Over the course of several years, Rarity has achieved a fabulous career, contributing to both Equestrian fashion and the Ponyville community. She is admired by her clients, envied by her peers, and cherished by her dear friends, proving that she's a dependable shoulder to lean on.

Then one day, a mysterious pony visits from out of town. She wishes to meet Rarity, but not to thank her.

Bon Bon reflects on her companionship with Lyra.

[2nd Person Perspective]

Working as a waiter at Canterlot's various social gatherings is a nice job. Especially since you began chatting with the cello player of the usual quartet, Octavia. You've gotten to know a lot about her, but one night there seems to be something on her mind. You offer her a drink to ease her nerves and you bring your glasses together in cheers.

Next thing you know, you wake up in a strange hotel room in a town you've never been to next to a certain gray mare.

Art by John Joseco

Fluttershy and Rainbow Dash were the first, then Applejack, then Rarity, and now Pinkie Pie. Everytime she has had to deal with this hard task, she had to watch as each friend go through this journey of theirs. It has been hard, it has always been hard, and it has never gotten easier.

Some Canterlot entertainers aren't just musicians... and some ponies fall in love with them anyways.

When one of Equestria's most popular cellists appears at Twilight's birthday party, it's just another gig for Octavia, but a shock for Twilight and the rest of the party-goers. She arrives, wishes Twilight a happy birthday, wows them with her beautiful music, wows them with her musical beauty, and doesn't leave until after everypony else has left. So when a few ponies suggest that this 'entertainer' might be more than just a musician... some eyebrows are raised, but nothing more. Twilight is beyond reproach, after all, and Octavia can earn her living however she wants. When she sticks around Ponyville, however, it becomes a slightly different story - Twilight is romantically-naive, after all, and Octavia is... most certainly not.

The romance of Twilight Sparkle, Celestia's protege, and Octavia van Clef, Canterlot's most famous entertainer.

Rated 'Teen'. Per FimFiction's rating guidelines, this story contains some 'more adult themes', but has no 'graphically adult content'. Rated primarily for sexually suggestive material, but also (in later chapters) alcohol use and adult language.