d30 Entertainingly Weird Guests

Inspired by @prokopetz making the point that "hospitality was a major part of a wealthy household’s basic social obligations" and "at any given time, a large household might be playing host to a bewildering assortment of friends, relatives, friends of relatives, relatives of friends, celebrities both far-ranging and local, dignitaries, con artists, miscellaneous weirdos, and that one guy who nobody can quite place" so that "you’re missing an opportunity if you never talk about the Guests" here are some entertainingly weird guests that can be hanging around your nobles court or castle - or wizards tower, if they are hospitable, roadside inns while they are travelling or the hostelries of a city in a pinch.

d30 Entertainingly Weird Guests
1. Latest playwright, needing inspiration. Slightly desperate to repeat crushing success of recent efforts.
2. Cultural tastemaker hiding from supplicants.
3. Clique of artists.
4. Poets come to attend on the host, their muse. Swing between wild revels and sighing melancholy.
5. Host leading a cultural moment of artists, writers, poets and designers. Other guests liable to be sketched, painted and rendered in prose, verse and song.
6. Illusionist, playful. Noone is clear anymore on exactly how many people are here.
7. Conjurer, practicing. Strange things appear and vanish with flashes and bangs at mysterious times.
8. Planar scholar. Has travelled far to peruse the hosts library and study the details in the background of the family paintings.
9. Visitors from beyond. Almost entirely hidden within high-collared clothes and elaborate wigs. Fascinated by everything, talks to the pot-plants, tastes the fire-irons.
10. Young noble on wandering year. Significant power and responsibility waiting at home, does not want to think about it.

Home campaign Bard plus pal during her wandering years, by The Bard

11. Charmingly entertaining destitute adventurer, endless stories of near-death, near-riches experiences.
12. Dwarven craftsfolk on commission. Taciturn in their craft by day, rollicking carousers after sundown.
13. Elves on a grand tour, mostly poking about the grounds, sleeping during the day and stargazing.
14. Shapeshifted dragon pretending to be a sage, an expert in dragons.
15. Poorly disguised dashing hero scouting local troublemakers.
16. Unofficial ambassadors conducting deniable peace-talks.
17. Official ambassadors from distant lands, full of questions about every aspect of life.
18. Hosts roguish cousin, hiding from their rampaging aunt.
19. Witty noble from the capital, full of gossip, actually a spy for the crown.
20. Envoys from strange nearby realms - goblins, kobolds, giants - struggling to be a good guest.

Interplanar Art-Kobold, by the Bard, inspired by the Kobolds Art Exhibition

21. Adventuring comrade of the hosts youth, who never retired, recuperating from recent monster run-in trying to talk up one last hunt.
22. Old skald retelling all the local legends.
23. Try-hard Sorcerer bragging of their mighty deeds and seeking ways to further prove their supremacy.
24. Scarred wanderer, full of tales of things that haunt the night.
25. Charismatic stranger, being good company to justify their bed and supper, mysterious origin.
26. Grumpy lord here for hunting, want to be at their hunting lodge already.
27. Excitable treasure-hunter, spends days scouring locality for legendary lost hoard.
28. Daunting relative with respectable potential spouses for the host to meet.
29. Adorable youth, here to court peer-age relative of the host.
30. Friend of the host absconded from an un-wanted engagement. Host desperate to get them on their way to a less obvious hiding place before their mess follows them home.

Roll as many times as guests are needed. If relatives are needed, try the d24 guests at a debutante ball post - roll 4d6 if you do not want the monsters.

If you need some fey weirdness throw in some d30 creatures in the unseelie nobles entourage.