While social media is an amazing tool for documenting our lives, there are often times something you once thought was a good post ends up being the opposite. Although deleting a post might seem as easy as a single click, it’s not always that simple when you’re a famous celebrity and everyone has their eyes on you.

From cringe-worthy captions to subtle shade, celebrities are not immune from orchestrating their own social media mishaps. Whether they purged photos of an ex or received backlash from fans for tone-deaf selfies, we’ve rounded up some of the most questionable celebrity posts to ever be deleted from Instagram.

Check out 25 instances of infamous deleted celebrity Instagram posts, below.