Alison Scott is an up-and-coming entertainment journalist whose 24-year-old life is on the fast track. But it gets seriously derailed when a drunken one-nighter with slacker Ben Stone results in an unwanted pregnancy. Faced with the prospect of going it alone or getting to know the baby's father, Alison decides to give the lovable doof a chance. An overgrown kid who has no desire to settle down, Ben learns that he has a big decision to make with his kid's mom-to-be: will he hit the road or stay in the picture! Courting a woman you've just knocked up, however, proves to be a little difficult when the two try their hands at dating. As they discover more about one another, it becomes painfully obvious that they're not the soul mates they'd hoped they might be. With Alison's harried sister Debbie and hen-pecked brother-in-law Pete the only parenting role models the young lovers have, things get even more confusing. Should they raise the baby together? What makes a happy lifetime partnership after all? A couple of drinks and a wild night later, they've got nine confusing months to figure it out.