History Main / DatePeepers

* In ''LightNovel/MariaWatchesOverUs'', Yoshino spies on the date between her ''grande soeur'' (and cousin) Rei and one of the winners of the Valentine's Day contest.

* ''LightNovel/YouLikeMeNotMyDaughter'': After Ayako rejects Takkun, [[ShipperOnDeck Miu]] tells her that he already got a girlfriend and has a date that day, telling her exactly when and where to make sure she follows them. Takkun spots her almost immediately, but it turns out [[spoiler:he was seeing a movie platonically with his {{Crossdressing}} friend Ringou Satoya]].

* In a chapter of Fanfic/PriparaForever, [[ShipperOnDeck Nina, Fumika, Chululu, and Sun]] sneak up on Lucien and Isania's date.

* This is the entire premise of ''VideoGame/KittyPowersMatchmaker'', where the player watches their clients' blind dates through hidden cameras and offers advice through the client's earpiece.

** Downplayed with Kagami in chapter 12, who watches Marinette and Adrien in her cat form while the two are only hanging out and not dating. She runs into Juleka who was doing the same... in her dire wolf form.

* In ''Manga/KitsuneNoYomeiri'', Ousuke, [[{{Kitsune}} Kyouka]] and Aria spy on lothario-mode [[ChickMagnet Yoichi's]] date with Takoka Asuna to make sure he doesn't do anything to her. They in turn are spied on by Aria's brother [[KendoTeamCaptain Tarou]], who thinks the three of them are becoming delinquents, only for him to be spied on by Kumi because she thought something interesting was going on. By the end of the chapter [[GambitPileup there are more than a dozen people spying on people who are spying on other people]].

* ''Manga/ShonanJunaiGumi'':

* [[Webcomic/{{Weregeek}} Bad Abbie!]] [[http://www.weregeek.com/2010/10/01/ No biscuit!]]

* Not quite a date, but Anastasia and Joachim spy on Yuri and Karin during their blossoming romance in ''VideoGame/ShadowHeartsCovenant''. [[ShipperOnDeck Anastasia]] is rooting on Yuri to kiss her, which he fails to do, [[spoiler: and since she turns out to be his time-traveler mother, so much the better.]]
* The first appearance of the gym leader Misty in ''VideoGame/PokemonGoldAndSilver'' has you interrupting her date in Route 25.

* In Chapter 59 of ''Fanfic/BlazBlueAlternativeRemnant'', when Yang and Pyrrha go out on their first date, Ruby opts to follow and keep an eye on them, saying that she wants to protect them from Grimm attacks. Penny quickly surmises that she just wants an excuse to spy on her sister's date, but goes along with it. Their spying ultimately goes nowhere and is ever found out since Penny gets distracted by fireflies in the middle of it and Ruby follows along, leaving Yang's date unwatched.

* Vada and Thomas J follow Vada's Father and Shelley on the Bingo date in ''My Girl''. She yells "Bingo!" in from the window and HilarityEnsues.

TruthInTelevision, although perhaps not as common as portrayed in fiction.

** In "Madame Brooks DuBarry", Mr. Conklin and his daughter Harriet hide in the back of Mrs. Davis' living room, and spy on Miss Brooks and Mr. Boynton as they have a date.

* ''Manga/DetectiveConan'': Sato and Takagi have a date in an AmusementPark with half the police force, trying to make it fail without being seen.

* In the ''WebAnimation/HomestarRunner'' cartoon "Date Nite", Homestar and Strong Bad sneak along on Marzipan and the Cheat's date, and try (and fail) several times to sabotage it.

* In a chapter of Fanfiction/PriparaForever, [[ShipperOnDeck Nina, Fumika, Chululu, and Sun]] sneak up on Lucien and Isania's date.

* In a chapter of Fanfiction/Pripara, [[ShipperOnDeck Nina, Fumika, Chululu, and Sun]] sneak up on Lucien and Isania's date.

* ''Manga/KaijuGirlCaramelise'' shows Rinko Akaishi disguising herself as [[WesternAnimation/MickeyMouse "Mitchy"]] when her daughter Kuroe goes on a date with Arata at Destinyland. Initially, it was to confirm that it was in fact a date (Kuroe previously claimed she was just meeting some friends), but after seeing the date turn awkward thanks to Kuroe's efforts to avoid triggering her InvoluntaryShapeshifting, she decides to covertly cheer things up between the two of them.

* ''Manga/MahouSenseiNegima'':

* Kyou Fujibayashi has a tendency to do this in ''VisualNovel/{{CLANNAD}}''. She pretty much orchestrates the entirety of Tomoya's relationship with her sister, either from the shadows or more commonly directly, but she also interferes on Kotomi's route.

** In [[VisualNovel/TheFruitOfGrisaia Fruit]], on Sachi and Yuuji's date, Amane is the one who was curious about how they were doing.
** In [[VisualNovel/TheLabyrinthOfGrisaia Labyrinth]], in Amane's after story, the entire rest of the group decides to stalk Amane and Yuuji to their date out of curiosity (and because they were a bit jealous, also bored).
** Also in [[VisualNovel/TheLabyrinthOfGrisaia Labyrinth]], in Yumiko's after story. Although it was Yuuji who invited the girls to join them at the end of their date, they still managed to spy on them at the most inappropriate moment.

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