I really used to be a bad girlAn older character, who is seen as stodgy, virtuous, or law-abiding. We eventually learn that, in their youth, they were rather less so. When the older character is a mentor figure to the protagonist, The Reveal that they fit this trope can sometimes be part of the process of turning them into a Cool Old Guy. It's also related to Mysterious Past, though there doesn't have to be any mystery involved. Rule-Abiding Rebel or Bourgeois Bohemian can be the result if the character tries to have it both ways. This can lead to a case of Generation Xerox if the former rebel now has rebel kids of their own. Overcompensating for their rebellious past by being stern with their kids may increase the likelihood of their kids turning out just like them, while increasing the children's shock when they find out what Mom and/or Dad were like at their age. People who were rebellious in their youth — especially if their actions included a strong sexual element — are said to have been "sowing their wild oats." (This is also said in the present tense of older philanderers.) The etymology of the phrase is explained here. "Sowing one's wild oats" is often a great understatement of reality. On a few rare occasions, a former teen rebel was actually a closet rebel who was Living a Double Life. An extreme example might be The Fundamentalist kid you knew in high school and/or college, the one who always complained about all the other believers who didn't live exactly by their strict interpretation of As the Good Book Says. Then — sometimes decades later — the truth comes out. That obnoxious bible-thumper had actually gone through high school and/or college regularly cheating, lying, stealing and/or screwing Anything That Moves. Of course, such people don't exist in a vacuum. Somebody — a cohort or an adversary — knew the truth all along, but their warnings usually went unheeded. The Reveal allows this person to say "I Knew It" or "I Warned You" to all the doubters. Definitely Truth in Television. Contrast with Used to Be a Sweet Kid where a villainous or otherwise unpleasant character is shown to be much nicer and polite as a child. Compare Parental Hypocrisy.
I got gangbanged in the bathroom at my high school prom
Yes, I used to be a real wild child
But now I am a Volvo-driving soccer mom.
I got gangbanged in the bathroom at my high school prom
Yes, I used to be a real wild child
But now I am a Volvo-driving soccer mom.
— Everclear, "Volvo Driving Soccer Mom"
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Anime and Manga
- Axis Powers Hetalia:
- England was a pirate in his youth, but now considers himself to be a gentleman (though he still curses like a sailor). And everyone knows that...something happened during the 70's and England went through a punk phase. It's not really mentioned too much.
- Denmark went through a viking phrase himself and remains quite the Boisterous Bruiser.
- Hungary used to be a part of a group of nomadic warriors, and spent her childhood fighting various invaders. Upon learning she's actually female, she decides it's time to be a "frickin' lady" and ends up being a maid at Austria's house, and later becomes his wife. She still retains much of her Hot-Blooded personality, though.
- Great Teacher Onizuka: Danma Ryuji, the other half of Onibaku, is now a car repairman. Onizuka would himself apply, except that he's not that different than before.
- Late in Minami-ke, it is revealed that the oldest Minami sister, Haruka, who has previously been established as a thoroughly reliable Cool Big Sis with Yamato Nadeshiko tendencies, has been a legendary school Delinquent in the past.
- Asuma Sarutobi, whose past was expanded on in the anime, had a falling out with his father Hiruzen, the third Hokage, when he was a young adult and joined the Guardian Ninjas, bodyguards to the daimyo of the Land of Fire.
- Iruka Umino used to, like Naruto, be a prankster as a means of coping with his parents' death, making him strict but sympathetic with Naruto (he makes Naruto clean up his graffiti on the Hokage faces, but after Naruto points out he has no one to go home to, he offers to buy him ramen).
- Naruto himself becomes this in the Distant Finale. Long gone is the annoying, loud prankster. Now Naruto is the hokage and has a family of his own to take care of. That isn't to say he still isn't a knucklehead but he isn't the Idiot Hero he used to be.
