30+ Celebrities Who Surprised Their Fans By Hilariously Trolling Them

31. Dave Chapelle Crashed This Engagement Photoshoot

Dave Chapelle is a stand-up comedian who has many Netflix specials. He loves to laugh and joke with his fans, so he saw this engagement shoot as the perfect opportunity to troll a pair of unsuspecting lovebirds. 

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Dave Chapelle Crashed This Engagement Photoshoot
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This couple was taking their engagement photos at a beer garden, and Chapelle decided to sneak into the background of some of the pictures. These are probably the only engagement photos that people will care about and want to see. 

32. Major Slash Fan Didn’t Know That He Was Walking Behind Her

Imagine you are walking along the street minding your own business, and your idol happens to be standing right behind you. Well, this is precisely what happened to this unsuspecting fan. She was wearing the perfect outfit to meet him, so we hope she turned around. 

Major Slash Fan Didn't Know That He Was Walking Behind Her
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She was probably starstruck when she realized who was walking closely behind her. It was a good day to rock that Slash shirt, and we hope they got a real picture together. 

33. Steven Tyler Always Wants To Shoot From His Best Angle

Is it just us, or does Steven Tyler look like an angry woman about to bother the management staff with returns? As the frontman of Aerosmith, Tyler gained attention for his quirky look and unique personality. This is a relatively mundane picture of him compared to some of the other outfits he has worn on stage. 

Steven Tyler Always Wants To Shoot From His Best Angle
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We are not sure why this woman was taking a photo in front of a parking lot, but she captured it at the right moment because Tyler decided to photobomb. However, he doesn’t look too happy knowing that someone is taking his photo. 

34. Nicolas Cage Photobombed This New Mom When She Wanted A Photo With The Wine

When you are pregnant, and for a little while after you give birth, you are not allowed to drink alcohol. This woman waited nine long months plus a few extra, and she was excited to have a glass of wine again. To document the moment, she decided to pose with her baby in front of the wine. 

Nicolas Cage Photobombed This New Mom When She Wanted A Photo With The Wine
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Nicolas Cage happened to be walking by when he saw this woman taking a photo, and he saw it as the perfect moment to jump in the background. Depending upon how you feel about Cage, she could have been very happy or disappointed that he got in the picture. 

35. Arnold Schwarzenegger Casually Stopping Right In Front Of This Group Photo

Why would anyone want a perfectly normal group photo in front of the Eiffel Tower when you could have Arnold Schwarzenegger photobomb it? Arnold is notorious for standing in front of people’s pictures, whether it is his famous friends or random unsuspecting people. 

Arnold Schwarzenegger Casually Stopping Right In Front Of This Group Photo
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The people in the background look utterly confused by this random man standing in the middle of their photograph. They appear to be on a large family vacation, and they don’t realize who this person is. Imagine if they asked him to move instead of joining them in the photo. 

36. George Clooney Knows How To Prank His Fellow Celebs

Jerry Seinfeld and his wife Jessica were at an event when they ran into Steven Spielberg and wanted to get a group photo. While they were taking some pictures, George Clooney noticed and jumped in the background to make their image even more star-studded. 

George Clooney Knows How To Prank His Fellow Celebs

Even famous people like to photobomb their famous friends like they are teenagers. The only difference between this and the fan photos is that these people have a lot more money and they are well-known. 

37. Wiz Khalifa Is On The Left And He Looks Quite Confused By This Setting

Wiz Khalifa is a famous rapper, and he is sitting at a table with his friends on the left side of this picture. He looks confused as to why someone is taking his picture, considering most of the people here probably have no idea who he is or what songs he has created. 

Wiz Khalifa Is On The Left And He Looks Quite Confused By This Setting
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These people are just enjoying their family vacation and have no idea that a famous rapper is sitting a few feet away from them. Wiz probably didn’t even mean to photobomb, but happened to be looking over at the perfect moment. 

38. Prince Harry Is A World Class Photobomber

Prince Harry has proven that he is a silly guy who likes to have fun when it comes to photobombing pictures. It seems like it is one of his favorite hobbies. It doesn’t matter if you are a member of the royal family; you can still be overjoyed by the thought of making a silly face for the camera. 

Prince Harry Is A World Class Photobomber
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These three men were attending a sporting event and wanted to document the memory by taking a picture together. When Harry noticed the camera, he had to put two thumbs up for the perfect moment to photobomb. It doesn’t matter where he is; Prince Harry will always find his ways into people’s pictures. 

39. Benedict Cumberbatch Just Wanted A Picture With His Favorite Band, U2

Clearly acting isn’t the only talent Benedict Cumberbatch has. He is also a world-class photobomber of the stars. The Dr. Strange and Sherlock Holmes star might be an award-winning talent, but that never stops him from bringing out his inner child on the red carpet.  

Benedict Cumberbatch Just Wanted A Picture With His Favorite Band, U2
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When Cumberbatch saw the members of U2 and their spouses taking a photo, he had to jump in the background, literally. No one seems to notice that he is standing behind them, and they probably will have a good laugh when they notice him. 

40. Justin Timberlake Likes To Steal His Wife’s Spotlight

It is not just celebrities trolling their fans, but they also like to joke around with their spouses. Justin Timberlake and Jessica Biel have been married for years, so when they walk the red carpet, they each get pictures together and separate. Justin wanted to mess with his wife’s photos and make the paparazzi laugh. 

Justin Timberlake Likes To Steal His Wife's Spotlight
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Timberlake decided to fool around and photobomb his wife’s pictures because he is silly and likes to mess around with her. He was probably jealous that all the photographers were calling her name and not his. 

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