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Anvilicious: The strong emphasis on 'ohana (family.)
Ensemble Darkhorse: Angel (624) is the biggest among the experiments, as she has received a large amount of merchandise sold globally and has an Ascended Extra status thanks to the Stitch! anime that followed this series. Deadpan Snarker Reuben (625) is also one.
Many of the other experiments as well, most noticeably: Sparky (221; popular enough to be a mandatory Boss Battle in Kingdom Hearts Birth by Sleep), Yin (501), Yang (502), Bonnie (149), Clyde (150) and most peculiarly, Slushy (523).
Fan-Preferred Couple: There are virtually no stories involving Lilo and Keoni Jameson (her crush in the series) on Fanfiction.net. However, there are quite a few that pair her up with Stitch. Squick or Squee.
Ho Yay: Pleakley. True, it can be given in the beginning his "aptitude" with Earth customs is lacking, but early on... he openly tries girl's clothing. Also seems to crush on Jumba. Ironically, this seems to be a Disney subversion of Hide Your Lesbians.
Not to mention the Very Special Episode where Pleakley's family try to make him get married - he's very reluctant until the 'bride' is Jumba in a dress, and in the end, his family accepts that Pleakley's happier without a wife. He also promised to wear men's clothes, which set off the lie detector experiment. Meaning he intends to keep wearing women's clothes and never has any intention of ever wearing man's clothes.
Could you imagine modifying all your pants for three legs? I couldn't.
And the relationship between him and Jumba seems to go both ways: Jumba occasionally addresses him as "my little one-eyed one." Awwww.
Actor Allusion, Actor Allusion, Actor Allusion! Pleakley is voiced by Kevin McDonald, of Kids in The Hall fame. The man is used to playing characters in dresses. Not only that, but his family members in said episode were voiced by old castmates Bruce McCulloch, Mark McKinney, and Scott Thompson, with Dave Foley playing the priest.
Not to mention that Jumba's Voice Actor, David Ogden Stiers, came out of the closet in early 2009.
"Jumba and I have found the secret of love!" Oh, Pleakley.
The "Ohana" speech. Proof that, with enough repetition, anything can be unbearably annoying.
Nightmare Fuel: In-universe, Spooky (300) has the ability to turn into anyone's worst fear. He turns into Cobra Bubbles and tries to take Lilo away from Nani, a torrent of water that nearly succeeds at drowning Stitch, and a Monster Clown to scare Lilo.
They Wasted a Perfectly Good Plot: In the episode where Lilo is hypnotized into acting like Mertle, they missed a perfect opportunity to have Mertle say Lilo was acting weird. Instead one of Mertle's friends points out that Lilo is acting like her and nothing more is said about it.
Viewer Gender Confusion: Quite as few people mistook Pleakley for a woman. Which is fairly easy to assume, since he only wears dresses, and disguises himself as a lady in public.
Also, his first name is Wendy! it's a dude's name on his planet but still.....
Villain Decay: Gantu turned from the imposing but somewhat Anti-Hero thirty-something foot tall military captain from the original movie into a much shorter bumbling idiot who even proclaims that he "likes to be evil". Subverted at the end of the series when it doesn't work out for him and gets his old job back.