On Hearts and Hooves Day, Fluttershy longs to be Rainbow Dash's Special Somepony. However, she's only been able to be "Friends With Benefits" with Rainbow and doesn't believe Rainbow would want her as a girlfriend.
When Fluttershy accidentally outs both of them to Twilight, Twilight convinces Rainbow to consider the possibility of having a girlfriend. Over the next few months, Fluttershy competes with Pinkie Pie, Gilda, and Scootaloo for Rainbow's heart.
The completed story can be read here.
Break Your Heart contains examples of:
- Bi the Way: Twilight offhandedly comes out as bisexual, and Pinkie soon follows suit.
- The Casanova: Gender-inverted with Rainbow. While she was living in Cloudsdale she had casual sexual relationships with Fluttershy and Gilda at the same time and on the side she had one-night stands with many other girls.
- The Chessmaster: Scootaloo, of all ponies. She carefully attempts to manipulate everything around her to better her chances of getting Rainbow.
- Dirty Kid: Scootaloo, oh so very much.
- Fille Fatale: Scootaloo. Rainbow was one when she was younger, too.
- First Girl Wins: Rainbow ultimately ends up with Fluttershy.
- Friends with Benefits: Rainbow had this relationship with both Fluttershy and Gilda simultaneously while they were living in Cloudsdale.
- Harem Genre: Unlike most harem works, Break Your Heart is a Yuri fic that is Played for Drama as a Deconstruction. Rainbow finds the whole experience difficult and heartbreaking and everyone involved endures a great deal of Gayngst.
- Kid-anova: Rainbow, when she was a filly.
- Porn Stash: Rainbow and Scootaloo each have one.
- Pseudocanonical Fic