Henry Jr. aka Henny has always been a playboy. Through his 2 year stint in college, he made it his personal challenge to knock down as many girls as he could…after all, college was for experimenting. With dapper features paired with an outgoing personality, Henny thinks he is God’s gift to women. That was the old him though. Henny is now ready to settle down with his on-again-off-again girlfriend Jessica, but because of his checkered past, moving forward is proving to be harder than he thought. Jessica on the other hand is over it. Just when she’s at wit's end, Henny decides to act right, but for her, the damage is already done. Even though she forgave him, forgetting is the hard part. With their relationship already on the rocks, a friend from the past has Jessica wondering about life outside of her relationship with Henny. In the midst of all of this, Henny is looking to start a business and he needs money. With a point to prove, he finds himself treading uncharted waters and quickly learns easy money isn’t always good money.