A stiff character learns and grows from unwanted interaction with annoying and eccentric people.
The focus character is a fairly stiff guy (rarely a gal), may be the Only Sane Man, The Comically Serious or a Jerkass of the "stick up his rear" type, and often comes across as an Ineffectual Loner. He may not be content with his life, but it's stable, and he probably has a long-term plan for fixing what he thinks is wrong, if he can just get the right breaks. Instead, he is dragged into wacky hijinks by the other characters against his will, making a mess of his life. But implicitly or explicitly, the goal in the story is to make him a better person by putting him through "horrible" experiences - or at least ones he considers horrible, in order to show him the brighter side of things.
May involve a Manic Pixie Dream Girl, but in most examples, it's an entire cast imposing on the stiff guy's time, money and patience. The Power of Friendship is usually evoked by the end of the story. There may be a montage as the character remembers how things used to be, and how despite how much the other characters irritate them, they have made stiff guy a better person by getting him to take off his Jade-Colored Glasses.
Contrast Defrosting Ice Queen, an Always Female version, and Unsympathetic Comedy Protagonist, who may have a similar personality and equally annoying cohorts, but does not have the Character Development.
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Anime and Manga
Rozen Maiden: Jun is a hikikomori until Shinku forces him to be her "medium", interacting with her and the other crazy dolls and eventually humans brings him out of his shell.
Gash Bell: Kiyomaru, who was hiding out at home until Gash forced him to interact with people.
Midori no Hibi: Seiji thinks that his problem is not being able to get a girlfriend, but that's actually just a symptom of his general inability to interact non-violently with others. Having to protect Midori and her secret, and deal with wacky people he can't just punch, brings out his better qualities.
Explicit in Haunted Junction: Hayato, who says I Just Want to Be Normal, but is constantly dragged into supernatural mayhem. In the final episode we learn that the school spirits have been tormenting him specifically to avert a Bad Future in which he lives a "normal life" but never emotionally connects with anyone including his future wife and child. Which seems to lead into a happy ending...except that said Preacher's Kid was made so miserable by the constant torment that he voluntarily participated in a plan to kill or imprison all the school spirits; and there's no indication that things are going to get better for him.
The plot of Happy Lesson kicks off when Chitose's teachers decide that what he really needs are five mothers running his life. (He discovers, much to everyone's surprise, that he does become a more well-adjusted person because of them.)
Sumomomo Momomo: Koushi never wanted an Arranged Marriage or to be surrounded by lunatic martial artists bent on killing/loving him. But after Momoko finally admits she knows he doesn't love her, Koushi acknowledges that his experiences have broken him out of his fear of confronting other people (even if he's still a physical coward.)
The residents of Maison Ikkoku spend most of their time driving Yusaku Godai insane with their alcohol-induced insanity, but also end up somehow making him the man he needs to be for Kyoko, as well as get Kyoko to reflect on her feelings for him.
The Haruhi Suzumiya works imply this is the case for Kyon, who became a much more outgoing and likable guy after exposure to the SOS Brigade. They invert it with Haruhi, who became a more sympathetic person by hanging out with apparently normal people.
Arakawa Under the Bridge: Ko/Recruit starts the series as someone who sees all human interaction as a series of debt transactions, in which he must never remain the debtor. Being forced to live with the zany riverbank community allows him to learn to interact with other people on the basis of honest emotion, without being concerned about who "owes" who. Lampshaded when Recruit realizes he hasn't had an asthma attack (symptomatic of his fear of debt) in quite some time.
Baccano!'s Firo Prochainezo outright admits this to himself in Alice in Jails. Early Firo was cynical and occasionally downright vicious (as demonstrated by his "excessive self defense" against a mugger in his Establishing Character Moment). Then Isaac and Miria came along...
Arthur Dent's utterly miserable struggles through a World Gone Mad in The Hitchhiker's Guide to the Galaxy do improve his bravery and will to the point where he's able to prevent Trillian leaving a party with obvious jerk Thor (a reversal of when he failed to prevent Trillian leaving a party with obvious jerk Zaphod in the backstory), fend off his accidental nemesis, and learn to fly. At a couple of points, he even tires of the simple life he repeatedly claims to long for and decides to go off travelling through space again. On the other hand, it does leave him a scared, frustrated and rather depressed wreck.
Film — Animated
Shrek has a lot of this happen to him, with Donkey being the primary loony friend.
Cars, Lightning Mcqueen starts to like Radiator Springs after being around all of the crazy characters
The Fisher King. The "stiff guy" is a shock radio host, but he's still quite stiff. And the looney is...well...Robin Williams. As a crazy homeless guy. It's a surprisingly serious movie, but still, you can see where this is going.
Subverted in The Cable Guy, where "Chip" at first seems like a quirky but fun guy who helps Steven learn to loosen up and live a little, but Steven soon discovers that his new buddy is rather creepy, manipulative and even dangerous. Then he tries to end his friendship with "Chip," and things get even darker.
Live Action Television
Jeff Winger in Community grows (slowly and with much backsliding) from Jerkass to Jerk with a Heart of Gold when forced to interact with his unwanted study group. See especially the episode "Paradigms of Human Memory."
Deconstructed in "Studies of Advanced Movement", when Annie — a similarly stuffy and uptight character (while hardly the Only Sane Man) — is moving in with Troy and Abed, the show's primary source of wacky hijinks, and is advised to be flexible with them. After an increasingly trying and stressful first day of putting up with their antics, however, she snaps and delivers an angry lecture about how unfair it is that she always has to be the one to adapt to their personality quirks while they seem to show no intention of attempting to accommodate her.
In Kamen Rider Fourze, Kengo starts out as an antisocial prick. By his eighteenth birthday party, hanging out with the quirky Kamen Rider Club has made him mellow out considerably—he even credits them with this transformation. Every other character save for Gentarou and Yuuki has gone through a similar, if quicker and less drastic, transformation.
Tomoko: "I think you've become more human."
Kengo: "With such egotistical club members around me, it's only natural to change. But...being more human probably isn't so bad."
Squall in Final Fantasy VIII is a classic example. He's a very down to earth SeeD member who likes to focus on the task at hand. Unfortunately for him he's forced into dancing at a graduation ball by a Manic Pixie Dream Girl. And things just keep getting stranger from there.
Twilight Sparkle in the premier of My Little Pony: Friendship Is Magic is actually made a better pony of sorts when forced to make new friends, some of whom are definitely bizarre.
Given the Aesop setup of the show, and some visible Character Development, all six ponies trade this trope around with each other.
For fifty-two straight episodes(out of sixty-one) of Avatar: The Last Airbender , Zuko is a moody jerk. Being forced into a "life-changing field-trip" with Manic Pixie Dream Boy Aang calms and brightens him enough to interact with people without shouting over the course of a single episode.