[[quoteright:255:http://static.tvtropes.org/pmwiki/pub/images/babysitting_adventures.jpg]]

-> '''Albert Collins''': Some guys are out to get 'em, and the girl's probably dead. She ain't got a nickel.\\
'''Kids''': And we should be in bed!\\
'''Albert Collins''': And you outta luck.

It was just a simple babysitting job, GoneHorriblyWrong.

Chris Parker (Elisabeth Shue) finds herself with nothing to do after her boyfriend breaks off their scheduled date, so she agrees to spend the night babysitting the Andersons' children Sara (Maia Brewton) and Brad (Keith Coogan).

Then her friend Brenda (Penelope Ann Miller) calls in a panic, having tried to run away from home with just enough money to cover cab fare to the bus station and the cost of a payphone call, and she asks Chris to pick her up in the city. Chris can't leave her charges behind unsupervised, so she takes them and Brad's friend Daryl Coopersmith (Anthony Rapp) along with her. She gets a flat on the highway en route, then realizes she forgot her purse. Things just get more crazy from there.

Creator/ChrisColumbus' directing debut, and the first starring role for Shue, this 1987 comedy was also the first PG-13 film released by Creator/{{Disney}} (albeit under the Creator/TouchstonePictures label, to avoid the association with strictly family content).

Incidentally, Creator/JohnHughes had absolutely nothing to do with this film, although many mistakenly assume he did due to its teen protagonist, UsefulNotes/{{Chicago}} setting, and Hughes's later collaborations with Columbus.

