkable:
  • When he actually acts like a human being. The hammy lip-syncing to "Bohemian Rhapsody" in episode 60 was almost... cute.
  • Up until he kills her, the proposal bit in episode 54 was adorable. Especially seeing him genuinely happy for a change and hugging everyone at the con.
• Anti-Climax: After months of waiting for a new episode after 69's cliffhanger, and then fans having to get the DVD to see it, who's the Hummel Figurine? Melvin. That's it. And Ask That Guy just takes questions like normal straight after.
• Ass Pull: His death of being asked if he wants to ask a question and then blowing up, with Chester being the one to tell the audience he's not coming back. Plenty of people have blown up in the CA universe, but for some reason this one sticks.
• Best Known for the Fanservice: We swear there were more characteristics to him than just orgasm-facing pipe-licking depraved sexuality.
• Big-Lipped Alligator Moment:
  • In episode 63, That Guy is hit with a giant wooden hammer from off-screen. When he attempts to answer the next question, he's hit with it again.
  • The entire YardOz segment, which is a parody of Zardoz featuring a giant floating head in the sky that tries to convince That Guy to engage in self mutilation for no apparent reason, is ignored, and then the episode goes on without a single reference to what the hell just happened. At least it explains how he got a new pipe.
  • "I'm going to be a monkey now".
• Cargo Envy: People have gone on record saying they'd love to be that pipe.
• Crosses the Line Twice:
  • Pretty much every single word that comes out of his mouth. It's impossible to find a single episode that does not include something that would make the show ban worthy in some countries.
  • And yet somehow, he managed to be even more horrifyingly indecent by inviting Sage to answer questions.
  • Example: For his ninth video, he casually greeted his viewers:
    "Oh, sieg heil. Didn't hear you come in."
  • In episode 46 one of his questions involves a dead baby's organs being spread over the house. He simply stares at the screen in horror, and asks "Sage, is that you?"
  • And one week when Doug lost his voice he put up a video entitled "Ask That Guy Violates Ma-Ti" instead of the usual Nostalgia Critic video. It's actually worse than it sounds, in some ways.
  • In episode 66, he tells a (presumably) disabled person that walking is sexier than putting rims on a wheelchair. Doug actually apologizes for this in the stinger.
• Fanon:
  • The gloriously nutty fanfic fandom has decided that the porn movie "Bunny Does Dallas" involved a man in a bunny suit raping a Bound and Gagged Critic with a carrot.
  • As he can never hear people come in, it's fair to assume that he's hard of hearing.
• Fridge Horror:
  • He interacts far more with his creator (non-verbally anyway) than Critic ever did. If he ever gets through the fourth wall, then Doug is really not to going to have a good time.
  • His voice getting more effected. He was rapidly losing the cool he once had, to tried to compensate by using a tone that went well beyond reasonable poshness ages ago.
  • His Child by Rape-victim rant in episode 23 brings up the possibility that Aunt Despair sexually assaulted him, especially given that it's also canon that she's always drunk in sex and doesn't use birth control.
• Fridge Logic:
  • How on earth did he manage to get into heaven? Twice?
  • Justified by God Is Evil, since apparently Ask That Guy has been considered appropriate to be an evangelist.
• Growing the Beard:
  • Episode 4 was when his sadism and issues really started to appear. Before that, he was just a suave-but-wacky moron who answered every question wrong.
  • A lot of people think the beard grew again in episode 53 when he moved locations, as there was more focus on Villainous Breakdowns, interactions with other people and giving him extra Hidden Depths.
• Harsher in Hindsight:
  • In episode 31, he made a joke about all the scary freaks of nature who now know who he is. Let's just say Doug's fanbase has got much creepier since then.
  • In an early episode he has a breakdown about dying alone and forgotten because he's so intelligent, but then snaps back to claim he was just joking. Fast forward to the finale and he does indeed die alone.
  • From the forty-fifth episode, the praise to Blip is, at the least, irritating now. The site has had many issues with paying various producers, the infamous cullings of producers, and, finally, its closure on August 20th, 2015.
  • In 4.6, Ask That Guy collapses from a heart attack, and Chester is upset saying “he's dead forever”. In the finale, Ask That Guy dies permanently, and Chester doesn't care.
  • In 15, he rants that if he was a figment of someone else's imagination, wouldn't a good rational person with a conscience get rid of such evil like him? In late 2014, he is indeed got rid of, though not for decency purposes as it was just to announce the site name changing.
