* AccidentalAesop: The movie is about relationships in general, but it's largely been praised as a deconstruction of [[DoggedNiceGuy male entitlement]] and [[EntitledToHaveYou toxic masculinity]].
* AlternativeCharacterInterpretation:
** A subject of debate among viewers is whether Alyssa knew she was attracted to men but identified as a lesbian before she met Holden or if she thought she was gay and [[IfItsYouItsOkay Holden managed to convince her otherwise]]. Which interpretation you go for usually determines how much you enjoy this movie.
** In-universe example; Hooper insists to Banky that ComicBook/{{Archie|Comics}} and Jughead are gay lovers, while Banky insists to Hooper that Archie was "all about pussy". Later, Hooper and Banky argue about whether or not Archie was hooking up with Mr. Weatherbee.
*** Doubles as {{Foreshadowing}}: [[spoiler: Banky is very much Holden's Jughead.]]
*** Hooper's Franchise/StarWars rant is all about this, as well.
** When Banky has to remind a lovesick Holden that the woman he loves is a lesbian, is he really a genuinely concerned friend doing this? Or is Banky just an ArmouredClosetGay secretly pining for his best friend Holden and using the IncompatibleOrientation reminder as an excuse?
** When Holden [[spoiler: suggests that he, Banky and Alyssa should all have sex together and Alyssa turns him down causing Banky to shout "Thank God!", was this because Banky really didn't want to have sex, or because he wanted Holden to himself? Or perhaps that he had only just been forced to confront his own homosexuality and was not quite ready to take that step?]]
** When Holden and Alyssa argue in the rain as he begs her to "give it a chance" with him and she fires back at him that she doesn't want to throw her life into upheaval for him, was this because she was a lesbian and thus she had to remind him once more of their IncompatibleOrientation? [[spoiler: Or because of the social stigmas regarding bisexuality in the 1990s at the time]]?
* AwardSnub: The movie was apparently only two votes away from an UsefulNotes/AcademyAward nomination for Best Original Screenplay. One can only wonder what this would have done for both the film and Creator/KevinSmith's reputation.
* CrossesTheLineTwice
** Hooper's deconstruction of the Franchise/StarWars saga as being covertly racist, countered by Banky, culminates with:
---> '''Hooper:''' And ''[[Film/ReturnOfTheJedi Jedi]]'' is the most insulting installment. Because Vader's beautiful black visage is sullied when he pulls off his mask to reveal a feeble, crusty, old white man! They tryin' to tell us that deep inside we all wants to be white!\\
'''Banky:''' Well, isn't that true?\\
''[an enraged Hooper pulls out a gun, and shoots Banky repeatedly in a crowded auditorium]''\\
'''Hooper:''' Black rage! BLACK RAGE!!!!
** Banky's "four way road" bit. It's only funny ''because'' it's wrong.
** Banky, at first, seems to only agree to Holden's proposal for [[spoiler:a three-way with his [[HeterosexualLifePartners best male friend]]]] in an innocuous "Why not?" sort of way. His response when Alyssa tearfully declines? "Thank God!"[[note]]The implication being that he knows he has feelings for Holden and wants him all to himself.[[/note]]
* HarsherInHindsight
** Alyssa's joke about losing her virginity in an area of New Jersey with the same name as the infamous Sandy Hook School Shooting.
** Holden's line "The Quick Stop girl died?" Lisa Spoonauer, who played the character described, became the first actor from ''Film/{{Clerks}}'' to die in 2017.
* HeartwarmingInHindsight: Holden eventually proves how much he learned from his profound mistake in ''Film/JayAndSilentBobReboot'', where it's revealed that, after giving each other some much-needed space, he and Alyssa eventually became best friends again.
* HilariousInHindsight:
** In a notable discussion of the film, Hooper theorizes that Archie and Jughead are gay lovers. This argument was finally put to rest in 2015 when Jughead was revealed to be canonically [[TakeAThirdOption asexual]].
