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Sally, a history student, is having a hard time of it, and the last thing she wants is for her tutor, Dr Evelyn Smythe, to turn up and tell her a long, rambling story about pirates.

But Dr Smythe won't be dissuaded. In fact, she even invites her friend and travelling companion, the Doctor, into Sally's apartment so they can take turns with the pirate story, which Evelyn insists is true even though Sally points out that it's a transparent Self-Insert Fic set in a mess of pirate cliches.

As the story goes on, though, Sally starts to see some uncomfortable similarities to her own life--in particular, to a very recent, very painful, very personal loss... her lover, killed in a car crash. She was driving. She doesn't think she can go on.

The pirate story starts getting darker, too, so the Doctor decides that the only way to cheer them all up is... to turn it into a musical!

Tropes

 Doctor: Why, you could almost say I was the very model of a Gallifreyan buccaneer. [song cue begins to play]

Evelyn: Oh no! You are going to sing!

Doctor: Well, yes! I am! Llllllllllllllaaaaaaaaaaaaaaaaaaaa-{{[[[Interrupted by the End]] Theme music plays. Episode ends}}].

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