25 Of The Most Regrettable Celebrity Tweets

Fail Whale.

1. When #Craig #David didn’t #quite understand how #best to use #hashtags.

Martin Grimes / Getty

#craigdavid

ID: 2744062

2. When Kanye West reacted maturely to a Jimmy Kimmel sketch.

Chelsea Lauren / Getty/ Twitter

ID: 2738059

3. When Mary J. Blige overestimated her ability to proof read tweets.

Mireya Acierto / Getty/ Twitter

ID: 2738240

4. When Katy Perry shared far too much information.

Getty/ Twitter

ID: 2738075

5. When Lindsay Lohan got her social media accounts confused.

Theo Wargo / NBC / Getty

ID: 2744287

6. And when she came up with this hilarious April Fools’ joke.

Jason Merritt / Getty

ID: 2738113

7. When Kourtney Kardashian went all David Attenborough on us.

Alexandra Wyman / Getty

ID: 2738274

8. When Lee Ryan proved himself to be quite the philosopher.

Sean Gallup / Getty

ID: 2744017

9. And when he expressed his love of writing “story’s.”

Tim Whitby / Getty

ID: 2744020

10. And when he had this deep thought.

Gareth Cattermole / Getty

ID: 2744024

11. When Jaden Smith was inspired by Lee Ryan’s way of thinking.

Angela Weiss / Getty

ID: 2744229

12. When Cher let us in on her struggles with technology…

Frederick M. Brown / Getty

ID: 2744083

13. …Especially with Fkn tube & google.

Frederick M. Brown / Getty

ID: 2744084

14. When Alexa Chung forgot that Twitter IS NOT THE PLACE TO SHARE SEX DREAMS.

Vittorio Zunino Celotto / Getty/ Twitter

Especially when it’s with Karl Lagerfeld.

ID: 2738085

15. When Susan Boyle’s Album party went very, very wrong.

Gareth Cattermole / Getty

ID: 2739110

16. When Charlie Sheen shared his phone number with the world.

Frederick M. Brown / Getty

ID: 2738172

17. When Maria Fowler offered her commentary on the 2012 Olympics Opening Ceremony.

Gareth Cattermole / Getty

ID: 2738622

18. When LeAnn Rimes forgot to keep things positive.

Isaac Brekken / Getty

ID: 2738961

19. When Nick Cannon shared his interesting parenting techniques.

Theo Wargo / Getty

ID: 2738298

20. When Kim Kardashian had a brush with politics.

Dimitrios Kambouris / Getty

ID: 2739171

21. And when she hated breastfeeding.

Dave Kotinsky / Getty

ID: 2744255

22. When Niall Horan fan-girled over Justin Bieber before he was famous.

Julian Finney / Getty

ID: 2739150

23. When 50 Cent forgot that Twitter isn’t Facebook.

Jamie McCarthy / Getty

ID: 2744111

24. When Lil Jon decided this was appropriate for social media.

Ethan Miller / Getty

ID: 2744153

25. And finally, when Jessica Simpson gave us this mental image.

Jamie McCarthy / Getty

ID: 2744303