Mia dreams of singing, Quentin dreams of dancing, Paalo wants to mend the relationship with his daughter and Alonzo hopes to reconnect with his family, but the realities of abuse, failure and their broken pasts, as well as a notorious criminal, make the path to their dreams an uphill battle. Set in urban Chicago, these four stories are woven together to create an inspiring tale of the hard work it takes to achieve one's dreams.

Eva Dandridge is a very uptight young woman who constantly meddles in the affairs of her sisters and their husbands. Her in-laws, who are tired of Eva interfering in their lives, decide to set her up with someone so she can leave them alone. They end up paying Ray, the local "playboy," $5,000 to date her. The plan goes by smoothly, but troubles comes when Ray actually falls in love with Eva.