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The 50 Funniest Celebrity Instagram Posts of 2020

With most of us stuck at home, we relied on social media more than ever.

This year has been a rough one for so many people (and for so many reasons), but there there have been the occasional bright spots. Some of them have come from our favorite celebrities' Instagram accounts. During this strange time, the stars have kept us laughing with self-deprecating jokes, dark humor, and embarrassing throwbacks. So read on for the 50 funniest celebrity Instagram posts of 2020 and join us in hoping that 2021 won't require as much comic relief. And for former star couples who still close, check out 48 Celebrity Exes Who Are Best Friends Now.

Leslie Jordan becomes the king of Instagram

Leslie Jordan Instagram

Even with all of its nasty surprises, 2020 was Leslie Jordan's year, y'all! The Will & Grace actor gained all kinds of Instagram fame with his hilarious videos during the spring lockdown, keeping us entertained and laughing during a scary time. From sharing his thoughts about his mother to showing off how well he can twirl a baton, Jordan's profile is full of goodies.

For more hilarious posts inspired by cabin fever, check out 13 Funny Quarantine Videos and Photos of People Entertaining Themselves.

Blake Lively roasts Ryan Reynolds on his birthday

Ryan Reynolds with birthday cake

These two never let us down. Blake Lively and Ryan Reynolds are experts at poking fun at each other on social media, and Lively's post in honor of Reynolds' most recent birthday is no exception.

"1) Who is the lost soul that selects birthday PIE. 2) What ANIMAL eats their cake (pie) without first blowing out the candles. @vancityreynolds that's who," she wrote in the caption. "Happy Birthday. I honestly can't believe we're still married."

Ryan Reynolds, in turn, trolls the queen

Ryan Reynolds gin order Instagram

Reynolds has own liquor company, Aviation Gin, and he didn't take it well when he learned that Buckingham Palace also has its own brand. He did the only thing one could do in this situation: pre-order a bottle to have sent to Paul McCartney… at "221B Baker Street, Downton Abbey Rd, 1D4 LYF." Too good.

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Amy Schumer makes innovative use of her ski gear

Amy Schumer in ski goggles

Back in February, to celebrate Olympic ski racer Lindsey Vonn's new line of goggles, Amy Schumer shared a video of herself getting all suited up to go skiing, only to sit down and watch The Bachelor instead. Yep — that's a big 2020 mood right there.

John Mulaney's excuse letter from Lorne Michaels

John Mulaney letter from Lorne Michaels

When comedian John Mulaney was forced to cancel a show in Toronto in favor of hosting Saturday Night Live back in February, he posted a funny letter from SNL boss Lorne Michaels excusing him from the gig.

"I love you Toronto," Mulaney wrote in his caption. "I hope you know that I won't let you down again. Also I'm afraid of Lorne so I do what he says."

For a successful comedian who didn't make cut, check out This Famous Late Night Host Was Rejected From "SNL."

The Kardashians prank their famous friends

Khloe Kardashian phone prank

In December, the Kardashian family played a trick on some of their friends—who happen to include celebs like Jennifer Lawrence and Justin Bieber—via FaceTime. They got together, called their famous pals, and then just sat there, as if they had some kind of beef to share. There were plenty of freakouts.

Jennifer Garner cannot deal with The Office finale

Jennifer Garner "The Office" Instagram video

Jennifer Garner and her kids watched The Office from start to finish while locked down this spring, and the actor filmed her heartbroken reaction to the series finale. There was one problem, though: She accidentally recorded herself in slow motion. Fortunately, she shared it with us anyway.

"Apparently we are sensitive people—the finale hit us pretty hard," Garner wrote. "When I realized I'd accidentally shot my farewell testimonial in slo-mo I realized: your Monday might need this, too."

For more recommendations, check out The 50 Most Popular TV Shows of All Time.

Ali Wong reveals why she (finally) washed her hair

Ali Wong selfie

Ali Wong looks poised and chill in this selfie, but the caption reveals the relatably chaotic story behind her serene expression.

