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Tyson Became Criminal to Buy Nice Clothes After Childhood Humiliation

Theo Von · #658 - Mike Tyson (Live at the Wiltern) · May 15, 2026
Tyson Became Criminal to Buy Nice Clothes After Childhood Humiliation
Theo Von
Theo Von
#658 - Mike Tyson (Live at the Wiltern)
"Some guys took me to this neighborhood dance and everybody said, 'Yo, John, hey Winky, this your friend? He got shit on him.' And everybody started laughing at me. Ever since that, I became a criminal and I only bought nice clothes. I became a criminal to buy nice clothes so nobody would ever laugh at me again."
Tyson revealed that childhood bullying over his dirty appearance at a dance led directly to his criminal career. After being publicly humiliated for having tar and filth on his clothes, the 11-year-old Tyson turned to crime specifically to afford nice clothing and avoid future mockery.

About this episode

Theo Von hosts boxing legend Mike Tyson in one of the most raw and revealing conversations of Tyson's career, covering everything from childhood trauma to Hollywood scandals to active addiction. The heavyweight champion opens up about how childhood humiliation drove him to crime at age 11, how legendary trainer Cus D'Amato became the only father figure he ever trusted, and the chaotic years of cocaine addiction that nearly destroyed him. Tyson confirms long-rumored stories, including catching Brad Pitt with his estranged wife Robin Givens in a car Tyson had purchased, and drops bombshell revelations about seeking medical help for cocaine addiction only to have his doctor ask for drugs, and rehab counselors who consumed his surrendered cocaine then negotiated for access to women. The conversation spans Tyson's relationship with fame, his thoughts on death and legacy, interactions with Michael Jackson and Whitney Houston, and his current life with wife Kiki and their children. Tyson displays vulnerability discussing Cus D'Amato's death, his nine years of sobriety, and his philosophy that suffering made him who he is. The episode balances heavy autobiography with moments of humor, including extended riffs on poverty, wrestling heroes like Hulk Hogan, and Tyson pushing Von to say racially charged phrases. Throughout, Tyson emphasizes that his greatest achievement is ensuring his children never experience the poverty and abuse that defined his childhood.

Key takeaways

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