Ah, the joys and terrors of child-rearing. Celebrities aren’t immune to parenting challenges. Often, their children are the public face of their own shortcomings – and in some cases, a PR black eye for their career. Here are celebrities who lost all sense of their parental responsibilities and crossed the line from bad to horrible parents.

Alec Baldwin

Most celebrities would make this list for the things they’ve done on-screen (and off-screen, too). But Alec Baldwin’s inclusion on this list is rooted in a single incident from years ago when he left a horrific voicemail on his daughter’s phone. In the voicemail, he called his 11-year-old daughter, Ireland, “a rude, thoughtless little pig,” going on to tell her, “you don’t have the brains or the decency as a human being.”

Michael Jackson

Jackson is a prime example of how one moment can alter the trajectory of anyone’s life. His moment came in Berlin when fans gathered to catch a glimpse of the pop star. Michael Jackson leaned out over his balcony with his baby dangling from his hand. This event led to an enormous backlash against Jackson and his family.

Woody Allen

The director, actor, and screenwriter is the worst celebrity parent. He has made incredible movies in the past, but his place among the worst celebrity parents goes beyond his three children to whom he was never a parent, to begin with. When he first met Soon-Yi Previn, Mia Farrow’s adopted daughter. The moral grounds of this relationship were shaky at best, especially after Allen had an affair with her mother.

O.J. Simpson

There’s too much to be said about the infamous O.J. Simpson, and the case that made him world-famous: the murder of his ex-wife, mother of his children and her friend Ron Goldman. His trial was filled with controversy and intrigue and captivated millions across the nation and millions more around the world. The media closely watched the trial and it was observed very carefully by legal experts and laymen alike.

Mama June

Everyone knows Mama June isn’t the most responsible mother. Truthfully, there are too many red flags to count about June Shannon and her extracurricular activities, like her previous relationship with a man who’d been to prison for ten years for child molestation. The fact that she even dated the man, affectionately called “Sugar Bear,” after he assaulted her own daughter is just icing on the cake.