Now you don't need money when you look like that, do ya honey?
— Jet, "Are You Gonna Be My Girl"
Pretty Freeloaders are a common Harem Genre archetype, and occasionally show up in other genres too: They are girls, who move in with the protagonist as Innocent Cohabitation, and just stay there, without actually doing anything (or anyone, mostly), or paying for anything.
Related to Friends Rent Control, as the characters' ability to do this is frequently handwaved as one of the characters having a rich family, the main character won a giant house and commodities in a contest, etc., and the plot point is promptly forgotten for the rest of the series. If this behavior is tolerated or encouraged, it may be due to Favors for the Sexy. If someone gets sick of them (usually roommates who aren't Distracted by the Sexy and just want them out; expect cries of "Dude, get your fuckin' girlfriend out of here" or something of that sort if this does happen), it usually turns into The Thing That Would Not Leave.
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Anime and Manga
Jun's living doll troupe in Rozen Maiden. Justified, in that they are dolls and could not work for a living anyway.
Tenchi Muyo!'s treatment of the group as this versus a harem fluctuates depending on continuity. Ironically, Kiyone is the only character who is (consistently) embarrassed at being a literal Pretty Freeloader, as she's initially forced to mooch off the cast after being stranded on Earth with Mihoshi.
This was addressed a little in the Spinoff manga. Mihoshi does give part of her paycheck to pay for rent and all the damage she causes. Of course, given that Mihoshi comes from one of the richest families in the known universe, she probably doesn't even notice her paycheck.
Note that a part of a GalPol officer paycheck is enough for Seina's family in GXP to afford a Big Fancy House. Even if Seina does the most extreme job in the Galaxy Police (as essentially glorified bait/bounty hunter combo and with his "luck", he has netted more pirates than anyone else), which translates into quite a large income, the Yamadas move out before he starts doing this, and is still just a cadet.
In the OVA continuity, especially later on, when it moved from its original Rule of Funny-driven action comedy premise into a more straightforward Space Opera setting, it was implied that all Earth!Masakis' financial problems, whether real or imaginary, are little more than Masquerade, as their family is actually much richer than the Kuramitsu clan. They are, after all, members of the Jurai royal family...and nowhere near as isolated from Jurai as they let on.
The entire cast of Happy Lesson, who tend to annoy Chitose at the worst possible times, and were once kicked out of his house as a result. This makes the pseudo- Last Minute Hook Up plotline involving one of the teachers all the more unusual.
The freeloader part may be subverted, considering all the mothers are full-time teachers or a nurse. It's implied they pay the food bill, since they once ask how much Hazuki spends on eating.
Anna from Shaman King, who takes advantage of her engagement to Yoh in order to do nothing that hasn't been paid for by someone else, usually Yoh or Manta. In the dubbed version of Trey (Horohoro)'s intro episode, she actually tells him "No freeloaders". In her defense, Anna seems to consider the Training from Hell menus she organizes for Yoh as well as making sure that he follows them as a good enough payment — and considering that Yoh does become stronger, she seems to be right.
A sizable portion of the cast of Read or Die ends up living in Nenene's apartment by the end of the TV series. Any incidental earnings from their detective jobs is mostly squandered on their bibliophile habits.
C.C. from Code Geass showed up at Lelouch's house (after he thought she was killed) and quickly settled in, taking his bed for her own and ordering pizza on his dime. As she points out, this kind of has to happen, since she's a fugitive from Britannia, and they're partners thanks to his Geass contract, but that doesn't exactly cheer him up. At the very least, she helps take care of Nunnally, Lelouch's blind and parapalegic younger sister.
To complicate this, Lelouch and Nunnally were in some sense freeloading off the Ashfords, who let them stay there. Surely Lelouch's gambling was not the only thing paying for all the food that he, Nunnally, and C.C. ate. (An audio drama suggests that Lord Ashford's motives for taking Lelouch and Nunnally in were not selfless.)
The Ashfords even sent one of their maids (formerly Milly's) to help take care of Nunnally.
Puni Puni Poemi has the titular character take this role after she "loses" her family.
