This story is a commission for Anonymous.

Stormfeather's had a rotten string of luck lately. He wasn't able to make the Wonderbolts, he's been unemployed for nearly a year, and his love life is nonexistent. He's tried to stay positive in the face of it all, but the repeated rejections have started to wear on him. His best friend Caramel wants to help, but there's only so much he can do if Stormfeather doesn't want to listen.

It all comes to a head one night at the bar, and after a small spat, Caramel decides to take matters into his own hooves. A night out with a mare is what Stormfeather needs, and if he can get that, he'll surely get his confidence back!

Problem is, Caramel hasn't had much luck with the ladies, himself. And even if he did, Stormfeather's attitude hasn't been exactly stellar. It would take a special lady to pull him out of the dumps, somepony patient, considerate, and caring. Mares like that are few and far between, and who knows where he might—

Why is that weird pony with the red eyes smirking at Caramel?

Contains: Genderswapping

Thanks to Troublesome Beast and Themaskedferret for prereading!