The Disney Channel produced a LighterAndSofter remake in 2016. Sabrina Carpenter (''Series/GirlMeetsWorld'') leads a (much) younger cast as the film's babysitter. [[Film/AdventuresInBabysitting2016 Tropes specific to that production go here.]]
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!!This Film Provides Examples Of:
* AvoidTheDreadedGRating: A MacGuffin being a ''Magazine/{{Playboy}}'', where Chris is the spitting image of the centerfold, some borderline offensive jokes and a WildTeenParty would be enough, but a couple quick exchanges of the F word were enough to get that PG-13. Though they did have to cut out another scene to keep the rating (see below).
* BadassLongcoat: Chris rocks one throughout the whole movie.
* {{Blackmail}}: A benign version of this enables Brad, Sara, and Daryl to tag along with Chris on her trip to collect Brenda from the bus station. Her initial plan is to leave Brad and Sara at home on their own, but when they answer her question of how their parents would even know she had been gone with a conspiratorial grin, she reluctantly takes them along. As they are getting into Chris' mother's car, Daryl appears from the bushes next to the Andersons' house exclaiming "Road trip?", leading Sara to innocently reveal that they are going into the city; he smirks and says the Andersons must really trust Chris to let her take their children into the city without adult supervision, and makes it clear that their secret will not be safe unless he can go with them.
* BlindWithoutEm: Brenda. Oh, Brenda. Once her glasses are stolen, the world becomes an indistinct blur - and through the haze of severe myopia, a sewer rat looks so much like a kitten...
* BookEnds: "Then He Kissed Me" plays on the soundtrack at the beginning and end.
* BrattyHalfPint: Sara has her moments.
* BrokenPedestal:
** Sara is heartbroken when Mr. Dawson (who looks exactly like Thor, her hero) turns out to be a JerkAss and won't let them have the car because they're $5 short. [[spoiler: Good thing he turns out be a JerkWithAHeartOfGold instead.]]
** This is Chris's reaction when she discovers [[spoiler: that her boyfriend is a total sleaze.]]
* ButtMonkey: Brenda. While in the bus station, she attracts unwanted attention from a man with a gun and a gleam in his eye, has her glasses stolen by a homeless woman (who apparently has a similar prescription to her), mistakes a huge sewer rat for a lost kitten (to the intense amusement of the exterminators charged with killing the rodent), fails utterly to persuade a hot dog vendor to accept a cheque as payment once she runs out of cash, and incurs the wrath of the homeless man who "lives" in the phone booth she used to call Chris.
* TheCameo: Blues musician Albert Collins as himself.
* CannotTellFictionFromReality: Sara seems to believe Thor is real; of course, she ''is'' a child.
* CatchPhrase: "Ya think?"
* CaughtInTheBadPartOfTown: This is what happens to Chris and the kids. Her car suffers a flat tire, stranding them on the South Side of Chicago. In getting out, the encounter a variety of locals, both helpful and hindering. Meanwhile, Brenda suffers a similar experience stuck in the downtown bus station.
* ChekhovsGag:
** After Brad brushes off Daryl and Chris asks who was at the door, he tells her, "Stray dog." When Daryl shows up as Chris and the Anderson kids are getting into the car, Chris asks who he is, and Sara quips, "Stray dog."
** Daryl loses the ''Playboy'' he presumably stole from his dad; when he finds a copy of the same issue at the chop shop, he steals it, unaware it has incriminating information about the gangsters' plans scrawled on the pages.
** "Nobody leaves this place without singin' the Blues." First said to the four suburban kids when they enter the club, then again to the gangsters when they arrive.
** Also... actually, it would probably be quicker to list the gags that ''aren't'' Chekhov's Gags.
* TheCityNarrows: The bus station, where Brenda saw three people shoot up, a bald Chinese lady with no pants, a homeless man who lives in the telephone booth she's trying to use, and a guy who keeps showing her his gun.
* CountryMouse: Just suburban, but otherwise the same. Chris, Brad, Sara, Daryl, and especially Brenda have led a very sheltered life in the suburbs, and are utterly out of their depths in a city of dirt, drugs, guns, petty theft, grand theft, gang violence, and just enough kind souls to get them out again in one piece.
* CoversAlwaysLie:
** They don't scale a skyscraper, as the poster shows, but Sara finds herself stuck outside of one in the climax.
** Also, Chris doesn't wear the skirt (or shoes) seen in the poster, either.
** The [[http://www.thebestlittlefilmhouse.com/ekmps/shops/tblfh01/images/a-night-on-the-town-aka-adventures-in-babysitting-uk-quad-1988-elizabeth-shue-artwork-by-drew-struzan-11338-p.jpg international version]] of the poster removes Maia Brewton completely and replaces her with George Newbern (who is also scaling the building, for some reason) to focus on the romantic element of the story...which is only a small part of the movie.
* ADateWithRosiePalms: Implied. The ''Playboy'' ends up in the same room with the kids because Graydon took it up there earlier to [[BlatantLies "read an article"]].
* DoubleEntendre: The hot dog vendor at the bus station is the source of several thanks to his insistence on referring to hot dogs as "wieners", making it sound as though he is referring to male genitals. When Brenda tries to pay for her hotdog with a cheque, he refuses as he only takes cash, explaining, "You slip me the cash, and I'll slip you the wiener," and when she confesses she has no cash, he snaps, "Well, '''I''' don't have a wiener!"
* EasterEgg: According to [[http://www.vulture.com/2011/12/keith-coogan-star-of-dont-tell-mom-the-babysitters-dead-indulges-our-nostalgia.html an interview with actor Keith Coogan]], Elisabeth Shue is actually in the frat party scene as two simultaneous people--both as Chris and as a random girl wearing a black cap and sunglasses. This was so that she could dance as an extra while other angles were being filmed.
* EightiesHair: Quite common, as the film ''was'' made in 1987...
* EvenEvilHasStandards: Although they are both criminals and work for the BigBad, both Joe and Graydon make it clear through their body language and overall demeanor that while they're okay with trying to get the magazine back, they aren't going to hurt any kids in order to do it. Graydon in particular, when he sees that Sara has climbed out the skyscraper window and is clinging precariously by her fingertips, is clearly horrified at how much danger she is in and wastes no time trying to save her. To his credit, when he has no other options to get to her ''he climbs out the window himself.''
* EvilOverlooker: On the [[http://www.moviegoods.com/movie_poster/adventures_in_babysitting_1987.htm Japanese poster]].
* ExtremelyShortTimespan: The entire movie takes place over a matter of hours, from the late afternoon to a little after 1 AM.
