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You want to do what? Outrageous, and otherwise interesting player requests.

Back when the webmaster of Necromancer Games was working on his Half-orge book for Troll Lords I was playing a half-ogre barbarian using something GreenPiece created.

I remember digging a moat around the town. It was supposed to be a sewer, but do to miscommunication the town thought it was a moat. For whatever reason they let me finish, though honestly I think I was only digging for 1 or 2 sessions.
 

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I had a player in a 2nd Ed. game who wanted to play a half-flesh golem, half-demon, half-vampire who summoned roses to throw at people (and which would do damage as a dagger). I like to allow players to play characters they're interested in but I had to politely decline that concept.
 

My monthly game has a penchant for not taking things too seriously, but we've really outdone ourselves for our next upcoming Pathfinder game. I'm usually the DM for this group, and we're all good friends, so they'll often make some fun requests, and I usually grant them. But this time, I'm playing. So, I thought I'd return the favor.

After one of the other players decided he wanted to play a juju oracle, a'la Dr. Facilier from The Princess and the Frog., I commented in our usual email thread about how happy I was that someone else was playing a goofier character concept because I was considering a TWF ranger who was an animal tamer - replete with whip, and wooden shield, reskinned as a stool. His whole shtick is shouting "Hyah girl!", whip and trip you, and then step up and bash you over the head with his chair.

From there, another player proposed playing a Jackie Chan-esque monk acrobat.

...

And then all hell broke loose. Suddenly someone was proposing a circus-themed party. Now, we've got my lion-tamer ranger (in a pith helmet!), our creepy emcee juju oracle, our tight-rope walking monk, a bearded woman/strongman female dwarf barbarian (with cigar), plate-spinning and knife-tossing rogue, and a stage magician wizard.

The best news, the about-to-be-DM said "Believe it or not, this actually makes my campaign planning easier."

It's going to be glorious. And wacky as all hell. I can't wait.
 

The player of a thief wanted to steal the dagger off of an altar to The Mockery (god of torture and other unpleasantness) set up in a demon-infested desert. He was hell-bent on taking that dagger, despite the entire party telling him NO.

This guy wouldn't be named "Russ", would he?

While in the Abyss- yes, the Abyss- he took an orb 2 demon princes were fighting over...
 

I had a female player come to me asking to play a gay male police helicopter pilot in a Cyberpunk game. Turns out, she may have been using it as a means of exploring her own feelings because she started batting for the other team the following year, much to my surprise.

In a Greyhawk game, a player wanted to play a wood elf barbarian from the Vesve Forest - with fish scale tattoos. Sadly, he was killed when a cultist critted him with a scythe (x4!).

Had a player with a character in V&V with an extremely low Charisma - so his superhero ID was "the Despised". Evocative moniker, not so good for press relations.
 

I was not the DM, but in a prelimary meeting for a new group (which was able to come together partly thanks to EN World), one guy wanted to play a yuan-ti. Maybe even a yuan-ti abomination. In a 1st level game. He and his friend ended up not playing in that campaign.
 

Let's start with char gen... from my group's 4e campaign.

One friend of mine wanted to create, and in fact, did, Geppetto Jack Fagin, a Tiefling Warlock who ran a gang of crippled orphan thieves. Their various crippled limbs had been replaced with clockwork/steampunk prostheses. Fagin mainly used his orphans to perform dangerous tasks without (much) risk to himself --mechanically, this was completely unbalanced, but it was so entertaining to watch no one cared. One time he used them during his seduction of the ambassador from the Hells... and the less said about that encounter, the better.

The rest of the party assumed Fagin maimed the orphans himself. Oh, and he was also an orthodox worshiper of the Infernal god called the G-LD, which is the root of all valuable things.

Another friend countered with Roxy Hurrah, a transgendered Goliath Warden, who fought in a high-heeled boots and a fur-trimmed cocktail dress. Her's was a surprisingly poignant tale --compared to Fagin's-- of a barbarian boy banished by his conservative mountain tribe, who found a new life, not to mention a new gender, in the Big City.

We quickly decided her power source wasn't Primal, it was "Cosmopolitan", and her powers got re-fluffed accordingly, like the one which created a zone of protective feather boas.
 
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In 7th Sea (I love the world), I had a player who wanted to play the 4th Prophet. I politely declined the request, but I took some of the more interesting ideas from the concept and suggested he run with them. The concept morphed into a character that may or may not have been resurrected and is actively hunting for the 4th Prophet.
 

My friends and I played a Star Wars bountyhunter team consisting of a xa fel (near human from a heavily polluted world), a wookie (duh), a verpine (insectoid alien), and a jawa (ooteenee!). A rival bountyhunter team stole our biggest bounty and got the reward so we wanted to hunt them down for the money and some well deserved revenge.

We were an eclectic group (to say the least) and would surely stick out like a sore thumb while tracking them down, so we decided to go incognito. The verpine stayed aboard the starship, the xa fel removed the breathing mask that he always wore, the jawa removed his robes (and few know that they're a rodent-like race). But how do you disguise a seven foot tall, hairy alien? You stun him unconscious, shave him, and tell people he's a swartar! (At least that's what we did.)
 

Something I remember from my Intro to History class 2 years ago.

The class is half devoted to a historical "game" which is sort of a debate, sort of research/writing, and the speech giving exercise. There are several different versions, but this class used the Trial of Anne Hutchinson game book. When the professor who is the "Game Master" told us the rules, I decided to stay after class and get more details.

A few other students remained behind so they also got into this conversation. Basically I asked if I could be Anne Hutchinson's husband. The professor had used the term "cuckold" when describing the interaction between Governor Winthrop and William, Anne's husband.

I asked, "Could I challenge him to a duel?"

She responded, "How would we even do that in class?"

The answer ended up being 'no' to all the above. The trial works better if you are a generic friend of Anne and we arrived at the conclusion that Puritans do not duel over honor. Also it helped that the professor explained that when she said cuckold, she really meant that Governor Winthrop considered William a weak willed pushover.
 

Into the Woods

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