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Anime and Manga
- Hana Yori Dango: Rich jerk Tsukasa gets a crush on average girl Tsukushi and has her kidnapped for an impromptu makeover.
- Butterflies, Flowers: Director Domoto harasses Office Lady Choko into dressing more genteelly.
- Konoka in Mahou Sensei Negima! sometimes likes to do this to Setsuna. Pretty much the girls's entire wardrobe was selected by Konoka (she normally just likes her school uniform).
- In Ouran High School Host Club, Tamaki (and the twins) constantly attempt to get Haruhi into pretty dresses. This is a rather odd example, since Haruhi is hardly unattractive... but hardly attractive in the manner of most girls.
- In Pokémon Special, Ruby tailors one of his spare outfits into one for Sapphire as a thank you gift for her for saving his life, not to mention that he's somewhat horrified that she normally wears a leaf bikini.
- Cardcaptor Sakura: While Sakura is by no means 'unattractive' (and only 10 years old), her crushing best friend Tomoyo still feels the urge to stuff her into a new (lovingly hand-made) costume every episode and record her running around in it. Then re-watch the recordings. For hours. And she's visibly upset when she misses an opportunity to make Sakura try out a new outfit.
- George and Yukari's relationship in Paradise Kiss is all about this; he falls for her partly because she's exactly the kind of girl he wants to design clothes for.
- The first date between Yuu and his student Haruka starts on a science note and ends up with Haruka picking clothes for Yuu.
- Haruka: Honestly, I've thought this for a while now, but your casual clothes are so lame!
Yuu: But this is normal over in America...
Haruka: Look, foreigners can get away with a T-shirt and jeans because they have the body for it, but Japanese people can't!
Yuu: Ah... but...
Haruka: COME ON, HURRY UP AND GET CHANGED!
- Non-romantic example in Magical Girl Lyrical Nanoha A's: Hayate Yagami is not impressed by her Guardian Knights' sense of fashion (which boils down to pure combat functionality) and designs new, colorful outfits for them that emphasize their beauty (for Signum and Shamal), cuteness (Vita), or handsomeness (Zafira). That she is a Cosplay Otaku Girl with a mind of a dirty old man means that these outfits are fanservice-y as hell—but the Knights don't even realize that: to them, their new outfits are a symbol of the unexpected kindness their master deigned to show them, so Vita, at the very least, grows violently protective of hers. Incidentally, this act also serves as a catalyst for the Knights' gradual defrosting.
- In Shinozaki-san Ki wo Ota Shika ni!, Akina befriends Kaede to save her from her otaku lifestyle, finding that her cuteness is wasted on such a life.
- In Ultimate Spider-Man, Harry comments that M.J. should stop wearing glasses because she looks "way hot without them". M.J. counters that she looks "way hot with them". The reader's probably going to side with M.J., particularly the way David Lafluente draws her.
- One ElfQuest: New Blood story has Ahnshen, the weaver and tailor of the Sun Folk, wanting to give Moonshade a makeover. It's tied up with his idea that she should be a "gentle flower" rather than a "savage and frightening" huntress. Seeing her all dolled up is what convinces him he was wrong.
Films — Animated
Films — Live-Action
- In Patriot Games, Jack Ryan's wife insists that he get some fancy suits when they visit England.
- In Irma La Douce, Irma, a prostitute, wants to make sure Jack Lemmon, her new mec (a French word which in this context roughly translates as "pimp") wears the nicest clothes to show how much she loves him.
- Inverted in Casino Royale (2006): James Bond and Vesper Lynd are upgrading each other's wardrobes before their relationship has gone very far past strictly professional.
- Mary Crawford, a Romantic False Lead in Mansfield Park, falls in love with Edmund Bertram but refuses to marry him unless she can get him to choose a more lucrative profession than the clergy. She can't.
- In Ovid's The Metamorphoses, Apollo falls for the nymph Daphne, who spends all her time running around in the woods, sees her loose hair, and immediately thinks, "What if it were pinned up?"
- Non-romantic example: In Jeeves and Wooster, Jeeves keeps Bertie's clothing within certain guidelines, sending back, giving away, or utterly destroying anything he doesn't like. Since Jeeves is Bertie's valet, this would seem natural, except that it's Serious Business and leads to high levels of dramatic tension (Played for Laughs) between the two. If Bertie insists on wearing something Jeeves disapprove of, the latter's reactions range from frigid and distant to utterly heartbroken.
- There's a form of this in A Brother's Price. A princess who fell in love with Jerin Whistler invites the Whistlers to go to court, where they find that absolutely staggering amounts of money are regularly sunk into the fancy outfits that people, particularly men, wear to various occasions. The royal family arranges a purse for them so they don't beggar themselves or appear to be poor, and gets them a tailor.
- In Georgette Heyer's Powder And Patch, the heroine rejects her childhood sweetheart because he isn't fashionable enough. This backfires on her when he goes abroad and comes back witty and fashionable, but also (seemingly) affected and heartless, and she realizes she liked him better before.
Live Action TV
- The Korean Series Boys Before Flowers shows us Lonely Rich Kid Jun Pyo giving Ordinary High-School Student Jan Di a complete wardrobe change for a weekend tropical trip.
- The Reality TV series Extreme Makeover is completely made of this trope, as is How Do I Look. The series Ambush Makeover is more like "I want random strangers on the street to be fashionable".
- Pryia did this to Leonard in The Big Bang Theory, taking him shopping for better clothes and insisting The Glasses Gotta Go. Worth noting it was portrayed as a bad thing, ultimately leading to Pryia demanding changes such as removing Penny from his social circle. Penny herself has given Leonard fashion advice, but it's usually more in line with what (not) to wear to a formal event and good natured ribbing at the expense of his trademark hoody.
- The Inbetweeners boasts a minor example; Simon's brief girlfriend Tara sees him not just as a boyfriend, but a fashion project. During a trip to the local shopping centre, she dresses him up in a ridiculous (yet somehow still fashionable) outfit.
- In the number "Take It Like a Man" of the musical version of Legally Blonde, Elle Woods takes Emmett Forrest to a department store for a makeover so that he can look professional for the upcoming court case.
- Wicked: When Galinda and Elphaba decide they can stand each other's guts after all, Galinda's first order of business is to bust out into the song, "Popular," and completely change the way her green friend looks and acts. Granted, this is a friendship-oriented example, but the amount of Les Yay between the two might allow it to qualify.
Elphaba: You really don't have to do that.Galinda: I know. That's what makes me so nice.
- Dorothy does this for/to Walky, in Dumbing of Age. She then reciprocates by saying he can buy her anything for her to wear... Cluelessly, he does not pick lingerie.
- In The Simpsons episode "Lisa's Date with Density," Lisa takes her crush Nelson Muntz shopping for spiffier clothing. "I feel like such a tool," he says, seeing himself in the mirror with a collared shirt and sweater vest.
- Non-romantic example: Rarity's interest in fashion and spirit of generosity means that she often tries to set her friends up with elaborate and fashionable costumes, most notably in her first encounter with Twilight Sparkle and when she realised her friends lacked fancy outfits for the gala they all had tickets to.