* GoodSamaritan: "Handsome" John Pruitt; while his SimplePlan to tow Chris' car to his garage and even pay to replace the tire does go awry, he makes partial amends for it later, even with the police after him.
* HeDidntMakeIt: Subversion: [[spoiler:Brad, thanks to MistakenIdentity.]]
* HeelFaceTurn: Joe Gipp punches Bleak unconscious when he shows up at the film's climax, child murder in his eyes.
* HeKnowsTooMuch: That ''Playboy'' issue had a bunch of notes the gangsters scribbled down...so much, in fact, that it would send them to jail.
* HookHand: But he's a nice guy, usually. Oddly, the [[http://www.emovieposter.com/agallery/archiveitem/8700896.html Japanese poster]] puts the hook hand on Graydon instead of Pruitt.
* ICanExplain: Yup, Chris's boyfriend was NOT doing what he claimed he was. He was with another girl. Although, he doesn't even try to explain. He just doesn't care. Chris dumps him, and ends up with a different guy by the end.
* IdenticalStranger: "Shaylene", the (fictitious) ''Magazine/{{Playboy}}'' centerfold that supposedly looks like Chris. Of course, seeing as the viewers only see it briefly, we can only [[TakeOurWordForIt Take Their Word For It]].
* IfYouTauntHimYouWillBeJustLikeHim: Double subversion.
-->'''Brad''': ''[grabs Mike by the collar]'' Id love to hit you. Id love to pound your face.\\
'''[[SmugSnake Mike]]''': Yeah, go ahead.\\
'''Brad''': ''[lets Mike go]'' But I wont. Youre so slimy, I wont sink to your level.\\
'''Daryl''': I will. ''[kicks Mike in the ass]''
* ImpairmentShot: After Brenda's glasses are stolen, we get a very out of focus POV shot as she stumbles toward a vending machine - and notices a small animal next to it which she thinks is a kitten. As we only see the animal through her eyes until a pair of exterminators arrive, we don't learn until she does that the animal is actually a giant sewer rat.
* JerkAss: See above descriptions of Mike.
* LittleMissSnarker: Sara.
* LoonyFan: Sara is a big...nay, ''huge'' {{Fangirl}} of [[ComicBook/TheMightyThor Thor]].
* MamaBear: Chris, especially on the train, dealing with the gang members.
--> '''Gang leader:''' Don't fuck with the Lords Of Hell! ''(After he throws his switchblade down into Brad's foot.)''
--> '''Chris''' ''(yanks the knife out of Brad's foot and points it at the leader)'': '''''DON'T FUCK''''' with the BABYSITTER!!!
* MarketBasedTitle: This was released in Britain as ''A Night On The Town.''
* MonochromeCasting: Obviously intentional in the case of the jazz bar.
* OffscreenInertia: Although it can be presumed the police eventually brought him back in and arrested him along with his boss, at the end of the movie, Graydon, the gangster who climbed out on the side of the Smurfit-Stone building to get Sara and the ''Playboy'', is shown still out there, clinging to the glass in terror...
* OneCrazyNight: In what should be an hour-long trip to the city and back to pick up her runaway friend, Chris and the kids she's baby-sitting get a flat tire, witness an attempted murder in a domestic dispute, get pick up by car thieves, get into a gang fight and meet [[ComicBook/TheMightyThor Thor]]. Possibly the trope codifier.
* PottyEmergency: Sara suffers a potty emergency that causes Chris and the kids to crash a frat house party in order to use the bathroom.
* PrecisionFStrike: Two in two successive lines, resulting in the movie's PG-13 rating. See above.
* PrettyFlyForAWhiteGuy: The suburban white kids wow the cynical inner-city black audience with their improvised blues song. Though maybe they're just getting props for working under duress (what, exactly, happens to those who refuse to comply with the order to sing the blues?).
* PrettyInMink: A teenage runaway in a white fur jacket, Mrs. Anderson has a black mink coat, and Chris uses a full-length coat with a huge collar to sneak into the office party the Andersons are attending.
* RandomEventsPlot: Chris' friend Brenda runs away, has to have Chris pick her up, the car gets a flat, they get picked up by a truck driver with a HookHand, who is pretty nice until he finds out his wife is cheating on him, they end up getting in a car while it's getting stolen... It just goes on and on. See ASimplePlan below.
* TheRemake: A kid-friendly version for The Disney Channel. [[WhatCouldHaveBeen Originally conceived as a "follow-up"]] titled ''Further Adventures in Babysitting'', the "Further" was dropped from the title and it became a straight remake/reboot. The MacGuffin was changed from a Playboy magazine to a ferret(?) and the film's famous line "Don't FUCK with the babysitter" was changed to "Don't mess with the babysitter".
* RunningGag: The Playboy centerfold.
* ShoutOut:
--> "All right, it's [[Film/GoneWithTheWind quittin' time at Tara!]]"
* ASimplePlan: All Chris is trying to do is drive herself and the kids into the city, pick Brenda up, and drive back.
* TheStinger: See OffscreenInertia above.
* TerrifyingRescuer: Chris's car gets a flat, leaving her stranded on the side of the expressway. She is understandably frightened when a huge truck pulls up behind her and a hulking figure with a HookHand gets out. But this turns out to be tow-truck driver "Handsome" John Pruitt, who offers her a free tow to Dawson's Garage.
* TheyReallyDoLoveEachOther: When Sarah goes missing Brad, and even Daryl are genuinely concerned about her, and are visibly relieved when she is saved from the window.
* TrailersAlwaysSpoil: The trailer pretty much walked the viewer through the film's main events, including the climax at the Smurfit-Stone building, then actually showed [[spoiler: the parents returning home and Chris sitting on the couch, safe and sound. "Any problems?" they ask, to which she casually responds, "No, not really."]]. Kinda destroys the tension.
* UrbanLegend: Chris is telling one to the kids while heading to the bus station. About the guy with the hook. Guess what the helpful tow truck driver who rescues them a few minutes later is sporting.
* WickedStepmother: Brenda says her father's new wife is this, although [[UnreliableNarrator the credibility is questionable]]. Either way, the tumultuous relationship with her stepmom is why Brenda tries running away from home.
* WorstAid: CHRIS PULLED THE KNIFE OUT OF BRAD'S FOOT! Okay, it was a toe, the wound only required a single stitch, and she pulled the knife out not in an effort at first aid but in order to defend him and herself from a gang. But [[spoiler:the scare where the ER doc confused them for asking about a different patient and told him "their friend" was dead, when Brad was actually just fine,]] may have been a bit karmic.
* WrongGuyFirst: Mike, Chris' boyfriend at the start of the film, lies his way out of their anniversary date so that he can go out with a girl with a reputation for sexual promiscuity.
* YourCheatingHeart: Chris' lowlife boyfriend cancels their date on the anniversary of their first one to go out with another girl, and Chris goes through hell as a result.
* YoungerThanTheyLook: The prostitute. Or so she claims.
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