"Yesterday I took out my top knot and a moth flew out of my hair and then I screamed and knocked over a glass of tequila and it shattered all over the floor and I spent about 2 hours cleaning up all the shards and was on my hands and knees with a headlamp looking for any missed pieces and ended up getting cuts on my hands and knees and then I decided it was time to finally shampoo," the comedian and actor said. Who hasn't had a day like that?

Billy Eichner practicing his passive-aggressive face

Billy Eichner Instagram

Comedian Billy Eichner took the opportunity to let his followers know exactly how he'll react when people begin showing off their antibody positive status while the rest of us suffer: Like this. "The face I'll make when you brag about your Covid antibodies," he captioned the selfie.

Taylor Swift captures her cat's flawless vibes

Taylor Swift's cat Olivia Benson

Taylor Swift's cat Olivia Benson (named after the Law & Order: SVU character) is all of us, really—at least in this funny shot the artist shared in April. "Captain Olivia Benson off duty like…" Swift wrote of her fur baby's pose.

John Mayer takes on that cringe-y "Imagine" singalong

John Mayer "Imagine" video

Gal Gadot and a bevy of other celebs got quite a bit of backlash earlier this year for that video of them singing John Lennon's "Imagine" to somehow help(?) people cope with the COVID pandemic. John Mayer brought a little levity to the situation when he shared his version of the project, where he said he'd misunderstood the assignment and accidentally sang Ariana Grande's song, "Imagine," which is…not the same.

Kristen Bell and Dax Shepard argue over their AppleTV remote

Dax Shepard in Kristen Bell's Instagram video

The struggle of losing remotes is an almost universal one, and it's more common for those that are super small, like the kind that come with AppleTV. In this video, Kristen Bell and Dax Shepard have a typical married couple argument about the remotes going missing, which may remind you of your last bickering session.

Stanley Tucci tends bar

Stanley Tucci bartending on Instagram

This just so happened to be the year that the world learned that Stanley Tucci is actually a killer bartender. He started posting videos of himself making different drinks for him and his wife, Felicity Blunt, and injecting just the right amount of humor into his recipes. In this one, he makes them classic Old Fashioneds, even though it's 11:30 in the morning.

Mindy Kaling does things the old fashioned way

Mindy Kaling writing a check

"When you fear you might be the only person left still writing checks," Mindy Kaling captioned this photo. She's definitely not the last remaining check writer in the world, but it's getting close…

Nick Jonas reports on a conspiracy

Nick Jonas Instagram

Nick Jonas took to Instagram to explain the "Jonas Blessing." He claims that athletes who come to see his band, the Jonas Brothers, end up bringing good luck back to their teams. And he went all out to prove this one, including music, graphics, and sound effects.

John Legend's Election Day feelings

Miles on John Legend's Instagram

In honor of Election Day in November, John Legend shared this photo of his son, Miles looking pensive but positive. "Mini-me cautiously/optimistically watching these election results come in," the singer wrote.

John Stamos' face shield

Uncle Jesse using face shield on "Full House"

This has been the year of face masks and shields, and fortunately, John Stamos approached the new normal with a sense of humor. Along with this photo of Uncle Jesse demonstrating a hairspray shield on Full House, Stamos wrote, "If ya'll would have just listened."

Joe Jonas's Star Wars transformation

Joe Jonas Instagram

Joe Jonas is always on top of the new memes, but his most bizarrely funny post of the year is this one, in which he transforms from himself into… himself, wearing a Jar Jar Binks mask. The "Bibbidi Bobbidi Boo" soundtrack is the finishing touch.

Matthew Koma shares his daughter's bedhead

Matthew Koma and Hilary Duff's daughter

Matthew Koma and Hilary Duff's daughter Banks is too cute, even though her wild hair in this shot reminded her dad of a certain '00s pop star. Along with sharing this photo of her hair sticking straight up, Koma told his followers to "swipe for inspo," only for them to find a picture of "On the Way Down" singer Ryan Cabrera sporting the same style.

