Jessica Biel, Justin Timberlake, Celebs Trolling

Photo Shops, Crops & Viral Prank Wars: 29+ Stars Hilariously Trolling Each Other


| LAST UPDATE 08/09/2022

By Manny Ray

When you're living a life in front of cameras and blinding lights, it's practically a given that you're gonna have your fair share of trolls. But what about when these very celebs are the ones behind the dirty deeds? From fashion fails to photoshop flops, you've never seen these A-listers like this before, literally.

Consider us amused - and inspired...

Isla Fisher & Sacha Baron Cohen: Fashion Police

Take it from a guy who once hit the streets wearing a neon yellow mankini, it ain't easy when all eyes are on you. Step out in the "wrong" pair of shoes, or a "mismatched" shirt, and there's a 100% chance you'll be hearing about it on E!'s Fashion Police; Or, from your wife, who decides to publicize your fashion fails to her millions of Instagram followers.

Trolling the internetTrolling the internet
Frazer Harrison via Getty Images / Instagram via @islafisher

"Shall we go as Maltesers next time?" the award-winning actress joked on the 'gram. Is someone going to tell her that she's talking about a very notorious dictator? While we can't get enough of Fisher's public roasting, we're not so sure Aladeen will be too happy about this.

Blake Lively & Ryan Reynolds: Birthday Bashing

Just because she dominates the Upper East Side's elite doesn't mean everyone's afraid of Queen B. In fact, the Gossip Girl star's husband, Ryan Reynolds does so much roasting of his famous wife, we might just have to call him the modern-day 'gossip girl;' Just take his 2017 birthday post for the blonde beauty...

Ryan Reynolds, Blake Lively, Celebs TrollingRyan Reynolds, Blake Lively, Celebs Trolling
George Pimentel for WireImage via Getty Images / Instagram via @vancityreynolds

"Happy birthday to my amazing wife," the Deadpool legend wrote on the 'gram for Blake's birthday. Hey, Ryan, are you forgetting someone? Nope, just taking the chance to troll his significant other. I guess a couple that trolls together, stays together, right?

Blake Lively & Ryan Reynolds: Birthday Revenge

Just because her husband might just be the trolling master doesn't mean Blake doesn't know how to dish it out. A few months after her husband's, um, romantic, birthday post, the Gossip Girl star took to her own Instagram for some sweet revenge. What'd the blonde-beauty have to say for herself?

Ryan Gosling, Ryan Reynolds, Celebs TrollingRyan Gosling, Ryan Reynolds, Celebs Trolling
Jeff Kravitz for FilmMagic via Getty Images / Instagram via @blakelively

"Happy birthday, baby," Lively wrote, alongside a picture of Ryan with... another Ryan? One of these 'Ryan's is a Nicolas Sparks' heartthrob, the other, a sarcastic troublemaker, though it doesn't seem Blake can remember which one she's married to. Is someone going to tell her?

Chrissy Teigen & John Legend: Unpleasant Blasts From the Past

Is Chrissy Teigen even Chrissy Teigen if she's not dominating the online world with what she's just cooked up? Of course, we're not only talking about her endeavors in the kitchen. Back in '13, the queen of trolling took to the 'gram to take a not-so-subtle jab at one of her husband's old albums, and we can officially feel the burn from here.

John Legend, Celebs TrollingJohn Legend, Celebs Trolling
Instagram via @chrissyteigen

"Simultaneously unpacking and filing for divorce," the Cravings author shared with her followers. There are so many questions we have here, but let's start with the obvious: John Legend isn't, well, John Legend? You learn something new every day, I guess...

John Stamos & Nick Jonas: The Real Bromance

If there's one friendship you never saw coming, it's John Stamos and the youngest Jonas Brother. Then again, if you've ever watched Full House, maybe it was simply a long time coming for the wannabe rocker. Whatever the case may be, we're sure your childhood self has never related more to Jesse Katsopolis.

Nick Jonas, John Stamos, Celebs TrollingNick Jonas, John Stamos, Celebs Trolling
Instagram via @johnstamos

"I had the craziest dream last night... #jonasbrothers #sucker," the Full House star posted on the 'gram. But don't think this is where the superfan's trolling ends. In fact, if you ask Stamos himself, he's actually the "fourth Jonas brother," and even has a (fake, don't worry,) tattoo of Nick to prove it.

Leo DiCaprio & Jonah Hill: the A-List Superfan

Our next roast is proof that some of our favorite stars are just as amusing off-screen as they are when the cameras are rolling. At least, Leonardo DiCaprio is. As for Jonah Hill, the poor guy on the receiving end? Something tells us it's going to be a long time before he recovers from this one.

