The Hoop Earrings are a date gift that benefits from having a large amount of Broken Heart tokens on the grid. It synergizes with the 
Lilac Perfume, a high-risk item that increases the number of occurring Broken Hearts.
The Hoop Earrings should be played before removing Broken Hearts from the grid with one of the plushies (the 
Stuffed Bear, the 
Stuffed Cat, the 
Stuffed Penguin, or the 
Stuffed Whale).