diff --git a/Resources/Locale/en-US/preferences/loadout-groups.ftl b/Resources/Locale/en-US/preferences/loadout-groups.ftl
index fc97d9ce2504..c61aa1b6e30a 100644
--- a/Resources/Locale/en-US/preferences/loadout-groups.ftl
+++ b/Resources/Locale/en-US/preferences/loadout-groups.ftl
@@ -188,6 +188,7 @@ loadout-group-head-of-security-neck = Head of Security neck
 loadout-group-head-of-security-outerclothing = Head of Security outer clothing
 loadout-group-head-of-security-backpack = Head of Security backpack
 loadout-group-head-of-security-headset = Head of Security headset
+loadout-group-head-of-security-mask = Head of Security mask
 
 loadout-group-warden-head = Warden head
 loadout-group-warden-jumpsuit = Warden jumpsuit
diff --git a/Resources/Prototypes/Catalog/Fills/Boxes/emergency.yml b/Resources/Prototypes/Catalog/Fills/Boxes/emergency.yml
index 687a5102d3d7..fb81e19eaf09 100644
--- a/Resources/Prototypes/Catalog/Fills/Boxes/emergency.yml
+++ b/Resources/Prototypes/Catalog/Fills/Boxes/emergency.yml
@@ -69,7 +69,7 @@
     - id: EmergencyMedipen
     - id: Flare
     - id: FoodSnackNutribrick
-    - id: DrinkWaterBottleFull
+    - id: DrinkCommandFlaskFull
   # Ok, NT actually only bothered to change the picture on the box for command. Assholes.
   - type: Sprite
     layers:
@@ -112,7 +112,7 @@
     - id: EmergencyMedipen
     - id: Flare
     - id: FoodSnackNutribrick
-    - id: DrinkWaterBottleFull
+    - id: DrinkCommandFlaskFull
   - type: Sprite
     layers:
     - state: internals
@@ -149,7 +149,7 @@
     - id: EmergencyMedipen
     - id: Flare
     - id: FoodSnackNutribrick
-    - id: DrinkWaterBottleFull
+    - id: DrinkCommandFlaskFull
   # Ok, NT actually only bothered to change the picture on the box for command. Assholes.
   - type: Sprite
     layers:
@@ -192,7 +192,7 @@
     - id: EmergencyMedipen
     - id: Flare
     - id: FoodSnackNutribrick
-    - id: DrinkWaterBottleFull
+    - id: DrinkCommandFlaskFull
   - type: Sprite
     layers:
     - state: internals
@@ -229,7 +229,7 @@
     - id: EmergencyMedipen
     - id: Flare
     - id: FoodSnackNutribrick
-    - id: DrinkWaterBottleFull
+    - id: DrinkCommandFlaskFull
   # Ok, NT actually only bothered to change the picture on the box for command. Assholes.
   - type: Sprite
     layers:
diff --git a/Resources/Prototypes/Entities/Clothing/Masks/masks.yml b/Resources/Prototypes/Entities/Clothing/Masks/masks.yml
index 81608c655cb0..a2952506af6c 100644
--- a/Resources/Prototypes/Entities/Clothing/Masks/masks.yml
+++ b/Resources/Prototypes/Entities/Clothing/Masks/masks.yml
@@ -535,6 +535,8 @@
   name: head of security's gas mask
   description: A compact armored mask made just for the head of security.
   components:
+  - type: Item
+    size: Tiny
   - type: Sprite
     sprite: Clothing/Mask/gashos.rsi
   - type: Clothing
diff --git a/Resources/Prototypes/Loadouts/Jobs/Security/head_of_security.yml b/Resources/Prototypes/Loadouts/Jobs/Security/head_of_security.yml
index 56d1edc5b649..51077c3e4299 100644
--- a/Resources/Prototypes/Loadouts/Jobs/Security/head_of_security.yml
+++ b/Resources/Prototypes/Loadouts/Jobs/Security/head_of_security.yml
@@ -113,3 +113,9 @@
   effects:
   - !type:GroupLoadoutEffect
     proto: VeteranHOS
+
+# A mask so the HoS can choose to spawn with the standard security gas mask that their new survival box removes
+- type: loadout
+  id: HeadofSecurityMask
+  equipment:
+    mask: ClothingMaskGasSecurity
diff --git a/Resources/Prototypes/Loadouts/Miscellaneous/trinkets.yml b/Resources/Prototypes/Loadouts/Miscellaneous/trinkets.yml
index 1ceafa8dc7ae..7bd46e9a9fc2 100644
--- a/Resources/Prototypes/Loadouts/Miscellaneous/trinkets.yml
+++ b/Resources/Prototypes/Loadouts/Miscellaneous/trinkets.yml
@@ -29,6 +29,12 @@
     back:
     - Lighter
 
+- type: loadout
+  id: FlippoLighter
+  storage:
+    back:
+    - FlippoLighter
+
 - type: loadout
   id: CigPackGreen
   storage:
diff --git a/Resources/Prototypes/Loadouts/loadout_groups.yml b/Resources/Prototypes/Loadouts/loadout_groups.yml
index 5be637da398d..d5e090ec8d72 100644
--- a/Resources/Prototypes/Loadouts/loadout_groups.yml
+++ b/Resources/Prototypes/Loadouts/loadout_groups.yml
@@ -8,6 +8,7 @@
   - PlushieLizard
   - PlushieSpaceLizard
   - Lighter
+  - FlippoLighter
   - CigPackGreen
   - CigPackRed
   - CigPackBlue
@@ -1287,6 +1288,13 @@
   - CommandVeteranSatchel
   - CommandVeteranDuffel
 
+- type: loadoutGroup
+  id: HeadofSecurityMask
+  name: loadout-group-head-of-security-mask
+  minLimit: 0
+  loadouts:
+  - HeadofSecurityMask
+
 - type: loadoutGroup
   id: WardenHead
   name: loadout-group-warden-head
diff --git a/Resources/Prototypes/Loadouts/role_loadouts.yml b/Resources/Prototypes/Loadouts/role_loadouts.yml
index 42812f7284f1..09ce426d155f 100644
--- a/Resources/Prototypes/Loadouts/role_loadouts.yml
+++ b/Resources/Prototypes/Loadouts/role_loadouts.yml
@@ -367,6 +367,7 @@
   groups:
   - HeadofSecurityHead
   - HeadofSecurityNeck
+  - HeadofSecurityMask
   - HeadofSecurityJumpsuit
   - HeadofSecurityHeadset
   - HeadofSecurityBackpack