Leo DiCaprio, Jonah Hill, Celebs TrollingLeo DiCaprio, Jonah Hill, Celebs Trolling
247PAPS.TV via Splash News

"It was funny! I was totally taken off guard," the 21 Jumpstreet actor recalled to ET. What went down? The prank, which has since gone viral, had DiCaprio ambush the actor, all while pretending to be a super fan. While Hill might have been "scared him sh*tless," hopefully his heart has since gone on.

Kevin Hart & The Rock: Best Friends or Enemies?

Whoever said big things come in small packages was obviously talking about our pint-sized funny guy. When he's not busy blessing us on the big screen, Hart's providing us with endless laughs on our Instagram feeds: Welcome to the dysfunctional - yet amazing - friendship that is Kevin Hart and Dwayne 'The Rock' Johnson.

Kevin Hart, The Rock, Celebs TrollingKevin Hart, The Rock, Celebs Trolling
Instagram via @kevinhart4real

We've never seen Hart look so... big? "Long talk with this little big jack*** last night about the business," the comedian wrote, alongside a rare sighting of 'The Rock' looking more like... a pebble. "We are going to make a sh** load of money together," Hart joked.

Kevin Hart & The Rock... Again

Ah, Halloween: the one time of the year where you can dress up as, well, just about anything and somehow get away with it. Just ask Kevin Hart, who took to the 'gram to troll one of 'The Rock's' vintage ensembles, which we, um, have a feeling was meant to stay in the past.

Kevin Hart, The Rock, Celebs TrollingKevin Hart, The Rock, Celebs Trolling
Instagram via @kevinhart4real

Then again, we never expected to see fanny-packs on this year's runways, so maybe these two were actually on to something. I guess the only question that remains is, well, who wore it better? We'll leave that one up to you guys. As for the perm? Let's leave that one in the 70s, Kevin.

Kristen Bell & Dax Shepard: Third Wheeling At Its Finest

Blake Lively and Ryan Reynolds, who? Our next famous couple might have yet to master the art of birthday posts, but they certainly have given the Gossip Girl actress and her trolling husband a run for their money. Then again, maybe it's Justin Long we have to thank for this next gem.

Kristen Bell, Dax Shepard, Justin Long, Celebs TrollingKristen Bell, Dax Shepard, Justin Long, Celebs Trolling
Instagram via @kristenanniebell

That's right, allow this viral picture to serve as proof that sometimes, third wheels are actually, well, hilarious. That is, if you're not on the receiving end, of course. "Wonderful blast from the past. Thank you!" Dax Shepard wrote, after his wife shared the legendary snap on the 'gram.

Will & Jada Pinkett-Smith: Fresh Prince's Pranks

Whoever said the Fresh Prince was done with his smooth-talking, scheming ways, clearly has never caught the guy off-screen. When the actor's not busy sharing viral dance challenges or being a proud parent to his talented mini-mes, you can catch him causing a laugh with his outrageous pranks.

Will Smith, Jada Pinkett-Smith, Celebs TrollingWill Smith, Jada Pinkett-Smith, Celebs Trolling
Jim Davis for The Boston Globe via Getty Images / Facebook via Will Smith

Like the time he "got board and put a Popsicle stick under Jada's strap. I wonder how long before she notices," Will wrote on Facebook. Call us crazy, but have a feeling it wasn't long. Sure enough, "she noticed," as Will eventually revealed... mere moments later. Consider us inspired.

Kim Kardashian & North West: Proud Mom Moment?

For anyone who's kept up with the famous family, you already know that it's only a matter of time before the eldest West graces red carpets and magazine covers like her famous mommy and daddy. I mean, there's no question about it, 'Ye is definitely her father. Maybe that's why we're not too surprised at what Kim had to say about baby North...

North West, Celebs TrollingNorth West, Celebs Trolling
Twitter via @kimkardashian

"Now that you're 5, don't you think it's the mature thing to try to be nice to your brother!?!" the reality star joked on Twitter, back in 2018. Well, this is awkward. Who's gonna tell Kim that she's got a 'Christian Genius Billionaire-in training' on her hands?

Jerry Seinfeld & Ke$ha: Rehashing Rejection

On the off-chance that you missed the viral post, we can't exactly blame you: I mean, who would've ever thought the names Jerry Seinfeld and Ke$ha would ever be said in the same sentence? But back in 2017, that's exactly what happened, as the comedian took to Twitter to roast the superstar, after an um, awkward red carpet encounter.

