A relevant, timely and distinctive coming-of-age story following a half dozen interrelated characters in the South Side of Chicago. The story centers on Brandon, an ambitious and confident young man who dreams about opening a restaurant of his own someday, but is conflicted between the promise of a new life and his responsibility to his mother and teenage brother back in the South Side.

Joy, a successful designer, seeks a proposal at Christmas. In Wyoming's mountains, she finds what she truly needs when the man she loves sees her as just a friend.

After finding a spark with a woman on a train platform, a photographer posts a missed connection in the newspaper, but never hears from her – then, 5 years later, they’re seated next to each other on a plane heading to the same wedding – hers.