Collab with The Abyss (Chapters 1 and 2)

Proofread by Neko Majin C and edited by The Abyss (Chapters 3 onwards)

Twilight Sparkle has always ignored Hearts and Hooves Day, seeing it as just another normal day with extra chocolate and the occasional broken-hearted friend to comfort. But when Rarity convinces her that not having a date during the holiday is contrary to proper princess protocol, Twilight rushes to do everything in her power to live up to the expectations presented to her.

There’s just one problem, though: Twilight has never been on a proper date before.

After a few rather disastrous attempts to find a date in Ponyville, Twilight goes to her mentor in Canterlot in a last ditch effort in the hopes of finding the answers she seeks. Princess Celestia, however, may have something more for her than either of them had anticipated.