- Neon Genesis Evangelion: Gendo Ikari was something of a delinquent in college before Fuyutuski was more or less forced to take him on as a kind of apprentice. It's subverted, in that he is even "worse" than he was before. Horrifically worse, to be honest actually, and Fuyutsuki had a role reversal in that he's now his Number Two instead of being his teacher, and openly objects to lots of the stuff Gendo pulls.
- Pokémon: Ash's mom Delia, at least according to the American stage show. She even dated Giovanni, the leader of Team Rocket. Now she's a mild mannered, loving if strict stay-at-home mom.
- Rurouni Kenshin: The main character was a mild one, being rambunctious and hot-blooded as a kid. He would take this Up to Eleven in the revolution, though, as an assassin against the government.
- Sayonara, Zetsubou-Sensei: Later on in the series, there are a lot of hints that the gentle, unassuming teacher, Jinroku, was a former member of the Yakuza and probably not the nice kind either.
- Amagasa-sensei in Hyakko was feared throughout the school back when he was one of its students. Now he's a teacher.
- Sawako-Sensei from K-On! was a Punk-Metal performer when she attended the school as a student. Very rebellious and goth-like.
- A popular hair dresser in Ice Revolution fit the Japanese Delinquents archetype to a T in her teenage years. She states her reasons for being violent and aggressive was due to being a closeted transsexual. After transitioning she calmed down considerably.
- Mari Katsuragi from The World God Only Knows counts as well. While she was introduced early in the series as a Yamato Nadeshiko with a Meganekko, once The Glasses Come Off, one will realize why she was previously known as the Snow Lady of the Mountain Pass: she was previously a member of a biker gang.
- Midori in Detective Conan looks like a very level-headed House Wife, but the flashbacks in the episode we "meet" her state that she was a membress of a delinquent gang.
- Kyouko Katsunuma from Fruits Basket was also an infamous girl gangster as a teenager, but that left her emotionally broken. She decided to put said Dark and Troubled Past behind, married her handsome teacher Kazuma Honda (who was also the only one who cared for her), and became Kyouko Honda aka Tohru's beloved mother. (Well, dead but much beloved mother)
- Sentarou from Sakamichi No Apollon is a gentle teenage boy but is constantly getting into fights and skipping class. The Distant Finale shows somewhere between running away from home and the seven year timeskip he began training to be a priest.
- The main characters' homeroom teacher Koumoto Akari from My Monster Secret used to be the legendary delinquent known as "Akari of the Hundred Visit". This shows, her angry self (which is often, thanks to the troll of the headmaster) pretty much scares the living out of anyone else. One character even remarks that facing off against Godzilla would be preferable to an enraged Akari. Akari herself seems to treat her past as an Old Shame and tries to hide it whenever possible.
- Downplayed with Kaoru from I Can't Understand What My Husband is Saying. Prequel series Metsuko ni Yoroshiku shows that her high school sempai's were both Japanese Delinquents, but she never took place in any of their insane activities. Played straight by said sempai's though, Akiko became the assistant to a detective and Yuzu became a mangaka.
Film — Animated
- A few of the more famous Disney direct to video sequels made use this trope:
- The Lion King follows Simba's character development from a rambunctious kid to a lazy teen to a responsible adult. The Lion King II: Simba's Pride shows Simba trying to emulate his father in raising his own cub, but taking a more strict, overprotective stance while doing so.
- In The Little Mermaid, Ariel often went up to the ocean's surface, despite knowing full well that her father forbade it because she thought he was being unreasonable and overprotective. Come The Little Mermaid II, Ariel's own daughter Melody does the very same thing (going into the sea when she knows it's forbidden), and Ariel becomes angry and scolds her when Melody reveals she did so. In both cases, it's about parents worrying for their children.
- Disney would recycle the concept again with Lady and the Tramp 2. In the first film, the Tramp was a stray dog who railed against the domesticated life, and spent his time doing things like chasing chickens and helping other stray dogs escape from the dog catcher; this naturally changed when he met Lady, so the second film has their son Scamp growing tired of the domesticated life and wanting to be a stray, totally ignorant to the fact that his father was once one.
