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Sean Penn and Bob Dylan's Epic Boxing Sparring Sessions

9/26/2025

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Summary

Story summary

Sean Penn confirmed on The Tonight Show that he and Bob Dylan sparred.
Dylan has a long-standing interest in boxing and trains at his Santa Monica gym.
Penn noted a 16-foot punching ring at his home for their sessions.
Dylan trained for about a month, arriving early with his dogs.
Actress Gina Gershon recalled a sparring moment with Dylan.

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Story summary

Sean Penn confirmed on The Tonight Show that he and Bob Dylan sparred.
Dylan has a long-standing interest in boxing and trains at his Santa Monica gym.
Penn noted a 16-foot punching ring at his home for their sessions.
Dylan trained for about a month, arriving early with his dogs.
Actress Gina Gershon recalled a sparring moment with Dylan.