So our latest campaign, Operation: ANTIQUARIAN has just come to a dramatic and rather final end, with one PC obliterated from the universe by the Great Old Ones, another reduced to a SANless husk, temporal distortions, people literally wearing other people's faces, a complex Cold War nuclear gambit aimed at bringing about the apocalypse, and oh yes, two PCs who are basically more or less fine actually.
But this is not a time to evaluate that scenario, it's a time of change. For with the end of that campaign comes a new one, and that new one is of Oliver, and it will be Planescape!
In case anyone's reading this and doesn't know what Planescape is: it's like The Faraway Tree, except Dame Slap is replaced by an omnipotent theocidal regent* called the Lady of Pain, the Tree is a city called Sigil built on the inside of a torus hovering over an infinitely tall spire, the place is populated with gangs and sinister philosophical guilds rather than happy elves, and you can never run home to mother ever again.
*I was going to say "with a strong BDSM vibe, and then I thought, y'know...
So obviously we had to come up with character concepts, for a 3rd-level character, and naturally the first thing that came to me was a Gap Yahoo or a spoilt Elven Prince(ss) (I have prior form with the latter). Then I thought, obviously, combine the two. And thus, after much toing and froing about builds, it was done.
The problem I had wasn't mechanical, but simply how the heck do you go about building "gap year traveller" in D&D 5e? It doesn't lend itself very obviously to any class.