Film — Live Action
- Back to the Future:
- Marty's mother, Lorraine Banes McFly in the first film. We don't see much of her in the present, but when he goes back to the 1950's Marty is definitely shocked to see her smoking and drinking. She also flirts with Marty and wants to park with him, despite her assertion thirty years later that girls shouldn't chase boys and her insistence that she never did that kind of thing with a boy.
- There's also Biff Tannen. Subverted at first with him being exactly the same as an adult in the 80's as he was in the 50's as a teenager. However, after Marty changes the past, he plays this straight in the new timeline.
- Additionally, an original draft for the second movie had George and Lorraine as members of the hippie counter-culture of the 1960's.
- The Beverly Hills Cop films. Protagonist, Axel Foley (Eddie Murphy)
Axel: You know, I wasn't always a cop; I fractured an occasional law.
- Bubble Boy, the 2001 remake. The main character's mother was incredibly controlling, ignored all of her son's concerns in favor of her shockingly over-the-top Fundamentalist beliefs, and treats her son like an infant the entire way through the movie, even going so far as to lie about the actual state of her son's immune system; he NEVER needed the bubble after age 4. She's a bit of a Karma Houdini herself, really. And as it turns out in the end, she actually used to be "Wildfire", the former love interest of that motorcyclist tough guy that was one of the first people the bubble boy met on the road.
- Word of Dante says Heath Ledger learned how to skateboard for The Dark Knight, as he considered The Joker a character who probably was a skateboarding teenage rebel.
- The Edukators kidnap a wealthy, middle-aged businessman who reveals that he and his wife used to be members of a socialist commune and got up to all sorts of shenanigans.
"We were six. Rolf, Bernard, I, Lizzy, Gabi, my wife. First, Rolf and Gabi were together. Then, Bernd and Gabi, then Lizzy and me. Then Bernd and Lizzy, then Lizzy and my wife for a while..."
- Kelly Radner from Neighbors, claims to have managed to avert The Bro Code before, and proves it by instigating a Your Cheating Heart situation by way of Girl-on-Girl Is Hot.
- Renaissance Man a 1994 film in which Danny DeVito plays a laid off advertising executive who gets hired to work with a group of misfit army recruits. The first thing he has them do is write essays about why they joined the Army. Several of them reveal that they fit this trope and the reason they joined the Army was to get away from it.
- Superbad Officers Slater and Michaels reveal to Fogle/McLovin that they were this. They knew his fake ID was fake all along but let him slide and did all their shenanighans with him because they saw their younger selves in him.
- What To Do In Case Of Fire, a German film is about a group of now-successful ex-anarchists in Berlin, who band back together after a bomb they had made 15 years earlier and forgotten about blew up, and they have to get rid of any evidence linking it to them.
- Much of the premise of The Banger Sisters.
- In the comedy performance movie Himself, Bill Cosby notes that one of the first things a parent says about their children entering adulthood is that they hope their child has children of their own, who will act just like they did as kids. Cosby says that is a curse, and it works.
- Windtalkers Sergeant Joe Enders (Nicolas Cage). His commanding officer tells him that he's done much better as a Marine than as a civilian, reading off from Enders' record that he stole a motorcycle and crashed it and got kicked out of high school for assaulting the assistant principal.
- Blue Ruin: The main character is a timid beach bum, but he sports a few heavy metal-style tattoos he got before dropping out of society. After cleaning himself up and reuniting with his old buddy Ben, who DJs at a club, Ben tells him that he looks "square."
- Sound Of My Voice: Lorna had her first hangover at 12. She lived an early life of decadence before straightening out and trying to become a writer/filmmaker.
- Mother: What kind of behavior is that? When I was your age, I always stayed at home in the evening.Daughter: Naturally you did. I was eight months old already by then.
