Dylan's 1990s began with Under the Red Sky (1990), an about-face from the serious Oh Mercy. The album contained several apparently simple songs, including "Under the Red Sky" and "Wiggle Wiggle". The album was dedicated to "Gabby Goo Goo"; this was later explained as a nickname for the daughter of Dylan and Carolyn Dennis, Desiree Gabrielle Dennis-Dylan, who was four at that time. Sidemen on the album included George Harrison, Slash from Guns N' Roses, David Crosby, Bruce Hornsby, Stevie Ray Vaughan, and Elton John. Despite the stellar line-up, the record received bad reviews and sold poorly.
In 1991, Dylan was honored by the recording industry with a Grammy Lifetime Achievement Award. The event coincided with the start of the Gulf War against Saddam Hussein, and Dylan performed his song "Masters of War". Dylan then made a short speech which startled some of the audience.
The next few years saw Dylan returning to his roots with two albums covering old folk and blues numbers: Good as I Been to You (1992) and World Gone Wrong (1993), featuring interpretations and acoustic guitar work. Many critics and fans commented on the quiet beauty of the song "Lone Pilgrim", penned by a 19th century teacher and sung by Dylan with a haunting reverence. An exception to this rootsy mood came in Dylan's 1991 songwriting collaboration with Michael Bolton; the resulting song "Steel Bars", was released on Bolton's album Time, Love & Tenderness. In November 1994 Dylan recorded two live shows for MTV Unplugged. He claimed his wish to perform a set of traditional songs for the show was overruled by Sony executives who insisted on a greatest hits package. The album produced from it, MTV Unplugged, included "John Brown", an unreleased 1963 song detailing the ravages of both war and jingoism.
With a collection of songs reportedly written while snowed-in on his Minnesota ranch, Dylan booked recording time with Daniel Lanois at Miami's Criteria Studios in January 1997. The subsequent recording sessions were, by someaccounts, fraught with musical tension. Late that spring, before the album's release, Dylan was hospitalized with a life-threatening heart infection, pericarditis, brought on by histoplasmosis. His scheduled European tour was cancelled, but Dylan made a speedy recovery and left the hospital saying, "I really thought I'd be seeing Elvissoon." He was back on the road by midsummer, and in early fall performed before Pope John Paul II at the World Eucharistic Conference in Bologna, Italy. The Pope treated the audience of 200,000 people to a sermon based on Dylan's lyric "Blowin' in the Wind".
September saw the release of the new Lanois-produced album, Time Out of Mind. With its bitter assessment of love and morbid ruminations, Dylan's first collection of original songs in seven years was highly acclaimed. Rolling Stone said "Mortality bears down hard, while shots of gallows humor ring out." This collection of complex songs won him his first solo "Album of the Year" Grammy Award (he was one of numerous performers on The Concert for Bangladesh, the 1972 winner). The love song "Make You Feel My Love" became a number one country hit for Garth Brooks.
In December 1997, U.S. President Bill Clinton presented Dylan with a Kennedy Center Honor in the East Room of the White House, paying this tribute: "He probably had more impact on people of my generation than any other creative artist. His voice and lyrics haven't always been easy on the ear, but throughout his career Bob Dylan has never aimed to please. He's disturbed the peace and discomforted the powerful."
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