Jennifer is pictured in 1998 (swipe right) when she was Casper's age, and (swipe left) earlier this year.
The singer and actress has an 18 year age difference with her on-again, off-again beau New romance: At 60, Kris Jenner is 25 years her boyfriend Corey Gamble's senior.
WARNING: This could make you want to follow in their footsteps and either date a younger man or reap the benefits of a relationship with an older man.
Kate Beckinsale has a new man in her life, Matt Rife.
How’s this for kismet: One fateful day in 1966, singer Tony Bennett met and took a photo with a couple after one of his shows.
Little did Bennett know at the time, his future wife was there, too: She was the baby growing inside the belly of the female fan.
The two have been dating for more than a year and seem very happy together.
Her ex Christian Slater was also younger than she, by 11 years.
The star's largest dating age difference was a 16-year gap between her and ex-boyfriend Ryan Gosling.
Now Hudson may have found herself a new musical beau: This weekend, the 36-year-old actress spent some quality time (visiting Disneyland) with singer Nick Jonas.
The Jonas brother may be a few years younger than Hudson (13, to be exact), but May-December romances are nothing new in Hollywood.
These celebrities didn't let a "few" years get in the way of love, and maybe that's the key to a good relationship.
Because between some of our favourite A-listers, 10 years of an age gap seems to be norm.