In 1989 he dated Christina Applegate, when she was just 18 years old and he was 26.
And if that wasn't enough, he also dated Juliette Lewis, ten years his junior, when she was 16.
Tumblr users around the world fan themselves over Johnny Depp and Winona Ryder's supposedly epic love story, but what they either don't know or don't care about is that in August 1989, when the couple first announced their relationship, Ryder was seventeen years old. Lead singer of the band Good Charlotte, whose only worthwhile contribution to the world was I Don't Wanna be in Love, probably shouldn't have been in love with Hilary Duff who was just sixteen when they started dating.
Evidently she wrote a blog post about an "elderly man" (heh) dumping her on her birthday, and the two unfollowed each other in this same time frame.
Additionally, Koenig made a gross comment about daddy issues on twitter around the same time.
There were rumors that their relationship began prior to her becoming legal, and Everwood creator Greg Berlanti had this to say on the subject: "will tell you, in terms of gossip, that I could tell the flirtation was already happening between the two of them [Pratt and Van Camp] in the pilot, and she was quite young then and Chris was.. As far as I was concerned, there were sparks flying then, and for fear that anyone would get arrested I was praying that wouldn't happen until everyone was legal." Earlier in the same interview Berlanti said, "I don't always know what's going on, and I'm the last one to find out, and they keep stuff from me a lot of times, because they'd be afraid, oh, what if I found out these two actors who played brother and sister were really dating in real life." Since they went public shortly after she turned 18…hmm….