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Cinemablend
Entertainment
Jason Wiese

32 Jaw-Dropping Celebrity Cameos On Saturday Night Live

Brad Pitt on SNL.

Seeing A-list celebrities on SNL is certainly nothing out of the ordinary, considering there is a different one hosting the show each week, even including non-actors who end up nailing it. Lorne Michaels and company have still managed to shock the Studio 8H audience numerous times by bringing out a public figure whom no one could have guessed was going to be part of the show. The following are some of our all-time favorite Saturday Night Live celebrity cameos.

(Image credit: NBC)

Leonardo DiCaprio (Season 39)

In Jonah Hill’s third SNL monologue, the Academy Award nominee is bombarded by questions about working with Leonardo DiCaprio before trying to convince the audience that the future Oscar winner was not even supposed to be in The Wolf of Wall Street initially. Just then, the Titanic cast member himself walks on to knock some sense into his co-star before agreeing to recreate the famous “We’re flying!” scene from the Best Picture Oscar winner

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Barack Obama (Season 33)

In the cold open for SNL’s 2007 Halloween show, a spooky party hosted by Bill (Darrell Hammond) and Hilary Clinton (Amy Poehler) is crashed by an unexpected guest in a Barack Obama mask. The stranger removes the rubber face to reveal he is actually the future 44th President of the United States in the flesh.

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Barbra Streisand (Season 17)

A recurring topic in Mike Myers’ “Coffee Talk” sketches was Linda Richman’s obsession with Barbra Streisand, who shocked the host and her guests (played by Madonna and Roseanne Barr) by briefly walking on the set to greet them in one sketch. According to Barbra Archives, Myers had been informed that the Oscar-winning Funny Girl star might show up, but Madonna and Barr’s shocked reactions were completely genuine.

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Robert De Niro (Season 26)

Academy Award winner Robert De Niro never hosted SNL until 2002, but made multiple surprise appearances beforehand, such as the time he showed up on “Weekend Update.” The cameo was in response to Jimmy Fallon’s unfavorable review of 2000’s Meet the Parents, which Fallon tries to defend with his impersonation of the acting legend, who turns the tables by imitating him at the end.

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Kel Mitchell (Season 48)

A pre-taped segment imagines a reboot of the classic Nickelodeon comedy, Kenan & Kel, but with host Keke Palmer as a new character named Kelly. However, the bit ends wonderfully with an appearance of Kenan Thompson’s original co-star, Kel Mitchell, who actually auditioned for SNL once before, to no avail

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Judge Judy (Season 24)

Cheri Oteri made an impact on SNL in a short time with memorable characters and hilarious impersonations — especially that of Judge Judy. However, the honorable TV personality herself proved that no one “rules” like the original when she interrupted one of Oteri’s parodies of her court show.

(Image credit: NBC)

Sarah Paulson (Season 48)

In a sketch poking fun at his internet persona, host Pedro Pascal plays a teacher whose students have made viral videos honoring him as a surrogate “daddy” and another teacher name Ms. Jenny as “mommy.” Entering the room to the crowd’s surprise as Ms. Jenny is the Last of Us cast member’s good friend, Emmy winner Sarah Paulson.

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Taylor Swift (Season 49)

Even after her boyfriend — one of the funniest pro athletes to host SNL, Travis Kelce — made a surprise appearance in the same episode (hosted by Pete Davidson), no one anticipated Taylor Swift would show up in the Season 48 opener to introduce musical guest Ice Spice’s second performance. Reportedly, neither of these cameos were planned and were put together last minute when the Grammy-winning superstar and Kansas City Chiefs tight end happened to show up at 30 Rock.

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Jason Momoa (Season 45)

In a courtroom-style sketch starring Chance the Rapper as a judge who rules purely by first impressions, one of the defendants is played by Jason Momoa, who already has the host in stitches with his ridiculous wardrobe. However, the Aquaman actor suddenly cannot stop laughing after accidentally referring to himself as a “paraplegic,” when he meant to say “paralegal.”

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Eminem (Season 46)

Pete Davidson plays a young man named Stu who writes a series of increasingly erratic letters asking Santa Claus (Jason Bateman) for a PlayStation 5 in this holiday parody of “Stan” by Eminem. As we learn at the end of the bit (which original video star Devon Sawa loved), the Real Slim Shady is the one who ended up getting the PS5 under his tree.

