Accidentally on Purpose (TV Series)

TV Series (2009-2010). 1 season. 18 episodes. Billie (Jenna Elfman), a San Francisco movie critic in her 30s, who gets pregnant after an affair with a man named Zack (Jon Foster), a chef who is in his 20s, this after they meet at a local bar and had a one-night stand at a friend's apartment. To make matters more complicated, Billie has decided to keep both her baby and her new beau. And on top of that, she just broke up with her boss, James, who wants to resume their relationship after being humiliated (She was hoping that he would ask her to marry him, but he told her that he wasn't ready because he was married once before). Thanks to this unexpected arrival, Billie and Zack have agreed to live together platonically, since the only place that Zack has called home was his van. While Billie receives encouragement and advice from her party girl best friend (and fellow journalist) Olivia and her conventional younger married sister Abby, she also has to deal with Zack's freeloading friend Davis, among others, when they start turning her place into a frat house, leaving Billie to question whether she's living with a boyfriend, a roommate, or if she just has a second child to raise.