It's not a hyperbole for me to say that I've watched this movie at least 50 times - endlessly brilliant, a beautiful portrayal of how real young women behave, without ever being mocking or cruel. An absolute cult classic. I can probably quote this along in my sleep.
Bubblegum with grit. A genuinely sweet film that makes no great allusions to anything (apart from the Emma pastiche) and in doing so provides as gently sly a critique on vacuity, conformity and materialism as you're likely to find this side of Douglas Sirk. The gently skewered targets have only intensified in their horrors with the passing years. Jane Austen in Hollywood indeed.
I'm only mildly irked that so much appreciation for this is grounded in delineating it from other films of the genre that take themselves a touch more seriously. Rather than subvert, this works because it respects the material, and we can't help but too. No nostalgia for me (1st viewing), my reservations are petty regarding structure/aimlessness, but I respect the respect for cluelessness on display.
At a recent screening of "Clueless," I watched as Cher's famous line "And in conclusion may I please remind you it does not say R.S.V.P. on the Statue of Liberty!" brought the audience to enthusiastic cheers. As seemingly light and inconsequential as the film may seem, the moment was incredibly cathartic in the wake of the recent Travel Ban. Twenty years later, "Clueless" feels twice as smart and funny.