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Eleanor was trying to kill Drea when she crashed her car into hers
With her having just lost her reputation, friends, scholarship and boyfriend, there's nothing more to lose than her life. After it failed, she decided to continue with the Admissions Party scheme.

Eleanor planned to rape Drea at the Admissions Party
After coercing Drea into drugging herself, she planned to take Drea somewhere nice and cozy and, well, make the rumours true. Drea would have had no idea that Eleanor violated her, and even if she did, she wouldn't have any proof or any allies to help her with her now being a social pariah. Luckily, Eleanor had very sensitive feelings.

Carissa and Erica hooked up at rehab

Carissa, Erica and Max will seek revenge on Drea and Eleanor in the sequel
Possibly with the former two ditching Max after he proves too annoying or horrible.

After being disgraced at home, Max fulfilled his dream of backpacking across Europe

The Headmistress is Kathryn Merteuil from Cruel Intentions
The Headmistress understands Drea due to the fact that she must be perfect to be considered a lady, just like Kathryn did in Cruel Intentions. As such, the reason Kathryn doesn't expel Drea is because she sees a lot of herself as a teenager in her. Perhaps the reason she didn’t want Drea to end up like herself when she has such potential, just like Kathryn did.

The director somewhat confirmed this, stating that she re-wrote the Headmistress' lines and dialogue using Kathryn Merteuil as inspiration when Sarah Michelle Gellar got cast.

Eleanor did actually force a kiss on Drea when they were at camp

Erica's sidekick committed suicide

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