There is nothing like the magic and excitement of a holiday in New York City, where the streets are brightly lit, the windows are dazzling, and Tiffany's special box can change a person's life. Or a few lives. Rachel and Gary (played by Zoey Deutch and Ray Nicholson) are already happy enough, but they are not yet ready to make significant commitments. Ethan and Vanessa (played by Kendrick Smith Sampson and She Mitchell), this perfect photo is about to be officially released. When a simple gift combination causes all their paths to intersect, it triggers a series of twists and unexpected discoveries, taking them to their true destination. Because love - just like life - is full of surprises, in the midst of holiday romance - Tiffany's stuff.