Happy 70th birthday, Michael Bolton! Enjoy the best vintage photos of the pop balladeer in his prime
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Who doesn’t love Michael Bolton? After transitioning from heavy metal singer to pop-rock balladeer in the late ’80s, the Grammy-winning artist known for his short-on-top, long-in-the-back hair and silky smooth voice quickly climbed the charts and rose to worldwide fame. To celebrate his 70th birthday on Feb. 26, 2023, we’re taking a look back at the most nostalgia-inducing photos from early in the crooner’s career…
On Jan. 15, 1990, Michael Bolton suited up — and puckered up his lips — for the Sixth Annual National Holiday Awards dinner honoring Martin Luther King Jr.
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Michael Bolton posed with Goldie Hawn during TNT’s All Star Tribute to Joni Mitchell on April 6, 2000.
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Michael Bolton… the skier? The “To Love Somebody” crooner enjoyed a day out on the mountain during VH1’s Celebrity Ski in Squaw Valley, California on March 12, 1992. We love the look, Michael!
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On Jan. 12, 2001, Michael Bolton was photographed with “Baywatch” bombshell Pamela Anderson during Michael Jordan’s celebrity golf invitational opening party at Atlantis in the Bahamas.
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The “When a Man Loves a Woman” crooner found a woman of his own to love: longtime girlfriend, actress Nicollette Sheridan, whom he dated until 1995 and then again from 2005 to 2008. He’s seen here with the “Desperate Housewives” star during the 8th Annual Carousel of Hope Ball on Oct. 2, 1992.
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Michael Bolton had a brief romance with another “Desperate Housewives” actress: Teri Hatcher! The pair, who’s seen here during “The Player” premiere on April 3, 1992, began dating after Teri starred in his “Missing You Now” music video. Go figure!
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Congrats, Michael! Feb. 21, 1990 aka the night of the 32nd Annual Grammy Awards marked a career milestone for Michael Bolton — it was the night he nabbed his first-ever Grammy Award! That evening, he took home the honor for best male pop vocal performance for “How Am I Supposed to Live Without You.”
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Does it get more ’80s than this? Michael Bolton is seen here with smooth jazz saxophonist Kenny G during the BMI Awards on May 21, 1991.
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Look at that suit! Michael Bolton was incredibly well-dressed for hisperformance during “The Tonight Show with Jay Leno” on Aug. 15, 1995.
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A star in the making! Michael Bolton and Nicollette Sheridan (right) posed for a photo with a 20-year-old Mariah Carey during the 20th Annual American Music Awards. Believe it or not, this picture was taken just over a year before Mariah’s self-titled debut album was released.
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How sweet are they? Michael Bolton and then-girlfriend Nicollette Sheridan looked smitten with one another when they attended Elvis: The Tribute at The Pyramid Arena on Oct. 8, 1994.
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Michael Bolton was seen chatting with fellow top-charting artist Paula Abdul during the Grammy Living Legends Gala on Nov. 21, 1989.
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He sure cleans up well! Michael Bolton posed for photos alongside a 28-year-old Gwyneth Paltrow during the Miramax Pre-Oscar Party on March 20, 1999.
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On Feb. 12, 2000, Michael Bolton was seen mingling with Donald Trump, then-girlfriend Melania Trump (formerly Knauss) and Ghislaine Maxwell at the Mar-a-Lago Club in Palm Beach, Florida.
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On June 22, 1997, Michael Bolton attended the premiere of Disney’s “Hercules” in Los Angeles in an all-blue getup. He was more than just an audience member though — Michael actually sang the pop version of the song “Go the Distance” for the animated film!
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We love a girl dad! Michael Bolton and daughter Holly Bolton, who was 15-years-old at the time, enjoyed a father-daughter outing when they attended the Kids for Kids Benefit for the Pediatric AIDS Foundation on April 18, 1993.
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Michael Bolton and supermodel Naomi Campbell made the perfect pair when they posed for a photo together at a cocktail party ahead of the Monte Carlo Music Awards in Monaco on March 5, 2002.
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Michael Bolton wasn’t the only famous musician back in the day! The “Drift Away” singer showed off his competitive side when he and the Bolton Bombers played a baseball game against David Foster and the Hollywood All Stars on July 19, 1992. Hmm… we wonder who won!
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We’re not sure if we’d be as calm and collected as Michael Bolton if we were standing next to Brooke Shields! The “Said I Love You… But I Lied” singer is seen here with the American model during the Arista Records Grammy Awards pre-party on Feb. 19, 1991.
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Michael Bolton sure has experience falling for the women he casts in his music videos! The Connecticut-born crooner fell for Ashley Judd after she appeared in his music video for “The Best of Love.” He’s seen here with the “Ruby in Paradise” actress, whom he dated for a little over a year, during New York Fashion Week on Oct. 26, 1996.
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If music didn’t work out, maybe Michael Bolton would’ve considered a career in baseball! He’s seen here during a game against Dees Demons in Los Angeles on Oct. 16, 1991.
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There’s nothing more ’90s than candid photos of celebrities at airports. Michael Bolton and then-girlfriend Nicollette Sheridan were spotted at the Los Angeles International Airport on May 11, 1995.
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Michael Bolton showed off his airport style when he was spotted at the Los Angeles International Airport — sans girlfriend — on May 22, 1990. The “How Can We Be Lovers” pop singer opted for a leather jacket and blue denim jeans.
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Why so pensive, Michael? Michael Bolton is seen here during an album signing in New York City on Sept. 7, 1990.
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During the premiere of HBO’s “If These Walls Could Talk 2” on March 1, 2000, Michael Bolton was all smiles when he posed for a photo with Ellen DeGeneres and late actress Anne Heche.
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On June 5, 1993, Michael Bolton was a guest at Mariah Carey and Tom Mottola’s New York City wedding. He was ready to take on the rainy weather with his umbrella!
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How spiffy is he?! Michael Bolton was spotted at the Nabisco Gold Championship at Mission Hills Country Club on March 21, 2000.
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Michael Bolton smiled big next to funny woman Rosie O’Donnell during the 1st Anniversary celebration of Rosie Magazine on April 15, 2002.
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