47 SUPER Embarrassing Celeb Social Media Moments That Are Burned Into My Brain

1. I still chuckle thinking about the time Kris Jenner erased not only her own wrinkles, but also Gordon Ramsay’s. The two posed together at an event promoting Jenner’s cookbook, and both parties posted a photo of them on social media. However, fans quickly pointed out the obvious differences in the photos — noting that Jenner had appeared to blur out wrinkles on both her and Ramsay’s faces.

2. Speaking of the Kardashians, Kim once photoshopped Khloe’s daughter True into a photo taken at Disneyland, replacing Stormi, Kylie’s daughter. After fans noticed the photo looked off, Kim copped up, admitting Kylie told her not to post a photo of Stormi, so she improvised. “It wasn’t going to mess up my IG feed. Chi was wearing pink and it matched perfectly,” she wrote on Instagram, noting that the new photo matched her pink and blue aesthetic.

3. Sticking with the Kardashians, I still cringe thinking about the time Rob Kardashian once tweeted how excited he was to go to law school at USC…and USC’s Gould School of Law quickly responded to say he hadn’t even applied.

5. Kevin Smith mortified us all when he tweeted an anniversary message for his wife Jennifer Schwalbach Smith reading, “Ten years in and we bone like we’re cheating on each other WITH each other. A decade-plus and her clit/brown/taint-area still pOwns my dick.”

6. This isn’t as bad, but I still don’t think Emily Ratajowski and Eric André needed to announce their relationship with nude photos posted to André’s Instagram with a heart with an arrow in it over his privates. And not, like, a sexy photo (see it for yourself here). André later claimed Ratajowski called the photo “iconic” and said, “We both agreed this was a beautiful image that we had to share with the world.” This was especially cringeworthy when it appeared they broke up three days later.

7. I also REALLY didn’t need to hear about Megan Fox and MGK having “the kind of sex that would make Lucifer clutch his rosary,” or really anything else from this Instagram caption.

8. Grimes also probably didn’t need to admit that she likes Hentai. She tweeted, “legit love hentai. have a fake twitter and insta just to look at nice illustrations beautiful naked blue hair girls. Illustations of things always better than real things.”

9. Much, much, MUCH more explicit than that, though? The time Howie Mandel posted a video of his PROLAPSED ANUS on TikTok. The video was later deleted.

10. If we’re speaking about TMI moments, I have to bring up this tweet from Cole Sprouse. It’s probably a joke, but still.

Just a daddy long legs looking for his mommy wide thighs.

— Cole M. Sprouse (@colesprouse) December 19, 2018

@colesprouse / X / Via Twitter: @colesprouse

11. Speaking of Cole Sprouse, remember when he became Tumblr famous, then claimed in this wildly pretentious post that it was all done as part of a “social experiment”?

12. This one is honestly more relatable than embarrassing, but I still laugh thinking about the time Demi Lovato was caught potentially trying to get Henry Cavill’s attention by following him and immediately posting a thirst trap.

13. Katy Perry once posted a real head-scratcher, but maybe I just didn’t know she and Rihanna were close like that. For Rihanna’s 24th birthday, she tweeted, “HAPPY BIRFDAY u hoodrat, bearcunt, crazy, sexy ass, freaky whole bit beotch. I u so much. Keep it real tonight, as I know u will!” That marks the first (and hopefully the last) time I’ve ever heard the term “bearcunt,” and I don’t think I want to know what it means.

14. I never fail to cringe at this tweet from Lena Dunham, who is a cis, straight woman. Let’s also not forget that she outed her sibling to their parents.

When I go, I want my casket to be driven through the NYC pride parade with a plaque that reads “she wasn’t for everyone, but she *was* for us”- who can arrange?

— Lena Dunham (@lenadunham) October 2, 2022

Twitter: @lenadunham

15. On the opposite end, probably my favorite celeb tweet of all time was when a fan asked Bebe Rexha where she’d go if she could time travel. Rexha replied, “I would go to Paris 1940s.” For context, Paris was under Nazi occupation in the 1940s. When people pointed this out, Rexha wrote, “Girl I failed history. I just googled it.”

