Best friends, hipsters, and recreational philosophers DAVY and MARCUS find themselves embroiled in an existentialist argument on the nature of love and relationships. Their abstract debate turns concrete when they disagree on who is the more eligible bachelor. In order to resolve this contention, they decide on a bet: the first person to make an online dating profile, meet/date a woman, and successfully propose wins $500 (plus the loser has to tell both women it was a ruse).
They both meet women who are wonderful matches. They both fall in love. And they both are forced into an uncomfortable situation when they find out that they are both dating the same woman.