diff --git a/code/datums/mood_events/generic_positive_events.dm b/code/datums/mood_events/generic_positive_events.dm
index 29b414440e1..8a9512bae1c 100644
--- a/code/datums/mood_events/generic_positive_events.dm
+++ b/code/datums/mood_events/generic_positive_events.dm
@@ -379,3 +379,7 @@
 /datum/mood_event/madness_elation
 	description = "Madness truly is the greatest of blessings..."
 	mood_change = 200
+
+/datum/mood_event/prophat
+	description = "This hat fills me with whimsical joy!"
+	mood_change = 2
diff --git a/code/game/objects/items/food/sweets.dm b/code/game/objects/items/food/sweets.dm
index 6805af35db6..98f9417811a 100644
--- a/code/game/objects/items/food/sweets.dm
+++ b/code/game/objects/items/food/sweets.dm
@@ -346,3 +346,24 @@
 /obj/item/food/spiderlollipop/Initialize(mapload)
 	. = ..()
 	AddElement(/datum/element/chewable)
+
+/obj/item/food/swirl_lollipop
+	name = "swirl lollipop"
+	desc = "A massive rainbow swirlled lollipop. Said to contain extra sugar."
+	icon_state = "swirl_lollipop"
+	worn_icon_state = "lollipop_stick"
+	inhand_icon_state = "swirl_lollipop"
+	food_reagents = list(
+		/datum/reagent/consumable/sugar = 30,
+		/datum/reagent/drug/happiness = 5, //swirl lollipops make everyone happy!
+		/datum/reagent/medicine/omnizine = 2,
+	)
+	tastes = list("whimsical joy" = 1, "sugar" = 2)
+	foodtypes = JUNKFOOD | SUGAR
+	food_flags = FOOD_FINGER_FOOD
+	slot_flags = ITEM_SLOT_MASK
+	crafting_complexity = FOOD_COMPLEXITY_1
+
+/obj/item/food/swirl_lollipop/Initialize(mapload)
+	. = ..()
+	AddElement(/datum/element/chewable)
diff --git a/code/modules/clothing/head/soft_caps.dm b/code/modules/clothing/head/soft_caps.dm
index 08562481a44..e8338f4c95b 100644
--- a/code/modules/clothing/head/soft_caps.dm
+++ b/code/modules/clothing/head/soft_caps.dm
@@ -39,6 +39,7 @@
 		else
 			icon_state = "[soft_type][soft_suffix]"
 			to_chat(user, span_notice("You flip the hat back in normal position."))
+		update_icon()
 		usr.update_worn_head() //so our mob-overlays update
 
 /obj/item/clothing/head/soft/examine(mob/user)
@@ -161,3 +162,41 @@
 /obj/item/clothing/head/soft/fishing_hat/Initialize(mapload)
 	. = ..()
 	AddElement(/datum/element/skill_reward, /datum/skill/fishing)
+
+#define PROPHAT_MOOD "prophat"
+
+/obj/item/clothing/head/soft/propeller_hat
+	name = "propeller hat"
+	desc = "A colorful hat with a spinning propeller sat on top."
+	icon_state = "propeller_hat"
+	soft_type = "propeller_hat"
+	inhand_icon_state = "rainbow_softcap"
+	worn_y_offset = 1
+	soft_suffix = null
+	actions_types = list(/datum/action/item_action/toggle)
+	var/enabled_waddle = TRUE
+	var/active = FALSE
+
+/obj/item/clothing/head/soft/propeller_hat/update_icon_state()
+	. = ..()
+	worn_icon_state = "[soft_type][flipped ? "_flipped" : null][active ? "_on" : null]"
+
+/obj/item/clothing/head/soft/propeller_hat/attack_self(mob/user)
+	active = !active
+	balloon_alert(user, (active ? "started propeller" : "stopped propeller"))
+	update_icon()
+	user.update_worn_head()
+	add_fingerprint(user)
+
+/obj/item/clothing/head/soft/propeller_hat/equipped(mob/living/user, slot)
+	. = ..()
+	if(slot & ITEM_SLOT_HEAD)
+		user.add_mood_event(PROPHAT_MOOD, /datum/mood_event/prophat)
+
+/obj/item/clothing/head/soft/propeller_hat/dropped(mob/living/user)
+	. = ..()
+	user.clear_mood_event(PROPHAT_MOOD)
+	active = FALSE
+	update_icon()
+
+#undef PROPHAT_MOOD
diff --git a/code/modules/clothing/neck/_neck.dm b/code/modules/clothing/neck/_neck.dm
index cb0170691ae..b87a3f7b221 100644
--- a/code/modules/clothing/neck/_neck.dm
+++ b/code/modules/clothing/neck/_neck.dm
@@ -30,6 +30,14 @@
 	greyscale_colors = "#151516ff"
 	flags_1 = IS_PLAYER_COLORABLE_1
 
+/obj/item/clothing/neck/bowtie/rainbow
+	name = "rainbow bow tie"
+	desc = "An extremely large neosilk rainbow-colored bowtie."