16. A close second is when a fan tweeted at Gina Rodriguez asking her to “please help a struggling Latina sister who can’t afford to pay her tuition.” Rodrigeuz replied, “Have you looked into the Hispanic Scholarship Fund? There are a few places to look for help mama lets research.” Rodriguez was quickly blasted online for her out-of-touch tweet, which became a meme.

17. Similarly, back in 2019, a fan tagged Khloé Kardashian in a tweet that said, “So I realized I have to work 20 hours in order to afford @khloekardashian jeans…and I’m in love with them…catch me picking up extra shifts.” Khloe tweeted back, “Awwwwww this is so cute!!!! I’m so happy you enjoy them.”

18. In yet another out-of-touch example, on Martin Luther King Jr. Day in 2016, Zac Efron tweeted out a photo of himself captioned: “I’m grateful for a couple things today: Martin Luther King Jr. & 10 million followers on IG.”

19. In a similarly out-of-touch moment, Gregg Sulkin once tweeted, “Wow what a workout. Had to run up flights of stairs & all I could think of were the brave firefighters climbing the twin towers on 9/11.”

20. Lindsay Lohan has had a couple of iconic social media posts that almost defy explanation. For example, after John McCain died, Lindsay Lohan posted a selfie on Snapchat captioned, “RIP John McCain feel better xoxo .”

21. There’s also the time she tweeted, “WHY is everyone in SUCH a panic about hurricane (i’m calling it Sally)..? Stop projecting negativity! Think positive and pray for peace” during Hurricane Sandy, a massive 2012 hurricane-turned-superstorm that killed 147 people.

22. This bizarre tweet from Britney Spears will also forever live in my head rent-free: “Does anyone think global warming is a good thing? I love Lady Gaga. I think she’s a really interesting artist.”

23. One that’s a little more embarrassing is when Kardashian hanger-on Jonathan Cheban posted a story on Instagram asking, “Should I go live later?” and the answer was a resounding “no.”

24. Celeb tributes to fallen visionaries are lovely in theory, but sometimes they miss the mark. Like after Stephen Hawking died, and Kirstie Alley tweeted, “You had a good go at it..thanks for your input.”

25. And am I the only one who thought Alec Baldwin’s posting a photo of cinematographer Halyna Hutchins as a “tribute” — a year after he held the gun that killed her — was weird? It was captioned “one year ago…” as if it was some kind of nostalgic TBT. It feels especially weird considering he was later charged with involuntary manslaughter for the killing (the case was eventually dismissed).

26. While obviously it’s important to talk about George Floyd and the Black Lives Matter movement, some of the celebrity reactions (particularly from white celebrities) were…head-scratching, to say the least. One of the weirdest examples was Heather Morris (y’know, from Glee), who took to Instagram to share a dance piece she’d choreographed in Floyd’s honor. The dance started with over 30 seconds of Morris just staring at the camera with tears in her eyes.

27. Similarly, on the surface, Lili Reinhart’s posting on Instagram about Breonna Taylor seems like a good thing. Except…she posted a nude photo, captioning it, “Now that my sideboob has gotten your attention, Breonna Taylor’s murderers have not been arrested. Demand justice.”

28. In what was probably meant as a positive political statement — that ended up coming off a little obtuse — Amber Heard once tweeted, “Just heard there’s an ICE checkpoint in hollywood, a few blocks from where I live. Everyone better give their housekeepers, nannies and landscapers a ride home tonight.”

29. In another attempt at allyship, I guess, Mark Ruffalo once inexplicably tweeted, “I said a prayer the other day and when God answered me back she was a Black Woman.”

30. Sometimes, celebs pipe in about political issues when they really shouldn’t. Like when Kristy Swanson tried to get involved in the whole wall debate during the Trump presidency and claimed, “my nephew ARMY was blown up by the cartel because of their tunnels, he died 3 times.”

31. In fact, I’m starting to think celebs should just…stay quiet when it comes to some events. Especially after seeing AnnaLynne McCord’s poem to Vladimir Putin about how things would be different if she were his mother. It’s an odd response to Russia’s invasion of Ukraine, to say the least.

