After her boyfriend Gary is hit by a car outside a Tiffany’s store on their anniversary, Rachel finds a jewelry box in his belongings and assumes he wants to marry her. However, unbeknownst to her, the box belongs to one of the men who performed first aid on him, Ethan.
Meanwhile, Ethan now has the box containing Tiffany earrings which Gary bought for Rachel. The next morning, upon his daughter Daisy’s insistence, Ethan and she go to check on Gary in the hospital. Rachel introduces herself and invites him to her bakery as a thank-you for helping her boyfriend.
When Daisy asks to stay some extra time with a friend, Ethan ends up finding Rachel, lending her a hand with the rush. The two get on well, walking along the East River in Manhattan and getting to know each other.
At Christmas, both men present their Tiffany gifts. When Ethan realizes the mix-up, he says nothing because his girlfriend Vanessa likes the earrings. Gary, amnesiac from the accident, supposes he must have bought the ring, so he proposes to Rachel.
Although she was unsure about the idea upon finding the box days ago, she says yes. The next day, Ethan tries to meet Gary to retrieve the ring so he can propose to Vanessa. He waits with Rachel, who’s wearing it, but Gary stays late at work. Ethan and Rachel end up spending the whole evening together, but he leaves abruptly.
The day after, Gary refuses to return the ring when Ethan confronts him. When Rachel goes to Tiffany’s to get advice on how to clean her ring, the saleswoman says she made the sale and describes the man and daughter who bought it.
Rachel recognizes Ethan from the description and understands what must have happened. Confronted by Rachel, Gary admits he suspected the ring wasn’t his but realized he wanted to marry her, so he went through with the proposal—and he still wants to marry her.
Rachel meets Ethan at her bakery and tells him Gary will return the ring. On New Year’s Eve, one of Gary’s friends reveals that when Rachel met Gary, he was on his way to a hook-up. She breaks up with him. Ethan and Vanessa simultaneously arrive.
Vanessa is upset to learn that Ethan has been lying to her. During their argument, they realize they have different plans for the future and also decide to break up. Daisy orchestrates a romantic way for Ethan and Rachel to meet by the East River, where they kiss, starting a relationship.
A year later at Christmas Eve, Ethan proposes to her with the ring she accidentally received a year earlier. Watch Something from Tiffany’s for free and experience the heartwarming story of love, mix-ups, and second chances.