+	icon_state = "bowtie_rainbow"
+	greyscale_config = null
+	greyscale_config_worn = null
+	greyscale_colors = null
+
 /obj/item/clothing/neck/tie
 	name = "slick tie"
 	desc = "A neosilk tie."
diff --git a/code/modules/vending/autodrobe.dm b/code/modules/vending/autodrobe.dm
index 02daa0ce7e7..59bd06135bb 100644
--- a/code/modules/vending/autodrobe.dm
+++ b/code/modules/vending/autodrobe.dm
@@ -58,6 +58,8 @@
 				/obj/item/clothing/glasses/eyepatch = 1,
 				/obj/item/clothing/glasses/eyepatch/medical = 1,
 				/obj/item/clothing/under/costume/gi = 1,
+				/obj/item/clothing/head/soft/propeller_hat = 1,
+				/obj/item/clothing/neck/bowtie/rainbow = 1,
 			),
 		),
 		list(
diff --git a/code/modules/vending/snack.dm b/code/modules/vending/snack.dm
index 23b1bcf2c71..1e81679135b 100644
--- a/code/modules/vending/snack.dm
+++ b/code/modules/vending/snack.dm
@@ -38,6 +38,7 @@
 	premium = list(
 		/obj/item/food/spacers_sidekick = 3,
 		/obj/item/food/pistachios = 3,
+		/obj/item/food/swirl_lollipop = 3,
 	)
 	refill_canister = /obj/item/vending_refill/snack
 	req_access = list(ACCESS_KITCHEN)
diff --git a/icons/mob/clothing/head/hats.dmi b/icons/mob/clothing/head/hats.dmi
index abf2f9f18bd..b94b0d98d15 100644
Binary files a/icons/mob/clothing/head/hats.dmi and b/icons/mob/clothing/head/hats.dmi differ
diff --git a/icons/mob/clothing/neck.dmi b/icons/mob/clothing/neck.dmi
index 03cf6a861c1..aafab9558a3 100644
Binary files a/icons/mob/clothing/neck.dmi and b/icons/mob/clothing/neck.dmi differ
diff --git a/icons/mob/inhands/items/food_lefthand.dmi b/icons/mob/inhands/items/food_lefthand.dmi
index 934c2fcd045..8e2b19c4dd4 100644
Binary files a/icons/mob/inhands/items/food_lefthand.dmi and b/icons/mob/inhands/items/food_lefthand.dmi differ
diff --git a/icons/mob/inhands/items/food_righthand.dmi b/icons/mob/inhands/items/food_righthand.dmi
index f49835a3a7b..12063ad38a8 100644
Binary files a/icons/mob/inhands/items/food_righthand.dmi and b/icons/mob/inhands/items/food_righthand.dmi differ
diff --git a/icons/obj/clothing/head/hats.dmi b/icons/obj/clothing/head/hats.dmi
index 15117fa69a8..523aafd5bfc 100644
Binary files a/icons/obj/clothing/head/hats.dmi and b/icons/obj/clothing/head/hats.dmi differ
diff --git a/icons/obj/clothing/neck.dmi b/icons/obj/clothing/neck.dmi
index ff7e012324a..6027b0022c4 100644
Binary files a/icons/obj/clothing/neck.dmi and b/icons/obj/clothing/neck.dmi differ
diff --git a/icons/obj/food/food.dmi b/icons/obj/food/food.dmi
index 46d7459e0b0..e9468812b99 100644
Binary files a/icons/obj/food/food.dmi and b/icons/obj/food/food.dmi differ