Michael Bolton Through The Years: Photos Of The Crooner Then & Now

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February 26, 2022 7:35AM EST

Michael Bolton is a true romantic. Celebrate the crooner’s Feb. 26 birthday with a look at his life in photos.

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Michael Bolton: Through The Years

Michael Bolton: Through The Years — Singer Michael Bolton is a true romantic. Born Michael Bolotin in New Haven, Connecticut on Feb. 26, 1953, he is the man behind hits like “How Am I Supposed To Live Without You?” and “Said I Loved You But I Lied”.

Though he is well known for his ballads, he actually started making music as a heavy metal rocker in the 70s and 80s. As a solo artist, he was known for his textured croon and passionate lyrics. It seemed a recipe for success, as Michael’s sold more than 75 million records and won two Grammys.

Michael has also dabbled in acting and TV, making cameos as himself on ‘Two and a Half Men’ and ‘The Nanny’, while also appearing on unscripted shows like ‘Dancing With The Stars’ and ‘Celebrity Dating Game’.

In his personal life, the star was married to Maureen McGuire from 1975 to 1990. The pair share three daughters. He also enjoyed an on-off relationship with actress Nicolette Sheridan during the 90s and 2000s.

Want to see more Michael Bolton through the years? Click through the gallery.

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Michael Bolton In 1995

Michael Bolton In 1995 — Michael Bolton in 1995. For some time, he was known for his luxurious locks.

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Michael Bolton In 1991

Michael Bolton In 1991 — Michael Bolton rocks out on stage at London’s Wembley Arena on Nov. 11, 1991. His long hair was flowing.

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Michael Bolton At A Celebrity Tennis Match

Michael Bolton At A Celebrity Tennis Match — Michael Bolton arrives for the Pro-Celebrity charity tennis match to kick off the Mercedes-Benz Cup tennis tournament in Los Angeles in 2002. He smiled while leaving a pair of sunglasses perched on his head.

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Michael Bolton On British TV In 1997

Michael Bolton On British TV In 1997 — Michael Bolton takes the mic during an appearance on ‘The Royal Variety Performance’ in 1997. His hair was short and he donned a comfortable suit.

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Michael Bolton Gets A Star On The Hollywood Walk Of Fame

Michael Bolton Gets A Star On The Hollywood Walk Of Fame — Michael Bolton gets honored with a star on the Hollywood Walk Of Fame on Aug. 27, 2002. He was promoting his album ‘Only a Woman Like You’.

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Michael Bolton In 2005

Michael Bolton In 2005 — Michael Bolton performs on May 14, 2005. He was at Share Inc.’s 52nd Annual Boomtown Event.

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Michael Bolton & Nicollette Sheridan At The 2006 Golden Globes

Michael Bolton & Nicollette Sheridan At The 2006 Golden Globes — Michael Bolton and Nicollette Sheridan attend the 2006 Golden Globes together. The duo were introduced in 1992 by sax icon Kenny G. They dated for a few years, broke up in 1995, only to reunite 10 years later. They were engaged by Mar. 2006 bu by Aug. 2008 the engagement was off.

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Nicollette Sheridan & Michael Bolton At The Premiere Of ‘Over Her Dead Body’

Nicollette Sheridan & Michael Bolton At The Premiere Of ‘Over Her Dead Body’ — Movie date! Nicollette Sheridan and Michael Bolton attend the premiere of ‘Over Her Dead Body’ in LA on Jan. 29, 2008.

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Michael Bolton In Monaco In 2013

Michael Bolton In Monaco In 2013 — Michael Bolton flies solo during the 65th Monaco Red Cross Gala in Monte Carlo, Monaco on Aug. 2, 2013. He looked oh-so-dapper.

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Michael Bolton In 2014

Michael Bolton In 2014 — Who knew he was a funny guy? Michael Bolton appears in a sketch on the UK program ‘The Paul O’Grady Show’ on May 9, 2014.

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Michael Bolton At The Premiere Of ‘Good Kill’

Michael Bolton At The Premiere Of ‘Good Kill’ — Michael Bolton attends the premiere of ‘Good Kill’ on Sep. 5, 2014. It was during the 71st Venice International Film Festival.

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Michael Bolton Attends The 2015 BMI Pop Music Awards

Michael Bolton Attends The 2015 BMI Pop Music Awards — Red carpet ready. Michael Bolton looks slick in all black with a loose silk tie during the 63rd Annual BMI Pop Music Awards in LA on May. 12, 2015.

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‘Good Morning Britain’ TV show, London, UK – 01 Mar 2019

‘Good Morning Britain’ TV show, London, UK – 01 Mar 2019 — Michael Bolton poses with Kate Garraway on ‘Good Morning Britain’. It was Mar. 1, 2019.

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Michael Bolton In Germany In 2019

Michael Bolton In Germany In 2019 — Michael Bolton plays the Regensburg Castle Festival in Germany on Jul. 15, 2019. He looked sharp in a jacket with a blue shirt worn open.

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