Drew Barrymore may have had a problematic celebrity crush in her earlier years, but she's also dated plenty of real celebrities. From guitarists to comedians to drummers and art consultants, Drew's gone out with some interesting guys. And of course, fans already know about her short-lived and now nostalgia-inducing marriage to Tom Green.
But what about her on-again-off-again relationship with Justin Long back in the day?
In all the time that Drew has been in the spotlight, tabloids have tracked her dating history. There were headlines when she married a bar owner in 1994, and more of them when they divorced two months later. Then Drew married Tom (that lasted a year), though fans now know the two are on good terms today.
After that, Drew had a relatively long relationship with The Strokes drummer Fabrizio Moretti. The two dated for around five years, after which Drew fell into Justin's arms (or something).
People says that Justin and Drew started dating in "late summer" of 2007. By Thanksgiving, they were planning the holidays with her parents, which Justin posted about on his own website. They seemed super serious, though People made it sound like Drew had also stepped out with stars like Zach Braff and Spike Jonze just before moving on to Long.
By the following summer (so 2008), Drew and Justin had called it quits. Both were super busy in Hollywood at the time, which is always an understandable explanation for why celeb romances fizzle out.
The thing was, the two were still working together. They paired up on 'He's Just Not That Into You' which came out in 2009, and they even played a long-distance couple in 'Going the Distance' in 2010. The timeline of their rekindled romance is iffy, but in 2009, when asked if it was awkward working with his ex, Justin said no, confirmed Us Magazine.
And yet, Nicki Swift says that Drew dumped Justin back in the day. Sources suggest that Drew was 'hot and cold' with her former flame, and that he was devastated after their split. In fact, he was so upset, say sources, that he opted out of Drew's film 'Whip It,' which he was set to work on.
Not too long after, Barrymore started dating and later married Will Kopelman. As fans know, the two welcomed two daughters before divorcing in 2016. But that doesn't mean Justin hasn't re-entered (or remained in?) the picture since then.
In fact, he gushed about Drew, saying the pair were friends and that "She's the best... She has this amazing ability to make anyone feel like at ease." Even in recent years, the two have been seen together, and neither is afraid to admit they're still close.