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* [[Audience-Alienating Premise]]: A dude on [[That Guy With The Glasses]] sits in shadow wearing a hoodie and complaining about horrible pop songs.
* [[Crowning Music of Awesome]]: Manages to do a pretty good piano cover of whatever song he's about to review, whenever the episode starts.
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* [[Like You Would Really Do It]] {{spoiler|Stab Yourself In The Hand With Your Own Machete}} During Your Review Of Grenade
* [[Misaimed Fandom]]: The [[Ship Tease|Shipteasing]] between Todd and [[Obscurus Lupa]] was played for laughs, yet the shipping is occasionally taken at face value by fans..
* [[Nightmare Fuel]]: At the end of his "Tonight..." review, after the credits, audio from a [[
{{quote|"...''And rape.''" *screaming* "...''And rape.'' *more screaming* "...''And rape.''"}}
* [[One True Threesome]]: As mentioned, a large percentage of TGWTG fanfic that involves Todd is him in an [[
* [[Unfortunate Implications]]:
** He described an outfit worn by [[Justin Bieber]] as the "least heterosexual" he has ever seen.
** One of the reasons he dislikes "I Like It" is because Enrique Iglesias sounds "really gay" on it.
** Americans disliked his multiple references to East Asian people as "Orientals" on "Like A G6". Apparently, he didn't realize the connotations it has in most of America.
** His over-the-top dissertations on shock value in pop music (such as "3," the Ke$ha reviews, and [[Lady Gaga]]'s works) made him look like a [[Heteronormative Crusader]].
*** [https://web.archive.org/web/20131025115654/http://blip.tv/todds-pop-song-reviews/from-the-vaults-3-a-pop-song-review-5606286 Todd jokingly addressed this] as him being deathly afraid of sex altogether.
** His jab at [[Christian Rock]] might be taken this way.
* [[The Woobie]]:
** Has made multiple references to being dumped, and something about him is so... [[adorkable]]. On top of that, some of the songs he reviews push him to the edge of his sanity, to the point of tears, as demonstrated by ''[[Hannah Montana]]: [[The Movie]]''. It makes you wanna hug him.
** Also in his ''Hannah Montana'' review his last birthday was rather... depressing.
** In his review of 'Fifteen', he bitches about how the song doesn't apply to anyone who wasn't an attractive blonde girl at fifteen (or basically, anyone who wasn't [[Taylor Swift]]) and then says that since he's not a girl, or fifteen, or attractive, none of it applies to him- especially not the bits about dating or having friends. Aw.
*** He also admits that despite it being [[Played for Laughs]], the [[Bait and Switch]] story about a girl breaking up with him (only for it to turn out to be from an episode of ''[[Saved by the Bell]]'') was actually not too far off from something that really did happen to him, so the emotion in his voice there is genuine.
** And in his "Worst of 2010" review he talked about how the period between his videos was longer because he wanted to relax over Christmas and [[Bread, Eggs, Milk, Squick|also]] [[It Got Worse|he got MRSA]].
** In his Top Ten Best Hit Songs of 2010, Todd remarks after hearing Nothin' On You by B.O.B saying "what girl could possibly listen to something so lovestruck, so happy, and not be swept off her feet?" On this realization, Todd excitedly goes to talk to Lupa... but then quotes "Carryout". Cue disappointed slump. Aaawwww.
** As if that wasn't bad enough, later on after listening to "Need You Now" by Lady Antebellum causes him to get drunk, Todd calls Lupa and pours his heart out to her. {{spoiler|Except it wasn't Lupa he called, it was Lordkat}}.
** Reading on Twitter about Todd's struggle to get internet after he moved also warrants this. (along with [http://twitter.com/#!/ShadowTodd/status/111864320333316096 laughs], of course)
*** [[Jerkass Woobie]]: Todd has also [[Alter Ego Acting|portrayed himself]] as acting dickish to his fellow contributors. He laughed for about 20 minutes at the idea of reviewing comics with [[Atop the Fourth Wall|Linkara]], promoted [[Pushing Up Roses]]' video as "worse than [[Friday (song)|Friday]]", called [[Desu Des Brigade|JesuOtaku]] fat in a misguided attempt to demonstrate a lack of self-esteem in young women, and shouted at Nash's Stickboy for making eyes at "[[Obscurus Lupa|his]] [[Stalker with a Crush|girl]]". Simply the highlights of a [https://web.archive.org/web/20140218041417/http://thatguywiththeglasses.com/forums/viewtopic.php?f=124&t=17721&start=40#p202632 long, long list].
* [[Tear Jerker]]: In the "Mr. Awesome Goes to Washington" video, Todd's voice breaks slightly as he explains what the [[That Guy With The Glasses]] site means to him, and how SOPA could severely damage it.
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