Top 10 Times Adam Sandler Broke The SNL Cast

Welcome to WatchMojo, and today we’re counting down our picks for “SNL” sketches where Adam Sandler caused fellow cast members to break character. Let us know in the comments which of these Sandler “SNL” appearances made you laugh the most!
#10: “The Herlihy Boy: Dog-Sitting Service”
In this recurring “SNL” sketch, Sandler played a boy looking for work in the neighborhood. Chris Farley portrayed Mr. O’Malley, an animated voucher for the boy’s services. Although rare for Farley to ever break character, Sandler came just about as close as you can. Staring into the soul of the camera, he implored his neighbors to let him teach their dog a trick. Farley seems to go slightly off script with his response, while also seemingly giggling in the process. This is a notable moment because usually it was the other way around with Sandler being the one struggling to contain himself due to Farley.
#9: “Cajun Man on the Presidential Election”
Born and raised in Louisiana, this “SNL” character portrayed by Sandler speaks in an exaggerated Cajun French accent. Sandler utilizes an impressive amount of dedication to saying words that end in -tion. In this appearance, Kevin Nealon was ready to interview the Cajun Man about the upcoming presidential election. Before the interview really kicked into gear, you can already tell Nealon was wrestling his face to keep it straight and not burst out laughing. All it took was one singular word from Sandler. That’s not easy to do, but for him, perhaps it is.
#8: “Weekend Update: Frank Dippy and Hank Doodle”
“Ordinary Americans” isn’t the best term to characterize Adam Sandler and Chris Farley. It’s even less fitting for their “SNL” characters Frank Dippy and Hank Doodle. So, how can you blame Norm Macdonald for chuckling as he looked in their direction while calling them ordinary Americans? He even had to pause briefly before continuing the rest of his line. Again, understandable. This was before the start of a hysterical point-counterpoint discussion between Frank and Hank. Clearly, Macdonald knew what he was getting into. While this was likely both Farley and Sandler making Macdonald giggle, it shows the power of their comedic reputations.
#7: “Gap Girls at the Foodcourt”
Put Chris Farley, David Spade, and Adam Sandler in a room together, what do you get? Comedy gold. In the recurring sketch called “Gap Girls”, the three men play female work buddies who gossip and hang out together at the mall. At one moment in the food court, Spade’s character tried to justify her seemingly toxic boyfriend’s behavior. Sandler’s character responded as any good friend would. Sandler had difficulty keeping a straight face as he delivered this line. Once he got all the words out, though, it was Spade and Farley who broke character with their smirks.
#6: “Weekend Update: Adam Sandler on Thanksgiving”
In this “Weekend Update” segment, Sandler honored Thanksgiving with a humorous, rhythmic song with lyrics that consisted of turkey admiration and arbitrary factoids. When he eventually turned to Kevin Nealon, suggesting he join in the song, you can see that Nealon had been cracking up. At first, the host was reluctant, but Sandler then gave him that extra little push to sing along. This was a funny moment where Nealon broke character so to speak, because you don’t expect the “Weekend Update” host to join in on the act, especially one like this. It is a weirdly catchy song, though.
#5: “Il Cantore Restaurant”
The waiters at this Italian restaurant got very flirty and handsy with Kirstie Alley. When it was time for Sandler to bring her and her husband glasses of water, he didn’t disappoint. In nothing but black underwear, Sandler grabbed Alley’s dress and rubbed his head in her chest. At this point, she visibly broke due to the absurdity of it all. What makes this moment even funnier is the fact that Alley previously tried to explain to her husband that it was Italian custom for them to behave so affectionately. But the lengths to which the waiters go, particularly Sandler toward the end, understandably made it hard to not burst into laughter.
#4: “Weekend Update: Gil Graham Summer Concert Review”
The person to go to for a hilarious summer concert review is Gil Graham, a rock correspondent portrayed by Adam Sandler. His ridiculous storytelling of his eventful rock concert adventures caused Norm Macdonald to forget who he was talking to. Well, sort of. After calling him by his actual name, twice in fact, Macdonald coolly caught his own slip-up at the end of this “Weekend Update.” After an unusual performance like that, in which Sandler played a character that perfectly suited him, it made sense that Macdonald stumbled the way he did.
#3: “Canteen Boy: Block Party”
Sure he’s naive, but Canteen Boy definitely has had his moments of wisdom. One particular instance came after he talked about the value of knowing what’s inside his canteen. After John Goodman further inquired about this, Sandler’s character brought up quite a fair, philosophical point. And he did it in a way that Goodman couldn’t handle. As Goodman delivered his response, he broke into laughter and continued to chuckle until Canteen Boy moved to another part of the room. While Canteen Boy often gets mocked and even laughed at in this recurring sketch, this particular instance of laughter is a case of Goodman breaking due to Sandler’s brilliance.
#2: “Weekend Update: Opera Man Returns”
He first appeared in 1992. After a few more memorable appearances during the 90s, Sandler’s Opera Man didn’t return until 2019. Colin Jost, host of the “Weekend Update” portion of the show, introduced him. As Adam Sandler was preparing to sing about the week’s news and revive his iconic character in today’s world of pop culture, Jost tried to hold himself together. He only could do so for a few seconds. All it took was a few handkerchief waves from Sandler and a playful glance in Jost’s direction to cause him to break into laughter. Jost must’ve known of the Opera Man’s legendary reputation beforehand.
#1: “Weekend Update: Adam Sandler on More Halloween Costume Ideas”
Sandler’s simple Bruce Springsteen costume in “Grown Ups 2” may be better than all his silly Halloween costume ideas in this “Weekend Update.” But the comical way in which he presented these ideas makes them just as, if not more, memorable. After Sandler crawled under the newsdesk, Kevin Nealon just couldn’t take it anymore. While he was somewhat able to suppress his laughter, it went on for at least several seconds. Nealon’s body language was telling as well, as he pointed his smiling face downward, trying to control himself. Adam Sandler can do that to you.
