I'm going to list a bunch of chickflicks and other movies that are super and somewhat related to what you want! I will try to avoid repeating the great recommendations mentioned above, but I can't promise you that I won't lol! Some aren't Chickflicks mentioned below. Google these and look on youtube for the trailer if needed. :)
Has Tina Fey( The 'drug pusher' teacher) and Amy Poehler( Regina's mom) :)
The Hot Chick:
This one is friggen hilarious, and has the same actress who plays Regina George. Closest to the Meangirls in terms of humour.
Ten things I hate about you:
LOVE This movie! One of my favourtie Chick Flicks. Has Heath Ledger as the main guy and he's a badboy. The Black teacher from the movie is friggen hilarious bwahwahwa!
It's a Boy Girl Thing - Like Freaky Friday, except a boy and girl switch bodies. The guy is a bad boy, and the girl is a goody two shoes. They don't like eachother in the beginning...but later ;). lol
HILARIOUS and will make you peepee your pants of laughter. I never get bored of this movie.
Rush Hour 1, 2 and 3. - Another HILARIOUS trilogy. Like Chris Tucker and Jackie Chan yo. It will also makes you peepee of laughter.
The Fifth Element
Has Milla Jovovich, Bruce Willis and Chris Tucker. Ruby Rodd...nuff said lmfaooo.
Like Snow White, but hilarious( Amanda Bynes movies in general)
Princess Diaries 1 and 2.
It's super funny, there are mean girls in it, and just makes one have a good laugh.The weird girl transforms.
She's all that
Girls a geek, and the guys popular.
A walk to remember
Very sad, but excellent movie. May or may not make you cry
Whatever it takes
Has the actor from a walk to remember and the girl from Full House 'Gia' and the main protagonists.
Can't buy me love
Seducing Mr Perfect
Funny, hilarious, good mixture of korean drama and english. boy and girl don't get along..then they do.
The Prince and me
Has amanda bynes and aaron samuel from mean girls
The House Bunny:
LOL Very much like mean girls humour
With Nikki Reed. About troubled misbehaved teenagers. (not funny, but still very good.)
Bride and Prejudice
Pride and Prejudice
Bitchy girl and geeky guy fall for eachother
Bring it on original and all or nothing
Life as we know it
MY FAVOURITE PRINCESS AND PRINCESS MOVIE. The girl is a badass and tough. Boy and girl don't like eachother and then later ... ;)
Some kind of wonderful
Wynona ryder and christian slater