Hmm, let’s see what I can recall from my teenage years.
10 Things I Hate About You – This is pretty good. It’s kind of a retelling of The Taming of the Shrew, but more romantic by modern standards, i.e. less spousal abuse. (And isn’t that always a good thing?) My first date movie. sniffle
Little Women – Okay, I realize this is neither light nor fluffy, compared to Legally Blonde. But all of my friends and I loved this movie when we were in middle school. It’s good for a get-together with your girlfriends, when you want to eat a little ice cream and cry a little.
Ever After – Oh, god. I love this movie. Danielle (Drew Barrymore) kicks some serious butt. A retelling of Cinderella. Special guest appearance by Leonardo da Vinci. “Yes, I shall go down in history as the man who opened a door!”
Can’t Hardly Wait – Eh, it’s in the genre and it’s watchable, but I’d for She’s All That instead. I cared more about the secondary characters than the main characters.
Drew Barrymore movies – A pretty big category, but I realized as I was brainstorming that a lot the movies I was thinking of had Drew Barrymore in them. She has a tendency to star in fluffy movies that aren’t horrible. (Talk about damning with faint praise! I’d choose Drew Barrymore over any other number of actresses.) A list follows.
Never Been Kissed – Set in a high school, where Barrymore is undercover as a student. Romantic comedy.
The Wedding Singer – I like this a lot, but if you can’t stand Adam Sandler, skip it. Better for 10th grade and up than middle school.
Fever Pitch – Jimmy Fallon opposite Barrymore. Much baseball, some crude humor. Same age range as The Wedding Singer.
The Charlie’s Angels movies. Both of 'em, but the first one moreso.
Drop Dead Gorgeous – Kirsten Dunst. A beauty pageant in Minnesota, a murder, FUN! Not necessarily good, but fun.
The Prince & Me – I recommend this solely because it was set in Wisconsin, and it showed the cleanest damned dairy farm I’ve ever seen. See The Princess Diaries instead if you want a modern-day fairy tale. Or, heck, either Sabrina.
I want to suggest some Molly Ringwald movies, but it’s been such a long time since I’ve watched any that I don’t know which ones to go for. Probably Sixteen Candles and Pretty in Pink. Not The Breakfast Club. Betsy’s Wedding might work, though.
Selkie, I certainly hope you have maintained your sanity after watching all these movies.
On preview, I heartily second Dick and Beckham.