Leo Man & Leo Woman Famous Couples

They met on the set of Madonna's "Material Girl" music video in January 1985 and married on August 16, 1985, Madonna's 27th birthday. They appeared together in the film Shanghai Surprise (1986) and Madonna dedicated her 1986 album True Blue to Penn. Madonna filed for divorce in December 1987 and again in January 1989, and reporting from the time notes an assault complaint was withdrawn in January 1989. Their marriage is recorded as ending in 1989.

How they met

They met while filming Madonna's "Material Girl" music video in January 1985.

They met on the set of the film Gigli in 2002 and began a high-profile relationship that included an engagement in 2002 but ended in the mid-2000s. After years apart they rekindled their romance in 2021 and married in 2022. They have no children together, but their blended family includes Lopez's twins Emme and Max and Affleck's three children Violet, Seraphina and Samuel. They remain married as of the current date (2026-06-03).

How they met

They first met on the set of the film Gigli in 2002 while co-starring in the project.

They met on the set of the film Two Much in 1995 and began a relationship, they married on May 14, 1996, in London, they had one daughter together, Stella del Carmen Banderas, born September 24, 1996, and after announcing their separation in June 2014 their divorce was finalized in December 2015.

How they met

They met and began a relationship while filming the movie Two Much in 1995.

Children

One daughter, Stella del Carmen Banderas (born 1996).

Anne Wojcicki and Sergey Brin married in May 2007. They had a son in 2008 and a daughter in late 2011. The couple separated in 2013 and their divorce was finalized in 2015.

How they met

Sergey Brin and Anne Wojcicki were long-time sweethearts before marrying in the Bahamas.

Children

Two children: a son (born 2008) and a daughter (born late 2011); names not publicly disclosed.

NBA forward Kyle Kuzma first reached out to model Winnie Harlow via Instagram DMs in 2019, and the two officially connected in early 2020 during the COVID-19 pandemic lockdowns. Harlow moved from New York to Los Angeles to spend quarantine with Kuzma, and the couple went Instagram official in June 2020. Kuzma proposed in February 2025 with an 8.5-carat oval-cut diamond ring, and the couple confirmed their engagement publicly.

How they met

Kuzma first slid into Harlow's Instagram DMs in 2019; she did not see the message initially, but they connected in early 2020 as the pandemic began.