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The Property Brothers And Tony Hawk (Season 48)

Kenan Thompson plays the host of an international beauty pageant that is close to going off the rails when he makes note of the random selection of Property Brothers’ Drew and Jonathan Scott and Tony Hawk as the judges before introducing them. Much to the surprise of Thompson’s character (and the audience), the twin renovation reality show stars and the pro skateboarder are appearing as themselves.

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Jeff Probst (Season 48)

At first, the only joke this wedding-set sketch has going for it is the repeated utterance of the word “Joker," in reference to the best man’s choice of Halloween costume, modeled after Heath Ledger in The Dark Knight. What transcends the SNL sketch from terrible to amazing is when Survivor host Jeff Probst shows up to announce if the guests voted in favor of the best man (Andrew Dismukes) keeping on his makeup or in favor of the bride (Heidi Gardner), who thinks his costume has ruined the ceremony.

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Conan O'Brien (Season 47) 

When John Mulaney’s induction into SNL’s Five-Timers Club doesn’t seem to be going well, with veterans like Steve Martin and Candice Bergen believing he doesn’t fit the quality standards, coming to his aid is none other than Conan O’Brien. The beloved late-night host-turned-podcaster’s surprise appearance was not only special because he starred in the first Five-Timers Club sketch while working as a writer, but because he previously severed ties with NBC after 2010’s embarrassing Tonight Show debacle.

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The Hunger Games Cast (Season 40) 

After starting his third SNL monologue with a song about the year 1989 modeled after Taylor Swift’s “Blank Space,” Woody Harrelson is suddenly joined by his Hunger Games movies co-stars Liam Hemsworth and Josh Hutcherson. When Academy Award winner Jennifer Lawrence shows up, Harrelson initially mistakes her for “the real Taylor Swift.”

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Eugene Levy (Season 46) 

Host Dan Levy offers a glimpse of what Studio 8H looks like backstage in a post-Covid environment. During the tour, he is shocked to learn his father and fellow Schitt’s Creek cast member, Eugene Levy, flew from L.A. to New York to support him, but pandemic protocols have forced the comedian to watch the show from a clear, protective case.

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Matt Damon (Season 44)

Matt Damon is the face behind many of the most amazing celebrity cameos in movies, but the Oscar-winning writer and star of Good Will Hunting has worked his magic on the small screen as well. For instance: his surprise appearance on SNL as Associate Supreme Court Justice Brett Kavanaugh in a hilarious cold open recreating his senate hearing.

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Julia Stiles (Season 49)

On “Weekend Update,” Chloe Fineman demonstrates her most romantic holiday gift idea: recreating the balletic performance from the end of one of the best dance movies, Save the Last Dance. Fineman and the crowd are suddenly starstruck when the film’s star, Julia Stiles, shows up to help bring the tribute to a grand finale.

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Arnold Schwarzenegger (Season 14)

When an overly excited Danny DeVito interrupts his monologue and requests to re-do the show’s opening, he asks his good friend and Twins co-star, Arnold Schwarzenegger, to launch things with the famous catchphrase while he is sitting in the audience. The Terminator movies star would show up in the episode again to pay a visit to his cousins, Hans (Dana Carvey) and Franz (Kevin Nealon).

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Bryan Cranston (Season 42) 

In a funny cold open, CNN reporter Jake Tapper announces that then-President Donald Trump has selected a new head of the DEA. The person in question is former high school chemistry teacher Walter White, played by former Breaking Bad cast member Bryan Cranston reprising his legendary, multi-Emmy-winning role.

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Paul McCartney (Season 32) 

This sketch is already crawling with amazing cameos when Alec Baldwin, in the Platinum Lounge at SNL’s Five-Timers Club, runs into Martin Short (working as a server) and Steve Martin, who attempts to murder his It’s Complicated co-star under the impression he is tying his hosting record. However, the biggest surprise comes when Paul McCartney walks in, whom Martin initially mistakes for fellow club member, Paul Simon. 

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Melissa McCarthy (Season 42)

One of SNL’s all-time best hosts, Melissa McCarthy, showed up to play then-White House press secretary Sean Spicer during an episode hosted by Kristen Stewart. While then-President Donald Trump did not care for the sketch, Spicer did not seem bothered by the impersonation (save McCarthy’s amount of gum chewing), and the big became one of SNL’s most popular YouTube clips, later inspiring the Oscar nominee to reprise the role once more.