** In the same scene, the argument [[NoodleIncident somehow escalated]] to Banky claiming that "Archie is not [[HotForTeacher fucking Mr. Weatherbee]]!" Then came ''Series/{{Riverdale}}'', which had a subplot of Archie getting into a sexual relationship with Ms. Grundy.[[note]]Though it's subverted, since "Ms. Grundy" stole someone's identity.[[/note]]
** Hooper's "The Black Man Is God" button [[Creator/MorganFreeman became this]] in [[Film/BruceAlmighty 2003]]...
*** And again in [[Series/Lucifer2016 2020]].
** Hooper accusing ''Star Wars'' of being racist. Take note that this was released two years '''before''' ''Star Wars Episode I: Film/ThePhantomMenace'', a movie faced a lot of accusations of racism with regards to [[TheScrappy Jar-Jar Binks]]. And in 2015, ''Film/TheForceAwakens'' has a black lead with John Boyega playing Finn.
** Creator/BenAffleck seducing a lesbian is a huge part of the plot of ''Film/{{Gigli}}'', too.
** Ben Affleck's character writing a comic about a stoner {{Expy}} of ''Franchise/{{Batman}}'' became this when he got cast as the [[Film/BatmanVSupermanDawnOfJustice Caped Crusader]].
** Speaking of [[RuleOfThree Ben Affleck]], the title of the movie itself becomes funny when the premise of ''Literature/GoneGirl'' -- which he starred in -- involves his character effectively chasing after the titular missing girl, who is '''also''' named Amy.
** While discussing ''Series/DegrassiJuniorHigh'', Bankie says that he has a thing for girls who say "aboot". The main characters in Kevin Smith's later film ''Film/YogaHosers'' are two Canadian girls who comically exaggerate their "aboot"s.
* HoYay:
** Banky and Holden. SO MUCH. [[spoiler:It's [[WordOfGay text]], not subtext, that the reason Banky dislikes Alyssa so much is because he's in love with Holden and doesn't realize it.]] Not only that, but Holden points all this stuff out.
** Banky and Hooper keep antagonizing each other over the course of the movie, Banky trying to get Hooper to break character and Hooper trying to get Banky to recognize "obvious" homosexual references. [[spoiler:Also not subtext. Banky and Hooper end up a couple.]]
** The [[HeroOfAnotherStory heroes of another story]], Alyssa's ex-boyfriends who nicknamed her "finger cuffs", certainly apply.
* IAmNotShazam: The female love interest is named Alyssa, not Amy. Though in Holden's comic (An InUniverse BasedOnATrueStory), the Amy character resembles Alyssa (a possible CompositeCharacter).
* JerkassWoobie: Holden. Nobody can fault him for falling in love with someone he knows won't love him back, but they can and do for treating that person as if they owe him something when he demands that he love her on his terms.
* MemeticMutation: "FUCKING TRACER!!"
** "''[[YourMom YOUR MAMA]]'' IS A TRACER!"
* MisaimedFandom: In-universe. The character who believed that a lesbian could be "converted" by the right man. Said character is also shown to be an idiot. [[spoiler:And a deeply closeted one, at that.]]
* MoralEventHorizon: Holden only doesn't cross it when he confesses his love to his lesbian friend and insists that she "give it a try" because she turns out to be an even more deeply closeted bisexual, and only momentarily embarrasses both of them as a result. However, when he outs her about her devious sexual past ''in public'' and proceeds to follow and continue to verbally abuse her, you will stop feeling sorry for him.
* {{Narm}}:
** The clap of thunder when Holden tells Alyssa that he's in love with her. [[SarcasmMode Subtle.]]
** The similarly on-the-nose symbolism when the film cuts between a hockey fight and Holden grilling Alyssa about her promiscuous past. There's a reason Kevin Smith says he's better at dialogue.
