| Song | Break My Heart Again |
| Artist | Montgomery Gentry |
| Album | My Town |
| Written：Kenny Beard/Tim Owens/Jeff Bates | |
| How many Mrs. Rights have I had to wrong | |
| Every one that's come along | |
| And how many finish lines | |
| Have I had in sight and never crossed | |
| Every one I ever saw | |
| When it looks like I might win | |
| I go and break my heart again | |
| Things aren't good unless they're bad | |
| And I ain't happy 'til I'm sad | |
| When I see the good life closing in | |
| I go and break my heart | |
| Break my heart again | |
| Why do I think I can | |
| When I know I won't | |
| I always end up alone | |
| Why would a lonely man | |
| Hold love in his hands and let it go | |
| Well I don't know | |
| All I know is in the end | |
| I go and break my heart again | |
| Things aren't good unless they're bad | |
| And I ain't happy 'til I'm sad | |
| When I see the good life closing in | |
| I go and break my heart | |
| Break my heart again | |
| Things aren't good unless they're bad | |
| And I ain't happy 'til I'm sad | |
| When I see the good life closing in | |
| I go and break my heart | |
| Break my heart again | |
| And I break my heart again | |
| And I break my heart again | |
| And I break my heart again |
| Written: Kenny Beard Tim Owens Jeff Bates | |
| How many Mrs. Rights have I had to wrong | |
| Every one that' s come along | |
| And how many finish lines | |
| Have I had in sight and never crossed | |
| Every one I ever saw | |
| When it looks like I might win | |
| I go and break my heart again | |
| Things aren' t good unless they' re bad | |
| And I ain' t happy ' til I' m sad | |
| When I see the good life closing in | |
| I go and break my heart | |
| Break my heart again | |
| Why do I think I can | |
| When I know I won' t | |
| I always end up alone | |
| Why would a lonely man | |
| Hold love in his hands and let it go | |
| Well I don' t know | |
| All I know is in the end | |
| I go and break my heart again | |
| Things aren' t good unless they' re bad | |
| And I ain' t happy ' til I' m sad | |
| When I see the good life closing in | |
| I go and break my heart | |
| Break my heart again | |
| Things aren' t good unless they' re bad | |
| And I ain' t happy ' til I' m sad | |
| When I see the good life closing in | |
| I go and break my heart | |
| Break my heart again | |
| And I break my heart again | |
| And I break my heart again | |
| And I break my heart again |