Clint and Dina Eastwood had a 17-year-run, wedding in 1996 and hiding from the spotlight in the town of Carmel, Calif. Somewhere along the line, their 35-year age difference may have gotten the best of them, as the couple later called it quits.

Clint Eastwood

Courtney Stodden has a truly perplexing career. The former beauty pageant queen is seemingly famous for being famous, but Stodden is best known for marrying “Lost” actor Doug Hutchison at 16 years old, while Hutchinson was 51.

Doug Hutchison

Despite their 26-year age difference, Rod Stewart and Penny Lancaster truly seem like the real deal. In 2017, the lovebirds celebrated their tenth wedding anniversary by renewing their vows in a quaint ceremony at their 45-acre Essex home.

Rod Stewart

Richard Gere, the “Pretty Woman” legend, and Alejandra Silva, a Spanish activist and publicist, secretly wed in a 2018 civil ceremony. Gere was 68 and Silva was 35, but the decades don’t make much of a difference for the couple, who have been dating since 2014.

Richard Gere

Legendary funnyman Eddie Murphy and Australian model and actress Paige Butcher — who is 18 years younger than him — aren't married yet. However, the couple started dating in 2012, got engaged in 2018, and welcomed a son that same December.

Eddie Murphy