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I had played a few role-playing games here and there, though I was not part of any large group that was doing regular games until this story happened about three years ago. I was playing a campaign where all of us were playing rogues. The party consisted of a elf, monkey guy, dark elf, and me a Dragonborn. The DM was not entirely happy about this, claiming that you cannot be a sneaky rogue character and at the same time be a Colossus Dragon person. I made the excuse that being sneaky isn't all a rogue can do and can manipulate situations so he can be sneaky when he wants to be. if anything, he can be the speaker of the group in which case I gave him fairly high charisma. Our first chance to do some real sneaking came when we were plotting to exterminate a bandit camp that was terrorizing the local town. Our dark elf had just snuck into the camp and was prepared to take out one of the individuals when I decide I wanted to sneak down the cliff side as well. The dark elf agreed with the DM and insisted that I stay where I was on top of the hill and Not make my way down to the camp. I told him "screw you" and that "I can be sneaky if I want to be". I thought the character was funny and besides, you'd think the numbers would do the logic for you. I had a good sneak skill and figured I would be fine.
To get down the hill sneakily I ruled a one. The DM said "you trip on a rock and stumbled down the cliff alerting everyone in the camp to your presence.
most people would probably have been really pissed but I was with a very good group and instead The dark and began to laugh hysterically. Sadly we were out of time and we had to pause the campaign on that wonderful note. I am now still reminded many years later of that's royal screwup. Still makes me smile though. Who would've thought I would've rolled a one? The fates really hand it in for me that day.
Because of some scheduling problems we simply could not rejoin to continue the campaign. Now on my Dragon born rogue will forever be at the bottom of that hill with dry grass sticking out of the scales.