The first came on page 246, where the artist requested that the readers "share a story about a flaw that... turned into an advantage of sorts." Here's my response.
I have a story from the days before there were official flaws in D&D,* back when some people were still playing out of the original three softbound booklets plus Greyhawk and Blackmoor.
I was the DM for low-level group who was exploring a stronghold full of martial arts monks. The defenders were too much for the group, which was about to suffer a whole party wipe when one of the clerics prayed for divine intervention. I rolled the dice and the deity intervened. Unfortunately, the cleric was evil and so was his deity.
After killing the mob, the diety turned to the cleric, sent him on a quest to capture a high-level good cleric, then cursed him with a permanent stinking cloud, not to be lifted until the cleric was captured. The good news was that anything within 15 feet that could smell had to save against poison or collapse from disgust. The bad news was that this included the player characters. This eventually turned into an advantage when the party eventually all saved, which meant that only the monsters would suffer from the ill effects.
The party eventually was strong enough to go to Hell, defeat a couple of pit fiends, and capture the good cleric, who had been taken there by an arch-devil. It seems the cleric's deity wanted him for itself.
*Chaosium's games had them at the time, but not TSR's.
His second prompt was "Tell a story about how your GM or DM implemented a seemingly weird or out of place idea that a player introduced just for the hell of it" on page 256. My response:
In the same campaign where the evil cleric called on his deity and was cursed and sent on a quest for his trouble, the other cleric in the party decided that he didn't like the leader. It was good role-playing, as the clerics served different divinities and were of different alignments, but he decided to do something about it.
He convinced me to let him contact the local thieves guild and recruit some guides for the party. He did, but he also paid them extra to backstab the leader when it the time was right. The rebel cleric also recruited a bunch of horse barbarians to ambush the party on the trail. The idea was that the guides would assassinate the leader during the ambush. He forgot one thing; he never actually role-played telling the guides about the ambush.
So when it happened, they hung back, until the horse barbarians were starting to lose, then launched their attack. I justified it by saying that they didn't want to share credit with anyone else. They didn't kill the leader, but they escaped to harass the party all the way to the end of the campaign, even following the party into Hell. That was something I would never have thought of myself.
Originally crossposted to neonvincent on Dreamwidth. Comment here or there, whichever you prefer. http://neonvincent.dreamwidth.org/85613.h