One Direction's Harry Styles, 18, Asked Out Former Bachelorette Jillian Harris, 32?! Yup! Find out what happened when the barely legal boy band member introduced himself to the reality television ...

Harry Styles and Olivia Wilde broke up after nearly two years together, where they tried to keep their relationship under wraps. ... Published Nov. 18, 2022, 6:17 p.m. ET.

From teen heartthrob to fashion icon, Harry Styles never fails to capture our attention. ... Harry Styles during The BRIT Awards 2020 at The O2 Arena on February 18, 2020 in London, England.

Harry Styles was keeping quiet on his relationship with Olivia Wilde — until he sat in front of Howard Stern!The pop superstar ended up gushing about his famous girlfriend when he made a guest ...

Harry Styles and Olivia Wilde are 'taking a break,' sources tell People magazine. They've been dating since working on her film 'Don't Worry Darling.' ... Oct. 18, 2022 “As parents, it is ...

Harry Styles and Olivia Wilde were seen leaving Rubirosa Italian Restaurant in SoHo on August 18, 2022 in New York City. Robert Kamau/GC Images ...

Harry Styles spoke highly of Olivia Wilde Wednesday in one of the first interviews he has given about his girlfriend. ... Published May 18, 2022, 11:49 a.m. ET.

Director Olivia Wilde and her 'Dont' Worry Darling' cast member Harry Styles have split after 2 years of dating, sources tell PEOPLE. ... Published on November 18, 2022 07:16PM EST.

Harry Styles and Olivia Wilde are no longer headed in one direction. The English pop music heartthrob and his actress/director girlfriend have reportedly broken up after their near-two-year relatio… ...

How about 18-year-old One Direction member Harry Styles and—get ready for it—32-year ... Harris' rep tells me that Styles asked for the reality TV star's number after introducing himself ...