History YMMV / TheWeddingSinger

* SugarWiki/HeCanReallyAct: One of Sandler's first roles where he plays a decent guy with only a couple explosive anger moments rather than the other way around, indicating he had some range. Sandler himself said he knew this was a different type of movie and tried to pull it down a bit.

* WTHCostumingDepartment: Nicely averted for the most part with very Eighties-appropriate looks...save for Julia's hair. How exactly does a late-90's Dido Flip translate into 1985 fashion?

** At one point Robby tells Linda "Take off my Music/VanHalen t-shirt before you jinx the band and they break up". The film is set in 1985, the year that singer David Lee Roth left Van Halen.

--->"Well, you know, you can just look at a couple and, uh, you can tell right away that they're gonna stay together forever. Like, uh, [[Creator/DonaldTrump Donald]] and Ivana; and [[Creator/WoodyAllen Woody]] and Mia; and Burt and Loni..."

* WTHCostumingDepartment: Nicely averted for the most part with very Eighties-appropriate looks...save for Julia's hair. How exactly does a late-90's Dido Flip translate into 1985 fashion?

* HilariousInHindsight: Alexis Arquette as a [[WholesomeCrossdresser Boy George]] impersonator.

* DontExplainTheJoke: A pretty egregious example in a mainstream comedy; the clerk at the airport has a Flock of Seagulls haircut, which is a pretty good visual gag. Then he says to Robbie (apt of nothing): "Do you guys like Flock of Seagulls?"

-->"Well, you know, you can just look at a couple and, uh, you can tell right away that they're gonna stay together forever. Like, uh, [[Creator/DonaldTrump Donald]] and Ivana; and [[Creator/WoodyAllen Woody]] and Mia; and Burt and Loni..."

-->"He's losing his mind ... ''and I'm reaping all the benefits.''" ''[Creepy grin]''

--->'''Billy Idol:''' Ah, Glenn doesn't deserve her. All he cares about are possessions. Fancy cars, CD players. Even women are possessions to him.
--->'''Robbie:''' See? Billy Idol gets it. I don't know why she doesn't get it.

* TearJerker:
** Robbie goes to tell Julia how he feels but sees her talking to herself in the mirror and assumes she's happy to be with Glenn. He leaves, heartbroken.
** Robbie's voice starting to crack upon seeing so many happy couples of various ages at the first wedding he works at after the break up.
** Robbie after being jilted at his wedding, especially the part where he is told the news by his sister and when he breaks a mirror in rage.
** Sammy pouring out his heart to Robbie.
--->'''Robbie:''' That's it, man, starting right now, me and you are going to be free and happy the rest of our lives!
--->'''Sammy:''' [[WhamLine I'm not happy. I'm miserable.]] ''(Slams his whiskey)''
--->'''Robbie:''' ...What?
--->'''Sammy:''' I grew up idolizing guys like [[Series/HappyDays Fonzie]] and [[Series/WelcomeBackKotter Vinnie Barbarino]] because [[ChickMagnet they got a lot of chicks]]. You know what happened to Fonzie and Vinnie Barbarino?
--->'''Robbie:''' [[ComicallyMissingThePoint Yeah, I read that Fonzie wants to be a director and Barbarino, I think]]...[[Film/UrbanCowboy the mechanical bull movie?]] I didn't see it yet.
--->'''Sammy:''' [[RealityEnsues Their shows got cancelled, because no one wants to see a fifty-year-old guy hitting on chicks]].
--->'''Robbie:''' So what are you saying?
--->'''Sammy:''' [[IJustWantToBeLoved What I'm saying is all I really want is someone to hold me and tell me that everything is going to be all right]].

** Jon Lovitz as another wedding singer, who revels in his new business after Robbie quits.

* CrossesTheLineTwice: The blatantly suicidal lyrics to "Somebody Kill Me Please," which Robbie wrote at what had to be one of the worst times of his life.

* StrawmanHasAPoint: Subverted with Linda. While she ''did'' have some admittedly valid reasons for not marrying Robbie (he had very little money, his singing career never really took off, she wanted to have children - which would've been hugely impractical given Robbie's financial situation, etc.), any understanding we might have had for her position is shattered when Julia acknowledges the exact problems Linda cited ''but willingly helps Robbie to overcome them.'' (And, as Robbie points out, Linda could have brought her concerns up the day ''before'' the wedding, rather than completely humiliating him ''at the altar.'' Making it even worse is the fact that Robbie is financially strained and all the money for the wedding just got wasted.) As Robbie spends more time with Julia, he becomes rightly convinced that Linda was basically a GoldDigger, culminating in him [[spoiler: callously kicking her out of his sister's house after she tries to get back together with him.]]

* TheWoobie: Robbie, especially during the "Love Stinks" scene. Julia also qualifies, as she is with someone who blatantly doesn't appreciate her.

* StrawmanHasAPoint: Subverted with Linda. While she ''did'' have some admittedly valid reasons for not marrying Robbie (he had very little money, his singing career never really took off, she wanted to have children - which would've been hugely impractical given Robbie's financial situation, etc.), any understanding we might have had for her position is shattered when Julia acknowledges the exact problems Linda cited ''but willingly helps Robbie to overcome them.'' (And, once again, as Robbie points out, Linda could have brought her concerns up the day ''before'' the wedding, rather than ''at the altar.'' And worse, Robbie is financially strained and all the money for the wedding just got wasted.) As Robbie spends more time with Julia, he becomes rightly convinced that Linda was basically a GoldDigger, culminating in him [[spoiler: callously kicking her out of his sister's house after she tries to get back together with him.]]

* MemeticMutation: Woe to any poor girls names Julia who were alive when this film came out and had to endure [[NeverHeardThatOneBefore the hundreds of times]] they'd be called "Julia Goulia."

* MemeticMutation: Woe to any poor girls names Julia who were alive when this film came out and had to endure [[NeverHeardThatOneBefore the hundreds of time]] they'd be called "Julia Goulia."

* MemeticMutation: Woe to any poor girls names Julia who were alive when this film came out and had to endure [[NeverHeardThatOne the hundreds of time]] they'd be called "Julia Goulia."