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* In David Eddings' ''[[Belgariad]]'' series of novels, Belgarath developed his trademark vagrant's outfit on purpose in order to pass mostly unnoticed. While everyone thinks that his ragged tunic and mismatched shoes are remnants of rubbish heaps, the entire outfit was custom tailored, including a tunic that has patches over intact cloth, and his mismatched boots were custom-made by a master cobbler and fit perfectly--after Belgarath spent a full day patiently explaining to the craftsman *why* he didn't want them to match and wanted them to be scuffed up a little after they were made.

* Most of the time, when characters in the [[X Wing Series]] have their clothing mentioned at all, they're in pilot's jumpsuits. But in ''Wraith Squadron'', when three Wraiths doing [[The Infiltration]] are passing as [[Hawaiian-Shirted Tourist|wild-shirted tourists]], well - better just to quote.

Face unfolded his own fashion disaster. A black silken shirt with a variety of insects picked out on it in glittery silver, shorts in a brighter, more painful shade of orange than that of New Republic pilot's suits, and a red kerchief for his neck. "As you can see, I saved the best for myself." }}

** Later in the same series 'Red Flight' are told to dress in the local [[Feudal Future]] fashion for a diplomatic dinner. Wedge, Tycho and Wes choose nicely coordinated outfits, but Hobbie throws together random colours and styles from the wardrobe on the basis that:

* Claudia from ''[[The Baby Sitters Club]]'' series was described as wearing the wackiest outfits possible, often a mismash of clothes from totally clashing social situations (ie, a tutu, combat boots, baseball jersey, and top hat) usually followed by the sentence, "On anyone else, it would have looked crazy, but on Claudia, it was fabulous!".

** One book includes a minor character who constantly wears incredibly tacky pants and brags about how little he spent on them.

* Ford Prefect in the television adaptation of [[The Hitchhiker's Guide to the Galaxy]] had a carefully clashing outfit involving a striped cricket blazer and an Argyle sweater.

* For a modest man, James May on ''[[Top Gear]]'' has a collection of incredibly loud shirts. He especially favors a purple-and-pink striped number. One of them, a white shirt with a blue flower pattern, even has its own fanbase. [[Lampshade Hanging|Lampshaded]] by the man himself during an episode of ''[[James May's Man Lab|James Mays Man Lab]]'', when he presents a rack full of said shirts, and then proceeds to pull out the infamous purple-and-pink one...

** The use of this trope also turned into a [[Running Gag]] in series 12.

* Mason from ''[[Dead Like Me]]'' likes to take the layered look a bit too far and is very rarely seen wearing fewer than three tops at once, of which at least two are either frayed and/or make you wonder how it is they look halfway-decent on him.

* Harper in ''[[Wizards of Waverly Place]]''. Her clothes have been based around such things as food and markers.