- Agatha Christie's Hercule Poirot has alluded to the "fast living" of his youth, but details are few.
- Miss Marple has also made a few allusions to when she was a girl and looking for a man that her parents would disapprove of.
- The Chrestomanci series by Diana Wynne Jones. Christopher Chant definitely fits the bill. It's implied that Gabriel DeWitt, his predecessor, does as well, though we never learn enough of his backstory to be entirely certain.
- Discworld In one of the novels, Vimes was shocked to find his butler Willikins (gained when he married Sybil) was once a rather vicious street thug.
- The Dresden Files Charity Carpenter used to be quite the rebel, running away from home when her magic developed and getting involved with a number of bad crowds, ultimately joining a cult whose leader was sacrificing its members to a dragon. When Charity was saved from the dragon by Michael Carpenter, she settled down as a good Catholic and Housewife and gave up her magic. Some of the other skills she picked up during her rebellion (notably fighting, metalworking and vehicle repair) are still used to aid her husband and defend her family.
- Harry Potter:
- The Marauders ( save for Peter Pettigrew, who wasn't much of a rebel as he was a hanger-on). In their schooldays, they were some of Hogwarts' most notorious pranksters and illegally became underage Animagi to keep Lupin company during his werewolf transformations. Then there's the trouble the Maruders got in because of James' animosity with Snape. James settled down and got married to Lily, while Lupin became the Defense Against the Dark Arts professor, albeit temporarily. And Sirius Black, despite his incarceration and Roaring Rampage of Revenge against Peter... well, two out of four ain't bad.
- In Goblet of Fire, Molly Weasley recounts her Hogwarts days and describes a time when she and her future husband snuck out after curfew to have a nighttime stroll. Her son Bill is quite surprised and impressed.
- The epilogue of Deathly Hallows has Harry, Ron, Hermione, and Ginny be this. After spending the books (most notably most of that same book) as resistance fighters against Voldemort, we see that they all married, got jobs (most of which were for the Ministry of Magic), and had several kids. Word of God details this happening for a good many other characters, including Neville (he becomes a Hogwarts professor who marries Hannah Abbott, who herself becomes the landlady of the Leaky Cauldron) and Luna (she becomes the wizarding equivalent of a naturist, along with marrying another naturist and having two sons).
- Still Life with Crows by Douglas Preston and Lincoln Child. Winifred Kraus is a matronly old maid who was a terribly rebellious teenager who got pregnant out of wedlock. Her overprotective father forced her to give birth to the child in secret and hid him in the caves. When her father passed away, she became just as overprotective and kept the boy there his entire life so she could "protect" him from the outside world.
- This trope entire premise of Thirty Something. The series' protagonists are a group of members of the 60's counter culture and peace movement turned 80's yuppies.
- Kate Beckett from Castle—up until she started college, she had a rebellious wild child-streak. It's kind of played with in Richard Castle's case, in that he's still kind of rebel in some ways and likes getting on people's nerves sometimes, but it's generally in a more focused and mostly law-abiding way.
- Angel: Fred. When a spell caused her to regress to her teenage self "It'd be cooler if we could score some weed, though!" was one of the first things she said.
- Buffy the Vampire Slayer:
- Calling Giles a Former Teen Rebel is more than a slight understatement. Initially portrayed as the epitome of the stuffy Brit, the few clues of his youth reveal that he was an ultra-violent warlock known to his cronies as "Ripper". One of his former friends shows up in a few episodes as a sadistic priest of chaos who is more than disappointed that his big idol turned out to be such an uptight bore.
- When first introduced Faith was an Ethical Slut and Blood Knight who didn't mind if she had to Shoot the Dog because Buffy wouldn't, such as whether or not Angel was good. After her Face–Heel Turn she became a male raping psychopath who killed and did wrong For the Evulz, and actually tried to be this to attempt suicide by vampire. After breaking out of prison she has become one of the nicest people in both series, a Sergeant Rock to younger Slayers, and had not only seemingly grown out of her bad habits such as heavy drinking but she keeps others from doing so.
