8. Shoshanna's Rejection (Episode 4, 'Hannah’s Diary')
Despite his obvious interest, Shoshanna's date Matt bails out of their sexual encounter after discovering that his old camp buddy/potential hook-up is still a virgin. "Virgins get attached. Or they bleed," he sniffs. "I'm a totally unattached bleeder," she tries to argue. No wonder Shoshanna is insane! Her whole lady soul is in a permanent cringe! Maybe she's the only sane one after all (probably not).