"Can you imagine all of these URLs aren't taken? verynaughtynuns.com, slightlynaughtynuns.com, nunscoveredinbutter.com... There's a whole untapped nun-fetish market out there! We need to get in on this!"
Somewhat noted in Mahou Sensei Negima! when Misora was forced to wear a miniskirted habit as a part of the class' "cafe". She prayed for the Lord's forgiveness. That said, she and Sister Shakti are kinda cute, and the skirts on their real habits are short enough as it is.
Sein really puts the "Naughty" back into "Naughty Nun" in Nanoha Vivid, where she almost manages to grope the entire female castnote before the Inter-Middle participants were introduced in a single chapter.
And then there's Sister Chantez, whose Barrier Jacket features a short skirt, a sleeveless top, and Underboobs.
Due was the The Mole and a Femme Fatale (not The Vamp). She seduced a priest to steal the Sankt Kaiser's DNA, which the Big Bad Jail Scaglietti used to create a clone of Olive Sägebrecht, the result being Vivio Takamachi, Nanoha's adopted daughter.
...And then there's Sister Eda and Sister Yolanda from the Church Of Violence/Rip-Off Church, who are pretty much as far from real nuns as you can imagine... (hint: they smuggle weapons. Lots of weapons. That's just the beginning.) Also worth mentioning that both of them are/were highly attractive. Especially Yolanda in her I Was Quite a Looker omake chapter.
Sister Angela from One Pound Gospel. Played with in that she is extremely devoted to her faith, and while she might harbor some feelings for Kosaku, she does her best to keep them platonic. Likewise, Kosaku's enormous crush on her doesn't keep him from dating other girls.
Melpha from Queen's Blade. It's hard to not see her as sexual, from her gigantic breasts to her "holy poses". In Rebellion, there is Siggy. Instead of being ashamed when she does the poses, she does them willingly...shame that she burns people for practicing magic, or science.
When Sato from Welcome to the NHK first meets Misaki and discovers she apparently has religious reasons for wanting to help him cure his hikikomori ways, he has fantasies about her wearing a nun's habit while touching herself and moaning "No! I shouldn't! It's a sin!"
Though this isn't explored further in the anime, the manga reveals that while her uncle and aunt are very religious Christians, she only goes along with them because they've been so kind to her; she holds no religious beliefs whatsoever.
Most nuns in A Certain Magical Index wear relatively reasonable habits, considering the ridiculousness of what they actually do, but one, Sister Agnese, upon her return is wearing a habit that is more holey◊ than holy. That one is explained in the novels as being a punishment: that a nun would be forced to wear something like that is supposed to shame them. Although Agnese wonders if Bishop Biagio doesn't have other reasons for putting her in it...
Played with in Kaitou Saint Tail. On one side, Seira's friendship with Meimi is really deep, and she has a suitor in the form of Sawatari whose feelings she's implied to reciprocate. On the other hand, she helped Meimi getting together with her beloved Asuka jr., and mercilessly squashed any feeling she had for Sawatari before consciously realizing she had them.
Viz subverted this with the one-off Topless Skateboard Nun as she isn't naughty at all, just topless.
6666, the sequel of 666 (about demons invading Earth in 2000) has a naughty female pope.
In 52, Whisper A'Daire is priestess of the Religion Of Crime whom Renee actually calls a Naughty Nun. Unfortunately, neither the "naughty" or "nun" vibe really came across on the page, something that Greg Rucka felt was just lost in the translation from script to final product.
X-Men 2099 had Sister Nicholas of the Sisters of the Howling Commandments...
Tales from the Leather Nun was a 1973 one-shot with naughty nuns, by artists such as Dave Sheridan, Spain Rodriguez, Roger Brand, and Robert Crumb.
Not to be confused with another comic book from 2008 called Leather Nun, featuring naughty nuns (among other things), by Paul Gravett and Peter Stanbury.
There's an entire genre of films like this, appropriately called "Nunsploitation".
Inverted when the Angels masquerade as nuns in the second Charlie's Angels movie.