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The Office Cast (Season 44)

When an audience member interrupts Steve Carell’s third SNL monologue to ask if an Office reboot is in the works, he initially says the beloved NBC sitcom might be best left alone. However, fellow Office cast members Ellie Kemper, Ed Helms, and Jenna Fischer pop in to convince him otherwise.

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Barry Gibb (Season 39)

Arguably Jimmy Fallon’s single funniest SNL sketch is “The Barry Gibb Talk Show,” in which he and Justin Timberlake, as Bee Gees members Barry and Robin Gibb, discuss pressing topics with public figures. One of the later editions featured Madonna appearing as herself, but when the real Barry Gibb shows up at the very end is an all-time classic moment.

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Larry David (Season 41)

While he never was an SNL cast member (but did perform sketch comedy on Fridays), Larry David had a brief stint at Studio 8H as a writer years before returning to the show in a legendary way. In a cold open recreating the 2016 Election’s Democratic presidential debate, the Seinfeld and Curb Your Enthusiasm creator drove the crowd crazy with his first of many appearances as Bernie Sanders, who, it turns out, is a distant cousin of the comedian, as they would later discover (per Time). 

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Brad Pitt (Season 24)

Brad Pitt is, surprisingly, one of many celebrities who have never hosted SNL, but he has popped in on the show a couple of times. The first time was in a cold open for an episode hosted by David Spade, as the Tommy Boy actor’s therapist, for some reason.

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Alex Trebek (Season 27)

One of SNL’s best “Celebrity Jeopardy!” sketches comes from Will Ferrell’s final episode as a cast member, particularly for the surprise guest at the very end. After Ferrell’s Alex Trebek announces the “Final Jeopardy!,” the real, late Alex Trebek appears to bid his impersonate adieu.

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James Gandolfini (Season 30)

When reporting on then-New Jersey governor Jim McGreevey’s scandal on “Weekend Update,” Amy Poehler and Tina Fey introduce a native to New York’s neighboring state to comment on the topic. The guest turns out to be played by the late James Gandolfini of the Sopranos cast fame, whose commentary turns out to be filled with stereotypes at the expense of his own community and others.

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Chris Rock (Season 42)

A highlight of Dave Chappelle’s Emmy-winning debut hosting gig was the appearance of his friend and collaborator, Chris Rock. The ‘90s SNL icon shows up in a sketch set on the night of the 2016 Presidential Election to bond with Chappelle’s character over their anticipation of the inevitable results.

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Jake Gyllenhaal (Season 45)

One of the most dazzling cameos in one of John Mulaney’s best comedy specials, John Mulaney & the Sack Lunch Bunch, was Jake Gyllenhaal as Mr. Music. The Academy Award nominee later reunited with the beloved comedian in one of Mulaney’s best musical SNL sketches as a pajama-clad traveler at LaGuardia Airport.

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Janet Reno (Season 26)

Before Jane Lynch played Janet Reno in a true crime series, she was portrayed by Will Ferrell on SNL for years in “Janet Reno’s  Dance Party.” The final edition of the hard-partying sketch, amid the end of Reno’s sting as U.S. Attorney General, went out with a bang when the real Reno crashed through the wall to greet her doppelganger.

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Mick Jagger (Season 49)

Musician and actor Bad Bunny’s SNL hosting debut was pretty cameo-heavy, including appearances by Pedro Pascal, former cast member Fred Armisen, and Lady Gaga. However, it was Rolling Stones frontman Mick Jagger who brought the house down with his bewildering parts in two sketches — first as a telenovela actor and later as a man posing as a nun.

(Image credit: NBC)

Mark Zuckerberg (Season 36)

Host Jesse Eisenberg’s monologue is interrupted by Andy Samberg’s impersonation of Mark Zuckerberg, whom Eisenberg portrayed to Academy Award-nominated acclaim in the Social Network cast in 2010. Little do they know that the real Facebook founder is backstage, but goes against Lorne Michaels’ suggestions and joins Eisenberg onstage for an “awkberg” first meeting.

Sometimes what makes SNL really fun is waiting to see which celebrities might show up for a surprise appearance this time.

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