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    Top Teen & College Comedies You Haven’t Seen – 1995 - 1999

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    by admin
    June 16, 2022 - Updated on April 29, 2025
    in Blog
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    This is our ongoing series of the Top Teen & College Comedies You Haven’t Seen. You can access links to previous lists below. This article is about the Top Teen & College Comedies You Haven’t Seen – 1995 – 1999.

    Listed below are the links to previous years and links of the Top Teen & College Comedies You Haven’t Seen lists:

    • Teen & College Comedies – The 1970’s
    • Teen & College Comedies – 1980 – 1984
    • Teen & College Comedies – 1985 – 1989
    • Teen & College Comedies – 1990 – 1994
    • Teen & College Comedies – 1995 – 1999
    • Teen & College Comedies – 2000 – 2004
    • Teen & College Comedies – 2005 – 2009
    • Teen & College Comedies – 2010 – 2013
    • Teen & College Comedies – 2014 – 2017
    • Teen & College Comedies – 2018 – 2022

    1995 – 1999 continued many of the same subgenre themes found in the earlier half of the decade. Black Comedies became much more frequent within the Teen & College Comedies subgenre, Period Pieces with coming-of-age narratives continued to be popular and Slapstick and Quirky comedy were prominent comedic styles in the latter half of the decade. One additional theme also grew in popularity – Teen & College Comedy films focused on teenage females and young adult romance.

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    Black Comedy continued to be the dominant comedic theme in films such as The Opposite of Sex (1998), Dead Man on Campus (1998), Jawbreaker (1999), Election (1999) and Teaching Mrs. Tingle (1999).

    Period coming-of-age films and teen comedies continued with Going All the Way (1997) and Liberty Heights (1999) set in the 1950’s, That Thing You Do! (1996) and Strike! (1998) set in the 1960’s, Detroit Rock City (1999) set in the 1970’s and SLC Punk! (1998) set in the 1980’s.

    Slapstick Comedy was found in Billy Madison (1995), Senior Trip (1995), High School High (1996) and The Waterboy (1998), while Quirky Comedy started to become a popular Comedic style with Rushmore (1998) and Gregory’s Two Girls (1999).

    The one major trend that appeared in the decade, however, were female focused Teen & College Comedy films. These films utilized various comedic styles and often incorporated romantic comedy tropes. Clueless (1995), Strike! (1998), Jawbreaker (1999), 10 Things I Hate About You (1999), Never Been Kissed (1999) and Dick (1999) were prominent female-focused teenage comedy films in the latter half of the decade.

    Other classic and notable subgenre films from 1995 – 1999 included Major Payne (1995), Senior Trip (1995), Angus (1995), Empire Records (1995), SubUrbia (1996), Eight Days a Week (1997), Can’t Hardly Wait (1998), Simon Birch (1998), SLC Punk (1998), Varsity Blues (1999), Human Traffic (1999) and American Pie (1999).

    For our list of the Top Teen & College Comedies You Haven’t Seen – 1995 – 1999, we selected some lesser-known films from a variety of subgenre themes. We also tried to select films that were representative of the back half of 1990’s culture and nostalgia.

    Classic, must-see subgenre films from 1995 – 1999:  Billy Madison (1995), Clueless (1995), Angus (1995), Can’t Hardly Wait (1998), SLC Punk (1998), Rushmore (1998), 10 Things I Hate About You (1999), Election (1999) and American Pie (1999).

    Lesser-known subgenre films that didn’t make our list: My Teacher’s Wife (1995), The Baby-Sitters Club (1995), Senior Trip (1995), Empire Records (1995), The Mighty (1998), Gregory’s Two Girls (1999), Varsity Blues (1999), Never Been Kissed (1999), Dick (1999), Teaching Mrs. Tingle (1999) and Detroit Rock City (1999).

    Note: We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites. Here is our list of the Top Teen & College Comedies You Haven’t Seen – 1995 – 1999:

    #10
    Liberty Heights

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: Period piece about a Jewish family growing up in 1950’s Baltimore.

    KBZ’s Take: This is a coming-of-age period piece that touches on a variety of subjects. While the comedy is more subtle in this film, there’s many dramatic moments involving racism, antisemitism and teenage romance. There’s also a subplot involving the father (played by Joe Mategna) whose business isn’t exactly legal. That subplot leads to some very amusing scenes with Orlando Jones as Little Melvin who isn’t the brightest tool in the shed. Some very heartwarming moments in this film and highly recommended for fans of the subgenre.

    Where to Stream / Buy: https://amzn.to/3JArx8u

    #9
    Jawbreaker

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: Three of Reagan High School’s most popular girls kidnap their friend and accidentally kill her.

    KBZ’s Take: The best of the various Black Comedy Teenage films in the 90’s that dealt with murder. The film is part satire on High School popularity and part Detective film as the girls try to coverup the crime (with diminishing and often hilarious results). The film also starred a who’s who of 90’s teenage actresses with Rose McGowan, Rebecca Gayheart, Julie Benz and Judy Greer. Highly recommended film for fans of the subgenre.

    Where to Stream / Buy: https://amzn.to/40hUhJ6

    #8
    Going All the Way

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: Coming-of-age story of young Korean War veterans and friends reuniting back home.

    KBZ’s Take: One of the lesser-known coming-of-age period pieces of the subgenre, Going All the Way is worth seeing for Jeremy Davies performance alone. Davies has carved out a niche as an often-neurotic character in film and TV such as Lost and Ravenous (1999), and this is a must-see film if you are a fan of his work. As for the film itself, it follows typical plot points as similar coming-of-age period pieces but it’s the roles of Ben Affleck, Amy Locane, Rachel Weisz and Rose McGowan that make it worth watching.

