Clueless (1995)

I never cared much about high school flicks, not even when I was in high school —Easy A is the exception since I love that movie—, so I never bothered to check out Clueless. Then I learnt there's a (young) Paul Rudd in it so of course I watched it. 

The story follows Cher Horowitz (Alicia Silverstone), a superficial, materialist, rather stupid, spoiled 16-year-old who only cares about herself and being the most popular kid in high school and does not believe in high school boyfriends. She also enjoys playing the good Samaritan so, after orchestrating a relationship between two of her teachers to improve their moods and get better grades without studying, she takes awkward tomboy Tai (Brittany Murphy) under her wing and decides to find her a boyfriend. Which only makes her realise she wants a boyfriend but finding the Balwin of her dreams turns out to be a much more difficult task than anticipated.