As a successful legal consultant, Devin Patterson's professional life is good. But his personal life is another story. Devin let his true love slip away when his now ex-wife intentionally got pregnant. He loves his six-year-old daughter, but as the clock ticks on his thirtieth birthday, he can't help reminiscing about the past--and he's not alone. . .

With her model looks and her law career, people wonder why Taylor Jabowski is still single as she's approaching her thirtieth birthday. But Taylor knows exactly why: Scooter, the high school sweetheart she broke up with when she was young and foolish. She hasn't been in love since, and with her class reunion coming up, Taylor can't help fantasizing about winning him back. . .

As Devin opens his heart to the idea of a new relationship, and Taylor tries to re-connect with Scooter, their paths cross. They discover they have more in common than regrets from the past. Now that they're older and wiser, can they figure it out?