• Hilarious in Hindsight:
  • In episode 27, he says people only watch his show for soft porn. About twenty episodes later, well, just have a look at the fanservice entry.
  • In episode 59, he makes a typical “Justin Bieber is a girl” joke, gets lauded and gives a Take That! to the internet “Thank you for so needlessly hating a little boy whose music you don't have to listen to!". A couple of years later, Doug got a lot of heat for a transphobic sexist joke about Orlando Bloom and Bieber being women catfighting. So the character ends up nicer than the actor.
  • In episode 69, he notes how Pluto was originally a normal dog like Goofy until he becomes lobotomized after being whacked on the back on the head by Mickey. Cut to a couple years later where a lost episode Creepypasta came out that had an identical premise.
  • Watching the series with the knowledge that he came back as Uncle Lies and is Hyper's dad. That makes it likely she got her The Peeping Tom skills from him, and he has a cabinet full of red scarves.
  • One episode had him shrug off King of the Hill as average and forgettable, citing that people do not talk about it and people do not cosplay the characters. Just a few short years later the show blow up as a Fountain of Memes.
• I Knew It!: His parents were badly abusive. Cue the gasps of surprise from absolutely nobody.
• Jerkass Woobie: He’s a murdering raping monster, but his parents were abusive, he was raped and made to do sexual favors for both a doctor and his gym teacher, he’s a victim of Child by Rape, gets horribly tortured by Sage and is so fucked up that being genuinely loved is weird to him and he’d rather be treated like he’s worthless.
• LGBT Fanbase: Far more sexual and fetishizing than the casual Everyone Is Bi style of Demo Reel, but still one of the most popular shows for it thanks to Doug's willingness to fellate anything phallic he can find. The fact that Doug said his only rule for the show was to never punch down, only mock hate and not spread it, helped a lot as well.
• Never Live It Down: While he'd probably see it as a positive, the most shared gif of his show is the giving fellatio to his pipe.
• Nightmare Fuel:
  • On Episode 15 of "Ask That Guy with the Glasses", he talks about letting a Furby starve to death just to feel power over another living thing. It is chilling.
  • In episode 63, when asked if he ever attempted a world record, he says "I'm the only person in the world that can do this" and then he turns into a floating brain with ominous demonic sounds play while he screams in terror.
  • In a DVD episode, the murder of the camera man. It's from his POV and we can hear him begging as Ask That Guy first shoots him, and when he's out of bullets, kneels down with a big smile and snaps his neck. The fact that camera man is probably played by Rob doesn't help.
  • Sage's episode, with screaming in ATG's face and making him whimper, and the I Have You Now, My Pretty moment of feeling him up (while ATG tries to shrink away as much as possible) and telling him he's been good.
• No Yay: Sage/Ask That Guy is rapey canon, and Bennett stroking Doug's face while Doug cowers is particularly squicky.
• Ships That Pass in the Night: Shipping him with The Nostalgia Chick is popular, with the idea that she'll either beat him in evil like Sage or that they'll get on together quite well.
• Squick: While thankfully offscreen, Sage at the end of his episode drags Ask That Guy off to demonstrate “eating piss and than having [Santa Claus] come on you”. Sage also added on later (in the defunct formspring) that he'd also stabbed ATG and fucked his stab wounds until he was bored.
• Tear Jerker: He's got some too.
• They Wasted a Perfectly Good Character: In the second half of Ask That Guy's run, he had a cutely sadomasochistic canon-sleeping-together relationship with a narrator who became a character (of the Love Martyr kind) of his own. But in the finale, there's no reference to the relationship and ATG is oddly sexless.
• Too Cool to Live: Not 'cool' in the badass sense, as he had a lot of breakdowns towards the end, but a Depraved Bisexual with canon gay relationship with his narrator, deep psychological issues and has so done so many awful things he's close friends with the devil should have more than 71 episodes, a couple-of-years Series Hiatus, and an Ass Pull ending.
• Values Dissonance: Given when the videos were released, combined with the kinds of jokes made, many stuff wouldn't fly nowadays. Examples include Nostalgia Chick "originally being called Nostalagia Chuck", the various rape jokes, and suicide jokes.
• Viewers in Mourning: Very few fans of his actually liked his death. It's mostly because unlike Critic who got a love letter send-off, and even Donnie got to Rage Against the Author, Ask That Guy was just killed to change the site name and it showed. Adding insult to injury, Ask a Ninja got to be on the site months later, with the tagline "The series that inspired us to create Ask TGWTG is now on Channel Awesome!".