- Code: Pony Evolution does this tons. Heck, reterusu just loves lampshading stuff in general.
- Child of the Storm does this a lot, and it's part of the author's heavily Discworld and The Order of the Stick influenced Signature Style. For instance, the first chapter of the sequel, a standard Breather Episode, has Harry thinking that it's all going to be fine. The last line disputes this.
Really, you'd think he'd know better by now.
- In the Jackie Chan Adventures fic Queen of All Oni (by the same author as Jewel of Darkness below), has Jade lampshade the squid Shadowkhan mask ending up on Finn by accident.
- Half the humour in Yu-Gi-Oh! The Abridged Series is hanging lampshades on ridiculous plot points, poor character traits, screwing the rules due to money, excesses of Serious Business and gratuitous use of ancient Egyptian laser beams, among other things.
- They also lampshade their own jokes, such as in Episode 63, during flashbacks, multiple characters say "I don't understand why it's called that" when the abridged versions of the God Cards are played and are met with the reply "Nobody does, it isn't funny"
- And in the same vein, Sailor Moon Abridged regularly points out its plot holes, and one of the scene transitions is Serena saying "plot hole!"
- Dragon Ball Z Abridged does this from time to time as well. In episode 38 Android 17 asks how Gero made himself into an android. When Gero responds that he made himself a new body and put his own brain into it Android 18 asks how he managed to do that. Gero responds with a bewildered "How did I do that?"
- In the Broken Bow series, Book 3, we get this lovely exchange when Ari McMurphy, who is incidentally a child of the Goddess of Chaos, keeps saying things like "At least it can't get any worse!" Things, of course, immediately get worse directly afterwards.
- Played straight, and then lampshaded in this chapter of a Warhammer 40,000 fanfic, which has the main character bash an Eldar Farseer and Space Marine Terminator with a fire extinguisher in much the same way as he did the previous chapter, gives a snark about the possibility of it becoming a running gag, then goes on to extinguish the smoldering lampshade behind him.
- Chapter 8 of Takamachi Nanoha of 2814 by Shadow Crystal Mage makes fun of this trope, repeatedly having characters ask where other characters want lampshades hung, or variations thereof. It also plays this trope straight, sometimes in the same paragraph as the gags.
- The real-life author of Equestria: A History Revealed tends to lampshade some of the narrator's more erratic behavior and her tremendous leaps of logic.
- Kyon: Big Damn Hero as a TV Tropes/Haruhi crossover (whatever that means) seems obliged to lampshade everything. Well, when tropes aren't being discussed...
- The Mass Effect Self Insert Mass Vexations does this a lot, particularly as far as the orange paperweight goes.
- In Aeon Natum Engel, if the situation is lampshadable, it WILL be Lampshaded.
- A Very Potter Sequel has a (seemingly) improvisational instance of this. There is a scene where Ron attempts to pull a poster of Taylor Lautner off the wall in Umbridge's office, but it appears the actor has too much trouble trying to tear it down and ends up returning to the group, saying "it's stuck on with magic!" When they appear in the next room — which is the same area on the stage they just "left" — they comment on the fact that "there's a Taylor Lautner poster in here, too!"
- In this Glee fanfic, Rachel pretends to be a boy so that she can enroll at Dalton, and ends up being Kurt's roommate. Upon finding out that she'll be rooming with the only person in the place who is in on the secret, she says: "Oh. Well, that's ridiculously convenient."
- Obsessive Lily Disorder The story is set in the seventies and Sirius is singing a lot of more modern songs. James points this out:
"Sirius, for Christ's sake," James sighed, "Will you ever stop singing random songs that probably haven't been written yet and are completely out of this time period?"Sirius looked at him blankly. "Wha...?""Never mind."
- In his Castlevania II: Simon's Quest With Lyrics video, Brentalfloss is stopped partway through by the infamous "What a horrible night to have a curse" box.
- There were a few lampshades to the writer of Ed, Edd N Eddy: The High School Years, particularly in chapter 5 and less so in chapter 4.
- In another Friendship is Magic Fan Fic, Silent Knight, Chapter 3 has Pinkie Pie, the resident Genre Savvy Cloudcuckoolander, lampshading the possibility that the Original Character may indeed be a Mary Sue. It has yet to be disproved.
- In Fantasy Sports League: "It's unprecedented! In the history of literature and sports I don't think there's ever been a case where a group of ne'er-do-wells were able to band together and in the most unlikely of conditions, take on an all-powerful foe! This is amazing!"
- Adventures of the writer does this do pretty much every trope it uses.
- Those Lacking Spines is, without a doubt, the single most lampshade-riddled fanfiction ever. It takes the time to bring up anything and everything ever done by a fanfiction writer who wrote about Kingdom Hearts and Organization XIII, and proceeds to mock it and deconstruct it in every single way possible.
- There are a lot of these in Calvin and Hobbes: The Series.