32. There have been a million celeb apology videos, and usually, they do help controversy die down just a bit. But occasionally, a celeb’s “apology” is so bad that it makes the entire thing that much worse. Perhaps one of the worst examples is Miranda Sings’ tongue-in-cheek ukulele apology after she was accused of inappropriate behavior with minors. In a 10-minute video, Miranda (real name Colleen Ballinger) played the ukulele and sang, denying the accusations and overall making light of them.

33. In 2020, Lana del Rey posted a lengthy statement on Instagram called “Question for the culture” that quickly became infamous. In the statement, she called out artists like Cardi B, Doja Cat, and Kehlani for sexually explicit music and asked why she got so much backlash for “glamorizing abuse” when she was just a “glamorous person singing about the realities of what we are all now seeing are very prevalent emotionally abusive relationships all around the world.” While IMO, she made some good points in the full statement, her name-dropping of almost entirely BIPOC artists and then saying, “There has to be a place in feminism for women who look and act like me,” led to some pretty intense backlash.

34. Taylor Swift also got herself in hot water after she inserted herself into a conversation about diversity in music. After Nicki Minaj’s video for “Anaconda” was not nominated for a VMA for Best Video, Nicki took to X (then Twitter) to complain, writing about Anaconda’s impact and saying, “When the ‘other’ girls drop a video that breaks records and impacts culture they get that nomination” and “if your video celebrates women with very slim bodies, you will be nominated for vid of the year.”

Swift, whose video for “Bad Blood” was nominated, then tweeted at Nicki, “I’ve done nothing but love & support you. It’s unlike you to pit women against each other. Maybe one of the men took your slot.” Fans were divided on whether Minaj had actually called out Taylor and criticized her for making a valid issue about diversity into a headline about a “feud.” Minaj tweeted back, “Huh? U must not be reading my tweets. Didn’t say a word about u. I love u just as much. But u should speak on this.”

35. There were a BUNCH of social media fails during the pandemic. Perhaps the most famous was when a whole bunch of celebrities thought it was a good idea to take part in a cover of John Lennon’s “Imagine” only days into lockdown.

36. Another of the worst examples has to be Vanessa Hudgens’s video saying she “respects” coronavirus and that “Like yeah, people are going to die, which is terrible…but inevitable?”

37. Then there was the time Madonna posted this bizarre video to her Instagram and X (then Twitter) accounts, talking about COVID as “the great equalizer”…while in a bathtub of roses in her mansion.

38. Sam Smith also caused controversy early during the pandemic when they posted crying photos on Instagram captioned “stages of a quarantine meltdown.” Fans felt the post was insensitive, slamming any celebrity who complained about the quarantine from their mansions while others were risking their lives on the front lines, holed up in tiny homes, or dead from the virus.

39. Jennifer Aniston came off as a little insensitive, too, when she shared a photo on her Instagram stories of an ornament reading “our first pandemic” in a seeming parody of ornaments celebrating infants’ first Christmas or other milestones.

40. But one of the most embarrassing COVID-related examples on this infamous tweet from Nicki Minaj, who wrote, “My cousin in Trinidad won’t get the vaccine cuz his friend got it & became impotent. His testicles became swollen. His friend was weeks away from getting married, now the girl called off the wedding. So just pray on it & make sure you’re comfortable with ur decision, not bullied.” She later recommended getting vaccinated and mask-wearing, but was still slammed for her wild claim.

41. I will personally never forget James Corden’s infamous AMA (Reddit’s “Ask Me Anything,” where fans can, well, ask the celeb anything). Signing on to promote Carpool Karaoke, Corden was flooded with insults and questions regarding claims about his staff’s pay, with the most well-known being a comment from someone claiming to have sat next to Corden at a restaurant and calling him “a massively entitled c*** who yelled and treated the waitstaff like shit.” The other comments were so negative that he only answered three before signing off.