Jerry Seinfeld, Celebs TrollingJerry Seinfeld, Celebs Trolling
Twitter via @jerryseinfeld

Not sure what we're referring to? One look at that colorful mural should clear things up: Back in 2017, the Seinfeld legend made headlines after rejecting a hug from famous superfan, Ke$ha. His response? "I'm 63, I don't know every pop star."

Ellen DeGeneres & Beyonce: Surprise!

There's a good chance you already know about Blue Ivy and her famous siblings, Rumi and Sir Carter. If by some chance you don't? Maybe Ellen DeGeneres can help you out. Back in 2017, the trouble-making comedian announced Queen Bey's her pregnancy news with this legendary photoshop.

Ellen DeGeneres, Celebs TrollingEllen DeGeneres, Celebs Trolling
Instagram via @ellendegeneres

"Me too!" the Ellen DeGeneres Show star wrote on the 'gram. While, yes, the funny lady clearly wasn't expecting any little ones of her own, the internet couldn't get enough of pregnant Ellen; And, honestly? Neither can we. Could a baby DeGeneres be in the near future? I guess we'll have to wait and find out.

50 Cent &... Himself: What Money Problems?

As Charlamagne The God once put it, "50's petty doesn't have an expiration date." But that's exactly what we love about the unapologetic rapper. If you do something to piss him off, you can bet you'll be hearing about it; If not in a diss track? You may want to check your Instagram feed. But what about the time Fiddy actually trolled… himself?

50 Cent, Celebs Trolling50 Cent, Celebs Trolling
Instagram via @50cent

Yes, you read that right. Back in 2015, as rumors swirled about his wealth - or lack thereof - the trolling legend took to the 'gram to prove the haters wrong in the best way possible. "Man this lunch money, I gotta go to work I'm still up, no sleep at all," Fiddy wrote.

Kevin Hart & The Rock: The Wrestling Poet

He might be intimidating in the rings, but off the rings? That's when 'The Rock's' true savagery comes out to play. Consider this your warning never to get on the pro-wrestler's bad side. Did you hear that, Kevin? Back in 2018, the wrestling champ took to the 'gram to get some sweet revenge, in the form of a... sappy poem. We're not kidding.

The Rock, Celebs TrollingThe Rock, Celebs Trolling
Instagram via @therock

"To my beloved son, @kevinhart4real," Johnson began. "Twinkle, twinkle, little Hart, I just don't know where to start." From the epic photoshop to the poetic masterpiece, we'd say 'The Rock' definitely left this match a winner. In fact, one's got to wonder, has Shakespeare seen this?

Ryan Seacrest & Kelly Ripa: When Opposites Attract

What did we tell you about Halloween? During the holiday where just about anything goes, it was practically only a matter of time before we caught these A-list pranksters switching places. And, well, while they might have both been in on the roasting, we've never been more disturbed.

Kelly Ripa, Ryan Seacrest, Celebs TrollingKelly Ripa, Ryan Seacrest, Celebs Trolling
Instagram via @ryanseacrest

"The treat was playing @kellyripa, the trick was the transformation," the Live! With Kelly & Ryan host posted. Hey, Ryan, now that we have your attention, we've got some questions about Keeping Up With the Kardashians going off of the air.

Justin Timberlake & Jessica Biel: Don't Look Behind You

I guess when you're an award-winning actor, artist, songwriter, dancer - are we missing anything? - what's another red carpet debut, anyways? Perhaps that's why, while we might have had to bring a spare pair of pants, JT didn't seem too nervous, as he stepped out with his wife for yet another award show, back in 2017.

Jessica Biel, Justin Timberlake, Celebs TrollingJessica Biel, Justin Timberlake, Celebs Trolling
Kevin Mazur via Getty Images

We wonder how long it took for the actress to realize what exactly was going on behind her. Then again, the Hollywood beauty still somehow managed to remain camera ready, so does it even matter? What we'd like to know, though, is just how much trouble JT landed himself for ruining his wife's perfect shot.

Ricky Gervais & Jane Fallon: The Twitter Troller

If, by some chance, you haven't already caught him causing a scene at the Wernham Hogg paper company, The Office legend is here to remind you of, well, just how funny he is. In fact, one look at Ricky Gervais' Twitter feed, and you'll be reminded exactly why the funny guy is as big as he is. Chrissy Teigen, you've got some competition.

Jane Fallon, Celebs TrollingJane Fallon, Celebs Trolling
Twitter via @rickygervais

"That's the first time I've ever seen a statue turn away," Ricky joked about his blonde-beauty. From cameos of his cat, Ollie, to (maybe a little bit T.M.I.) bathtub selfies, Ricky's been blessing our Twitter feeds for years now; But his constant roasting of his girlfriend, Jane, definitely takes the win in our eyes.

