- Standard Bomb Grenade
- Starfish
- Steel Bayonet
- Steel Broadsword
- Steel Cabaset
- Steel Cannon Ram
- Steel Conquistador
- Steel Cutlass
- Steel Dagger
- Steel Pistol
- Steel Repeater
- Steel Sabre
- Steel Shot
- Stench
- Sting
- Stinger Stew
- Stingin' Steve
- Stinging Blade
- Stingwing
- Stink Pot
- Stitch Boots
- Stitched Arm Scar
- Stitched Blouse
- Stitched Bullet Arm Wound
- Stitched Bullet Chest Wound
- Stitched Chest Scar
- Stitched Criss-Cross Arm Scar
- Stitched Criss-Cross Chest Scar
- Stitched Criss-Cross Face Scar
- Stitched Face Scar
- Stitched Knee Boots
- Stitched O Arm Scar
- Stitched O Chest Scar
- Stitched O Face Scar
- Stitched Tank
- Stitched X Arm Scar
- Stitched X Chest Scar
- Stitched X Face Scar
- Stitched Y Arm Scar
- Stitched Y Chest Scar
- Stitched Y Face Scar
- Stocking Cap
- Stone Crab
- Stone Guard Staff
- Storage Chest
- Storage Containers
- Storage Unlock: The Banking Brothers
- Storm Reaper
- Storm Thunder
- Storms in Hollowed Woods
- Story Quest: Raven's Cove
- Story Quest: Set Sail
- Story Quest: The Black Pearl Crew
- Story Quest: The Headstone
- Story Quest: The Keepers of the Code
- Stove Hat
- Stowaway
- Stowaway Trousers
- Straw Doll
- Straw Explorer Hat
- Striped Bandanas
- Striped Hornets
- Striped Tank
- Stroll Boots
- Strongest Guild Competition
- Stuart Worthington
- Stump Arm Tattoo
- Stun
- Stun Shot
- Stupid Bartholomew
- Suede Frock Coat
- Suede Tall Boots
- Sugarplum Candy Cane Sabre
- Suit Vest
- Summon Chicken
- Summon Dog
- Summon Help
- Summon Wasp
- Sun Arm Tattoo
- Sun Chest Tattoo
- Super Flatulent Fizz
- Sura Ming
- Sure Footed
- Survival Dagger
- Survival Throwing Knives
- Suspender Tank
- Sven Hooksilver
- Sven Thorhammer
- Sven Yellowmartin
- Swab the Deck Trousers
- Swabbie
- Swabbie's Cutlass
- Swabbie Shirt
- Swabby's Jacket
- Swallow Arm Tattoo
- Swamp Alligator
- Swamp Dagger
- Swamp Terror
- Swamp Throwing Knives
- Swampstalker
- Swarm
- Swashbuckler
- Swashbuckler's Bayonet
- Swashbuckler's Blunderbuss
- Swashbuckler's Cutlass
- Swashbuckler's Dagger
- Swashbuckler's Pistol
- Swashbuckler's Repeater Pistol
- Swashbuckler Doll
- Swashbuckler Stew
- Swashbuckler Top
- Swat
- Sweep
- Swift Foot
- Swimming
- Swipe
- Swoop
- Sword
- Sword Fighter's Sabre
- Sword Master's Sabre
- Sword of Decay
- Sword of Triton
- Swordcrash's Guide to the Cutlass
- Swordcrash's Guide to the Doll
- Swordsman's Sabre
- Swordsman Doll
- Syrena O'Kirke
- T-Bones the Bouncer
- TLOPO Alpha
- TLOPO Alpha Key Challenges
- TLOPO Best Screenshots Contest
- TLOPO Beta
- TLOPO Beta Key
- TLOPO Developer Streams
- TLOPO Pre-Alpha
- TLOPO Release Notes - 2015
- TLOPO Release Notes - 2016
- TLOPO Release Notes - 2017
- TLOPO Release Notes - 2018
- TLOPO Release Notes - 2019
- TLOPO Release Notes - 2020
- TLOPO Release Notes - 2021
- TLOPO Release Notes - 2022
- TLOPO Release Notes - 2023
- TLOPO Savvy Swashbucklers
- Taboo Doll
- Taboo Doll Upgrade: The Generals
- Tack n' Tow
- Tacking
- Tail Sting
- Tailored Capris
- Tailored Puffy Shirt
- Take Aim
- Take Cover
- Talis DeCrypt
- Talk Like A Pirate - Speedchat Submission
- Talk Like A Pirate Contest
- Talk Like A Pirate Day
- Tall Boots
- Tallther
- Tally-ho
- Talon Rake
- Tanglevine
- Tank
- Tank (Shirt Type)
- Tao Treatments and Therapeutics
- Taskmaster
- Tassles Sash
- Tattoo Bonita
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