42. Woody Harrelson’s AMA also didn’t quite go according to plan. What was meant to be a 15-minute session to promote his movie Rampart quickly derailed when a user claimed Harrelson had crashed his after-prom party, taken his friend’s virginity, then ghosted her. Harrelson denied the story, then asked that users keep the focus on the film. However, the focus continued to be on the incident, and fans were annoyed by Harrelson’s continued insistence on answering only questions about Rampart. Harrelson’s publicist soon stepped in and answered only four questions.

43. I still have no idea why Logan Paul thought it was a good idea to promote his brand Lunchly (a similar product to Lunchables) while his wife was giving birth. “I turned the hospital room into a vibe,” he captioned a Snapchat story of his fiancé. The post showed the room decorated with string lights and stocked with the kids’ lunch products, zooming in on a pack. Because there’s nothing that makes the birth of your child more special than self-promo.

44. When Bow Wow flexed his luxurious travel plans on Instagram, it seemed like a pretty regular celeb post, complete with a photo of a private jet and the caption, “Travel day. NYC press run for Growing Up Hip Hop. Lets gooo.” However, he was embarrassingly exposed when an X (then Twitter) user posted a photo of Bow Wow flying commercial, writing, “So this guy lil Bow Wow is on my flight to NY but on Instagram he posted a picture of a private jet captioned ‘traveling to NY today.'”

45. In one of the most truly head-scratching examples on this list, Blake Shelton once seemingly admitted to killing a turtle on social media: “Does anyone know if the Eastern Box turtle is protected in Oklahoma? If so I didn’t just swerve to the shoulder of the road to smash one…” he tweeted, then replied “shut up” to backlash and boasted, “I solely have raised over a million dollars in animal rescue/conservation alone.”

46. Posting skincare routines, especially using their own products, is pretty standard for celebs. But fans noted something off in this Instagram video from Millie Bobby Brown using her florence by mills line…namely that she didn’t appear to be using any of the products.

47. Finally, since we just had the Met Gala, let’s all remember Karlie Kloss teasing her 2019 “camp” look with an intense photo of her staring into a compact with the caption “Looking camp right in the eye”…only to do whatever the opposite of camp is.

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47 SUPER Embarrassing Celeb Social Media Moments That Are Burned Into My Brain

3. Sticking with the Kardashians, I still cringe thinking about the time Rob Kardashian once tweeted how excited he was to go to law school at USC…and USC’s Gould School of Law quickly responded to say he hadn’t even applied.

5. Kevin Smith mortified us all when he tweeted an anniversary message for his wife Jennifer Schwalbach Smith reading, “Ten years in and we bone like we’re cheating on each other WITH each other. A decade-plus and her clit/brown/taint-area still pOwns my dick.”

7. I also REALLY didn’t need to hear about Megan Fox and MGK having “the kind of sex that would make Lucifer clutch his rosary,” or really anything else from this Instagram caption.

8. Grimes also probably didn’t need to admit that she likes Hentai. She tweeted, “legit love hentai. have a fake twitter and insta just to look at nice illustrations beautiful naked blue hair girls. Illustations of things always better than real things.”

9. Much, much, MUCH more explicit than that, though? The time Howie Mandel posted a video of his PROLAPSED ANUS on TikTok. The video was later deleted.

10. If we’re speaking about TMI moments, I have to bring up this tweet from Cole Sprouse. It’s probably a joke, but still.

11. Speaking of Cole Sprouse, remember when he became Tumblr famous, then claimed in this wildly pretentious post that it was all done as part of a “social experiment”?

12. This one is honestly more relatable than embarrassing, but I still laugh thinking about the time Demi Lovato was caught potentially trying to get Henry Cavill’s attention by following him and immediately posting a thirst trap.

14. I never fail to cringe at this tweet from Lena Dunham, who is a cis, straight woman. Let’s also not forget that she outed her sibling to their parents.

18. In yet another out-of-touch example, on Martin Luther King Jr. Day in 2016, Zac Efron tweeted out a photo of himself captioned: “I’m grateful for a couple things today: Martin Luther King Jr. & 10 million followers on IG.”

