In From the Bottom of My Broken Heart, Britney plays a young woman who is presumably getting ready to leave for college. The video shows her packing and doing all the things one would normally do her last day in the town a girl has grown up in. One thing that keeps tugging at her heart, though, is Britney’s ex-boyfriend. She reminisces about all the good times they had, including playing around on their high school football field and being alone together up on the town’s old water tower. Britney is also shown on a swing attached to the tree, leaving the sentimental feeling of not wanting to give up her childhood. However, Britney does not remain in the past and is last seen heading toward her future in a bus that leaves town.

Premiere: December 21, 1999
Director: Gregory Dark
Choreographer: None

Quick Facts:
The exact location filmed is not known for this film, however, most fans speculate that it was in Britney’s hometown, Kentwood, Louisiana.

This is Britney’s last single from her Baby One More Time album.

While Born To Make You Happy was released in Europe, this video was released to the American, Canadian, and Australian fans.