Legal controversies
Penn has an extended history of alcohol-induced violence. In January 2015, Penn was arrested in
Kihei, Hawaii and charged with assault after a brawl outside of a bar.
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In 2019, Penn's estranged girlfriend, Shealen Uaiwa, filed a restraining order against him in October from her and Penn's children, alleging years of physical and sexual abuse. The order was granted in February 2019 and was in order through October 2021.
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In June 2019, an intoxicated Penn fought a bouncer outside of a Honolulu strip club.
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On August 27, 2019, Penn was involved in a bar brawl on Hawaii's Big Island.
[138][120] Subsequently, Penn was released from the UFC in early September following the incident.
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On February 7, 2020, Penn was involved in a single-car accident in his home town of
Hilo, Hawaii. According to local media, Penn was allegedly speeding when he lost control of his pickup truck and his vehicle flipped in front of a Hilo shopping mall. Penn was the only occupant of the vehicle, and he was transported to a nearby hospital by ambulance. Penn was investigated by the Hilo Police Department for
DUI and his blood was drawn at the scene, but no charges were filed.
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On December 8, 2020, a paternity lawsuit was filed against Penn by the mother of his most recent child, Camila Amado.
[130]
On January 23, 2021, Penn was arrested in
Honokaa, Hawaii, and was charged with DUI. Penn was later released from jail hours after his arrest pending an investigation. Video footage recorded from a bystander shows a handcuffed, drunk, and belligerent Penn yelling racial expletives at the police and the man recording while being assisted into an unmarked police vehicle.
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