Mike Tyson’s Insane 30th Birthday Party Involved Donald Trump, Jay-Z And 19 Girlfriends

It’s Mike Tyson’s birthday today, but he’ll never have a party as crazy as the one thrown to celebrate his 30th – where the guest list included Donald Trump, Oprah Winfrey, Jay-Z and 19 “lady suitors”.

Ahead of the lavish bash, Iron Mike admitted he “spent a fortune flying in friends from all over the country and putting them all up in a nearby hotel” in his autobiography, Undisputed Truth.

“We had 13 different chefs, each one cooking in their own kitchen. Everyone from Oprah to Donald Trump to Jay-Z to street pimps and their hos were there. There was a guy hand-rolling cigars,” Tyson recalls.

“You entered the house on an actual red carpet. Once you got past the 40 big Fruit of Islam bodyguards stationed outside.

“I was so egomaniacal that I reserved the 19 bedrooms in my house for girls who I wanted to sleep with. I actually told Crocodile, ‘See all these girls? They’re mine.’”

Tyson isn’t exaggerating his number of bedrooms. His sprawling Connecticut mansion, which was later bought by 50 Cent, boasted 52 rooms in total.

That said, even 1990s Iron Mike wasn’t quite crazy enough to have a real-life crocodile attend his party. The reptile he refers to is Steve ‘Crocodile’ Fitch, a close member of the boxer’s entourage.

By 1996, Tyson was sliding off the rails. He’d been released from prison, defeated Frank Bruno to regain his WBC heavyweight title but admits: “Now that I had my belt back, my grandiosity began to stomp all over my humbleness.”

Hence the extravagant 30th-birthday celebration, just 69 days before his scheduled fight against Bruce Seldon. Tyson also moved out Hope, a woman he was seeing at the time, just to make room for his would-be conquests.

“Hope was pissed at me,” he says, possibly with a level of understatement. “She had been staying at the house, but I moved her out and put her up at the hotel so the room would be available for one of my lady suitors.

“She was hurt. Hope was an extremely attractive woman and the girls I was sleeping with were nowhere near her stature.

“[Hope told me] ‘Mike, this woman you’re bringing in is just so atrocious and unclean, she’s going to dirty my bed. You’re gonna have to burn the mattress if she sleeps on the bed.’

Sound advice, although 19 is a lot of mattresses to burn if things had gone to plan.

Inside Mike Tyson's incredible 30th birthday party including Donald Trump,  13 chefs and 19 'girlfriends' – The Sun | The Sun

With such an expensive and, frankly, barking mad birthday party less than 10 weeks before he took on Seldon, it’s no surprise that Tyson says he “hardly trained for that fight”.

Fortunately for the birthday boy, his rival lived down to Tyson’s assessment that: “I didn’t think much of Seldon as an opponent; he wasn’t much of a competitor.”

Seldon, seemingly frozen with fear, went down to punches that did not – to the untrained eye – seem particularly hard. Within two minutes of the first round, Tyson had added the WBA belt to his WBC version.

“I had fought eight rounds since getting out of jail and I had earned $80 million,” Tyson recalls of his first four fights post-prison.

At least enough to cover the next few birthday parties, you would hope.

Related Posts

“I WISH IT HADN’T HURT ME SO MUCH… BUT IT DID.”  After Years Of Smiling Through Forecasts And Pretending The Cruel Words Didn’t Sink In, Bbc Breakfast Favourite Carol Kirkwood Has Finally Opened Her Heart — And Her Pain Is Impossible To Ignore. Speaking With Rare Vulnerability, She Admitted The Abuse Left Scars She Never Wanted, Saying She “Regrets The Nights Spent Questioning Herself” And The Tears No One Ever Saw. There’s Strength In Her Voice Now, But Also A Quiet Sadness — The Kind That Comes From Enduring Too Much For Too Long. Still, Through The Hurt, She Offered A Promise That Moved Fans To Tears: “I’M STILL HERE. I’M STILL SMILING. AND I WON’T LET THEM TAKE THAT FROM ME.” A Moment Of Honesty, Loss, And Hard-earned Resilience That Says More Than Any Forecast Ever Could. SS

“I WISH IT HADN’T HURT ME SO MUCH… BUT IT DID.” After Years Of Smiling Through Forecasts And Pretending The Cruel Words Didn’t Sink In, Bbc Breakfast Favourite…

“I WAS TIRED OF HATING MYSELF IN THE MIRROR.” At 68, Fern Britton didn’t chase a miracle drug or a flashy diet — she walked away from dieting altogether. After losing five stone completely naturally, the TV legend has firmly shut down rumours of weight-loss injections, saying, “I didn’t want another quick fix. I wanted my life back.” Friends say the change came from a deeply emotional place: years of yo-yo dieting, quiet shame, and the exhaustion of feeling at war with her own body. “You reach an age where you think, enough,” Fern admitted. “Enough punishing myself. Enough starting again on Monday.” By listening to her body, slowing down, and choosing peace over pressure, the transformation happened — not overnight, but honestly. The shock isn’t just the weight she lost… it’s the freedom she gained. SS

“I WAS TIRED OF HATING MYSELF IN THE MIRROR.” At 68, Fern Britton didn’t chase a miracle drug or a flashy diet — she walked away from…

“I CAN’T BELIEVE THIS WAS THE SAME PLACE.” Rylan Clark Has Left Fans Completely Stunned After Unveiling Dramatic Before-and-after Photos Of His Lavish Central London Apartment Renovation — And The Transformation Is Nothing Short Of Jaw-dropping. What Was Once A Fairly Ordinary Space Has Been Turned Into A Sleek, Ultra-luxury Sanctuary, With Neutral Tones, Hotel-level Finishes, And A Statement Living Area That Looks Straight Out Of A Design Magazine. “I Wanted Somewhere That Finally Felt Like Home,” Rylan Shared, Admitting The Project Was Emotional As Well As Expensive. Fans Flooded The Comments, With One Writing, “This Glow-up Is Unreal,” While Another Gasped, “That Flat Is Worth More Than My Entire Life.” Every Detail Tells A Story — But It’s The One Hidden Feature In The New Layout That Has Everyone Clicking, Zooming, And Asking The Same Question SS

“I CAN’T BELIEVE THIS WAS THE SAME PLACE.” Rylan Clark Has Left Fans Completely Stunned After Unveiling Dramatic Before-and-after Photos Of His Lavish Central London Apartment Renovation…

Heidi Klum, 52, ditches her bikini top AGAIN while frolicking with younger husband, 36, on the beach in St. Barts SS

Heidi Klum, 52, ditches her bikini top AGAIN while frolicking with younger husband, 36, on the beach in St. Barts Heidi Klum enjoyed another topless outing at the beach in St….

Victoria caught as she reveals truth of John’s death in Emmerdale ITVX release SS

Victoria caught as she reveals truth of John’s death in Emmerdale ITVX release Victoria Sugden killed her brother (Picture: ITV) The following article contains spoilers from an…

“It’s All Because of That Bastard”: Kate Garraway’s Shock Announcement as she Declares Bankruptcy and Abruptly Quits Good Morning Britain leaves fans stunned SS

“It’s All Because of That Bastard”: Kate Garraway’s Shock Announcement as she Declares Bankruptcy and Abruptly Quits Good Morning Britain leaves fans stunned In a heart-wrenching post…