19. In a similarly out-of-touch moment, Gregg Sulkin once tweeted, “Wow what a workout. Had to run up flights of stairs & all I could think of were the brave firefighters climbing the twin towers on 9/11.”

20. Lindsay Lohan has had a couple of iconic social media posts that almost defy explanation. For example, after John McCain died, Lindsay Lohan posted a selfie on Snapchat captioned, “RIP John McCain feel better xoxo .”

21. There’s also the time she tweeted, “WHY is everyone in SUCH a panic about hurricane (i’m calling it Sally)..? Stop projecting negativity! Think positive and pray for peace” during Hurricane Sandy, a massive 2012 hurricane-turned-superstorm that killed 147 people.

22. This bizarre tweet from Britney Spears will also forever live in my head rent-free: “Does anyone think global warming is a good thing? I love Lady Gaga. I think she’s a really interesting artist.”

23. One that’s a little more embarrassing is when Kardashian hanger-on Jonathan Cheban posted a story on Instagram asking, “Should I go live later?” and the answer was a resounding “no.”

24. Celeb tributes to fallen visionaries are lovely in theory, but sometimes they miss the mark. Like after Stephen Hawking died, and Kirstie Alley tweeted, “You had a good go at it..thanks for your input.”

27. Similarly, on the surface, Lili Reinhart’s posting on Instagram about Breonna Taylor seems like a good thing. Except…she posted a nude photo, captioning it, “Now that my sideboob has gotten your attention, Breonna Taylor’s murderers have not been arrested. Demand justice.”

29. In another attempt at allyship, I guess, Mark Ruffalo once inexplicably tweeted, “I said a prayer the other day and when God answered me back she was a Black Woman.”

30. Sometimes, celebs pipe in about political issues when they really shouldn’t. Like when Kristy Swanson tried to get involved in the whole wall debate during the Trump presidency and claimed, “my nephew ARMY was blown up by the cartel because of their tunnels, he died 3 times.”

35. There were a BUNCH of social media fails during the pandemic. Perhaps the most famous was when a whole bunch of celebrities thought it was a good idea to take part in a cover of John Lennon’s “Imagine” only days into lockdown.

36. Another of the worst examples has to be Vanessa Hudgens’s video saying she “respects” coronavirus and that “Like yeah, people are going to die, which is terrible…but inevitable?”

37. Then there was the time Madonna posted this bizarre video to her Instagram and X (then Twitter) accounts, talking about COVID as “the great equalizer”…while in a bathtub of roses in her mansion.

39. Jennifer Aniston came off as a little insensitive, too, when she shared a photo on her Instagram stories of an ornament reading “our first pandemic” in a seeming parody of ornaments celebrating infants’ first Christmas or other milestones.

46. Posting skincare routines, especially using their own products, is pretty standard for celebs. But fans noted something off in this Instagram video from Millie Bobby Brown using her florence by mills line…namely that she didn’t appear to be using any of the products.

47. Finally, since we just had the Met Gala, let’s all remember Karlie Kloss teasing her 2019 “camp” look with an intense photo of her staring into a compact with the caption “Looking camp right in the eye”…only to do whatever the opposite of camp is.

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3. Sticking with the Kardashians, I still cringe thinking about the time Rob Kardashian once tweeted how excited he was to go to law school at USC…and USC’s Gould School of Law quickly responded to say he hadn’t even applied.

5. Kevin Smith mortified us all when he tweeted an anniversary message for his wife Jennifer Schwalbach Smith reading, “Ten years in and we bone like we’re cheating on each other WITH each other. A decade-plus and her clit/brown/taint-area still pOwns my dick.”

7. I also REALLY didn’t need to hear about Megan Fox and MGK having “the kind of sex that would make Lucifer clutch his rosary,” or really anything else from this Instagram caption.

8. Grimes also probably didn’t need to admit that she likes Hentai. She tweeted, “legit love hentai. have a fake twitter and insta just to look at nice illustrations beautiful naked blue hair girls. Illustations of things always better than real things.”

9. Much, much, MUCH more explicit than that, though? The time Howie Mandel posted a video of his PROLAPSED ANUS on TikTok. The video was later deleted.