Chrissy Teigen & John Legend: Baby Johnny

Meet Johnny, the 482-month-old who enjoys warm bottles of milk by day, and selling out arenas at night; Loves a classic PB&J, hates beets, and is a sucker for conversations in the dark - at least that's how his wife sees him. Folks, may we introduce you to yet another - and perhaps one of the best - of Chrissy's online roasts.

John Legend, Celebs TrollingJohn Legend, Celebs Trolling
Instagram via @chrissyteigen

Back in 2019, the comedic legend blessed our feed with a different kind of legend, one who enjoys long naps and good ol' story-time. "Wow, they grow up so fast," Teigen joked. Granted, it might be time for baby Johnny to expand his food palette, but you've got to give the poor guy credit for being such a good sport.

Jake Gyllenhaal & Ryan Reynolds: #BFF

Carry on, nothing to see here; Literally, there's nothing to see here, considering the subject in question is, literally, nowhere to be seen in the legendary snap. Confused? Ask Jake Gyllenhaal, who just took a page out of his A-list pal's very long book.

Jake Gyllenhaal, Hugh Jackman, Celebs TrollingJake Gyllenhaal, Hugh Jackman, Celebs Trolling
Instagram via @jakegyllenhaal

"Happy #bestfriendsday to Ryan Reynolds (not pictured)," the actor wrote on Instagram. That's right, did you really think the Deadpool star was the only guy who knew how to master the art of cropping? Well, technically, we can't even call this cropping, but, nonetheless, we appreciate the ironic dig - as does Blake. Touché, Jake, touché.

Ben Affleck & Matt Damon: The Icing on the Cake

Is it even a birthday party if at least one person doesn't end up with cake in the face? Lucky for us, Matt Damon's just gone ahead and done the dirty work for us; Unlucky for Ben Affleck, he won't be too happy about this one. In fact, something tells us they'll be no skipping around the room this time around.

Ben Affleck, Matt Damon, Celebs TrollingBen Affleck, Matt Damon, Celebs Trolling
Instagram via @benaffleck

"This guy. #NationalBestFriendsDay," Damon posted on the 'gram of his A-list pal. For those who already know about the duo's decades-long friendship, you already know that it's always a fun time when these childhood friends are around. For those who don't? Well, do you need any more proof?

Liam & Chris Hemsworth: Battle of the Brothers

Sorry, Liam, but you're about to face the wrath of many unhappy teenaged girls; You see, on-screen, the actor's brother might be a force to be reckoned with, but off-screen? Thor actor, Chris Hemsworth is yet another victim to online trolling... by none other than his very own brother.

Chris Hemsworth, Liam Hemsworth, Celebs TrollingChris Hemsworth, Liam Hemsworth, Celebs Trolling
Albert L. Ortega via Getty Images / Instagram via @liamhemsworth

"Really great cover, bro! @chrishemsworth," Liam shared on the 'gram, of his brother's Vanity Fair feature. We don't know about you guys, but we'd suddenly love to watch these two hash it out on our big-screens. May the odds be ever in their favor.

Dax Shepard & Kristen Bell: Seeing Double

Allow Katy Perry and Zooey Deschanel to remind us how we each have an uncanny doppelganger wandering around the globe, god knows where (probably not Hollywood, sorry guys). But not Dax Shepard and wife, Kristen Bell. In fact, as they put it, they've already found theirs. The jury's still out though, so what do you think?

Kristen Bell, Dax Shepard, Celebs TrollingKristen Bell, Dax Shepard, Celebs Trolling
Instagram via @daxshepard via @darcycarden133w

Granted, Dax has got the facial expressions down, but as for his wife? She may want to hit the tanning salon one (or two) time(s). "There was a younger Dax and an older Kristen at the Olympics. See the resemblance? #olympics#decadeapartdopplegangers," the jokester posted.

Dax Shepard & Kristen Bell: The Anniversary Roast

As they say, on the first year, you get paper, on the second, you get cotton, and on the fourth? Well, I guess it depends who you're asking. If Dax Shepard had his way, your annual anniversary gift would come in the form of yet another embarrassing Instagram roast. Ah, to be young and in love, right?

Dax Shepard, Kristen Bell, Celebs TrollingDax Shepard, Kristen Bell, Celebs Trolling
Instagram via @daxshepard

"This was nearly 10 years ago," Shepard shared of his wife of (now) 6 years. At first glance, you might think we finally caught the funny guy getting all soft. Well, you'd be wrong: "I often wonder if I chose correctly. The dolphin's not on Facebook, so it's hard to know for sure," he continued.

