1. The Breakfast Club. I never had to go to detention, but I'm pretty sure it's exactly like this.
2. Pretty in Pink. Annie Potts steals the show in this, and if you haven't seen her in Texasville, do it now.
3. Sixteen Candles. Alright, last Molly Ringwald movie, but she's great. And it has the Cusacks.
4. Ferris Bueller's Day Off. This is probably my favorite, the perfect day. Call in sick to work and recreate it.
5. Home Alone. This movie is so painful, and hilarious.