Clueless (1995)-Selfishness and Selflessness with Amy Heckerling
April 2026 30-Day Movie Challenge-Day 16
Picking up the challenge with another rom-com from 1995 in Amy Heckerling’s Clueless, starring the one and only Alicia Silverstone. This film came on the recommendation of Lauren Greenwood and Emily Shesh and despite the fact that it’s the one film on the challenge this time around that I have seen before, it’s been probably 25+ years since I’ve seen it so it was good to revisit it now.
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I don’t remember when the first time I saw Clueless was. My guess is some time in the early 2000s as a Netflix DVD rental. I know I never saw it in theaters because as a 13-year-old boy, I wouldn’t be caught dead in a theater for a silly romantic comedy like this. Oh how naïve I was.
Every time I do one of these challenge, I give myself a different set of rules. In 2024, I did an alphabetical challenge that was entirely made up of rewatches. It was fun to revisit films that I had seen at some time in the past, sometimes many years ago, other times fairly recently, and see how my view of each film had changed over time. The last challenge I did last September was entirely new films that I had never seen before and was entirely recommended by readers.
This was another recommendation challenge and initially I was going to only look at films I’d never seen before, but when Clueless got two recommendations, I felt like I had to include it. And since it has been at least 20 years, if not more, it still felt a bit like a first time watch when I went through the film.
I mentioned in my post yesterday about how this film is much more of an Alicia Silverstone film than an Amy Heckerling film, and while Silverstone remains the most integral part of the film, I have to backtrack just a little on my previous statement. Unfortunately, at the time this film came out and even when I likely saw it 5-10 years later, I looked at movies based on who appeared on screen, not who was behind the camera. I didn’t know until just a few moments ago that Heckerling also directed Fast Times at Ridgemont High, Look Who’s Talking, and Look Who’s Talking Too. After learning that, these films have gone right back on my watchlist even though I’ve seen them all before. But again, it was many years ago and at a time when I was looking at them as John Travolta, Kirsty Alley, or Sean Penn films.
