Princess Bubblegumplays this trope straight most of the time◊, with a seemingly limitless wardrobe of gowns and pouffy dresses, but also subverts it frequently, as she seems just as comfortable wearing a hoodie and leggings, with her hair pulled back in a ponytail. She's probably also the only princess on this list that you'll see wearing a labcoat over her gown.
A number of dresses show up in American Dad!, for various reasons, whether a costume party, or magical holiday fairies. One former tooth fairy, not a ghost of Christmas Past, wears a blue Happy Holidays Dress that has snowflake decorations and gauze layering.
In the Animaniacs episode, "King Yakko", Hello Nurse is the kingdom's prime minister, and wears a magenta dress with ermine trim on the skirt, and a blue cloak.
Barbie in the Nutcracker: Clara's dancing dress is a tutu with a skirt made of several layers of gauze, and a bodice heavily trimmed with flowers.
Barbie as Rapunzel: A purple overdress with a light purple underskirt and bodice, gold brocade edging the bodice, and a layer of lace over the sleeves and the slit in the overskirt.
Barbie of Swan Lake: A purple dress with translucent blue fabric cut like large feathers that drapes over the skirt, flares out from the sleeves, and forms into a pair of wings over her chest.
Barbie in the Princess and the Pauper: Anneliese wears a pink dress with lots of gauze and silk, and gold trimming on her bodice, and gold brocade on her stomacher. Erika wears a blue dress with lace trimming, pink ribbons, and a flower-embroidered white petticoat.
Barbie Fairytopia: The fairy girls wear dresses that are flower-themed, usually in the form of skirts cut to look like blooming flowers, but some outfits have flowers trimming them.
Barbie In The Twelve Dancing Princesses: Each princess wears a fancy dress. Most have a frilled hem, short overskirt that is edged with ruffled, a neckline trimmed with lace, and little puff sleeves.
Barbie as the Island Princess: A blue dress with lots of dark blue brocade on the skirt, a pink gauzy overskirt, a heavily beaded bodice, and a peacock tail, that was actually loaned from her peacock friend.
Barbie in A Christmas Carol: Several, most worn by the Eden, the Scrooge-esque protagonist, but some are worn by others. The most prominent dresses in the marketing and covers the red dress Eden wears with the gold brocade on the bodice and gold Giant Waist Ribbon (but worn on the side), and a white dress Barbie wears that is covered with lace and has a multi-tiered pleated skirt. And the ghost of Christmas present wears a green with several rings of decorated ribbons around the skirt, to make it look like a Christmas tree.
Barbie and the Three Musketeers: The heroines wear different dresses, but they are all loaded in their own ways with lace, brocade, frills, and overskirts and petticoats.
Barbie: Princess Charm School: At the end, the girls wear glittery dresses, with long flowing skirts, gold trimming, and bodices where almost the entire front is Gem-Encrusted, looking like the top was cut from a huge jewel.
In the tradition of Disney, Don Bluth's movie Anastasia includes not one, but three pimped out dresses.
One is a gorgeous, pale yellow dress with a blue sash, gauze sleeves, and strings of pearls, (and an Imperial Russian tiara), which Anya dreams up during the "Once Upon a December" song.
Another is the very simple, dark blue strapless dress that she wears at the Parisien Opera (the train, however, certainly gives this dress its due of sparkles).
Finally, there is the dress that she wears during the celebration her Grandmama holds, that is similar to the first dress, but with more fancy designs, and hanging sleeves.
The girl in "The Moth and the Flame" wears a red dress with a short pink skirt, and a collar and hem trimmed with white fur.
The Cookie Queen in "The Cookie Carnival" is given a dress made out of food. It has a cupcake paper as a skirt frame, blue and white eclair creme to make the frilly overdress, heart candies decorating the middle of the skirt, and the only non-food related item is a blue Giant Waist Ribbon. The concept art showed the dress being red and white. And she's not the only one, as "Miss Strawberry Blonde" wears a skirt that is a strawberry shortcake where the layers get wider from the top down.
Daria has a few, some in the show, but most in the credits pictures.