- Jewel Of Darkness: Jinx gets what may be one of the funniest examples of lampshade hanging ever when, after a string of failed attempts to find of method of flight, she utters this gem:
"How hard can it be to defy the laws of physics? Everybody does it."
"And there's the post big fight self destruct."
- While explaining to Ai how she intends to turn the Titans against each other, Midnight points out how heroes normally use the same tactic against villains.
- Beast Boy lampshades the Collapsing Lair trope when Midnight's lair begins to self-destruct after the Final Battle of the first arc:
"No body, no death, in our line of work."
- Same chapter, Robin explains why he thinks Midnight survived:
- When Terra expresses surprise that Jump City has a diamond mine, Cyborg states that the city has a lot of stuff, and that he sometimes still gets surprised. This most likely is in reference to the fact that the city's layout on the show often seemed to change depending on the needs of each episode.
- Jinx at one point wonders why buildings always end up on fire when they're attacked by villains.
- In the Total Drama story, Legacy, Heather comments on the seeming absurdity of her decision to name her baby after a former enemy.
- The protagonist of Sophistication And Betrayal has a habit of doing this, particularly any time Pinkie Pie does something weird.
- The 24 fanfiction "24: The Parody" constantly lampshades, especially with the scenes with the writer and the editor. In fact, lampshading is probably the reason WHY this story exists.
- The Adventures of Irving and Friends has plenty of it:
—Buford: Ugh! How come whenever someone is about to say something important they get cut off? That gets annoying.
- The Ranma ½ Elsewhere Fic Boy Scouts ½ has a charater, Bill Gelinas, who has developed a strange knack of pointing out when things are too convenient, or of thinking that he sees unlikely patterns in the lives of himself and his fellows. His declarations of such have even developed a stock response of, "Shut up, Bill!" that has been so ingrained in his fellows that they have been known to shout it out almost like a Pavlovian response even if Bill is not present when something too convenient occurs. (Or, to really break the fourth wall, on rare occasion a scene with such an occurrence without him present has cut away to him for him to randomly declare the convenience of something he'd logically not know is happening.)
- Sonic Evil Reborn Zero revolves around this trope. A character who's just a bit too cool and important mostly of melee combat drops in out of nowhere? He even has his own light saber, despite the heroes usually using melee combat? Must be some 8 year old's wish fulfillment come to life or something. Another hedgehog? And the big evil guy's a hedgehog too? Why is it that hedgehogs are the pinnacle of anything? Why can't it be something more original, like a mink? Or an aquatic type? Sonic is the chosen one? Nooo... Really? Who'da thunk.
Bystander: "Cinos? It's Sonic spelled backwards! Cinos is... evil Sonic... Because he's... Cinos. Who comes up with this stuff? I'd expect better from a teenager's first attempt at a novel!"
- Also used to dramatic effect. Why exactly do the super forms need 50 rings? And if you used more than one ring a second, do you get some sort of power boost?
- Navarone spends half the story lampshading events in Diaries of a Madman, from the strange nature of the world, to the crazy nature of Equestrian villains. He's also quite fond of ranting on about the inexplicable uses of hooves ponies are capable of.
- You can trust Discord to get a major one in for the Triptych Continuum (even if you can't trust him for anything else), complete with appropriate accessory. His description of the mission in the main story comes out like this: '"You're going to go do something that I, with all my power, could seemingly accomplish all by myself with practically no effort on my part. But instead, I'm sending a bunch of considerably lesser strengths out there for reasons which I will not explain and allowing my quasi-omnipotent self to take a nap while everypony else deals with all the trouble." He glanced back at Celestia, adjusted the lampshade resting on his head. "That's about right, isn't it?"'
- Sonic X: Dark Chaos gleefully references, parodies, and deconstructs tons of tropes common in the Sonic the Hedgehog fandom from Mary Sue OCs to "edgy" characters to Stupid Evil villains.
Tsali: "Nothing personal"? Trinity, in this fucked-up universe of ours, don't let anyone kid you. It's always personal. All of it.
- Tsali makes a number of jabs and jokes towards "edgy" characters, to the point where he actually references the "Coldsteel the Hedgeheg" meme. It's also a case of Self-Deprecation, since he himself is an "edgy" OC at first
Sonya: No, senpai. You notice me.
- Nearly all of Eric's lines are either Cloud Cuckoolander craziness or Lampshade Hanging about the setting and plot. His status as a literal Author Avatar is also constantly mentioned.
- Sonya hangs numerous lampshades on "weeaboo" stereotypes.
- Tails constantly lampshades how stupid it is that the Metarex believe he is Tsali simply because they look similar. Sonic, of course, lampshades it right back.
- In The Story To End All Stories, the characters are constantly questioning everything that happens to them and there are quite a few jokes about them and the stories they inhabit.
Lampshade Hanging / Fan Works
Lampshades hung in fanfic and other fan works.