Drew Barrymore and Adam Sandler are two of Hollywood's most beloved actors. They've starred in some of the most iconic rom-coms of all time, including The Wedding Singer and 50 First Dates. It's no surprise, then, that fans have long speculated about whether or not these two A-listers ever dated in real life.
The answer is a little complicated. While it's true that Barrymore and Sandler did once date, their relationship was short-lived and didn't exactly end on the best terms. Here's a look at the complicated history between these two Hollywood stars.
Barrymore and Sandler first met on the set of their 1995 film The Wedding Singer. At the time, Barrymore was just 19 years old while Sandler was 26. Despite their age difference, the two hit it off immediately and began dating shortly after filming wrapped.
However, their relationship was far from smooth sailing. In an interview with Howard Stern in 2016, Sandler revealed that he actually broke up with Barrymore twice during their brief romance. I went out with her for like a week, he said of their first split. And then I called her back like six months later [and] we went out for another week.
I dumped her again, he continued. Three times I dumped her... She calls me all the time still. Ouch!
Fortunately, Barrymore and Sandler were able to mend fences eventually and are now good friends. They've even starred in several films together over the years, including Blended and Just Go With It . And if rumours are to be believed , they might be teaming up once again for an upcoming Netflix comedy .