Cowboy Tears is the second major-label studio album by American singer-songwriter Oliver Tree.

A deluxe edition, Cowboy Tears Drown the World in a Swimming Pool of Sorrow, was released on December 23, 2022.

[5] On January 12, 2022, he released the album's lead single "Cowboys Don't Cry" along with a music video starring actress Bella Thorne, and announced that Cowboy Tears would be released on February 18, with the album cover being revealed and preorders being launched.

On May 20, Oliver Tree released the single "I Hate You", and began teasing a deluxe edition of Cowboy Tears.

[8] On August 9, Oliver Tree revealed in an interview that the deluxe edition would be titled Cowboy Tears Drown the World in a Swimming Pool of Sorrow, and that he had worked with Travis Barker on the project.