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From the revised question, I read "skilled" as some sort of power gamer, gamers who understand the nuance of the rules and either fully utilize or abuse the rules. I can see how some character classes might need to be redesigned to meet such player's expectations. One example might be the thief...

Long before the movie "Gangs of New York" was made, I ran an urban campaign with a city infested with a similar group of rival medieval guilds. Gritty. The dwarves were savvy mafia. The various human guilds, brutal, hard-scrabble and tribal.

One weapon that may qualify is a wide, stabbing blade... an Indian katara, a push dagger. It looks like a big metal triangle with a handle on the base. There are two protective guards that extend behind the blade to protect the forearm. Only the largest ones, "a few feet long," would cause...

A few more than I intended... and some are not well suited as "random" encounters..., but IMO these are useful or cool... A large, clumsy boat is discovered adrift. Two animals and monsters of various types are starving onboard. They crew is discovered slain. A leak threatens the ship. (Fire...

Man near death on a raft looking much like Tom Hanks. 30 days ago he cast off an island with fabulous riches and is found by a passing ship. It is unclear which of the 15 small islands... some with dangerous beasts... that he was shipwrecked on. Whirlpool time portal has pulled a Cold War...

People make good points about the changing nature of players, but the DM has some culpability. It sound like the players need a quicker game pace and the players do not respect the potential for character lethality within the game. The game sounds like it is in a rut of very mechanical...

I really like the DF tiles. I have two friends that volunteer their toys for games. One friend, who spends way too much on gaming, hosted a nice dungeon adventure in a DF environment, but the final battle was too constricted because of the tiles. I looked great, but was not ideal in play...

History is full of such examples. Three that came to mind with me are Castro (idealistic revolutionary turned deluded oppressor), Stalin (Kindly grandfather to the world, but we know the truth) or Cromwell (zealot whose correction of a wrong perhaps exceeded the original wrong). Another...

There are a pair of old D&D Basic modules that could be altered slightly and meet the parameters. B11 & B12... King's Festival and Queen's Harvest. Run B11 straight... rescue the cleric. Sort of routine dungeon crawl ends with clue of a rising evil Warrior-Queen. It also builds trust from the...

Lodac's dragon from the movie The Magic Sword (1962) has two fire-breathing heads.

Conniving Political Opportunist A Growing Menace: hordes or wererats, drow, evil humanoids, etc. Vampire Lord Slumbering Old One An Upstart Faith... reform rather than evil A horrible disease/famine The Spider-Queen A Conjuror Dabbling in Powers he Does not Understand A Demon in Our Midsts The...