A metaphorical state of being "trapped" in an on and off relationship.
Adam and Evelyn are in an 8 month relationship. Due to arguments or just pure lust, Adam breaks up with Evelyn to try "something new". He then realizes that his new girl isn't as great as Evelyn, he then takes her back. Two months later John breaks up with Evelyn again, this time because he's noticing more and more flaws. He then finds himself yet ANOTHER new girl. And he gets bored of her as well and goes back to Evelyn, and this vicious cycle continues until one of them ends it for good. And gets them out of The Pit.