On the other hand, Jenny is unaware of Easy's action and continues to spend time with Brett, who loses her virginity to her boyfriend, Jeremiah Mortimer, during Trustee's Weekend after a big football game for St. Lucius.
After the boys leave, Tinsley throws an all-girls party on the roof for all Dumbarton residents (excluding Brett and Jenny).
Upon hearing this, the guys of Waverly decide to make history by sneaking into Dumbarton while it is still on lockdown through secret tunnels built during the Cold War.
Led by Heath Ferro, Easy Walsh, Brandon Buchanan, Alan St. Girard, Jeremiah Mortimer, and Julian McCafferty, they make it to Dumbarton unseen by the administration.
In the spirit of generosity, Tinsley suggests that the girls of Dumbarton open their closets to the other residents so everyone can borrow each other's clothes.
Heath is immediately attracted to Kara and does not recognize her as 'The Whale,' the nickname he gave her freshman year, and attempts to pick her up.
Brett and Jeremiah quickly find each other at the beginning of the party and are about to have sex when they are interrupted by Tinsley, who announces that a game of 'I Never' is starting in the common room.
Shockingly, Tinsley, who has implied that she has had sex multiple times, does not take a shot (thus revealing she is a virgin), which prompts accusations from her friends that she is a liar.