Peeples (2013)

Wade Walker (Craig Robinson) may not be a blue blood, but he loves Grace (Kerry Washington), and he's eager to propose. Convinced that his best bet is to make his move while Grace's entire family is present, Wade boldly invites himself to her family reunion, and does his best to make a good impression. Over the course of an eventful weekend, he learns that he may fit in better with the dysfunctional yet well-to-do clan than he ever could have anticipated..