diff --git a/code/game/objects/items.dm b/code/game/objects/items.dm
index b8aacbd87e8..39b0a1e8a8b 100644
--- a/code/game/objects/items.dm
+++ b/code/game/objects/items.dm
@@ -30,49 +30,52 @@
 		if ((usr.mutations & CLUMSY) && prob(50))
 			usr << "\red Uh ... how do those things work?!"
 			if (istype(M, /mob/living/carbon/human))
-				var/obj/effect/equip_e/human/O = new /obj/effect/equip_e/human(  )
-				O.source = user
-				O.target = user
-				O.item = user.equipped()
-				O.s_loc = user.loc
-				O.t_loc = user.loc
-				O.place = "handcuff"
-				M.requests += O
-				spawn( 0 )
-					O.process()
-					return
+				if(!M.handcuffed)
+					var/obj/effect/equip_e/human/O = new /obj/effect/equip_e/human(  )
+					O.source = user
+					O.target = user
+					O.item = user.equipped()
+					O.s_loc = user.loc
+					O.t_loc = user.loc
+					O.place = "handcuff"
+					M.requests += O
+					spawn( 0 )
+						O.process()
+				return
 			return
 		if (!(istype(usr, /mob/living/carbon/human) || ticker) && ticker.mode.name != "monkey")
 			usr << "\red You don't have the dexterity to do this!"
 			return
 		if (istype(M, /mob/living/carbon/human))
-			M.attack_log += text("\[[time_stamp()]\] <font color='orange'>Has been handcuffed (attempt) by [user.name] ([user.ckey])</font>")
-			user.attack_log += text("\[[time_stamp()]\] <font color='red'>Attempted to handcuff [M.name] ([M.ckey])</font>")
-			var/obj/effect/equip_e/human/O = new /obj/effect/equip_e/human(  )
-			O.source = user
-			O.target = M
-			O.item = user.equipped()
-			O.s_loc = user.loc
-			O.t_loc = M.loc
-			O.place = "handcuff"
-			M.requests += O
-			spawn( 0 )
-				playsound(src.loc, 'handcuffs.ogg', 30, 1, -2)
-				O.process()
-				return
+			if(!M.handcuffed)
+				M.attack_log += text("\[[time_stamp()]\] <font color='orange'>Has been handcuffed (attempt) by [user.name] ([user.ckey])</font>")
+				user.attack_log += text("\[[time_stamp()]\] <font color='red'>Attempted to handcuff [M.name] ([M.ckey])</font>")
+				var/obj/effect/equip_e/human/O = new /obj/effect/equip_e/human(  )
+				O.source = user
+				O.target = M
+				O.item = user.equipped()
+				O.s_loc = user.loc
+				O.t_loc = M.loc
+				O.place = "handcuff"
+				M.requests += O
+				spawn( 0 )
+					playsound(src.loc, 'handcuffs.ogg', 30, 1, -2)
+					O.process()
+			return
 		else
-			var/obj/effect/equip_e/monkey/O = new /obj/effect/equip_e/monkey(  )
-			O.source = user
-			O.target = M
-			O.item = user.equipped()
-			O.s_loc = user.loc
-			O.t_loc = M.loc
-			O.place = "handcuff"
-			M.requests += O
-			spawn( 0 )
-				playsound(src.loc, 'handcuffs.ogg', 30, 1, -2)
-				O.process()
-				return
+			if(!M.handcuffed)
+				var/obj/effect/equip_e/monkey/O = new /obj/effect/equip_e/monkey(  )
+				O.source = user
+				O.target = M
+				O.item = user.equipped()
+				O.s_loc = user.loc
+				O.t_loc = M.loc
+				O.place = "handcuff"
+				M.requests += O
+				spawn( 0 )
+					playsound(src.loc, 'handcuffs.ogg', 30, 1, -2)
+					O.process()
+			return
 	return
 
 
diff --git a/code/modules/mob/screen.dm b/code/modules/mob/screen.dm
index 271c808e5a0..12cd5d3b43d 100644
--- a/code/modules/mob/screen.dm
+++ b/code/modules/mob/screen.dm
@@ -432,7 +432,7 @@
 						O.show_message(text("\red <B>[] is trying to break the handcuffs!</B>", usr), 1)
 					spawn(0)
 						if(do_after(usr, 50))
-							if(!usr:handcuffed) return
+							if(!usr:handcuffed || usr.moved_recently || usr:buckled) return
 							for(var/mob/O in viewers(usr))
 								O.show_message(text("\red <B>[] manages to break the handcuffs!</B>", usr), 1)
 							usr << "\green You successfully break your handcuffs."
@@ -444,7 +444,7 @@
 						O.show_message(text("\red <B>[] attempts to remove the handcuffs!</B>", usr), 1)
 					spawn(0)
 						if(do_after(usr, 1200))
-							if(!usr:handcuffed) return
+							if(!usr:handcuffed || usr.moved_recently || usr:buckled) return
 							for(var/mob/O in viewers(usr))
 								O.show_message(text("\red <B>[] manages to remove the handcuffs!</B>", usr), 1)
 							usr << "\blue You successfully remove your handcuffs."