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VOICE OVER: Rebecca Brayton WRITTEN BY: Spencer sher
We already know she can sing, but have you seen how funny Rihanna is?!? RiRi, you slay us. For this list, we're taking a look at the most hilarious Rihanna interviews, film roles and pop culture moments to date, including having a flask at the Grammys, her 10-minute "going out" makeup tutorial and pranking Jimmy Kimmel. Join MsMojo as we count down our picks for the Top 10 Most Hilarious Rihanna Moments!

#10: Rihanna with a Flask at the Grammys

The 59th Annual Grammy Awards were of particular importance to Rihanna, as she was nominated for a whopping eight awards; including Record of the Year. While she didn’t manage to win in any category, she did manage to get her drink on - in style, we might add. During the ceremony, Rihanna could be seen sipping from a bedazzled flask. The Grammys are a notoriously dry event, with no alcohol allowed inside the theatre. However, rules are meant to be broken, and we can’t exactly say we’re shocked to discover that Rihanna was openly flaunting her alcohol consumption.

#9: Rihanna in “This Is the End”

Few cameos are as action packed as this one. For the 2013 action comedy “This Is the End”, James Franco, Seth Rogen, Jonah Hill and a number of other celebs played fictionalized versions of themselves, with the tie-in being that they’re all attending a party at Franco’s home. One of the celebrities in attendance is none other than Rihanna and boy does she ever make the most of her screen time. With just a few short minutes to work with, the Barbados Babe slaps a coked-up Michael Cera and sings a duet with Craig Robinson, before falling into a literal hell hole. Fun fact: Rihanna agreed to let Cera slap her butt if she could slap his face for real. So, if you thought Cera’s reaction looked legit, that’s because it was!

#8: Rihanna’s “Her” Moment on “Ellen”

In a 2011 sit down with Ellen DeGeneres, Rihanna discussed how her busy work schedule affects her personal life. The singer peeled back the curtain on her dating life as well, lamenting the fact that her status as the Sexiest Woman Alive, as well as her hectic lifestyle, has led to a lack of romantic prospects. Rihanna stated that being single “sucks” and that in the long run, having little to no personal life will have negative effects on her and…her…gesturing nonchalantly to her crotch. The moment had Ellen and the crowd in stitches and forced the typically quick-witted host to go to commercial.

#7: Rihanna Can’t Stop Laughing at “Voice” Contestant’s Hiccup

In 2015, Rihanna joined the cast of “The Voice” as a contestant mentor. Combining Rihanna with network TV is pure genius, as the indomitable singer is witty, intelligent and extremely opinionated – three qualities all TV personalities should possess. However, in this truly hilarious behind-the-scenes moment, Rihanna was none of the above. During a chat with Pharrell and contestant Mark Hood, Rihanna totally lost her composure after Hood hiccupped. Hood was embarrassed beyond belief at having hiccupped in front of the Grammy winner, who struggled to contain her laughter despite Hood’s protests.

#6: Rihanna Shows Alan Carr Some Dance Moves

During a visit to English comedian Alan Carr’s talk show, Rihanna found herself on the receiving end of a considerable amount of praise for her dancehall hit “Rude Boy”. Despite loving the song, Carr admitted that he didn’t know the dance moves and asked if Rihanna could give him a quick tutorial. Watching RiRi teach Carr how to dance is nothing short of side-splitting, as it quickly becomes clear that the host is, uh, not exactly the best dancer. Then again, we’d all look like uncoordinated fools next to a dancing queen like Rihanna!

#5: Rihanna & Jim Parsons’ Press Tour Interviews

There was no shortage of hilarious moments between “Home” co-stars Jim Parsons and Rihanna while they were promoting the 2015 animated children’s movie. On paper, the two celebs appear to be polar opposites; the straight-laced Parsons is 15 years Rihanna’s senior and is best known for playing uber-geek Sheldon Cooper on “The Big Bang Theory”; whereas Rihanna is a trendsetting global pop superstar and former Sexiest Woman Alive known her provocative nature. And yet, the two not only get along, they’re awesome together! Watching the two of them debate the merits of watching Oprah, take selfies and discuss their favorite childhood books will never get old. The fact that one of the funniest dudes in history, Steve Martin, is with them along the way, is really just a bonus.

#4: Her Dressing Room Essentials

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During a 2016 visit to her talk show, Rihanna once again managed to make Ellen bust a gut. This time the giggles stemmed from Rihanna’s rider, which includes regular Cheetos, hot Cheetos, Oreos, Cup a Noodles, red and white wine, vodka and garlic olives. The fact that the crowd can’t get enough of Rihanna explaining all of the items on her rider is a testament to just how engaging the Barbados Babe truly is. During the visit, Ellen and Rihanna also discussed karaoke, relationships, and the star’s insane Instagram account. If we ever make it big, videos of Rihanna being hilarious will be the first thing we put on our rider.

#3: Rihanna's 10-Minute Going Out Makeup Tutorial

Want people to watch your YouTube videos? Just put the words “Rihanna”, “Vogue” and “tutorial” in the title, sit back, and watch the view counter soar! This 10-minute clip of Rihanna giving viewers a makeup tutorial currently boasts over 22 million views and within 5 seconds it’s easy to understand why. Rihanna is a natural in-front of the camera, transitioning seamlessly from lovable goofball to dead-serious makeup expert in the blink of an eye. Despite cracking jokes throughout, Rihanna still manages to look absolutely stunning by the end of the video. Come for the makeup advice, stay for Rihanna’s endlessly fun personality!

#2: When She Pranked Jimmy Kimmel

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Notorious prankster Jimmy Kimmel got a taste of his own medicine when Rihanna teamed up with Kimmel’s wife for a truly epic April Fool’s Day prank. Kimmel’s wife waited until her husband was fast asleep and then let Rihanna and a group of dancers into his bedroom. They then began blasting “Bitch Better Have My Money” while flashing lights and chucking money onto the stunned talk show host. As far as April Fool’s pranks go, having Rihanna burst into your room in the middle of the night singing “Bitch Better Have My Money” ain’t all that bad. Do you know how much a private show like that costs in real life? Before we unveil our top pick, here are some honorable mentions: Rihanna on “The Graham Norton Show” Rihanna Does a Fan’s Makeup Rihanna Is 2014's Council of Fashion Designers of America Style Icon Rihanna on “The Voice” as a Coach Rihanna Plays "Never Have I Ever" with George Clooney

#1: Rihanna & Seth Meyers Go Day Drinking

A recurring segment on “Late Night with Seth Meyers” involves the talk show host going day drinking with a family member or celebrity. In 2019, Meyers had the honor of knocking back a few adult beverages with Rihanna; and, as you may have already guessed, it was great. They kick things off with a shot, immediately followed by Meyers chugging his entire beer. Things only get more debaucherously hilarious from that point on. Meyers gets Rihanna to try a bunch of horribly concocted drinks, convinces her to play a drinking game (which she destroys him in), and then unleashes some truly lame pick-up lines on her. The chemistry between these two is obvious, particularly when Rihanna helps Meyers with his makeup. We can’t wait for Seth and Rihanna Go Day Drinking: Part 2!

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