The 15 Times Perez Hilton Went Full Drama on Famous Ladies

Back in 2010, Perez sparked a huge fuss with a photo of young Miley that got people wondering if it crossed way too many lines. He pixelated the middle area, making folks think she wasn't wearing anything -- drama alert! Instead of a sorry, he doubled down, claiming he just wanted to call out her "bad fashion choices." Miley? She called him "some idiot being an idiot." Classic.

Britney’s tough times in the 2000s were like candy to Perez. He called her an "unfit parent" and even sold edgy T-shirts at her expense! It wasn't until 2021, with the world cheering Britney on, that Perez finally said sorry and admitted he could've been nicer. Better late than never?

They started as BFFs, but Gaga and Perez’s friendship crashed and burned by 2011. Perez got nosy with "really terrible questions" about Gaga’s love life, and she wasn’t having it. Gaga even claimed Perez tried to stalk her by renting an apartment near hers. Yikes!

Perez admits that when Christina dropped her album 'Bionic,' he went a bit savage, calling her "Floptina" and trying to drag her for copying Gaga’s style. Christina just shrugged it off, hoping Perez had grown up a little since then. Fingers crossed!

Jennifer was often caught in Perez’s media circus post-divorce drama. But a surprise chat between the two changed things – Jennifer basically asked Perez, "Why so mean?" And guess what? Perez promised to chill. Spoiler alert: He kinda did!

Tallulah Willis wasn’t having it when Perez mocked her looks at 13, especially the teasing about her chin. It got so bad, she couldn’t even say "chin" for years. The online outpour was huge, and celebs piled on sharing their Perez stories. Ouch, Perez!

Calling Jessica "Jessica Simpleton" was just the start. Perez couldn’t stop with the thigh jokes and even dragged her sister Ashlee and baby Bronx into the mess. Jessica called him out big time, and years later, Perez admitted he went too far targeting celeb kids. Babes, chill!

Demi clapped back hard when Perez threw shade at Lindsay Lohan, reminding him that real people’s feelings are on the line, not just headlines. Their beef went on for years, with Demi even bragging about performing an anti-bully anthem right in front of him. Talk about savage!

Mischa’s rise to fame came with Perez’s harsh body-shaming doodles and nicknames like "Mushy Fartone." After holding it in for years, she finally confronted him in a pretty intense TV showdown. No holding back for Mischa!

When private photos of Jennifer leaked in 2014, Perez jumped the gun and posted them, causing major backlash. He apologized but started his message with a big 'F you' - yeah, that did not help. Jennifer called out the move for lacking respect and said being famous doesn’t mean giving up privacy.

Perez called Lily a "washed-up" mess, and she fired back calling him a "bitter, lonely old queen." Their back-and-forth featured insults about motherhood, drinking, and pretty savage comebacks. Basically, they had a full-on Twitter cage match before Twitter was even a thing!

Perez unloaded on Amanda during her rough patches with some ruthless comments calling her "mentally unstable". Amanda was NOT having it and even threatened to sue him. Things got so wild that Perez suggested she might not live long, referencing the infamous "27 Club." Yikes, that crossed a line!

Khloé wasn’t sure about joining Perez’s anti-bullying campaign since, well, he’d bullied her for years. But she gave it a shot and called him out for being a personal bully behind his shiny charm. Perez, of course, fired back saying celebs love the attention - just don’t complain when it’s not nice.

Perez called Avril a "no-talent pop star," and Avril wasn’t biting. She launched a website just to roast him back! Perez said she was just too sensitive, but Avril made it clear: she wasn't playing his game.

Tara got slapped with rough nicknames like "Terror" and "Trashy" thanks to Perez. When he wrongly accused her boyfriend of drinking, she pushed back hard. Later on, Tara said it straight: "He's the one that ruined my career." Harsh, but maybe true?