diff --git a/Resources/Prototypes/_CP14/Entities/Clothing/Head/Roles/general.yml b/Resources/Prototypes/_CP14/Entities/Clothing/Head/Roles/general.yml
index 080c12b8a2..1b3eb0cac3 100644
--- a/Resources/Prototypes/_CP14/Entities/Clothing/Head/Roles/general.yml
+++ b/Resources/Prototypes/_CP14/Entities/Clothing/Head/Roles/general.yml
@@ -157,4 +157,15 @@
   - type: Sprite
     sprite: _CP14/Clothing/Head/Roles/General/hunter_hat.rsi
   - type: Clothing
-    sprite: _CP14/Clothing/Head/Roles/General/hunter_hat.rsi
\ No newline at end of file
+    sprite: _CP14/Clothing/Head/Roles/General/hunter_hat.rsi
+
+- type: entity
+  parent: CP14ClothingHeadBase
+  id: CP14ClothingHeadJestersCap
+  name: jester's cap
+  description: You are the fun. You are noise. You are the jester.
+  components:
+  - type: Sprite
+    sprite: _CP14/Clothing/Head/Roles/General/jesters_cap.rsi
+  - type: Clothing
+    sprite: _CP14/Clothing/Head/Roles/General/jesters_cap.rsi
\ No newline at end of file
diff --git a/Resources/Prototypes/_CP14/Entities/Clothing/Pants/Roles/general.yml b/Resources/Prototypes/_CP14/Entities/Clothing/Pants/Roles/general.yml
index 4bb47542ce..4d67c338c5 100644
--- a/Resources/Prototypes/_CP14/Entities/Clothing/Pants/Roles/general.yml
+++ b/Resources/Prototypes/_CP14/Entities/Clothing/Pants/Roles/general.yml
@@ -57,3 +57,14 @@
     sprite: _CP14/Clothing/Pants/brown.rsi
   - type: Clothing
     sprite: _CP14/Clothing/Pants/brown.rsi
+
+- type: entity
+  parent: CP14ClothingPantsBase
+  id: CP14ClothingPantsJestersPantaloons
+  name: jester's pantaloons
+  description: It's like regular pantaloons. But you can be seen from two miles away.
+  components:
+  - type: Sprite
+    sprite: _CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi
+  - type: Clothing
+    sprite: _CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi
\ No newline at end of file
diff --git a/Resources/Prototypes/_CP14/Entities/Clothing/Shirt/Roles/general.yml b/Resources/Prototypes/_CP14/Entities/Clothing/Shirt/Roles/general.yml
index 4b277679de..574f33145b 100644
--- a/Resources/Prototypes/_CP14/Entities/Clothing/Shirt/Roles/general.yml
+++ b/Resources/Prototypes/_CP14/Entities/Clothing/Shirt/Roles/general.yml
@@ -199,6 +199,17 @@
   - type: Clothing
     sprite: _CP14/Clothing/Shirt/Roles/General/Shirts/yellow.rsi
 