The Disney Princesses have a fair amount. Their many fancy dresses could fill out this trope by themselves, but in their merchandising, the dresses are fancied up even further. A few sets trim the dresses with ribbons, white fur, and white fur muffs with huge ribbons on them. Another set turns all the dresses gold. Another trims all the dresses with jewels, and that actually comes in two varieties: a set with them just wearing the bejeweled dresses, and a set with them wearing the dresses and similarly bejeweled white fur Capes. Disney also made quite a few paper doll books based on their princesses with outfits they didn't wear in the movie.
Snow White had a few. Snow White's iconic dress has the golden skirt, blue bodice, round white collar, and slashed puff sleeves with red fabric underneath. Even the evil queen got a black and purple dress with white ermine trimming (although the animation doesn't make that clear) and some gold decorations.
Cinderella is an unusual example of actually showing the pimping-out process, featuring a scene in which her animal friends pimp out her ball gown, unfortunately they used beads and a sash belonging to her stepsisters, who used that excuse to tear the dress apart. Her iconic silvery dress, with the puffed overskirt, little puff sleeves, and glass slippers, was instead made with magic sparkles thanks to her Fairy Godmother.
Princess Jasmine from Aladdin has a few outfits that fits this trope, most of them cheerfully combining it with Bare Your Midriff.
Even Pocahontas, with her modest wardrobe got a paper doll book with outfits of the Braids, Beads and Buckskins variety. Made before the direct-to-video sequal, but had a page that said "Later in life, Pocahontas went to London. These are some dresses she would've worn." It showed a couple of dresses in the fashion of that era.
Princess Kida of Atlantis from Atlantis: The Lost Empire is a notable exception to this trend, as well as to the official Disney Princess line-up, for the sole reason that the movie she was in sunk at the box office.
The Princess and the Frog has a number of old-fashioned ones, though most are either explicitly handmade costumes or magically conjured. Charlotte likes to wear pink dress with puff sleeves and very wide skirts. Tiana wears a few as well, for various reasons. One is a white flapper dress with a white fox stole she wears in an Imagine Spot and a The Last Temptation moment. Her second dress is blue and has a small bit of trimmings. Her third dress, and first wedding dress, is magically made, and lilly-pad themed, with the bodice and skirt having fabric cut and layered to look like leaves. She then wears a fancy conventional wedding dress and evening gown at the end.
Rapunzel in Tangled wears a mildly pimped out purple and lavender dress, with a few ribbons, and slashed sleeves. Her wedding dress is more pimped out with lots of lace, a huge veil, diamondtiara, and tiny puff sleeves.
Yzma sports villainous versions of this trope in The Emperor's New Groove. At one point, the huge ribbed wing/collar... thing.. attached to her current outfit falls off, and she hastily pushes it out of sight.
Gargoyles had a Shout-Out to Beauty and the Beast, where Elisa Maza once wore Belle's golden ballgown on Halloween while Goliath wore Beast's dress suit.
In Kim Possible: So the Drama, Kim is seen wearing a mildly pimped-out prom dress, which gets charred by a Diablo's laser beams, prompting her to shout, "Do you know how much babysitting I had to do to buy this dress?"
Lady Lovely Locks and her friends wore similar dresses that each had medium poofy sleeves, and three rings of frills on their skirts. Otherwise the dresses varied in with the ruffles, ribbons, and other details. Duchess Ravenwaves wore a dark purple dress with puffed sleeves and leaf-like layers of different colored fabric on the sleeves and skirt.
When the girls in Princess Gwenevere and the Jewel Riders are in regular clothes, they can be pimped out. Gwenevere has worn a pink mini dress with gold stars decorating it, and a pink dress with puff sleeves and a three-tiered skirt.
In the video Princess Sydney Christmas: Three Gold Coins, Sydney wears a few dresses, such a a red Happy Holidays Dress with a thick, white fur hem and neckline, and a coronation dress with an ermine cape and ermine-trimmed skirt.
The Winx Club have fancy dresses and gowns on certain occasions, they have plenty of them to give the Barbie a run for her money.
Vanellope Von Schweetz gets a frilly, pink, fancy dress after her finish line cross in Wreck-It Ralph resets the game and restores her to her proper position as princess of Sugar Rush. She chooses her regular clothes, however (hoodie, candy cup skirt and mismatched stockings) and role of president.