Titles City of Cyphers
Region Southern Ovelesk
Population 13,300
Demographics 77% human, 7% dwarf, 5% half-elf, 4% half-orc, 3% tiefling, 2% halfling, 1% gnome, 1% other
Government Non-standard (titular overlord with multiple crimelords)
Leader Gaston Cromarcky


Riddleport is located on the north-western coast of Souther Ovelesk, where the mouth of the Neban River forms a natural cove. Placed between two large rocky bluffs each over 300 feet in height, the city occupies both banks of the river. The majority of the city is situated on the eastern bank. The ominous Cyphergate, which towers over the entire harbor, is never out of sight, its rune-covered span dwarfing everything around it.


The city is divided into nine different sections or districts, each with its own character and inhabitants.

  • Free-Coin District
  • Leeward District
  • Lubbertown
  • River District
  • Rotgut District
  • The Boneyard
  • The Devil’s Fork
  • Wharf District
  • Windward District


The town of Riddleport was founded in the 989 5A as a hideout for pirates attacking Tor Siri shipping in and out of Odanis. Since that time it has grown to become a true settlement in its own right.

In 1099 5A Kordek and Frick docked their vessel Dragon Slayer here after taking damage from the The Thorn Driver, Blood Drinker and the Wave Strider commanded by Kodrus Jak and Foostrus. The future rulers descended into the Underdark and located Nurn and Gurn. Perrin died later that week in the Underdark.


Most people see Riddleport as an anarchic abode of pirates and brigands, but the city has actually become quite a bit more stable in recent years. This is in large part due to the work and leadership of the titular head of Riddleport, the Overlord Gaston Cromarcky. Cromarcky has held the title of Overlord for over three decades, having inherited it in the usual way: by murdering the pirate captain who held it before him. At the beginning of his reign, he used what funds were left over from the previous Overlord to hire land-based mercenaries to maintain law within the city. These men were beholden only to him, and allowed Cromarcky to consolidate quite a bit of power in his office. In the past, Overlords had drawn their muscle from various pirate crews who owed numerous allegiances to their captains and rival criminal gangs.

Cromarcky rules over the city with a light touch and with the consent and help of several powerful figures. When the time comes to choose a new Overlord, he will be drawn from this group. They include Avery Slyeg, who directs most of the major smuggling operations within the city, Varnal “Split Face” Knocmar, a master beggar and pickpocket, Boss Croat, an obese half-orc who controls the trade in illicit substances, Clegg Zincher who runs Zincher’s Arena, Elias Tammerhawk, Speaker of the Order of Cyphers, Shorafa Pamodae, the high priestess of the temple of Calistria, and Ziphras, a wererat and gang leader.


Riddleport’s blind-eye approach to crime has led to a population largely skewed toward scoundrels, outcasts, and cutthroats who fill its harbor and dockside brothels. Despite the relative danger of the city, scholars and academics are also fairly common in the city, as the mysterious and massive Cyphergate presents a seemingly endless supply of research material for those interested in Thassilonian relics. Riddleport also sports a sizable Tiefling population, the largest in Ovelesk, and one of the largest in all of Ea Reth.


Ea-rethII Anaxetogrind