+- type: entity
+  parent: CP14ClothingShirtBase
+  id: CP14ClothingShirtJestersAttire
+  name: jester's attire
+  description: It's rags, but it's colorful.
+  components:
+  - type: Sprite
+    sprite: _CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi
+  - type: Clothing
+    sprite: _CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi
+
 - type: entity
   parent: CP14ClothingShirtBase
   id: CP14ClothingShirtCottonYellowCollar
diff --git a/Resources/Prototypes/_CP14/Entities/Clothing/Shoes/shoes.yml b/Resources/Prototypes/_CP14/Entities/Clothing/Shoes/shoes.yml
index 54d5a8ea00..6c12cff23f 100644
--- a/Resources/Prototypes/_CP14/Entities/Clothing/Shoes/shoes.yml
+++ b/Resources/Prototypes/_CP14/Entities/Clothing/Shoes/shoes.yml
@@ -91,4 +91,20 @@
   - type: Sprite
     sprite: _CP14/Clothing/Shoes/long_leather_boots.rsi
   - type: Clothing
-    sprite: _CP14/Clothing/Shoes/long_leather_boots.rsi
\ No newline at end of file
+    sprite: _CP14/Clothing/Shoes/long_leather_boots.rsi
+
+- type: entity
+  parent: CP14ClothingShoesBase
+  id: CP14ClothingShoesJestersRingers
+  name: jester's ringers
+  description: Everyone around you should know that you exist, buddy.
+  components:
+  - type: Sprite
+    sprite: _CP14/Clothing/Shoes/jesters_ringers.rsi
+  - type: Clothing
+    sprite: _CP14/Clothing/Shoes/jesters_ringers.rsi
+  - type: FootstepModifier
+    footstepSoundCollection:
+      collection: FootstepJester
+      params:
+        variation: 0.07
\ No newline at end of file
diff --git a/Resources/Prototypes/_CP14/Loadouts/Jobs/general.yml b/Resources/Prototypes/_CP14/Loadouts/Jobs/general.yml
index db5427e3b4..d1b48c68ea 100644
--- a/Resources/Prototypes/_CP14/Loadouts/Jobs/general.yml
+++ b/Resources/Prototypes/_CP14/Loadouts/Jobs/general.yml
@@ -163,6 +163,7 @@
   - CP14ClothingHeadTriangularHat
   - CP14ClothingHeadTriangularHatGolden
   - CP14ClothingHeadBeretRed
+  - CP14ClothingHeadJestersCap
   - CP14ClothingHeadBeretPurple
   - CP14ClothingHeadBeretYellow
   - CP14ClothingHeadBeretBlue
@@ -191,6 +192,11 @@
   equipment:
     head: CP14ClothingHeadBeretRed
 
+- type: loadout
+  id: CP14ClothingHeadJestersCap
+  equipment:
+    head: CP14ClothingHeadJestersCap
+
 - type: loadout
   id: CP14ClothingHeadBeretPurple
   equipment:
@@ -234,10 +240,10 @@
   loadouts:
   - CP14ClothingPantsTrouserWhite
   - CP14ClothingPantsTrouserDarkBlue
+  - CP14ClothingPantsJestersPantaloons
   - CP14ClothingPantsAristocratic
   - CP14ClothingPantsGreen
   - CP14ClothingPantsBrown
-  
 
 - type: loadout
   id: CP14ClothingPantsTrouserWhite
@@ -249,6 +255,11 @@
   equipment:
     pants: CP14ClothingPantsTrouserDarkBlue
 
+- type: loadout
+  id: CP14ClothingPantsJestersPantaloons
+  equipment:
+    pants: CP14ClothingPantsJestersPantaloons
+
 - type: loadout
   id: CP14ClothingPantsAristocratic
   equipment:
@@ -277,6 +288,7 @@
   - CP14ClothingBlueCollarDress
   - CP14ClothingShirtBlueOpen
   - CP14ClothingBlueOpenDress
+  - CP14ClothingShirtJestersAttire
   - CP14ClothingShirtRedOpen
   - CP14ClothingRedOpenDress
   - CP14ClothingShirtYellowOpen
@@ -331,6 +343,11 @@
   equipment:
     shirt: CP14ClothingBlueOpenDress
 
+- type: loadout
+  id: CP14ClothingShirtJestersAttire
+  equipment:
+    shirt: CP14ClothingShirtJestersAttire
+
 - type: loadout
   id: CP14ClothingShirtRedOpen
   equipment:
@@ -431,6 +448,7 @@
   - CP14ShoesAristocraticBlack
   - CP14ShoesSandals
   - CP14LongLeatherBoots
+  - CP14ClothingShoesJestersRingers
 
 - type: loadout
   id: CP14ShoesBlack
@@ -452,6 +470,11 @@
   equipment:
     shoes: CP14LongLeatherBoots
 
+- type: loadout
+  id: CP14ClothingShoesJestersRingers
+  equipment:
+    shoes: CP14ClothingShoesJestersRingers
+
 # Back
 