- Jane from Happy Endings was something of a wild girl in college-with hot pink hair, revealing outfits, dating a ton of girls and guys flashing a police horse, but matured into a competitive, career-minded Control Freak.
- Star Trek
- Captain Jean-Luc Picard of Star Trek: The Next Generation was a delinquent and skirt-chaser at the Academy, culminating in a bar fight with a group of Proud Warrior Race Guys in which he got stabbed in the heart. After that, he apparently became rather more focused.
- Oddly inverted with Captain James Kirk from Star Trek: The Original Series, who is...well, The Kirk in the present day but had a reputation for being a swot at the academy.
- In the 2009 film, Kirk plays this straight, largely on account of not having a father growing up. He changes when he decides to follow in his father's footsteps. Though he certainly manages to hold on to part of his rebellious attitude.
- Chakotay from Star Trek: Voyager is shown in "Tattoo" as a petulant youth who rejects his father's attempts to instruct him in The Ways Of His People because he'd rather run off and join Starfleet. Likewise even staid Tuvok was shown to have rejected the Vulcan philosophy of logic when he fell in love with an alien girl as a youth.
- Vulcans generally have a very strong tendency for this. Their philosophy of cold logic and detachment from emotion is their way to compensate for and restrain their violent and confrontational nature.
- In Firefly:
- We never really learn Shepherd Book's backstory, but what hints we get definitely suggest this trope. note
- While Simon is generally shown as being responsible to the point of often being The Comically Serious, one episode has him telling Kaylee about various shenanigans he got into in medical school, which apparently involved him and his friends being very drunk.
- In Rumpole of the Bailey:
- Rumpole's stuffy boss, "Soapy" Sam Ballard, president of the Lawyers as Christians Society, nitpicker about missing nailbrushes and anti-smoking crusader, once had long hair, called himself "Bonzo" and played lead guitar for an amateur rock group called the Pithead Stompers.
- Rumpole himself is a subversion of this: he was probably quite the rebel in his youth...and he remained one for the rest of his life. Granted, it's a much more subdued sort of rebellion, but then his youth was during The Great Depression.
- Dr. Gordon Gordon-Wyatt from Bones used to be a glam rocker.
- The Red Dwarf gang go back in time and see Lister at age 17 with his head-banging "sham glam" band. According to Lister, the crazy whacked-out hippie drummer became a police officer and a Freemason, and the "neo-Marxist nihilistic anarchist" bassist became an insurance executive with his own parking space.
- The protagonist of Welcome Back, Kotter was a delinquent in high school and now teaches a class of delinquents. He often butts heads with the principal, who taught Kotter back in his teenage punk days.
- Babylon 5:
- Captain Lochley joined the military to clean herself up after she found her best friend Zoe dead from drug overdose.
- Dr. Franklin is a minor example. He took up medicine partially to spite his soldier father.
- Juken Sentai Gekiranger has an example in team mentor Miki Misaki to the point that she is still remembered and feared by the current batch of teen rebels. She's also capable of kicking more ass now than she was back then thanks to studying Geki-Ju-Leopard-ken (Fierce Beast Leopard-Fist) in the intervening period.
- Joey Jeremiah in Degrassi.
- Modern Family: Claire Dunphy used to be much more like her wild-child eldest daughter Haley than she'd like to admit. Haley was actually conceived in the backseat of Phil's car after a Duran Duran concert.
Claire: Your kids don't need to know who you were before you had them. They need to know who you wish you were, and they need to try to live up to that person. They're gonna fall short, but better they fall short of the fake you, than the real you.
- Willie and Kate Tanner from 'Alf used to be hippies and rebels during the 1960's, but by the time the series takes place both have become responsible adults and parents.