    Where to Stream / Buy: https://amzn.to/3RfLHXv

    #7
    Glory Daze

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: College roommates in Santa Cruz, CA question life after college.

    KBZ’s Take: A lesser-known subgenre film that has early career performances from Ben Affleck, Sam Rockwell and Alyssa Milano. The film’s Santa Cruz setting is unique to the film (and subgenre) though the film relies on common themes and situations of life after college. Comedy-wise, there are a few funny moments in the film, but we’re listing the film more for rarity than anything else. It’s a recommended watch for fans and completists of the subgenre.

    Where to Stream / Buy: https://amzn.to/3JobISx

    #6
    Human Traffic

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: Five Twenty-something friends spend a drug-fueled weekend in Cardiff, Wales.

    KBZ’s Take: If you turned on this film without knowing anything about it, you’d likely swear it was directed by Danny Boyle. While the Justin Kerrigan directed Human Traffic has many visual similarities to Trainspotting (1996), it’s a more tamed-down version of young adults involved with the UK drug and rave cultures of the time period. It’s still a great film and one that shouldn’t be missed by any fans of the subgenre.

    Additional Lists: Top Stoner Comedies You Haven’t Seen #7

    Where to Stream / Buy: https://amzn.to/3Js9npv

    #5
    Eight Days a Week

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: Teenager camps out on the front lawn of his neighborhood crush for the entire summer.

    KBZ’s Take: This is a surprisingly good film that balances coming-of-age period situations with raunchy and sex humor comedy. At the core of the film are the two leads – Peter (Joshua Schaefar) and Erica (Keri Russell) – who have a certain chemistry that works in the film. Most of the raunchy comedy, however, is delivered by Matt (R.D. Robb) – Peter’s friend who tries (and fails) at every form of adolescent masturbation to great comedic effect. Highly recommended film of the subgenre.

    Where to Stream / Buy: https://amzn.to/3kPu0BL

    #4
    SubUrbia

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: A group of teenagers support each other as they approach adulthood.

    KBZ’s Take: Though the film is not a classic like Richard Linklater’s previous effort Dazed and Confused (1993), it’s still a great film with Linklater’s signature framing of dialogue (scripted by Eric Bogosian). The ensemble of actors in this film is what makes it work with some great performances from Giovanni Ribisi, Parker Posey, Steve Zahn and Nicky Katt. There’s not much that actually happens in this film, but it’s just as enjoyable watching the actors muse about their disdain for their lives and future.

    Where to Stream / Buy: https://amzn.to/3DpHlXO

    #3
    The Opposite of Sex

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: 16-year-old girl visits her gay half-brother and seduces his boyfriend.

    KBZ’s Take: This is the type of film where the plot cascades into increasing chaos with great comedic effect. With razor sharp wit and black comedy, both Christina Ricci and Lisa Kudrow steal the show as opposing forces on the seduction by Ricci’s character. It’s also a great script as you rarely can guess where things are going, and you’ll be left with quite a few WTF’s and laughter as situations escalate into the absurd. Highly recommended film that every fan of the subgenre should seek out.

    Where to Stream / Buy: https://amzn.to/3HnO45Z

    #2
    SLC Punk!

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: Two former geeks become 1980’s punks.

    KBZ’s Take: SLC Punk seems like it was made specifically for Matthew Lillard as he gives a career performance in this film. Playing Stevo, the lead character, Lillard’s narration of the film is often times even funnier that his actual film dialogue. The film also has one of the greatest lines of dialogue which not only encapsulates the movie (and why the leads are anarchists) but teenage stereotypes of the 1980’s:

    “Even as early as my first party, “Why did I love to fight?” I framed it, but still, I don’t understand it. It goes against my beliefs as a true anarchist. But there it was. Competition, fighting, capitalism, government, THE SYSTEM. That’s what we did. It’s what we always did. Rednecks kicked the shit out of punks, punks kicked the shit out of mods, mods kicked the shit out of skinheads, skinheads took out the heavy metal guys, and the heavy metal guys beat the living shit out of new wavers and the new wavers did nothing, they were the new hippies. What was the point? Final summation? None.”

    We wanted to put this film as #1 on our list but had to reserve that for one of the lesser-known classic films of the subgenre. However, if you still have not seen SLC Punk, move it to the top of your queue as its one of the best films of the subgenre.

    Where to Stream / Buy: https://amzn.to/3XTgqvS

    #1
    Angus

    Top Teen & College Comedies You Haven’t Seen – 1995 – 1999

    Plot: Shy, obese teen Angus hatches a plan to win the heart of his crush – a popular cheerleader in his school.

    KBZ’s Take:  As mentioned in our previous entry, we struggled with Angus and SLC Punk! as our top film. What tilted the scales in Angus’ favor was the opening credits scene which completely captured the tone and spirit of high school in the mid-90’s. Though both films are cult classics, Angus has a special type of cult following as it was one of the earliest subgenre films that dealt with bullying. It’s also endeared itself as ‘the film’ for kids growing up in the 1990’s similar to how The Breakfast Club (1985) spoke to kids growing up in the 80’s. Angus has a perfect balance of comedy, coming-of-age drama and inspiration that creates a perfect film for the family. As for the opening credits sequence, the song is ‘Am I Wrong’ by Love Spit Love and you can watch it here. It’s one of the most unique opening credits sequences that transports you right back to your high school days. One of the best films of the subgenre that shouldn’t be missed.

    Where to Stream / Buy: https://amzn.to/3HmcZGS

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