Brenda's holiday season is looking pretty bleak. She hasn't spoken to her half-sister, Rachel—the only family she has left—since Rachel stole her boyfriend, and Brenda hasn't dated since. Now Rachel and the man Brenda once thought she’d marry herself are expecting a child, and Rachel keeps inviting her over to have dinner with them. Brenda has already turned down their Thanksgiving invitation, but she doesn't want to spend Christmas alone, yet she’s not sure she’s gotten over her ex enough to face the two of them as a couple. But then she collides with a handsome stranger in a coffee shop and everything changes. Alex has given up on family Christmases and miracles after watching his family slowly get wiped out, his brother the latest casualty. He has settled on living life playing the field, not trusting his luck with having people he cares about stick around, but a chance encounter with a sad-looking beauty in a coffee shop arouses his curiosity. To make up for the coffee he spilled on her, Brenda asks the handsome stranger one favor: to accompany her to her sister’s Christmas dinner. He agrees on one condition: that she go out with him in the meantime until then. They both agree to end their arrangement after the Christmas dinner is over, despite mutual growing feelings of wanting more. Brenda is determined to keep her heart protected, but can Alex hold onto the scared beauty for longer than the holiday season?

When Alicia's cousin asks her to fill in for her last minute on a babysitting job, Alicia expects nothing more than to be inconvenienced for a few hours. It's Valentine's Day, and she is shamefully available to sub in, so she agrees. What she doesn't expect, as she shows up at the client's door, is a handsome, sad-looking father, and a quiet, but endearing four-year-old. And she certainly doesn't expect to want to see them again once the gig is done. Alicia puts the jarring night out of her mind as best as she can, but her services are unexpectedly called for once more, and she starts suspecting the client wants her for far more than watching his kid! Mark only wants what's best for his daughter, and once he realizes she has unexpectedly taken to the new babysitter, he vows to do everything in his power to explore romantic possibilities with the enchanting woman to try to keep his child happy. Alicia agrees to babysit again, giving him hope, but as the night unfolds, secrets come to light, devastating their budding relationship. They both find themselves torn between their hearts and familial duty, between past loyalties and new dreams and possibilities. Suspicion, doubt, and distrust threaten to destroy them, but can the two of them fight through to what's best for them all?