A hark back to Prince Harry's most hilarious moments - from Meghan Markle's birthday video to bizarre television appearance

Prince Harry has certainly embraced the spotlight in a way that showcases his fun and daring personality. His lighthearted antics often capture public attention, from humorous sketches to unexpected moments. Here are some standout instances:

  1. Tattoo Sketch with Jelly Roll (2024): In a hilarious bit to promote the Invictus Games, Harry appeared to get a tattoo in New York. The playful sketch with country singer Jelly Roll included banter over where the tattoo should go, with Harry joking about placing it on his lower back or his a***. The moment reached a peak of hilarity when Jelly Roll added his name to the design, much to Harry’s shock.

  2. Jimmy Fallon's Tonightmares Maze (2024): In a chaotic appearance on Jimmy Fallon’s Tonightmares, Harry navigated a spooky maze with the host. The pair reacted with shrieks and laughter, with Harry letting out a bleated expletive after a frightening zombie figure jumped out at them, showing a spontaneous, humorous side.

  3. Superhero Costume for Charity (2022): For a video supporting bereaved military children, Harry donned a Spiderman costume to deliver a Christmas message. He then revealed his face and wished the children a Merry Christmas, showing that he's not just fun-loving, but also caring.

Through these moments, Prince Harry continues to show that he is not just a royal figure but a fun-loving, adventurous personality who enjoys bringing humor and joy to others.

Prince Harry has a knack for adding humor and playfulness to his public appearances, often involving those closest to him, including his wife, Meghan Markle, and even the late Queen Elizabeth.

Harry showing his sense of humour in a video for Meghan Markle's 40th birthday in 2021

  1. Meghan's 40th Birthday Video (2021): Harry brought a lighthearted moment to Meghan's 40th birthday video. In a blooper reel at the end, Harry attempted to juggle, but his clumsy effort had the desired effect of making Meghan giggle. It was a sweet and humorous moment that showed the fun side of their relationship.

  2. Mic Drop Moment with the Queen (2016): One of Harry's most memorable stunts involved the late Queen Elizabeth. To promote the Invictus Games, Harry filmed a video with the Queen, where he showed her a playful video message from the Obamas. As the clip ended, Harry cheekily mimicked a "mic drop" gesture. The Queen, ever composed and with a sharp sense of humor, simply responded, "Oh really? Please." It was a rare and endearing moment that highlighted both her humor and Harry’s mischievous nature.

These stunts demonstrate that Harry is not only an adventurous spirit but also someone who enjoys injecting fun into serious moments, making him both relatable and entertaining to fans.

The Prince can be seen juggling balls through a window in the background of the video, making his wife laugh 


The 2016 mic drop moment with the Queen is one of Prince Harry’s most iconic and playful public stunts. In the video promoting the Invictus Games, Harry is seen sitting with his grandmother, the late Queen Elizabeth, and showing her photographs of the previous year's Invictus competitors. As the two discuss the event, Harry receives a text message from Michelle Obama, who shares a playful video clip with her husband, Barack Obama.

Harry's iconic mic drop moment with Queen Elizabeth after watching video from Barack and Michelle Obama in 2016


In the video, the Obamas tease Harry with a message that says: "Hey Prince Harry. Remember when you told us to bring it at the Invictus Games? Be careful what you wish for." This prompts three officials to make a “mic drop” gesture in the background, symbolizing confidence. Harry, initially caught off guard, cheekily mimics the gesture himself as the clip ends, turning the moment into a humorous and memorable one.

This playful exchange with the Queen showcases Harry’s fun-loving nature, as well as the lighthearted, humorous rapport he shared with the late monarch.

Prince Harry's playful nature shines through in many of his public appearances, from his mic drop moment with the Queen to his antics in Meghan Markle's 40th birthday video.

In the 2016 mic drop video with the Queen, Harry is initially taken aback by the Obamas’ teasing, but the Queen, with her well-known sense of humor, remains unfazed and simply responds, "Oh really? Please." Harry then turns to the camera with a cheeky smirk and mimics the mic drop gesture himself, making the moment even more memorable.

In Meghan's 40th birthday video (2021), Harry’s sense of humor was also on display. As part of a bloopers montage, Harry is seen standing outside, peering through a window while Meghan is in the room. He attempts to juggle, but his clumsy effort leads to the balls falling. His playful grin at the end of the failed attempt, along with Meghan’s surprised and amused reaction, shows Harry’s ability to keep things lighthearted and fun, especially when supporting Meghan's initiative for women returning to the workforce.

Both moments highlight Harry's ability to entertain and bring laughter to those around him, including his wife and even the Queen.

Prince Harry’s playful side was on full display in Meghan Markle's 40th birthday video, where he tried his hand at juggling. In the blooper reel, Harry attempts to juggle three balls, but they quickly fall to the ground. Undeterred, he tries again with two balls, flashing a cheeky grin at Meghan, who looks surprised and laughs at his playful antics. Hollywood star Melissa McCarthy, who also appeared in the video, couldn’t help but giggle at the Prince’s mishap, adding to the lighthearted atmosphere of the moment.

In 2022, Harry also showed his humorous yet caring side when he appeared in a video for bereaved military children at Christmas. Donned in a Spiderman costume, he encouraged the children to have fun and enjoy the festive season. The playful disguise ended with Harry revealing his face and wishing the children a Merry Christmas, combining humor with heartfelt support for the young audience. Both moments highlight Harry’s ability to balance humor with genuine care, creating memorable and endearing experiences for others.

