diff --git a/code/modules/clothing/shoes/magboots.dm b/code/modules/clothing/shoes/magboots.dm
index f66c407a633..f319aa13f50 100644
--- a/code/modules/clothing/shoes/magboots.dm
+++ b/code/modules/clothing/shoes/magboots.dm
@@ -284,8 +284,11 @@
 		return
 
 	var/atom/target = get_edge_target_turf(user, user.dir) //gets the user's direction
-
-	if(user.throw_at(target, jumpdistance, jumpspeed, spin = FALSE, diagonals_first = TRUE))
+	var/do_callback = FALSE
+	if(!user.flying)
+		user.flying = TRUE
+		do_callback = TRUE
+	if(user.throw_at(target, jumpdistance, jumpspeed, spin = FALSE, diagonals_first = TRUE, callback = do_callback ? VARSET_CALLBACK(user, flying, FALSE) : null))
 		playsound(src, 'sound/effects/stealthoff.ogg', 50, 1, 1)
 		user.visible_message("<span class='warning'>[usr] dashes forward into the air!</span>")
 		recharging_time = world.time + recharging_rate
diff --git a/code/modules/clothing/shoes/miscellaneous.dm b/code/modules/clothing/shoes/miscellaneous.dm
index a898b9d893e..9c3ffda1c39 100644
--- a/code/modules/clothing/shoes/miscellaneous.dm
+++ b/code/modules/clothing/shoes/miscellaneous.dm
@@ -388,8 +388,11 @@
 		return
 
 	var/atom/target = get_edge_target_turf(user, user.dir) //gets the user's direction
-
-	if (user.throw_at(target, jumpdistance, jumpspeed, spin = FALSE, diagonals_first = TRUE))
+	var/do_callback = FALSE
+	if(!user.flying)
+		user.flying = TRUE
+		do_callback  = TRUE
+	if(user.throw_at(target, jumpdistance, jumpspeed, spin = FALSE, diagonals_first = TRUE, callback = do_callback ? VARSET_CALLBACK(user, flying, FALSE) : null))
 		playsound(src, 'sound/effects/stealthoff.ogg', 50, 1, 1)
 		user.visible_message("<span class='warning'>[usr] dashes forward into the air!</span>")
 		recharging_time = world.time + recharging_rate