Chris Pratt & Jennifer Lawrence: *Act Natural*

As they say, revenge is a dish best served cold. But in Jennifer Lawrence's case? Karma is a dish best served on Instagram, thanks to her trouble-making Passengers' costar. Thought this convenient 'candid' was amusing? There's a whole lot more where that came from. Seriously.

Chris Pratt, Jennifer Lawrence, Celebs TrollingChris Pratt, Jennifer Lawrence, Celebs Trolling
Instagram via @ prattprattpratt

"My publicist Allison just took this hilarious candid photo. Totally startled me and #JenniferLawrence," the actor joked on the 'gram, cropping his costar out for the Xth (seriously, we lost count) time. "It's little moments like this I'm so glad to be able to share with our fans as we promote #passengersmovie."

Dylan & Cole Sprouse: The Not-So- Sweet Life

Back in the day, we kept up with Zack and Cody as they tried (not successfully) to stay out of trouble at the Tipton. Since then? Well, it appears not much has changed since their Disney days. In fact, one glance at the child-stars' Twitter feeds, and it's officially like we've just stepped back in time.

Sprouse Twins, Celebs TrollingSprouse Twins, Celebs Trolling
Twitter via @colesprouse

"@dylansprouse, bro you look like a drunk older man on vacation trying to pick up young chicks at the bar," Cole joked on Twitter. How did Dylan respond? "You look like the young chick at the bar," he fired back. Someone go check on Maddie Fitzpatrick, since that's obviously who they're talking about.

Dylan & Cole Sprouse: #TBT

Did you really think Zack was going to let Cody roast him publically like that? Yes, he might not have been the star of the classroom, back on our screens, but Zack's viral comeback officially schooled his brother on how to troll. Sorry, Cody.

Sprouse Twins, Celebs TrollingSprouse Twins, Celebs Trolling
Twitter via @dylansprouse

"@colesprouse, you're lucky that one is already all over the internet," Dylan fired back. "Now this one will be too. I will be the martyr," the witty star shared. We've 100% just caught the two red-handed. In fact, you can practically hear Mr. Moseby yelling at them about a noise complaint. We wonder how they'll talk themselves out of this one...

Kourtney & Kim Kardashian: Sibling Rivalry

At first glance, you probably think you're looking at Mrs. West: the selfie-loving, spandex-loving, queen of Instagram. Then again, that's exactly what Kourtney Kardashian wants you to think. Back in 2019, the Poosh goddess took to the 'gram to do what she does best, troll her famous sister.

Kourtney Kardashian, Celebs TrollingKourtney Kardashian, Celebs Trolling
David Livingston via Getty Images / Instagram via @kourtneykardash

"Lipstick launch," the KUWTK star wrote. We've never been more confused. I mean, one look at that striking ensemble, and you've got to wonder if Kimmy would still call Kourt "the least interesting to look at." Either way, we're sure 'Ye would approve, so that's something.

Khloe Kardashian & Kris Jenner: Mother, Dearest

Look familiar? One look at this picture, and we can practically hear, "You're doing great, sweetie!" But that's exactly what Khloe Kardashian was going for, when she took to the 'gram to troll her notorious manager. Of course, you already know exactly who we're talking about...

Khloe Kardashian, Celebs TrollingKhloe Kardashian, Celebs Trolling
Instagram via @khloekardashian

None other than the one, the only, Kris Jenner: "It's safe to say I had WAYYYY too much fun being the Kris Jenner!!" the Good American mogul shared on the 'gram. "She's so fabulous! PS I never thought I looked so similar to my mom until I put on this wig." Okurrrr, do you see the resemblance?

Jake Gyllenhaal, Hugh Jackman & Ryan Reynolds: Holiday Spirit?

Not all heroes wear capes, folks. Some, opt for ugly Christmas sweaters at the expense of their trouble-making, famous friends. Just ask Ryan Reynolds, who, well, do we even need to explain this one? Something tells us the actor's facial expression says it all.

Hugh Jackman, Ryan Reynolds, Jake Gyllenhaal, Celebs TrollingHugh Jackman, Ryan Reynolds, Jake Gyllenhaal, Celebs Trolling
Instagram via @vancityreynolds

Unfortunately for the funny-guy, he's just learned the hard way that he's not the only one causing trouble down in Hollywood. "These f****ng ***holes said it was a sweater party,🎄" the Deadpool star shared on the 'gram. One point for the A-list pranksters; None for Ryan, who'll definitely be landing on Santa's Naughty List this time around.