Harry dressed up as Spiderman to record a video message for the members of Scotty's Little Soldiers at their annual Christmas party


Prince Harry's caring yet fun-loving side continued to shine in his work with Scotty's Little Soldiers and the WellChild awards.

In 2022, Harry donned a Spiderman costume for a heartwarming video aimed at bereaved military children through Scotty's Little Soldiers. Disguised as the beloved superhero, he encouraged the children to enjoy the festive season and have fun. At the end of the video, he pulled off the mask to reveal his face, flashing a warm smile and wishing the children a Merry Christmas. The gesture highlighted Harry’s ability to blend humor with heartfelt support for those who need it most.

During his visit to the WellChild awards in September, Harry, who has been a patron of the charity for 16 years, once again displayed his playful side. He interacted with several children at the event, and shared a particularly sweet moment with Noah Nicholson, a young boy who has cerebral palsy and chronic lung disease. As the two chatted, Noah delighted in throwing his soft toys to the floor and watching Harry pick them up, prompting Harry to laugh and say, "Don't apologise, I love it." This simple yet endearing interaction demonstrated Harry’s ability to connect with children on a personal level while maintaining his fun, lighthearted approach to life.

At the WellChild awards, Harry’s interaction with young Noah Nicholson highlighted his playful nature and genuine connection with children. As Noah threw his soft toys on the floor and delighted in watching Harry pick them up, Harry responded with a warm and humorous remark, telling Noah’s mother, Tracey Nicholson, "Don’t apologise, I love it." This moment was a reflection of Harry's easygoing and approachable personality, making it a memorable part of the event.

In another instance, to promote the Invictus Games in Canada earlier this year, Harry participated in a playful sketch with singer Jelly Roll. The footage, shared on X, showed Harry getting "inked" at a tattoo parlour in New York. The humorous scene involved Jelly Roll enthusiastically preparing to give Harry a tattoo, with Harry joking about where the tattoo should go. The pair ultimately joked about the tattoo’s design, adding an extra layer of fun to Harry’s public persona, especially as he squirmed while Jelly Roll inked him with the Invictus Games logo.

Harry receiving a tattoo on his neck from American singer Jelly Roll


In a hilarious and lighthearted moment to promote the Invictus Games, Harry visited a tattoo parlour in New York, where he met singer Jelly Roll. Jelly Roll enthusiastically greeted Harry and said, “We’re giving you a tattoo about the Invictus Games,” to which Harry humorously responded, “No, I came here to ask you to do the Invictus Games. There’s no tattoo in this. I can’t get a tattoo.”

The two then struck a deal, and as they discussed the placement of the tattoo, Harry joked about putting it on his lower back or "my a***," while Jelly Roll insisted on his neck. Despite Harry’s reluctance, he ended up squirming in the chair as Jelly Roll began inking the Invictus Games logo—'I am'—on his neck. Harry let out a few shrieks during the process, adding to the comedic aspect of the moment. This playful video not only promoted the Invictus Games but also showcased Harry's willingness to step out of his comfort zone for a good cause.

In the tattoo skit, Jelly Roll added his own name to the ink, leading to a hilarious reaction from Harry. As Jelly Roll completed the tattoo, Harry, shocked, exclaimed, "You put your name on my neck... are you serious? Oh s***." The playful moment showcased Harry's willingness to embrace the fun, even in unexpected situations, adding to his adventurous and humorous persona.

Later in the year, during his solo American publicity tour, Harry once again stepped out of his comfort zone for a laugh when he joined Jimmy Fallon for the Tonightmares Halloween experience at the Rockefeller Center. In a spooky maze filled with unexpected frights, Harry and Fallon had cameras strapped to their chests as they navigated the haunted rooms. The pair couldn't help but burst into fits of laughter, shrieks, and screams as they encountered creepy surprises. Harry's reactions, which included swearing and jumping in fear, only added to the fun of the segment, once again showing his willingness to embrace the chaos and humor of the moment.

Prince Harry and Jimmy Fallon taking part in an unusual horror maze segment on US television

During the Tonightmares Halloween experience with Jimmy Fallon, Harry had a memorable moment when a zombie-like figure suddenly jumped out at him. As he nervously said "Jimmy" before the jump scare, the Prince swore in fear, and the moment was bleeped out for comedic effect. It was yet another example of Harry embracing the fun and humor of the situation, even when caught off guard by the spooky surprises.

A camera pointed at the Duke's face showed his confusion and shock during the maze

The prince screamed and swore as he was jump-scared in a haunted maze


In another adorable and funny moment, Harry found himself sharing his popcorn with a toddler at the 2017 Invictus Games volleyball match. Emily, the daughter of former Invictus competitor and Paralympian David Henson, was seated next to Harry and developed a taste for his snack. At one point, the cheeky two-year-old placed her hand on Harry's knee and proceeded to sneak handfuls of popcorn from his bag while he was talking to someone else. When Harry noticed, he pulled a silly face and quickly moved his popcorn away, much to Emily's amusement. It was a charming and lighthearted moment that further showcased Harry's down-to-earth nature and his ability to find humor in everyday situations.

Harry smiling at toddler Emily Henson who had been sneakily eating his popcorn during a volleyball match

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