In Shoot 'em Up, the hero takes the baby he has rescued from thugs who murdered his mother to a building that looks like a convent, and the door is opened by a young woman dressed as a nun. He barges in, and when she turns around in shock to follow him it's revealed that her costume has the rear end cut out of it, revealing that she is wearing some decidedly un-nunlike lingerie underneath and cluing the audience in to the fact that the building is actually a... "nunnery".
Low-budget cult film Roller Blade features naked lesbian roller skating nuns.
In the Pedro Almodóvar movie Dark Habits, the nuns are naughty in a wide variety of ways; they're sadomasochistic lesbians, drug addicts (and pushers), writers of erotic novels, and various other sins.
In the 1974 film Seijū gakuen aka School of the Holy Beast, the 'convent' is run much like a school for wayward girls, including the typical girl-on-girl catfight. They seem to find themselves getting into and out of their habits with alarming frequency due to their constant showering and friendly experimentation, though they do engage in more nun-like activities from time to time, such as praying, scrubbing floors and whipping newcomers with thorned roses to keep it spicy. Pinku Eiga and Naughty Nuns are a perfect match.
While she's probably not taken any oaths, the papal agent in the French film Brotherhood of the Wolf masquerades as a prostitute.
Castle Anthrax in Monty Python and the Holy Grail is populated by 8-score blondes and brunettes between the ages of 17 and 19 and a half, in pseudo-nun habits, with a Grail-shaped beacon atop the castle.
And the punishment for lighting the beacon is a spanking... for both the nun that lit it and every other sister in the castle.
Dingo: And then, the oral sex!
Sister Sara in Two Mules for Sister Sara is a whiskey drinking, cigarette smoking nun Who it turns out belongs to the other kind of Nunnery (ie: the best damn Cathouse in town).
Averted in the 1967 Bedazzled (1967) when Stanley's wish that he and Margaret were in love each other in a setting far removed from the crass modern world has the two of them turned to nuns in a convent. Nun Margaret is in love with the nun Stanley, but will not act on her feelings.
As Nuns are the quintessential unattainable woman, naturally jokes about their supposed promiscuity are common as well.
The Pope went to an ecumenical conference in New Orleans. As he had been within the church hierarchy for decades, he felt he had lost touch with the common poor, so he changed into street clothes and wandered into the French Quarter. While there he was repeatedly approached by prostitutes saying "$50 for some head." Confused by this, he returned to the conference and asked one of the local nuns "Sister, what is head?" To which she replied: "$50, same as the Quarter."
Nuns ask their abbess: "What have we got for supper today?" "Carrots" answers the abbess. "Aaaaaaahhhhh... Carrots!" swoon the nuns. "Grated carrots!" says the abbess with a wicked smile.
Invoked and subverted in one joke, in which two nuns are walking on the street at night and notice a man following them. They decide to split up in case he had some dastardly things in mind, and one nun gets to the cloister a good while before her companion. When her companion returns, she's grilled over what happened, responding that the man had caught up with her and propositioned for. Shocked, her friend asked her what she did in response to that. "Well, I lifted up my dress, and he lowered his pants... then I ran back here. After all, it's easy for a woman to run with a hiked dress, but impossible for a man to run with his pants around his ankles."
A cab driver picked up a nun who was waiting for a ride. Along the way, he turned to the nun and said, "Sister, I have a confession to make. I've always wanted to screw a nun." The nun gave him a look, then asked, "Are you a Catholic, my son?" to which the cabbie said yes. "Pull over," said the nun. The cabbie stopped the car, then the nun came around to the front seat and gave him the best blowjob he'd ever had. Once they resumed driving, though, the cabbie started feeling extremely guilty. "Sister, I have another confession—I'm not really a Catholic," he said. The nun replied, "Really? Well, my name is George and I'm on my way to a costume party."
