diff --git a/Content.Shared/Clothing/EntitySystems/ClothingSystem.cs b/Content.Shared/Clothing/EntitySystems/ClothingSystem.cs
index f189db005bc..976682c9903 100644
--- a/Content.Shared/Clothing/EntitySystems/ClothingSystem.cs
+++ b/Content.Shared/Clothing/EntitySystems/ClothingSystem.cs
@@ -62,6 +62,11 @@ private void QuickEquip(
     {
         foreach (var slotDef in userEnt.Comp1.Slots)
         {
+            // Do not attempt to quick-equip clothing in pocket slots.
+            // We should probably add a special flag to SlotDefinition to skip quick equip if more similar slots get added.
+            if (slotDef.SlotFlags.HasFlag(SlotFlags.POCKET))
+                continue;
+
             if (!_invSystem.CanEquip(userEnt, toEquipEnt, slotDef.Name, out _, slotDef, userEnt, toEquipEnt))
                 continue;
 
diff --git a/Content.Shared/Inventory/InventorySystem.Equip.cs b/Content.Shared/Inventory/InventorySystem.Equip.cs
index 24006b0c9f9..7bdd17ee6fa 100644
--- a/Content.Shared/Inventory/InventorySystem.Equip.cs
+++ b/Content.Shared/Inventory/InventorySystem.Equip.cs
@@ -176,7 +176,7 @@ public bool TryEquip(EntityUid actor, EntityUid target, EntityUid itemUid, strin
             };
 
             _doAfter.TryStartDoAfter(args);
-            return false;
+            return true; // Changed to return true even if the item wasn't equipped instantly
         }
 
         if (!_containerSystem.Insert(itemUid, slotContainer))