- The Big Bang Theory Mary Cooper, Sheldon's mom, is devoutly Christian in the present. In "The Rhinitis Revelation" she tells Penny "When I was your age you could have me for a car ride and a bottle of strawberry wine.
- Hal in Malcolm in the Middle as a teenager was, essentially, Francis. His misadventures include running a pirate radio station as "Kid Charlemagne", which he attempts to revisit in one episode.
- Felicity Smoak in Arrow, introduced as a very proper and easily flustered IT technician at Queen Consolidated, albeit one who has the skills and flexibility to deal with the boss's more "off the book" requests, eventually becoming part of Team Arrow. The Flash Back in her Day in the Limelight episode reveals that when she was a student she was a somewhat Gothy Playful Hacker.
- In Westwood Vibrato, Father Thomas used to be a rebellious rocker.
- "Death or Glory" by The Clash, formerly in the page quote, is about the mellowing out with age. "Death or glory becomes just another story."
- Everclear's "Volvo Driving Soccer Mom", as seen in the page quote, is entirely about this trope. Supposedly Art Alexakis wrote it after meeting a porn star who was a soccer mom.
- "The Ascent of Stan," by Ben Folds.
"And you wondered why your father was so resigned...now you don't wonder any more."
- Clay Walker's "Fore She was Mama" is about a couple of kids who find a box of pictures in the back of a closet showing their mother when she was young, wearing skimpy clothes and hanging out with bikers.
- Ace from The Who's Rock Opera Quadrophenia, as explained in the song "Bell Boy".
- Allan Sherman's "The Rebel" ends when the Rebel decides to non-conform by going square. He marries his hippie girlfriend and moves out to the suburbs.
- Huey Lewis and the News' "Hip To Be Square" is sung from the viewpoint of a 1960s hippie turned 1980s yuppie.
- Judas Priest's "Parental Guidance" veers in this direction toward the end: "There's no communication / I'm tired of explanation / Is this message getting through? / You went through the same thing, too!" (Since Rob Halford was already in his mid-thirties when he sang those lyrics, the effect is doubly ironic.)
- Zits: A Sunday strip has Jeremy having a nightmare where this happens to him. He meets his future self and is dismayed to discover that he is not a rock god but is dressed in a business suit, balding with a comb over, and has a dental practice in the suburbs. The last panel has Hector asking him why he's dressed in a stereotypical thug outfit. Jeremy calls it "self defense against my future".
- It's hinted in Calvin and Hobbes that Calvin's dad may have been like this when Calvin goes through his old college yearbook.
Calvin: Is this you with the keg and the "Party Naked" t-shirt?Dad: (snatching the yearbook from Calvin) GIVE ME THAAAT!
- Inverted in Warhammer 40,000. Young Inquisitors are freshly indoctrinated and therefore puritanically orthodox. Those who survive to old age tend to lose their naivety and innocence to the setting's Black and Gray Morality, making them more radical and rebellious, and frequently the target of the next generation of Inquisitors.
- In Pokémon Live!, Ash's mom Delia is this. She's quite ashamed by her past, as the boy she was going out with was Giovanni and she was Team Rocket affiliated.
- The Elder Scrolls IV: Oblivion Martin Septim is a priest but dabbled in Daedric magic (apparently until it resulted in the death of his friends).
- Jolee Bindo from Star Wars Knights of the Old Republic. And a Jedi one to boot!
- Wynne in Dragon Age: Origins has got a milder variation, she tells stories of a time when she was significantly more hot-headed and rebellious than she is today.
- Metroid: Other M seems to show that Samus Aran might have been one of these. The Behind The Scenes trailer shows her former CO, Adam Malkovich, giving out orders, and while everyone else gives the thumbs up, she gives the thumbs down. Seen here at 07:56
- The reason behind Samus' thumbs down was she was always at odds with Adam when she was under his command, but over time, her thumbs down became a sign of trust and understanding between the two of them. Towards the end of the game after Adam's death, Samus gives a thumbs up in Adam's honor.