Aisha and Suzuka from Outlaw Star. Technically, they're not freeloading as Aisha takes menial jobs to pay her way and both usually end up working the same job as Gene (he's too afraid of Suzuka to actually charge her rent). They're more like unusual roomates.
Around halfway through the Noein anime Haruka takes advantage of her mom's Parental Obliviousness to let Karasu and the other Dragon Knights crash at her place. She tells her mom they are bird watchers.
Tsuna from Katekyo Hitman Reborn! has this problem. Reborn, Bianchi, I-Pin, and Lambo tended to be the more permanent moochers in his house (at least in the first half). However, Gokudera, Yamamoto, and Haru also fit this trope every now and then, at certain points in the story. (And even though Gokudera and Yamamoto are supposed to have the job of protecting Tsuna, Tsuna has shown numerous times that he doesn't actually need their protection all that much).
On the other hand, Sayoko's scheme does pay off in the end, so it's not really fruitless mooching. And Satoru definitely gets his money worth in other departments.
Not part of a harem, but Faye Valentine from Cowboy Bebop invites herself over to the Bebop, seems to do much less work than the other three and eats and complains a lot. The others even openly wonder a few times why they let her do that, but the viewer can imagine.
In Dragon Ball Oolong kidnaps several young girls hoping they will take care of his house but they end up becoming this.
In Seto no Hanayome, San, Maki, and Lunar all end up living in Nagasumi's house. In San's case it's justified, as she and Nagasumi are engaged, but Maki and Lunar just sort of moved in on their own. Maki tries to justify herself as being Sun's bodyguard, and she's often shown waking up Nagasume every morning by trying to kill him. (She is an assassin after all). Lunar moved in just so she can keep watch over her newly self-appointed man-servant. It is subverted later on, when Sun and Lunar's fathers (who are yakuza bosses) pay for the damage that they and their daughters cause to the house.
The eponymous Niea from Niea7 is an alien girl who decides to live in Mayuko's closet, eating her food and generally being a nuisance with her boisterous attitude.
In Bleach, any shinigami stationed for an extended period in the living world ends up freeloading off someone. The most notable is Rukia, who spends months at a time living in Ichigo's closet and later rooms temporarily with his sisters Yuzu and Karin. (Oddly, Renji is called a freeloader, even though he stays with Urahara, who makes him earn his keep with chores.) Meanwhile Rangiku and Hitsugaya stay with Orihime, and Ikkaku and Yumichika stay with Keigo. (Mostly because Keigo's sister Mizuho has a crush on Ikkaku. Or better said, she likes him because she has a thing for bald guys.)
Austria does this to Germany in Axis Powers Hetalia, although it is justified seeing as Germany did force him to come under his rule.
Italy does this to Germany as well, during WWI
Elsea from The World God Only Knows manages to move in with Keima and his mother... by telling the latter that she's the illegitimate daughter of her husband!
Although she does help out in their coffee shop quite a bit, doing most of the cleaning that Keima's too busy gaming to do.
Inverted in Air Gear, where the main character Itsuki/Ikki is the one freeloading from his childhood friends, the beautiful and quite badass Noyamano sisters. (With one of them being his Unlucky Childhood Friend Ringo though she may not be that unlucky now in the manga.) They make him "pay" via pretty much having him as their busboy.
Inverted in Ranma ½, where the object of the Unwanted Harem's affections stays and eats at one of the girls' houses 24/7.
Fruits Basket averts this: Tohru was offered to stay in exchange for doing all domestic chores. Maybe Shigure did it because he guessed Tohru wouldn't accept charity.
The other characters are often blamed for staying in the house without even helping for the chores, just because they are family members. So many will point out that they ask too much from Tohru, even if chores are her rent.
Primarily subverted in Sekirei. Minato's harem are expected to earn their keep, as Miya makes it clear that those that don't contribute won't eat. Hikari and Hibiki likewise earn their keep, working a variety of odd jobs to (barely) survive. Shiina takes up a domestic role, cooking and cleaning for Yukari. On the other hand, Mikogami's army of Sekirei play it absolutely straight, living off his parents' wealth and hanging around his Big Fancy House.