10. If we’re speaking about TMI moments, I have to bring up this tweet from Cole Sprouse. It’s probably a joke, but still.

11. Speaking of Cole Sprouse, remember when he became Tumblr famous, then claimed in this wildly pretentious post that it was all done as part of a “social experiment”?

12. This one is honestly more relatable than embarrassing, but I still laugh thinking about the time Demi Lovato was caught potentially trying to get Henry Cavill’s attention by following him and immediately posting a thirst trap.

14. I never fail to cringe at this tweet from Lena Dunham, who is a cis, straight woman. Let’s also not forget that she outed her sibling to their parents.

18. In yet another out-of-touch example, on Martin Luther King Jr. Day in 2016, Zac Efron tweeted out a photo of himself captioned: “I’m grateful for a couple things today: Martin Luther King Jr. & 10 million followers on IG.”

19. In a similarly out-of-touch moment, Gregg Sulkin once tweeted, “Wow what a workout. Had to run up flights of stairs & all I could think of were the brave firefighters climbing the twin towers on 9/11.”

20. Lindsay Lohan has had a couple of iconic social media posts that almost defy explanation. For example, after John McCain died, Lindsay Lohan posted a selfie on Snapchat captioned, “RIP John McCain feel better xoxo .”

21. There’s also the time she tweeted, “WHY is everyone in SUCH a panic about hurricane (i’m calling it Sally)..? Stop projecting negativity! Think positive and pray for peace” during Hurricane Sandy, a massive 2012 hurricane-turned-superstorm that killed 147 people.

22. This bizarre tweet from Britney Spears will also forever live in my head rent-free: “Does anyone think global warming is a good thing? I love Lady Gaga. I think she’s a really interesting artist.”

23. One that’s a little more embarrassing is when Kardashian hanger-on Jonathan Cheban posted a story on Instagram asking, “Should I go live later?” and the answer was a resounding “no.”

24. Celeb tributes to fallen visionaries are lovely in theory, but sometimes they miss the mark. Like after Stephen Hawking died, and Kirstie Alley tweeted, “You had a good go at it..thanks for your input.”

27. Similarly, on the surface, Lili Reinhart’s posting on Instagram about Breonna Taylor seems like a good thing. Except…she posted a nude photo, captioning it, “Now that my sideboob has gotten your attention, Breonna Taylor’s murderers have not been arrested. Demand justice.”

29. In another attempt at allyship, I guess, Mark Ruffalo once inexplicably tweeted, “I said a prayer the other day and when God answered me back she was a Black Woman.”

30. Sometimes, celebs pipe in about political issues when they really shouldn’t. Like when Kristy Swanson tried to get involved in the whole wall debate during the Trump presidency and claimed, “my nephew ARMY was blown up by the cartel because of their tunnels, he died 3 times.”

35. There were a BUNCH of social media fails during the pandemic. Perhaps the most famous was when a whole bunch of celebrities thought it was a good idea to take part in a cover of John Lennon’s “Imagine” only days into lockdown.

36. Another of the worst examples has to be Vanessa Hudgens’s video saying she “respects” coronavirus and that “Like yeah, people are going to die, which is terrible…but inevitable?”

37. Then there was the time Madonna posted this bizarre video to her Instagram and X (then Twitter) accounts, talking about COVID as “the great equalizer”…while in a bathtub of roses in her mansion.

39. Jennifer Aniston came off as a little insensitive, too, when she shared a photo on her Instagram stories of an ornament reading “our first pandemic” in a seeming parody of ornaments celebrating infants’ first Christmas or other milestones.

46. Posting skincare routines, especially using their own products, is pretty standard for celebs. But fans noted something off in this Instagram video from Millie Bobby Brown using her florence by mills line…namely that she didn’t appear to be using any of the products.

47. Finally, since we just had the Met Gala, let’s all remember Karlie Kloss teasing her 2019 “camp” look with an intense photo of her staring into a compact with the caption “Looking camp right in the eye”…only to do whatever the opposite of camp is.

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