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Jeff Tweedy Was Once the Middleman for a Flirty Exchange Between Bob Dylan and a Legendary Soul Singer

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09.06.2026

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Jeff Tweedy Was Once the Middleman for a Flirty Exchange Between Bob Dylan and a Legendary Soul Singer

Allegedly, Bob Dylan and Mavis Staples engaged in a little friendly flirting with Jeff Tweedy playing messenger while on tour in 2013. 

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To hear Jeff Tweedy tell it, Bob Dylan is “the prettiest girl at the party.” Jeff, you might ask, with all due respect, what the hell does that mean? Apparently, Tweedy came to this conclusion after playing the messenger between Bob Dylan and Mavis Staples, relaying several flirtations while on tour in 2013.

Speaking to Uncut in June 2021 for a massive oral history of Dylan, Tweedy recalled the “oddly uplifting and encouraging” tour. The U.S. summer excursion was named Americanarama Festival of Music, with Bob Dylan headlining alongside Wilco and My Morning Jacket as openers for the majority of the summer. Other support acts joined for limited dates or one-offs, like Bob Weir, Dawes, Richard Thompson Electric Trio, and Beck.

But Tweedy recalled a........

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