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Anime & Manga
- Negi Springfield in Mahou Sensei Negima!, among other roles.
- Voltron had Pidge (Hiroshi Suzuishi) from (GoLion) and Chip (Yasuo Mutsu) from Dairugger XV. Naturally, the Cut-and-Paste Translation makes the above characters brothers.
- Rekuta from Duel Masters is practically the same character. With a few more Megaton Punch sequences.
- Albert Pitt from ARIA fits this trope to a T. He's short enough to make those who don't know him personally think that he's almost four or five years younger than he actually is.
- Conan Edogawa. He (as a 6-year-old) is very small for his age, even smaller than the girls. But subverted as a teen, as his glasses is only a disguise, and as Shinichi Kudo his height is appropriate for a teenage boy.
- Partially subverted with Fullmetal Alchemist's Kain Fuery — he fits the description and is the Communications expert, but Vato Falman and Heymans Breda are the smarter ones in Col. Mustang's group.
- Insector Haga/Weevil Underwood from Yu-Gi-Oh!. A minor Ineffectual Sympathetic Villain who nonetheless fits this perfectly as he is very short with Nerd Glasses, is a cunning schemer, and he always wears green. He's also younger than most of the major duelists, starting the series at age 14 and ending it at age 15.
- Dai'chi Muroto from Kotoura-san. He is, however, merely Older Than He Looks. Per the trope he also acts as The Smart Guy to at least Yuriko, if not the massage wand as well.
- Chibi Maruko-chan: Nagayama, the book-smart kid in Maruko's class.
- Els Tasmin of Magical Girl Lyrical Nanoha ViVid, the bespectacled Student Council President of her school and the shortest one amongst the group of veteran tourney fighters.
Films — Animation
Films — Live-Action
- Murder by Numbers has the delightful Justin Pendleton. Admittedly, he only seems to need the glasses when he's reading (or when he's trying to act a teeny bit more like an emo Nathan Leopold) but there you go. Smarter, shorter, primmer, but probably not younger — and, of course, in possession of an Evil Plan. A shared Evil Plan, but nevertheless.
- In The Avengers, Bruce Banner is recruited for his brilliance as a nuclear physicist; he needs thick glasses to read and is the physically smallest of the main male cast. His alter ego on the other hand...
- The Quest for Karla: George Smiley. Short, chubby, bespectacled, soft-spoken, and arguably the greatest case-officer to ever work for British intelligence.
- Discworld: Ponder Stibbons is younger and smaller than most of the other wizards and is considered by most people to be "the only one who does any work in the university."
- Barsamin, one of the POV characters in Glory in the Thunder, is short and bespectacled and enjoys novels. He even wears green.
- The Dresden Files: Coroner Waldo Butters is Harry's go-to man for both medical care and (eventually) computer science.
- Scobie in Don't Call Me Ishmael! is the shortest of the debate team and the leader. He's the best debater on the team and also the smartest, as well as keeping the others in check and planning their strategy for the debates. He needs glasses and seems to be Blind Without 'Em.
- Classic Game Show emcee Bill Cullen, of such shows as The '50s' Price Is Right, To Tell the Truth, and The $25,000 Pyramid. Notable for being a real Deadpan Snarker.
- George from Seinfeld is the biggest subversion of The Smart Guy part of the trope, as he's not the brightest of the ensemble, and often makes thick-witted or mean-spirited mistakes that snowball humiliatingly. While on occasion he does have a clever scheme that actually works, it somehow or other blows up in his face. He's out-schemed by Newman, the Other Short Guy With Glasses who plays the trope a little straighter, but it's less due to 'smarts' than a cunning more vicious than the others are willing to get.
- Boys Love Games and Otome Games usually have one of these as an option to end up with, since girls find them Moe.
- Bottles, who teaches all the moves in Banjo-Kazooie, wears thick coke bottle glasses. His Suspiciously Similar Substitute in Banjo-Tooie, Jamjars, wears Cool Shades instead.
- Lester from Grand Theft Auto V is not only short, balding, and wears glasses, but is crippled and walks with a cane or confines himself to a wheelchair.
- Nevan's glasses in Dragon Quest VI cover most of his face. Fanart generally puts him next to Dumb Muscle Carver to make him even shorter.
- Arno from Learning Voyage is short, wears glasses, and is pretty smart, considering his vocabulary (although in Sand Trapped!, he misheard "Put worm traps by the back door" as "Put trap doors back by the worms").
- Dan and Mab's Furry Adventures : Jyrras is definitely short, and he wears glasses, even though he doesn't need them; it's an image thing. He's also the one with the greatest technical aptitude.
- Tedd in El Goonish Shive is the shortest of the group, but isn't any younger. He also doesn't need to wear glasses; he even recently stopped wearing them completely.
- Rafael, from Transformers Prime. He's the smallest human in the show by a significant margin.
- Albert a.k.a. Presto from the Dungeons & Dragons cartoon fits the visual style and personality, but the magic item he received from Dungeonmaster was a magic hat from which he could pull anything he wanted. Unfortunately, the hat was something of a Literal Genie with a trend towards notoriously random interpretations; as a result, he never had a plan he could rely on.
- Jeremie from Code Lyoko, though admittedly he's only shorter than two-fifths of the main cast. (He is the youngest, though.)
- It's worth pointing out that, while he doesn't wear green, the towers that he controls on Lyoko are.
- Kevin French from the short-lived Mission Hill. In fact, his character was based on the afore-mentioned Dilton Doiley.
- Steve Smith of American Dad! is almost half the size of his parents which is unusual for a 15 year old (they are frequently taller). He always has a plan when scheming with his friends about getting girls and is such regarded as the group leader. However his plans always go astray either due to bad luck or because he is hopelessly naive about it. Toshi is the only one to ever call him out on his idiocy, but of course he does it in Japanese, so no one can understand it.
- Odie is the shortest member of the team in Class of the Titans, and the only one who wears glasses. His designated role on the team is "The Brain."
- Gretchen from Phineas and Ferb is the shortest of the Fireside Girls, wears glasses, and tends to use long words. Ironically, in the episode "Act Your Age" (which takes place ten years later), she has the biggest growth spurt of the group.
- Kaeloo: Invoked in one episode where Stumpy, the second shortest of all the show's characters, is granted Sudden Intelligence and starts wearing glasses.