One beautiful spring morning the head nun at the convent woke up feeling refreshed and well rested. Usually she ate breakfast in her room, but feeling as great as she did she decided to get dressed and eat in the dining hall. On her way to breakfast she passed Sister Mary Beth in the hall and said, "Good morning, Sister Mary Beth." Mary Beth replied, "Good morning, Mother Superior. Did you wake up on the wrong side of the bed this morning?" "On the contrary," the head nun replied, "I woke up feeling refreshed and ready for the day." A little farther she passed Sister Rebecca on the stairs. Rebecca said, "Good morning, Mother Superior. Did you wake up on the wrong side of the bed this morning?" "That's odd," the head nun said. "Sister Mary Beth just asked me that very question, and no. I woke up to a beautiful sunrise, and the birds chirping. And I feel wonderful." As she entered the dining hall Sister Rachel came up to her and said, "Mother Superior, I believe you woke up on the wrong side of the bed this morning." After hearing this again she was a little annoyed. The head nun said, "You are the third person to ask me that in the last five minutes. I woke up to a beautiful morning feeling great. Why is every one asking if I woke up on the wrong side of the bed? Do I look the grumpy?" "Oh no, Mother Superior, that's not it at all," Rachel said. "It's because you are wearing the Father's shoes." (This joke more commonly has the nun as a priest instead)
The novel Henry Esmond seems to allude to this trope via a subversion — the title character is in the English army and they are raping and pillaging and he rescues a nun from the violence. The listeners of his account expect that she is young and pretty and that a romance might develop but is instead old and ugly.
Julian passes by the "Shrine Of Aphrodite", where one can enjoy a priestess for a price. "They pretend it is religion. Actually, it is mass prostitution."
Live Action TV
In Californication's infamous opening scene, David Duchovny's character has a dream in which he is serviced by a nun.
When the original Blackadder finds himself appointed as Archbishop of Canterbury, he finds that the 'sexual favours of nuns' are a major source of income for the Church, along with curses and pardons. Baldric mentions that many sales are to other nuns (and Edmund's surprise isn't that nuns offer sexual favours, but that "some people actually pay"). He also has a secret passage to a nunnery in his bedchambers, which leads to an...interesting scene with two drunken would-be imitators of the knights who slew Thomas Becket.
This is partially Truth in Television and partially a historical and literary footnote. It is the case that nunneries were often operating as brothels in some parts of Europe during the Middle Ages. Partly as a result of this, and the anti-Catholic sentiments in England during the reigns of Elizabeth I and James I, 'nunnery' was a common euphemism for 'brothel', as in the line from Hamlet: Get the to a nunnery! Go!
It's also hinted that the mother superior and her assistant engage in lesbian bondage games.
Australian skit comedy show Skithouse had a scene with a group of people waiting for the bus, among them a Catholic nun. A voiceover asks "Can you tell which one hasn't had any sex?", and then an arrow appears, pointing to a man chatting with the nun.
Married... with Children: A nunnery hired Kelly to advertise their olive oil, dressed as a nun. She couldn't fulfill the morals clause in her contract. Bud manages to get his "chaste" mother the part, but she hardly acted nunly.
Leverage: In the "Boys Night Out" Episode features a woman posing as a nun to smuggle (medical) drugs. Jack Hurely(former target\client) shows a picture of her in Bikini where everyone comments "That's Not A Nun.!"
Subverted and stomped upon in Father Ted, where the one thing that terrifies Father Jack Hackett is the typical Irish nun - grey, humourless, sexless and authoritarian. Father Dougal Maguire is too dense to realise, in one show, that a pretty young nun is shyly hinting that she could break a vow for him.
In the episode of Everybody Loves Raymond, where Debra's sister Jennifer reveals that she is following a vocation to become a nun, it is hinted that as a single and free young woman, she's had a lot more sex and opportunity for sexual encounters than her married sister Debra. Debra is suitably cynical.
Bloodline has the nuns of the Church Militant Shengdi. Most specifically Leng Sha, who even has some relationships with both humans and vampires.
Then there's Ling Can, being a Manipulative Bitch in having a classmate of the second main protagonist join their side.
The cover for the Monks' 1979 album Bad Habits shows a cigarette-smoking nun with habit hiked up to reveal garters and stockings.
