Ryan King, a recent widower and sports talk radio host ready to get back to work after the loss of his wife. Ryan's alpha-male boss, Stephen, has a different plan in store for Ryan, making him attend grief counseling before returning to the air. A reluctant Ryan finds himself in a support group for "life change," where he meets an oddball cast of characters, all with their own backstories filled with varying degrees of loss.

A ambitious reporter investigating a murder case becomes intrigued with a mysterious woman whom she suspects is having an affair with her husband.

Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the cocktail lounges of nearby Chicago, where he meets and beds the alluring Ellen, who unfortunately turns out to be Skip's mother. The division between the friends is further deepened when a cheating scandal engulfs the school.