- Virgil from Arcanum was a thief and all-around careless thug, until other criminals he angered decided to make him care by taking it out on his brother.
- Valkenhayn .R. Hellsing of Blazblue is a profoundly loyal and unflinchingly polite Battle Butler in his old age, but humorously, in his younger years, he was actually very little different from Ragna.
- FBI agent Francis York Morgan of Deadly Premonition fame was a punk rocker in his teenage years. It seems to have formed the ba
- Carson von Mekkhan and Old Man Death from Girl Genius both "rode with the Jägers" i.e. acted as auxiliaries to Europe's evilest overlord's Badass Army in their youths. Carson is currently retired from his position as seneschal to said overlord's family and lives with his daughter-in-law, and Old Man Death runs a deli.
- Ki's father in General Protection Fault, didn't go nearly as far as some examples, but he, a Japanese man, committed the cultural taboo of marrying a Chinese woman. As he aged, he became more traditional, and after some unpleasant experiences with Ki's former fiance Sam, he becomes adamantly opposed to her marrying Nick.
- Roommates' Inspector Javert, believe it or not. To elaborate: When we saw his younger self he swore like a sailor, picked fights with authority figures and stole a child's cookie.
- Ye Thuza in Sandra and Woo is literally a former teen rebel, having fought in the Burmese resistance in her youth.
- Koneko is revealed to have been like this in Nyan~ Neko Sugar Girls. She's currently a soft spoken nice girl who wears a conservative style. In college she wore heavy makeup, a midriff baring shirt, shorts, and is shown popping bubble gum like the delinquent stereotype goes. Apparently she received a breast reduction as well because she no longer has Gag Boobs.
- Principal Skinner aka Armin Tamzarian, of The Simpsons, who actually assumed somebody else's identity as part of getting over his rebellion. Accidentally. He honestly intended to tell Mrs. Skinner that her real son was believed to be dead - but she thought he was her son when he showed up at her door, and he just didn't have the heart to tell her otherwise. Fans hated this episode due to how crazily most of the cast was out of character in order to make the plotline work, but interestingly, the writers never retconned it in response—Lisa actually uses the plot as a threat against him in an episode years later.
- Though "Boy Meets Curl" eventually retconned this by flash-backing to Mrs. Skinner pregnant with Seymour.
- Ms. Finster from Recess, in the episode "Weekend at Muriel's".
- American Dad!:
- Francine Smith was quite the party girl in college.
- In Season 2's "Bush Comes To Dinner" then-President George W. Bush brings this trope up to Stan after he angrily tells Hayley that she's a lost cause. Bush reveals that he was a very wild party boy when he was younger (which is Truth in Television) and that Hayley, due to her rebellious ways, is not a lost cause, but is on the track to becoming President of the United States.
- Terry McGinnis from Batman Beyond. His reputation as such is a big reason as to why he puts on the suit, and often comes back to bite him on the ass. As a teen, he was caught breaking and entering as part of a gang initiation. The way he describes it, he followed his best friend into the building and directly into the cops' hands. He also got into a lot of fights, but said flat out that most of what he did before the arrest was penny-ante stuff.
- Khan of King of the Hill, even looking like a 50's teen rebel, complete with pompadour, in the late 70's.
- In South Park, Kyle's mom Sheila was once a wild Jersyite known as "S-Woww Tittybang". Today, she's the poster girl of Knight Templar Parent.
- Sharon (Stan's mom) also appears to be an example of this. She and Randy were both hippies in the 60's. While Randy is essentially a Man Child, Sharon is a pretty strict and upright parent.
- While not a teenager, Professor Utonium from The Powerpuff Girls was shown to be an obnoxious brat as an elementary school student in the episode Get Back Jojo
- In the Avatar: The Last Airbender universe:
- Toph in Avatar: The Last Airbender is The Lad-ette and a Con Artist. Toph in the Sequel Series The Legend of Korra is remembered for founding Republic City's Metalbending Police Force.