 - type: loadoutGroup
diff --git a/Resources/Prototypes/_CP14/Loadouts/Jobs/guildmaster.yml b/Resources/Prototypes/_CP14/Loadouts/Jobs/guildmaster.yml
index bd9cc3f1a7..b4fe3a7a14 100644
--- a/Resources/Prototypes/_CP14/Loadouts/Jobs/guildmaster.yml
+++ b/Resources/Prototypes/_CP14/Loadouts/Jobs/guildmaster.yml
@@ -9,7 +9,7 @@
 - type: loadout
   id: CP14ClothingHeadGildmaster
   equipment:
-    cloak: CP14ClothingHeadGildmaster
+    head: CP14ClothingHeadGildmaster
      
 # Cloak
 
diff --git a/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/equipped-HELMET.png b/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/equipped-HELMET.png
new file mode 100644
index 0000000000..e3a2d92909
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/equipped-HELMET.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/icon.png b/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/icon.png
new file mode 100644
index 0000000000..e098a8d116
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/icon.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/meta.json b/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/meta.json
new file mode 100644
index 0000000000..c430865c36
--- /dev/null
+++ b/Resources/Textures/_CP14/Clothing/Head/Roles/General/jesters_cap.rsi/meta.json
@@ -0,0 +1,18 @@
+{
+    "version": 1,
+    "license": "All right reserved",
+    "copyright": "Created by creamy",
+    "size": {
+        "x": 32,
+        "y": 32
+    },
+    "states": [
+        {
+            "name": "icon"
+        },
+        {
+            "name": "equipped-HELMET",
+            "directions": 4
+        }
+    ]
+}
diff --git a/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/equipped-PANTS.png b/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/equipped-PANTS.png
new file mode 100644
index 0000000000..8a97f8833a
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/equipped-PANTS.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/icon.png b/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/icon.png
new file mode 100644
index 0000000000..8bb020a436
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/icon.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/meta.json b/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/meta.json
new file mode 100644
index 0000000000..1eee8cb8d0
--- /dev/null
+++ b/Resources/Textures/_CP14/Clothing/Pants/Trousers/jesters_pantaloons.rsi/meta.json
@@ -0,0 +1,18 @@
+{
+    "version": 1,
+    "license": "All right reserved",
+    "copyright": "Created by creamy",
+    "size": {
+        "x": 32,
+        "y": 32
+    },
+    "states": [
+        {
+            "name": "icon"
+        },
+        {
+            "name": "equipped-PANTS",
+            "directions": 4
+        }
+    ]
+}
diff --git a/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/equipped-SHIRT.png b/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/equipped-SHIRT.png
new file mode 100644
index 0000000000..5d397aefe0
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/equipped-SHIRT.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/icon.png b/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/icon.png
new file mode 100644
index 0000000000..c16f87eafb
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/icon.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/meta.json b/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/meta.json
new file mode 100644
index 0000000000..7b10adb18c
--- /dev/null
+++ b/Resources/Textures/_CP14/Clothing/Shirt/Roles/General/Shirts/jesters_attire.rsi/meta.json
@@ -0,0 +1,18 @@
+{
+    "version": 1,
+    "license": "All right reserved",
+    "copyright": "Created by creamy",
+    "size": {
+        "x": 32,
+        "y": 32
+    },
+    "states": [
+        {
+            "name": "icon"
+        },
+        {
+            "name": "equipped-SHIRT",
+            "directions": 4
+        }
+    ]
+}
diff --git a/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/equipped-FEET.png b/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/equipped-FEET.png
new file mode 100644
index 0000000000..830297c231
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/equipped-FEET.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/icon.png b/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/icon.png
new file mode 100644
index 0000000000..5f47abe509
Binary files /dev/null and b/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/icon.png differ
diff --git a/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/meta.json b/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/meta.json
new file mode 100644
index 0000000000..6e672c2dad
--- /dev/null
+++ b/Resources/Textures/_CP14/Clothing/Shoes/jesters_ringers.rsi/meta.json
@@ -0,0 +1,18 @@
+{
+    "version": 1,
+    "license": "All right reserved",
+    "copyright": "Created by creamy",
+    "size": {
+        "x": 32,
+        "y": 32
+    },
+    "states": [
+        {
+            "name": "icon"
+        },
+        {
+            "name": "equipped-FEET",
+            "directions": 4
+        }
+    ]
+}