Andy Cohen's son worships Dolly Parton

Andy Cohen's son looking at Dolly Parton painting

Dolly Parton is basically an angel on this earth, and even though Andy Cohen's son, Benjamin, is still a toddler, he already gets it. "Is she God, daddy?" Cohen captioned this shot of hid kid staring up at a painting of the philanthropic star.

Chelsea Handler sighting confirmed

Overheard Celebs Chelsea Handler story

Chelsea Handler shared this fan's account of running into her in a bar in Atlanta, which first appeared on the account OverheardCelebs, and having Handler let them know that their fly was down. "This sounds very familiar," the comedian captioned it, confirming that this actually did happen. Embarrassing moment for the fan? Yes. But definitely an unforgettable one, too.

Courteney Cox recreates an iconic Friends Thanksgiving moment

Courteney Cox turkey Instagram

It's one of the most frequently referenced scenes on Friends: Courteney Cox's character, Monica, dancing with a turkey on her head to cheer Chandler up. This Thanksgiving, the star reenacted the stunt for her followers with a real turkey, and she shared the disgusting-yet-funny behind-the-scenes footage of how she made it all happen.

Lizzo's topical Halloween costume

Lizzo in fly costume

It seems like eons ago now, but during the vice presidential debate this fall, a fly landed on Vice President Mike Pence's head and stayed there for quite awhile, launching several memes. On Halloween, Lizzo dressed up as that newsworthy fly and even photoshopped herself into place.

Will Smith Lifts Weights

Will Smith and Jason Derulo lifting weights

In a video with Jason Derulo, Will Smith goes toe-to-toe with him while lifting weights. They seem evenly matched until Smith's impressive torso is revealed to be green screen. Hey, if you have access to Hollywood magic, why not use it?

Kylie Jenner tempts her daughter Stormi

Kylie Jenner's daughter Stormi looking at bowl of candy

Earlier this year, it was a popular social media trend for parents to leave their kids alone with a bowl of candy that they told them not to touch and then see what they did. Kylie Jenner tried out the trend with daughter Stormi with some funny and sweet results.

Martha Stewart cooking to Rhianna

Martha Stewart preparing chicken

Martha Stewart shared this video of her pounding chicken breasts for piccata recipe to the tune of Rihanna's 2016 hit "Work." What, you didn't think this lifestyle queen had good taste in music?

Oprah's banana bread confrontation

Oprah's banana bread Instagram video

Banana bread became an even more popular treat during quarantine, and when Oprah Winfrey realized hers was gone, she knew exactly who to blame. In this video, her longtime boyfriend, Stedman Graham, is confronted about the missing baked goods, only for him to reveal that he actually ate it all with absolutely zero shame.

Sara Foster's lets her social media team go

Sara Foster working out Instagram

"Quarantine has made my 'Instagram Team' lazy and incompetent," actor and model Sara Foster captioned this awkward photo. "Vivi and Josie have been fired. I wish them luck in their future endeavors and hope they take their next job more seriously." Vivi and Josie would be her nine-year-old and five-year-old daughters, respectively.

Ariana Grande pays tribute to an Adam Sandler classic

Ariana Grande Waterboy video

Back in April, Ariana Grande joined together with pals Elizabeth Gillies and Alfredo Flores to recreate a scene from The Waterboy, with Grande taking on Adam Sandler's iconic role. "And how'd u all make use of YOUR day?" Grande wrote in her caption. Well played.

Anne Hathaway became Mia Thermopolis again

Anne Hathaway recreating "Princess Diaries" costume

The Princess Diaries is one of those movies that never gets old, as star Anne Hathaway knows very well. Using pillows and some props around her house, Hathaway hilariously (and creatively) recreated her look from one of the movie's posters, captioning it with one of the movie's most quotable lines: "A queen is never late; everyone else is simply early."