- Toph's youngest daughter Suyin hung out with gangsters and was almost arrested for being a Getaway Driver. Now she's the motherly matriarch of Zaofu, although she still maintains a bit of her carefree attitude from her teen years.
- Fillmore! and Ingrid are not even teen yets but otherwise fit the trope. As a throwback to a popular cliche in Cop Shows, the two used to be troublemakers until they both decided to stop. Now they're on their schools Safety Patrol.
- Daria's parents, Helen and Jake Morgendorffer, were 60's flower children, while in the present, Helen is a workaholic lawyer and Jake runs a successful business consulting firm. The Season 2 episode, "That was Then, This is Dumb", focuses on their old hippie friends, The Yeagers, who still haven't changed.
- Some former gang-members and thieves have gone on to become police officers and security alarm manufacturers, using what they learned from their former life to their advantage in their careers.
- A Real Life example is Johnny Depp, who was once a conceited, self-centered Jerk Ass young actor who openly dissed the Academy and Hollywood in general. After several arrests and the birth of his first child, Depp has "grown up" and become a serious and respected actor. The Academy doesn't seem willing to let him live it down, though.
- Right-wing Republican author P.J. O'Rourke was an anarchist hippy. What changed? "I got my first paycheck".
- A common story with many hippies and flower children from the 1960's and 70's as well. After they grew up, got out of the hippie phase, and had kids of their own. They freaked out just like their own parents once the kids started into Sex Drugs And Rockn Roll for themselves. They tried to differentiate their experiences from those of their kids, with the most common justification being that it was "just so much more innocent then."
- Johnny Cash embraced Christianity after he earned a reputation as an outlaw in his twenties and thirties. He wound up using his experiences to serve as a strong advocate for social justice and prison reform, but themes of guilt and repentance were fairly common in his lyrics all the same. (He originally attempted to break in as a gospel singer, as seen in The Movie. He left his original label because they wouldn't let him record gospel stuff.)
- Stephen Fry. As a teenager he was expelled from school twice, was a serial thief, and served several months in prison; now he's well-known as "the politest man in England."
- Alice Cooper, original shock rocker, has a Christian summer camp for troubled youth and owns a sports-themed BBQ joint. Cooper found Christianity in the mid-1970s during treatment for alcoholism. While his music act hasn't changed much, he's very careful to keep his stage persona seperate from who he really is.
- Believe it or not, Ben Stein (of "Bueller....Bueller...." fame) wasn't quite so stuffy when he was in college 45 years ago and was protesting the Vietnam War. (Even more shockingly, his mother approved of it!)
- And everyone's favorite sardonic moralist, Bill O'Reilly , was - by his own admission - quite the womanizer back in The '70s.
- Myster writer Anne Perry, who was revealed to be murderer Juliet Hulme after the release of the movie Heavenly Creatures.
- Considering just how notorious Murphy Brown was In-Universe, it might not be a surprise that Candice Bergen was pretty rebellious. One prank she was a part of (when she was 21, which kind of deflates the "teen" part) required a temporary shut down of the New York Stock Exchange.
- Jack Kerouac, whose semi-autobiographical novel On the Road became a counterculture icon, ultimately became a political conservative and observant Catholic - albeit one still more than happy to partake in frequent recreational drug use. Stories tell of him getting smoking pot, watching the McCarthy trials on TV, and rooting enthusiastically against the communists.
- Glen Matlock, former bass player of The Sex Pistols, named his autobiography "I Was A Teenage Sex Pistol". In an interview in 2005, he expressed contempt for gratuitous swearing in modern society.
- It's very common for youth ministers and even general audience ministers to be former teen rebels. In fact, former teen rebels are among the most common adherents of extremist religious sects.