I've had plenty of interesting D&D characters, but the most amusing was one I designed as an "up yours" to the silly rules of Living Greyhawk (3rd edition WoTC RPGA organised play).
(rl background)
At the time, Australia was given the region of Perrenland, which is apparently a land full of mercs being used as a buffer zone between the "holier than thou" nations in the south and "Ima kill everybody good" nation of Iuz in the north.
Add to that the ridiculously bad regional and meta-regional modules in the early days made the entire campaign a joke.
So, in the "so bad it's good" manner, I was dragged into the campaign ... and came up with ...
(/rl background)
A gnome named Zimmin "Chef" Bottleneck.
(ridiculous character backstory)
Zimmin was an apprentice chef who, along with his aunt Colleen, was helping out with preparations for a harvest festival.
Now, Zimmin has had a tricks up his sleeves for some years, but few thought it particularly unusual (since by and large, gnomes are renowned for such), until that day ...
Colleen had said, "hey Zi! Go get me another chicken, will you?"
Poor Zimmin went to the chicken coop and chased the chickens about, quite unable to catch one.
In exasperation, he furrowed his brow and pointed, muttering, "you're such a dead chicken," and zap! Down it fell.
Apparently, some young officer in the first had been amused by the display, and Zimmin was soon involved in some amazing events.
(/ridiculous character backstory)
The whole point about the character was an accidental mage.
That is, he'd have no ranks in Knowledge (Arcana), and makes up all his magic instinctively.
See, all gnomes (charisma 10+) can cast a few cantrips ... and prestidigitation just so happens to be a ridiculously good spell for cooking.
So obviously gnomes would be awesome professional chefs, right?
Zimmin was recruited into the militia ('cos they were short of mages, and the officer recognised a magic missile when he saw one, though it was shaped like an angry chicken), and so he started traveling the world ...
Which, of course, makes no sense insofar as being in the army reserves and a professional chef goes, but hey ... it gives him an excuse to acquire foreign culinary experience, right?
(As well as the game requiring you to level up in order to put more ranks in the profession skill)
I'd renamed every single skill, spell, and feat on the character sheet, 'cos (despite the organisers' chagrin) you're allowed to (3.5e PHB p110) ... but I was sensible enough to keep a version of the character sheet with all the default names on there.
Spells, in particular, were cast by an incantation which uses words from the first time the spell was cast.
So, I'd yell out "dead chicken!" to cast magic missile, or "broke it again .." to cast mending.
Also, the short "adventure summaries" I wrote up which had little to do with the plot was apparently amusing.
For example ..
Decent into Darkness: Showed some farmfolk a (cooking) trick or two with Sablewood smoke, to help liven up their horrid day.
Over the years, he ended up doing a lot of bizarre stuff.
Such as, "ok, I'm going to make some horses. But you're going to have to close your eyes and believe really hard that they're real."
=Shadow conjurations for phantom steeds, when passing a will save means you fall through the horse.