diff --git a/code/modules/clothing/shoes/miscellaneous.dm b/code/modules/clothing/shoes/miscellaneous.dm
index d95c3896e9..9cc4f09ab8 100644
--- a/code/modules/clothing/shoes/miscellaneous.dm
+++ b/code/modules/clothing/shoes/miscellaneous.dm
@@ -417,6 +417,7 @@
 	name = "cowboy boots"
 	desc = "A standard pair of brown cowboy boots."
 	icon_state = "cowboyboots"
+	item_state = "cowboyboots"
 	permeability_coefficient = 0.05 //these are quite tall
 	pocket_storage_component_path = /datum/component/storage/concrete/pockets/shoes
 	can_be_tied = FALSE
@@ -425,6 +426,7 @@
 	name = "black cowboy boots"
 	desc = "A pair of black cowboy boots, pretty easy to scuff up."
 	icon_state = "cowboyboots_black"
+	item_state = "cowboyboots_black"
 
 /obj/item/clothing/shoes/wallwalkers
 	name = "wall walking boots"
diff --git a/code/modules/vending/clothesmate.dm b/code/modules/vending/clothesmate.dm
index 8822ef2ff0..727f0b511e 100644
--- a/code/modules/vending/clothesmate.dm
+++ b/code/modules/vending/clothesmate.dm
@@ -164,7 +164,65 @@
 					/obj/item/clothing/ears/headphones = 10,
 					/obj/item/clothing/suit/apron/purple_bartender = 4,
 					/obj/item/clothing/under/rank/civilian/bartender/purple = 4,
-
+					/obj/item/storage/backpack/henchmen = 20,
+					/obj/item/clothing/under/suit/henchmen = 20,
+					/obj/item/clothing/under/costume/yakuza = 20,
+					/obj/item/clothing/shoes/yakuza = 20,
+					/obj/item/clothing/suit/yakuza = 20,
+					/obj/item/clothing/under/costume/jackbros = 20,
+					/obj/item/clothing/shoes/jackbros = 20,
+					/obj/item/clothing/head/jackbros = 20,
+					/obj/item/clothing/under/costume/dutch = 20,
+					/obj/item/clothing/head/bowler = 20,
+					/obj/item/clothing/suit/dutch = 20,
+					/obj/item/clothing/suit/irs = 20,
+					/obj/item/clothing/under/costume/irs = 20,
+					/obj/item/clothing/head/irs = 20,
+					/obj/item/clothing/suit/osi = 20,
+					/obj/item/clothing/under/costume/osi = 20,
+					/obj/item/clothing/glasses/osi = 20,
+					/obj/item/clothing/suit/tmc = 20,
+					/obj/item/clothing/under/costume/tmc = 20,
+					/obj/item/clothing/head/tmc = 20,
+					/obj/item/clothing/suit/pg = 20,
+					/obj/item/clothing/under/costume/pg = 20,
+					/obj/item/clothing/head/pg = 20,
+					/obj/item/clothing/suit/driscoll = 20,
+					/obj/item/clothing/under/costume/driscoll = 20,
+					/obj/item/clothing/mask/gas/driscoll = 20,
+					/obj/item/clothing/suit/deckers = 20,
+					/obj/item/clothing/under/costume/deckers = 20,
+					/obj/item/clothing/head/deckers = 20,
+					/obj/item/clothing/shoes/deckers = 20,
+					/obj/item/clothing/suit/morningstar = 20,
+					/obj/item/clothing/under/costume/morningstar = 20,
+					/obj/item/clothing/head/morningstar = 20,
+					/obj/item/clothing/shoes/morningstar = 20,
+					/obj/item/clothing/suit/saints = 20,
+					/obj/item/clothing/under/costume/saints = 20,
+					/obj/item/clothing/head/saints = 20,
+					/obj/item/clothing/shoes/saints = 20,
+					/obj/item/clothing/suit/phantom = 20,
+					/obj/item/clothing/under/costume/phantom = 20,
+					/obj/item/clothing/glasses/phantom = 20,
+					/obj/item/clothing/shoes/phantom = 20,
+					/obj/item/clothing/suit/allies = 20,
+					/obj/item/clothing/under/costume/allies = 20,
+					/obj/item/clothing/head/allies = 20,
+					/obj/item/clothing/suit/soviet = 20,
+					/obj/item/clothing/under/costume/soviet_families = 20,
+					/obj/item/clothing/head/ushanka/soviet = 20,
+					/obj/item/clothing/suit/yuri = 20,
+					/obj/item/clothing/under/costume/yuri = 20,
+					/obj/item/clothing/head/yuri = 20,
+					/obj/item/clothing/suit/sybil_slickers = 20,
+					/obj/item/clothing/under/costume/sybil_slickers = 20,
+					/obj/item/clothing/head/sybil_slickers = 20,
+					/obj/item/clothing/shoes/sybil_slickers = 20,
+					/obj/item/clothing/suit/basil_boys = 20,
+					/obj/item/clothing/under/costume/basil_boys = 20,
+					/obj/item/clothing/head/basil_boys = 20,
+					/obj/item/clothing/shoes/basil_boys = 20,
 					/* Commenting out until next Christmas or made automatic
 					/obj/item/clothing/accessory/sweater/uglyxmas = 3,
 					/obj/item/clothing/under/costume/christmas = 3,
diff --git a/icons/mob/clothing/back.dmi b/icons/mob/clothing/back.dmi
index 8c34b6cc4e..5d27cf95d8 100644
Binary files a/icons/mob/clothing/back.dmi and b/icons/mob/clothing/back.dmi differ
diff --git a/icons/mob/clothing/head.dmi b/icons/mob/clothing/head.dmi
index 62f6ad2bf5..fb0246e6e3 100644
Binary files a/icons/mob/clothing/head.dmi and b/icons/mob/clothing/head.dmi differ
diff --git a/icons/obj/clothing/hats.dmi b/icons/obj/clothing/hats.dmi
index 32ce3a8f54..25c93428a4 100644
Binary files a/icons/obj/clothing/hats.dmi and b/icons/obj/clothing/hats.dmi differ
diff --git a/icons/obj/storage.dmi b/icons/obj/storage.dmi
index 1925834ebb..351aeb3546 100644
Binary files a/icons/obj/storage.dmi and b/icons/obj/storage.dmi differ