
Following his split with Heather Mills, Paul McCartney found himself back on the market. During that time, he was romantically linked to actress Rosanna Arquette, whom he was spotted kissing in public, per Ranker. That same year the singer also allegedly went on several dates with "Jerry Maguire" actress Renee Zellweger. During that time, the iconic musical was also spotted getting flirty with model Elle Macpherson during the GQ Men of the Year Awards. He was later seen dancing with model Christie Brinkley when the pair attended a James Taylor concert that same year.
In 2008, McCartney found himself taken with New York businesswoman Nancy Shevell. The couple began dating during McCartney's divorce battle with Mills (via the NY Daily News) and the singer popped the question in May 2011. The pair married a few months later at Old Marylebone Town Hall, where he married his first wife, Linda Eastman. A year later, McCartney wrote the song "My Valentine" about Shevell.
The couple is still married and reportedly going strong, per Hello!. Although the women at his side may have changed through the decades, one thing has remained the same: McCartney's ability to produce hit music that speaks to his multi-generational fans.
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