27 Mar, 2023
By FactsWow Team
Over the years, he has dated women of all ages, including the late television presenter Caroline Flack and actor Olivia Wilde. It has always been a sensational relationship.
Media Credits: Yahoo Finance
In London on Jan. 24, 2023, Harry Styles gathered with Ellis Calcutt, whom he reportedly dated when he was younger. Looks like the pair enjoyed a coffee and a walk together.
Media Credits: Hollywood Life
Harry Styles visited Olivia Wilde's trailer during a filming session for 'Don't Worry, Darling' in November 2020. In August 2019, they were seen holding hands at a wedding.
Media Credits: E!Online
Emma Ostilly, shown here at The New York Public Library at the 3rd amfAR Inspiration Gala New York in 2012, reportedly dated Harry in 2011.
Media Credits: Shutterstock
During the 2012 presidential campaign, Emily Atack allegedly dated Harry, as seen here leaving The Palace Theatre in London.
Media Credits: Hello Magazine
A photo shows Caggie Dunlop at Fran Cutler's Halloween party at The Berners Tavern in 2019. Caggie Dunlop, shown here in 2012, is rumored to have dated Harry then.
Media Credits: Ok!Magazine
It dates between the end of 2012 and the beginning of 2013, when Harry Styles and Taylor Swift were photographed on this outing in Dec. 2012.
Media Credits: E!Online
It was reportedly reported that Nicole Scherzinger briefly dated Harry in 2013 after she left Hakkasan restaurant in Mayfair.
Media Credits: Hollywood Life
A picture of Harry Styles and Kendall Jenner leaving Craig's Restaurant in 2013 shows the couple dating on and off from 2013 to 2016.
Media Credits: Capital FM
A 2014 romance was reportedly reported between Erin Foster and Harry, who appeared at the 2017 Baby2Baby Gala.
Media Credits: E!Online
A 2014 report claims that Nadine Leopold dated Harry in 2014. Her appearance at the 2019 CFDA Fashion Awards proves this speculation.
Media Credits: The Mirror
The actress Sara Sampaio is pictured here at the 2020 Vanity Fair Oscars party. She had a relationship with Harry reportedly in 2015.
Media Credits: CelebsFirst
In 2017, Tess Ward was seen at the Australia House at The Strand in London, where she was reportedly rumored to have dated Harry.
Media Credits: HollywoodLife
Camille Rowe and Harry Styles dated for a year, as seen here after having dinner together in Hollywood in 2018.
Media Credits: Pinterest
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