My first impression when I saw this as a kid was that I hated the self-satisfied face of Culkin and I hoped that the thieves would win and strangle him slowly on screen as I felt sorry for the brutal treatment they go through. Hated the sentimental scenes about the homeless dude too. I understand it was a success and is a liked Christmas movie, but I can't stand it.
2.5. Maybe 20 years ago = 5 stars; but even now it wasn't all that bad to watch. One of my favourite kids films and nice to revisit a work which brought you so much fun and happiness as a child, and nostalgic memories. Reliving those memories may not be a good thing, and makes me think fuck adulthood even more :D
As a kid, I loved the fantasy this film presents of being an autonomous child: unsupervised by adults and free to assume the role of man of the house. Now that I'm older, I'm struck by the sheer loneliness and vulnerability of Kevin's situation - John Hughes' screenplay and John Williams' iconic music wisely choosing to underscore the inherent sadness of being left behind by your family during the holidays.