40 Famous Men Whose Partners Keep Getting Younger and Younger

David Hasselhoff & Hayley Roberts (28 years)

Things have got to be a bit uncomfortable when your new bride is only nine years older than your daughter, but that is exactly where former Baywatch star, David Hasselhoff, finds himself after tying the knot with a the much younger, autograph seeking Welsh model, Haley Roberts. Yes, the two met when the 39-year-old Roberts tracked down the 67-year-old actor at his hotel, looking for an autograph for which Hasselhoff wanted her phone number in exchange. The two have been together ever since.

Heidi Klum & Tom Kaulitz (17 years)

Now, we are all for gender equality, and seeing as how this list is dominated by older men with younger women, we had to toss in an older woman to provide some balance which leads us to the near 50 year old supermodel, Heidi Klum, grabbing herself up a much younger musician from Germany, Tom Kaulitz. The two only dated for roughly a year before tying the knot in 2019 and by all accounts are a very happy couple.

Don McLean & Paris Dylan (48 years)

American Pie is one of the all-time great hits of the 1970’s. There was a minute when you couldn’t turn on your radio without hearing the catchy lyrics, and it has since found its way into historical lore and reincarnation via endless television commercials that use it to hawk their products. And writing such an iconic tune opens up your world to fame, wealth, and an array of very attractive and very young females. Introducing Paris Dylan, the 26-year-old model and regular on social media who bagged herself a legend, despite their 74-year age gap.