1991 showed the world that Culkin wasn't just another bland child star, destined for obscurity. Although Home Alone had come out the year before, it was a dramatic role in My Girl that showed off his full range as an actor. This was a movie about young love on the surface, but was actually just as passionate and heartbreaking as any more "adult" movie from the era.
Forget about his (spoiler alert) drowning in the lake. It was the on-screen kiss, the first he had ever done, with Anna Chlumsky which made all our young hearts melt back then. And not just us - Culkin and Chlumsky even picked up an MTV award for the tender moment. Apparently, it took them over 15 takes before they got it right. Although we suspect they were just enjoying it a little too much.