Ben Schwartz tries to relax

Ben Schwartz dentist selfie

Election Week was a tense time for the entire country, and we all coped in different ways. Comedian and actor Ben Schwartz took the opportunity to kick back and relax by…going to the dentist, because even that was a more chill experience than watching the results come in. And yes, Parks and Recreation fans, someone did ask him if his dentist was Jeremy Jamm.

Brie Larson remembering the Met Gala

Met Gala celebrity selfie

Like most major evens this year, the 2020 Met Ball was canceled. On what would have been the day of the high-fashion celebration, Brie Larson posed a throwback from when she accidentally ended up in what became an iconic bathroom selfie involving many of the celebs who were at the event.

"Seems like we're having a #MetBall throwback moment today so I'd to take this time to remind everyone of the year I was trying to wash my hands in the bathroom and ended up in a Kardashian selfie," the Captain Marvel star wrote.

Italia Ricci being her own handyman

Italia Ricci fixing her sink

Designated Survivor actor Italia Ricci isn't afraid to do her own household repairs, as you can see in this post.  "In loving memory of my manicure," she captioned it.

Rainn Wilson creates Dwight Exotic

Dwight Schrute/Joe Exotic Meme

Thanks to it dropping on Netflix around the time lockdowns started, Tiger King became a very hot and meme-able topic of conversation. The Office star Rainn Wilson got in on the fun by sharing this terrifying and somehow conceivable mashup: Dwight Exotic.

Josh Gad is a "maniac on the floor."

Josh Gad dancing to "Maniac"

"I was never going to share this, but something tells me the world needs it now more than ever," Frozen star Josh Gad captioned this video of him dancing to the song "Maniac" in a flowing wig. "I hope it brings you peace."

Emily Ratajkowski's WFH flow

Emily Ratajkowski and husband mirror selfie

It may seem to some of us like we've been working from home forever, but back in the early days of the pandemic, there were still adjustments to be made. Even the stars had to get used to it, and a lot of them took to lockdown orders by doing the same things the rest of us did: marathoning shows, eating junk, and spoiling our pets.

"Finished Love Is Blind (um, wow), ate two frozen pizzas w/ ranch, made calls from bed & took family selfies," model and writer Emily Ratajkowski captioned this family portrait. "Day one of working from home. Also Colombo turns 1 next week how do we celebrate plz comment below."

Shaq wins the mask game

Shaq in printed mask

Masks are very much still a thing (and will be for a while), so you may as well get creative with yours and really make it your own. Take NBA legend Shaq, for example. Is there anything more personal than a face mask that's printed to look exactly like your face?

Isla Fisher meets her clones

Isla Fisher with mannequin heads

"All of them are better actors than me," Isla Fisher captioned this photo of herself surrounded by creepy mannequin heads. Okay, that's definitely not true, but it's still pretty funny—and a little disconcerting. What are they even for?

Kelly Ripa takes us on a hair journey

Kelly Ripa's hair progression

Lockdown meant not being able to get regular beauty and grooming services, leaving many of us helpless to watch our haircuts grow out and roots come in, Kelly Ripa included. The host didn't get too down about it. Instead, she shared a 2020 hair timeline with her followers. "Perhaps this meme is a week old at this point… but does that really compare to these roots?" she asked.

Gwyneth Paltrow FaceTimes with Robert Downey Jr.

Gwyneth Paltrow and Robert Downey Jr FaceTiming

To encourage their followers to vote, Iron Man costars Gwyneth Paltrow and Robert Downey Jr. got together to FaceTime about the election. But that wasn't the only topic they addressed—the call didn't end until after Downey had ample opportunity to poke fun at his friend Paltrow and her expensive GOOP products.

Mariah Carey finds her light

Mariah Carey refrigerator selfie

Mariah Carey took to Instagram in February to show her followers how good refrigerator lighting is for taking selfies, complete with background music and a little slow motion action to drive the point home. Make sure to watch till the end so you can see her kids' reactions.