* NightmareFuel:
** Banky's nonchalant talks about how "all lesbians need a good dicking". His rape implications don't help either.
** Holden and his whole relationship with Alyssa. [[spoiler: A man who basically stalks her, gaslights her into questioning her sexuality, and emotionally abuses her just for who she dated or experimented with. Quite aggressive, manipulative, selfish and abusive.]]
* OlderThanTheyThink: Music/SoulAsylum's "We 3", which plays over the credits, was not written for the film. It actually came out seven years prior on their album, ''And The Horse They Rode In On''.
* OneSceneWonder:
** Jay and Silent Bob show up eighty minutes into the movie, say their piece and leave. Their scene not only features Silent Bob's TheOneThatGotAway speech which kicks off the final act of the movie but also has some of the funniest dialogue in the movie.
** The guy who screams "FUCKING TRACER!!".
* TearJerker:
** The entire last third, beginning with Holden verbally abusing Alyssa to the point of tears and ''continuing'' to do so after she apologizes for not being more honest with him, continuing on through Holden's intervention with her and Banky which ultimately ends up [[NiceJobBreakingItHero destroying his relationships with both of them]] to [[spoiler:their unspoken make-up in the epilogue]].
** Silent Bob's monologue, particularly how defeated he sounds when he says "She was [[TheOneThatGotAway the girl]]. I know that now."
* ValuesDissonance: The bi-erasure towards Alyssa, whose friends are implied to disown her after forcing her to reveal that she's dating a man and bemoan that she's been "converted". Though it's still depicted as unreasonable, it's still implied that they feel this way for ''a'' reason, even if it's not a good one. However, while some lesbian communities are, unfortunately, still hostile to bisexuals post-2010s, general audiences more enlightened to LGBTQ+ matters would find Alyssa's friends completely irredeemable.
** Alyssa’s friends also rightfully assume that she’s referring to Holden as “they” instead of “he” to hide the fact that she’s with a man. Nowadays it’s pretty common for lesbians to be open to dating non-binary people who use they/them pronouns and hearing a lesbian refer to a partner as such wouldn’t be cause for suspicion.
* ValuesResonance:
** The movie was produced and released in an era before concepts like toxic masculinity, male entitlement, and the "[[DoggedNiceGuy nice guy]]" stereotype were as heavily politicized as they were in TheNewTens. As such, its take on these subjects has a lot more bite than most later works that ''do'' approach it from a socio-political standpoint.
** While the film still gets flack for [[NoBisexuals being vague about bisexuality]], it otherwise speaks positively to the fluidity of sexual and romantic attraction in general. In the decades following its release and a greater recognition of LGBTQ+ voices, titles of sexual orientation have become downright arbitrary, to the point that more non-hetero people may view themselves similar to how Alyssa views herself (ie, comfortable with one label one day, then changing their mind to go by a completely different one the next) than a more binary title like homosexual.
** Alyssa's struggles with presenting as a lesbian but being a closeted bisexual remains one of the few on-screen depictions of bi-erasure and biphobia, both of which have become recognized as real forms of bigotry. Both her promiscuity and the fact that she has to "come out" more than once would be considered less controversial and more in the field of "questioning" these days.
* WinBackTheCrowd: After ''Film/{{Mallrats}}'' scared off all of the critics who loved ''Film/{{Clerks}}'', this film proved that Kevin Smith was not going to be a OneHitWonder.
* TheWoobie: Poor Alyssa really gets put through the wringer once Holden comes into her life. She's [[ForcedOutOfTheCloset guilt-tripped into coming out as bi]] when he won't accept that she doesn't reciprocate his feelings for her. Doing so costs her several lesbian friends, who consider her a CategoryTraitor, and to repay her for this selfless act, Holden {{slut sham|ing}}es her. In public. Despite putting everything she can into their relationship, repeatedly telling Holden that she just wants to be with him, it all ends up being for naught as he's too {{pr|ide}}oud to accept it. You just want to give the poor girl a hug (and possibly beat the shit out of Holden) by the end.
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