The music video for Billy Idol's cover of "L.A. Woman" features an attractive blonde woman dressing fetishistically as a nun. When Idol pursues her she doesn't keep the habit on for long.
"Don't Tell Mama" — one of the songs from Cabaret — involves Sally Bowles dressed as a nun and doing a strip tease.
"Mama thinks I'm living in a convent, A secluded little convent, In the southern part of France.
Mama doesn't even have an inkling, That I'm working in a nightclub, In a pair of lacy pants."
The French Celine Dion song "La Religieuse" ("The Nun") describes the internal conflict of a nun tortured by her memories of a life of passion.
"Crabalocker fishwife Pornographic priestess Boy, you've been a naughty girl You let your knickers down"
The Bob & Tom Show had a very humorous poem describing a nun, stuck on a broken-down bus with a bunch of kids on a church outing, strongly tempted to join a passing group of Hell's Angels.
Skyclad's song, "Spinning Jeny"
She whispered of her innocence - (a plea I must contest) While baptising helpless sinners with a missionary zest She will exorcise your demons - then exercise your thighs Await your 'second-coming' with a hunger in her eyes.
Mercyful Fate song "Nuns Have No Fun".
Warrant (no, not that Hair Metal band) song with the same name as above.
Not in the song, but a performance of the Blutengel song "Lucifer" had two dancers dressed as nuns. Halfway through the song, they strip off their robes to reveal a costume that includes fishnet stockings and leather collars. Can be seen here - the stripping bit starts at 3:33.
"Wash my blood", by Megurine Luka, is supposed to be about a nun who lost her virginity and became a nymphomaniac. YMMV though...
Alice Cooper's song "Sister Sara" from his album Dragon Town.
The video for Jon Spencer Blues Explosion's "She Said" from the album "Plastic Fang" featured a nunnery seduced by a vampire, causing the nuns to strip and grind on the stairs.
Appears rather disturbingly in William Shakespeare's Measure for Measure, when Angelo begins to develop an obsession with defiling Isabella. There was actually a modern production done of the play that plays up the fetishization to eleven, with whips and chains and things.
The impression of keen whips I'd wear as rubies,
And strip myself to death, as to a bed
That longing have been sick for, ere I'd yield
My body up to shame.
"Nunnery" was apparently slang for a brothel in Shakespeare's day, which is how he uses it in Hamlet.
This was, at least partly, due to the extreme anti-Catholic bias operating in England at the time. Being Catholic was, in itself, a capital offense for most if not all of his lifetime, and he worked in the serving levels of the courts of both Elizabeth I and James I (the players company he was part of was the official court theater troupe).
In the musical 9, Guido has one of his lovers dress up as a nun to relive his sexual awakening at the hands of a nun when he was a child.
The Sisters of Battle in Warhammer 40,000 are an entire army of space Nuns that alternate between dripping with assorted fetish appeal, and subverting the hell out of it, sometimes on the same units/models. Case in point: Sisters Repentia, who are depicted in the models as women in loincloths and half-corsets, with cloths over their heads and massivechainsawswords (and let's not get into the Mistress who leads them). Compare with a picture of a Repentia in their codex, who is entirely naked, wearing only parchments that are pinned directly onto her flesh with spikes. And the Ciaphas Cain novel Cain's Last Stand confirms said Naughty Nuns are not required to be celibate.
The Macho Women With Guns table top roleplaying game produced a supplement titled Renegade Nuns on Wheels.
Pops up in Exalted, where one of the Infernal Exalted signature characters wears a Naughty Nun outfit (as seen in this post on the official White Wolf livejournal). This is totally nonsensical, since we never once see anyone in Creation wearing an even slightly similar outfit - the local equivalent would be Immaculate Monks (who can be either male or female), but apparently it was too difficulty to make a fetishized version of brown robes and a shaved head.
There are two female characters in the Nasuverse who work for The Church. One of them, Ciel, is a main heroine of Tsukihime, with her own route and sex scenes in the Visual Novel, though it's subverted in that Ciel's not technically a nun and just likes to dress up as one, though she still counts in appearance. And then there's Caren, from Fate/stay night, whose outfit is outright Stripperiffic... and she admittedly does it on purpose to manipulate men.