Kate Beckinsale has an audience for a private spa service

Kate Beckinsale's pets

When you're a star, you can afford getting your grooming services at home—but there is a downside. Kate Beckinsale shared this photo from her perspective during a waxing appointment, showing her rapt audience.

"No kidding this bikini wax I just got drew a bigger audience than at least four movies I have done," the actor wrote. "Also my performance was described as 'shattering', 'visceral' and 'edge of the seat stuff'. So I'm pleased."

Kumail Nanjiani shows off his proud dad's merch

Kumail Nanjiani holding printed socks

There's no limit to what proud parents will do.

Kumail Nanjiani just about broke the internet when he shared a photo of himself shirtless after all the training he did to star in Marvel's The Eternals. Later, he was confronted by the image again while at his family home.

"Visiting the parents," Nanjiani wrote. "My dad has these socks."

Serena Williams gets a COVID test from a Disney princess

Serena Williams play COVID test video

This year has been an interesting one for kids, including Serena Williams' daughter, Olympia. Mom shared a video of her daughter playing the most 2020 game of make-believe: pretending to give her mom a COVID test—which she calls a "coconut test"—while wearing a Snow White dress. She counts to ten before removing it from her nose and everything. Future doctor?

Angela Kinsey is a real cat lady

Angela Kinsey's cat in a dollhouse

Like Angela Kinsey's character on The Office, Angela Martin, she's all about her cats. In one of the most memorable scenes of the series, Angela tosses one of her furry friends through the Dunder Mifflin ceiling, and it seems that the actor's cats tend to get in some compromising positions, too. Case in point: This photo of Kinsey's cat, Oreo, who has moved into a dollhouse.

"The cats are in rare form today," she wrote in the caption. "I have found Oreo in the hall closet, on top of the pantry shelf and now this…"

Jenny Mollen gets creative with her Elf on a Shelf

Jenny Mollen's Elf on a Shelf scene

Thanks to the popularity of Elf on a Shelf, plenty of parents spend a good chunk of the holiday season posing these ubiquitous figurines. Jenny Mollen went the extra mile to make sure her kids with husband Jason Biggs, Sid and Lazlo, would be impressed. Here we have the elves acting out the opening scene from Jaws—or as Mollen describes it, "a children's holiday classic."

Sarah Michelle Gellar shows us where it all went wrong

Sarah Michelle Gellar in New Year's Eve hat

It wasn't until July that Sarah Michelle Gellar realized that she had a bad omen about 2020 right at the beginning. She said received this 2019 New Year's Eve hat instead of the 2020 she ordered at the end of last year. "Maybe someone was trying to tell us to not even attempt 2020," she wrote on Instagram. "Wish I had listened."

Gabrielle Union's daughter isn't having it

Gabrielle Union's daughter on Thanksgiving

Gabrielle Union and Dwyane Wade's daughter Kaavia didn't seem too thankful this Thanksgiving. In this video from their family dinner, someone—probably her dad—reaches out to clean up her face with a napkin, and she couldn't possibly be more annoyed. Even better? The fact that her shirt very clearly proclaims that she's "not interested."

Chrissy Teigen won't drop this joke

Miles Stephens with Elmo and Arthur toys

The joke that John Legend looks almost exactly like the animated aardvark Arthur is one that's been around a while, but no, Chrissy Teigen shows no signs of letting it go yet. Back in April, she shared this photo of their son, Miles, sitting with his stuffed animals, captioning it, "Miles with daddy and Elmo."

Sebastian Stan pays tribute to Gossip Girl

Sebastian Stan watching Gossip Girl

Known more recently for his role of Bucky Barnes in the Marvel Cinematic Universe, Sebastian Stan isn't one to forget his roots—roots like playing Carter Baizen in the teen drama Gossip Girl. The actor marked the September anniversary of the show's premiere by sitting down to the pilot with a glass of wine and logging his visceral reactions for Twitter. "It was the best of times and it was the best of times," he captioned the video. "Xoxo, Gossip Girl."

Nicole Pomarico
Nicole Pomarico is a pop culture and entertainment writer. Read more
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