Jake and Dylan discover there is a betting pool in the office for how long their relationship will last. In an attempt to prove their commitment to their skeptics, they decide to have everyone over for dinner to show how happy they are together. Penny and Gavin bring separate dates in hopes of not being branded as a couple. In the end, the only thing they all know for sure is that relationships are not as easy as they seem.

The station's helicopter crashes in the Everglades during a storm and they are forced to communicate their location to Frank live on the air since he accidentally trapped Jake and Penny inside a magic box.