diff --git a/code/modules/client/preference_setup/loadout/loadout_head.dm b/code/modules/client/preference_setup/loadout/loadout_head.dm
index eea1f0cdd75..866dc8c931d 100644
--- a/code/modules/client/preference_setup/loadout/loadout_head.dm
+++ b/code/modules/client/preference_setup/loadout/loadout_head.dm
@@ -200,6 +200,18 @@
 	hats["hat, flatcap"] = /obj/item/clothing/head/flatcap
 	gear_tweaks += new /datum/gear_tweak/path(hats)
 
+/datum/gear/head/hats_colourable
+	display_name = "hat selection (colourable)"
+	description = "A selection of hats."
+	path = /obj/item/clothing/head/flatcap/colourable
+	flags = GEAR_HAS_NAME_SELECTION | GEAR_HAS_DESC_SELECTION | GEAR_HAS_COLOR_SELECTION
+
+/datum/gear/head/hats_colourable/New()
+	..()
+	var/list/hats_colourable = list()
+	hats_colourable["hat, flatcap"] = /obj/item/clothing/head/flatcap/colourable
+	gear_tweaks += new /datum/gear_tweak/path(hats_colourable)
+
 /datum/gear/head/hijab
 	display_name = "hijab selection"
 	path = /obj/item/clothing/head/hijab
diff --git a/code/modules/clothing/head/misc.dm b/code/modules/clothing/head/misc.dm
index 62679cc2a19..8a4b22f68fd 100644
--- a/code/modules/clothing/head/misc.dm
+++ b/code/modules/clothing/head/misc.dm
@@ -178,9 +178,16 @@
 /obj/item/clothing/head/flatcap
 	name = "flat cap"
 	desc = "A working man's hat."
+	icon = 'icons/contained_items/clothing/hats/flat_cap.dmi'
 	icon_state = "flat_cap"
+	item_state = "flat_cap"
+	contained_sprite = TRUE
 	siemens_coefficient = 0.9
 
+/obj/item/clothing/head/flatcap/colourable
+	icon_state = "flat_cap_greyscale"
+	item_state = "flat_cap_greyscale"
+
 /obj/item/clothing/head/pirate
 	name = "pirate hat"
 	desc = "Yarr."
diff --git a/html/changelogs/flatcap_tweaks.yml b/html/changelogs/flatcap_tweaks.yml
new file mode 100644
index 00000000000..23ae29d211e
--- /dev/null
+++ b/html/changelogs/flatcap_tweaks.yml
@@ -0,0 +1,6 @@
+author: SleepyGemmy
+
+delete-after: True
+
+changes:
+  - imageadd: "Tweaks the flat cap sprite. Adds a new colourable flat cap."
\ No newline at end of file
diff --git a/icons/CONTAINED_ITEMS_README.txt b/icons/CONTAINED_ITEMS_README.txt
new file mode 100644
index 00000000000..fb1984c010f
--- /dev/null
+++ b/icons/CONTAINED_ITEMS_README.txt
@@ -0,0 +1 @@
+Please use the "contained_items" folder for any future contained item sprites.
\ No newline at end of file
diff --git a/icons/contained_items/clothing/hats/flat_cap.dmi b/icons/contained_items/clothing/hats/flat_cap.dmi
new file mode 100644
index 00000000000..cd3f5cc7007
Binary files /dev/null and b/icons/contained_items/clothing/hats/flat_cap.dmi differ
diff --git a/icons/contained_items/custom_items/README.txt b/icons/contained_items/custom_items/README.txt
new file mode 100644
index 00000000000..662ff37de04
--- /dev/null
+++ b/icons/contained_items/custom_items/README.txt
@@ -0,0 +1 @@
+Folder intended for storing contained custom item sprites.
\ No newline at end of file
diff --git a/icons/mob/head.dmi b/icons/mob/head.dmi
index b7dcbaa7ff6..4a5e6a35f35 100644
Binary files a/icons/mob/head.dmi and b/icons/mob/head.dmi differ
diff --git a/icons/obj/clothing/hats.dmi b/icons/obj/clothing/hats.dmi
index 27119cf0554..0aafa4cf243 100644
Binary files a/icons/obj/clothing/hats.dmi and b/icons/obj/clothing/hats.dmi differ