The History of 50 Cent Trolling Diddy Over the Years

Throughout all of Sean “Diddy” Combs’ legal troubles, one person has been the most vocal when it comes to expressing their hate and disdain for the controversial hip-hop mogul: 50 Cent.

Already considered among the biggest trolls in the genre, Fiddy has taken it to another level when it comes to Diddy. While it’s increased recently, the G-Unit MC has had a gripe to settle with the Bad Boy Records founder going back two decades. With that in mind, we revisit all the moments throughout their careers where 50 has trolled Diddy.

After Diddy was arrested by federal authorities, 50 Cent ran to social media, and even referenced the weird items found in the mogul’s home, writing, “Here I am keeping good company with @thedrewbarrymoreshow and I don’t have 1,000 bottles of lube at the house.”

During an interview with The Hollywood Reporter, 50 revealed that a particular incident led to him distancing himself from the controversial hip-hop mogul: “He asked to take me shopping. I thought that was the weirdest shit in the world because that might be something that a man says to a woman. And I’m just like, ‘Naw, I’m not f***ing with this weird energy or weird shit,’ coming off the way he was just moving. From that, I wasn’t comfortable around him.”

He later added, “I didn’t ever party or hang out with him. Puff is a businessperson; when [people call him] a producer, I see people that were taken advantage of, who produced things that he took from them. He got the credit. He’s not a producer. He’s been able to take advantage of the business and the creatives in it. I don’t have any interest in doing that. I actually fall under the creative. So I just didn’t take to hanging out with that.”

50 Cent ensured that the world knew that he attended the June roast of Diddy at a Miami nightclub. It looked like he was enjoying himself.

This is another level of hate. 50 Cent hates Diddy so much that he claims that Netflix won a bidding war for a docuseries he is creating about the Bad Boy Records founder’s legal problems.

In a shocking revelation, Diddy’s son, King Combs, released a diss track, in which he takes shots at all of his father’s haters — mainly 50 Cent. When it comes to 50, King Combs raps, “When all they had was 50 Cent who put the city on the map?/ Stop lying, pops been hated on by many men and n***a, that’s fine/ They gon’ try to stop these Eminems and they gon’ die trying.”

50 Cent wasn’t threatened by the track, posting a photo of Diddy and his son on IG, with the caption, “I feel so threatened by the things Christian is saying on his record. I’m afraid for my life, please don’t hurt me guys. I never mentioned or posted anything about puffy’s kids because KEEFE D said he killed 2Pac LOL.”

In April 2024, there was speculation that 50 Cent would replace Diddy as the face of the Vodka brand. Fiddy quickly put that notion to bed by writing on an Instagram post, “I own my brands I wouldn’t be an ambassador for Ciroc, I haven’t seen anybody drinking that shit lately it’s over. LOL.”

In April, Fif created a face mashup of Diddy and Jeffrey Epstein (the billionaire convicted of sex trafficking minors) and wrote on a now-deleted Instagram post, “Boosie said where the fvck is his friends, they not saying nothing because they didn’t know he was recording everything.”

Epstein isn’t exactly the guy to whom you want to be compared.

During a January 2018 interview on The Breakfast Club (along with his co-stars in the movie “Den of Thieves”) 50 Cent implied that Diddy was gay, saying, “When he says things, he doesn’t even know what he’s saying is, like, fruity. He says to Fabolous, ‘Me and you, we need to party.’”

He later added, “He said something to me a long time ago, at Chris Lighty‘s wedding. He told me he’d take me shopping. I looked at him like, ‘What’d you just say? Let me move, man, before I do something. You gon’ make me mess up the wedding.’ No. That’s something a guy says to a girl.”

50 Cent has accused Diddy of killing the hip-hop legend numerous times. In February 2016, in response to the documentary “Murder Rap,” Fiddy wrote on IG, “LMAO SO PUFFY WIT THE S**T HUN ? ? SEE YOU GOTTA WATCH THESE PUNKS,? SCARY A** N****S A TRY YOU. #nopuffyjuice he killed Tupac lol.”

In October 2023, 50 Cent doubled down on these allegations while on his “Final Lap” tour, saying, “I hate when they leave me to talk because I always say the wrong thing. Last time they left me, I said something about Puffy. You saw that clip? I gotta stop doing that kinda shit. I been talking to a therapist to try to help me with the s**t I been saying… It’s some crazy shit on my mind. Maybe I said that shit about Puffy because he got Tupac killed.”

During an April 2014 interview with 92Q Jams, 50 Cent trashed “Big Homie,” a track featuring Diddy, Rick Ross and French Montana. He stated, “Puff still out there, he don’t even need a record, ’cause he don’t got one. You know Puff ain’t got no music that you want to hear, that ‘Big Homie’ s**t is garbage.”

On the 2006 track, “The Bomb,” featuring G-Unit members 50 Cent, Tony Yayo, and Lloyd Banks, Fiddy takes very direct shots at Diddy, rapping, “Who shot Biggie Smalls?/We don’t get ‘em/They gon’ kill us all/Man Puffy know who hit that nigga/Man that nigga soft/He scared them boys from the Westside’ll break him off/Dump on his ass/So he run to Harlem shake ‘em off.”