Prier from La Pucelle. Actually lamphaded in one chapter, where another character tries to call her out on her outfit, only for Prier to retort that hers isn't much better. At this point, they both remember who ''gave'' them their outfits...
Arcana Heart's Clarice di Lanza. Not only she is a nurse, she is also quite impure, starting from her demon heritage (but she's not 100% evil) and her light and very playful personality.
Ragnarok Online has the Priestess class, which are dressed like nuns with outfits slit up the side, to where you can see stockings and garters. Before a patch changed them to something that resembles bike shorts, their death animation included a Panty Shot.
The Witcher: Not really an analogue of Catholic nuns, but members of a monastic order of nurses wear the habit. Geralt gets two of them in the neutral endgame, something of a consolation for Everything Trying to Kill You.
"And afterward, we'll pray!"
Assassin's Creed II has a strange, invoked example. In Venice, you will find La Rosa Della Virtł, a bordello owned by Sister Teodora, a former Catholic nun, and is staffed by former nuns. She gives her reasons to why she equates her bordello to a nunnery (she considers herself a nun by her own brand of faith), some points cover the indiscretions of monks and priests of the time (who label those same things as evil), and how in some ways, it helps men better than a confessional does.
Eddie: Nice try lady. Or whatever you are. I'm supposed to think you're a nun, but I know you're some kind of big ugly demon, so let's have it. (Battle Nun turns around revealing her demon face) Ah ha! I knew it! Big ugly demon. (Battle Nun slowly struts her incredible hourglass figure) Kinda sexy though in a weird way... Hm.
The nuns of the Order of the Mysterium in Anachronox all wear red bodysuits with hoods, black thighboots with heels, elbow-length black gloves and a hardly-covering white tabard. They (and the monks) take vows of chastity, although at least one monk and sister don't let it get in their way, as you may overhear from them. You also find one nun in the Red District on Sender Station, having taken up a new profession... while still wearing her old outfit.
TimeSplitters: Jo-Beth Casey was originally in nun attire. Considering her outfit in a later game has a shirt with "SLUT" across it, there may be implications to note.
Obviously Bonetown would have a naughty nun, located at the Downtown church.
Seika Kamori, a hentai game character and demon-fightingbattle-nun designed by Rindou Aya, who dresses in a Spy Catsuit-like, sexualized parody of real-life nuns' habits. Did we say that she repeatedly becomes a victim to tentacle rape?
The Little Sisters of Belial from Scary Go Round are basically a bunch of promiscuous punk chicks in nun habit. When Rachel takes them over and tries to use them in her revenge plot, they aren't too happy about it.
This fetish is used to comedic effect in the LoadingReadyRun sketch "Nuntastic": Kathleen tells her boyfriend Graham of her plan to create a nun-featured fetish site, dress him up as a nun, and roll in the bucks. Graham is not amused. "Apparently people want to see nun thigh, but not too much nun thigh."
Slipshine has a series of strips starring sister Wulfia Focker.
It does make a certain amount of sense, since many girls were sent to become nuns as punishment for sexual activities.
Quote from Isaac Asimov's Book of Facts: "Venice in the eighteenth century ... Nuns wearing pearls and low-cut gowns fought among themselves for the honor of serving as mistress to a visiting papal nuncio."
One Charles Addams cartoon shows four young women standing at a street corner. Two are wearing nuns' habits with knee-length skirts, a style just introduced at the time. The humorous part is that this was the time of the "maxi-skirt" in secular fashion, so the nuns are showing more skin than the girls who aren't.
The Sisters of Perpetual Indulgence are a troupe of drag queens with a nun motif that has chapters all over the world. Their main purpose is to raise money for charity, mostly for the GLBT community and AIDS benefits, but they do Toys for Tots around the holiday season as well. They are a staple at gay pride events in bigger cities, and the shows they put on must be seen to be believed. "Camp drag" and "Genderfuck" are gross understatements.