Zigzagged in Haiyore! Nyarko-san with Nyarko, Cuuko, and Hasta insinuating themselves into the Yasaka household. All three of them have steady jobs (Nyarko's apparently pays well enough that she can splurge on Otaku goods), but for the most part they just go to high school with Mahiro and laze about the house all day. On occasion they'll offer to help out (Nyarko moreso than the others), but since her cooking is almost always Alien Lunch and their idea of cleaning house only makes it messier, it's probably better that they don't.
The four bishounen boys from The Wallflower desire to be this so badly that they accept their landlady's deal of turning her niece, Sunako, into a lady and thus win free rent, essentially setting up the plot of the entire series.
When Keitaro first arrives in Love Hina: Like It Could Have Been, Kitsune hasn't paid her rent in two months. After he refuses to take over, Haruka steps up and informs her that she'll have to come up with the money before the next month is up, or else she'll be evicted.
Penny from The Big Bang Theory. She doesn't live with the guys, but she eats their food whenever they get takeout (most nights) and uses their wi-fi since she refuses to pay for her own. This is lampshaded many times: Sheldon complains about it and frequently changes the wi-fi password ("Penny already eats our food; she can pay for Wi-Fi. No spaces.") while Howard and Raj wonder why Leonard allows her to do this, even when they're not dating.
At one point, Sheldon even changes the wi-fi password to Penny is a freeloader. Leonard promptly informs her of the new password when she asks, and Penny accepts it without seeming to care.
Penny is a relatively mild version of this, but Katie from the pilot was far worse. She even went as far as saying that the apartment was the only place she could stay rent free without having to sleep with anyone.
Fate/stay night. Although Taiga doesn't sleep at Shirou's house, she does spend a lot of time and take all her meals there, leading Shirou to think of her like this. Over the course of the three routes, the Emiya household sees a wide variety of temporary residents, a large amount of whom were never actually invited.
Played hilariously with Rin, who has a large home of her own and it's implied she's the only resident there-in. She moves in anyways to help Shirou during the Grail War and ends up staying. She even offers a totally made up line to Taiga about her place being renovated and thus can't stay there, to gain her approval.
Makoto Sawatari in Kanon starts out as a Pretty Freeloader before becoming a Haremette. A little more justified in her case since she's a girl afflicted with Laser-Guided Amnesia and that's why Akiko took her in. Specially considering that she's not even human to begin with.
In the webcomic Sparkling Generation Valkyrie Yuuki, Norse gods Thor, Hermod, and Loki play this role (for certain values of "pretty," anyway) in Yuuki's home. Admittedly, Thor and Hermod are there to prepare Yuuki to be a valkyrie, but Loki hangs around just to spy on Yuuki and act like an all-around pervert. Later in the series, valkyries Otsana and Shebi force their way into a random Japanese guy's house while they search for Yuuki. They do this by alternately invoking Sacred Hospitality and sheer terror (which the gods also used). They make their freeloader status explicit here
Ronin Galaxy: Taylor is taken onboard Cecil and Giancarlo’s ship, despite not having any discernable talents. Cecil also proclaims her “his maid” though she is never shown cleaning anything. Not to mention she almost got them both killed in the first chapter.
Vash, at least, is happy to do housework in thanks for room and board. Rumisiel… is not.
Vashiel also gets a job at Dr. Upton's clinic, handling appointment scheduling, since his tendency to get nosebleeds just from mentioning or hearing "breasts and vaginas and stuff" is a downright terminal condition. If the poor fellow wasn't immortal, he would probably die if he accidentally walked into a Hooters.
The squirrel girls from Sequential Art, who are useless at best and destructive at worst, having nearly got the main cast killed on two occasions. Strangely, they are in fact capable of amazing technical feats, which they could make lots of money off of were it not for their lack of common sense.
Helle Belle from Devilbear. She's the Daiva of Sloth, and more than lives up to the title. Normally seen planted firmly on the sofa. She's also ridiculously hot◊ for a couch potato.
In the 6teen episode "Cheapskates" Jen dates a guy named Griffin who is a cheapskate and has her pay for things for him. She wasn't happy when it turned out he was rich the whole time.