diff --git a/lua/nvim-autopairs.lua b/lua/nvim-autopairs.lua
index 3f49f71..dce57bb 100644
--- a/lua/nvim-autopairs.lua
+++ b/lua/nvim-autopairs.lua
@@ -164,7 +164,19 @@ M.on_attach = function(bufnr)
     end
     -- sort by length
     table.sort(rules, function(a, b)
-        return (#a.start_pair or 0) > (#b.start_pair or 0)
+        if a.start_pair == b.start_pair then
+            if not b.key_map then
+                return a.key_map and 1
+            end
+            if not a.key_map then
+                return b.key_map and -1
+            end
+            return #a.key_map < #b.key_map
+        end
+        if #a.start_pair == #b.start_pair then
+            return string.byte(a.start_pair) > string.byte(b.start_pair)
+        end
+        return #a.start_pair > #b.start_pair
     end)
 
     M.state.rules = rules
@@ -325,9 +337,13 @@ M.autopairs_map = function(bufnr, char)
             if rule.is_regex and rule.key_map and rule.key_map ~= '' then
                 new_text = line:sub(1, col) .. line:sub(col + 1, #line)
                 add_char = 0
-            elseif rule.key_map and #rule.key_map > 1 and utils.esc(rule.key_map) == char then
-                new_text = line:sub(1, col) .. line:sub(col + 1, #line)
-                add_char = 0
+            elseif rule.key_map and #rule.key_map > 1 then
+                if utils.esc(rule.key_map) ~= char then
+                    new_text = ''
+                else
+                    new_text = line:sub(1, col) .. line:sub(col + 1, #line)
+                    add_char = 0
+                end
             else
                 new_text = line:sub(1, col) .. char .. line:sub(col + 1, #line)
                 add_char = 1
diff --git a/tests/nvim-autopairs_spec.lua b/tests/nvim-autopairs_spec.lua
index 33345db..5853207 100644
--- a/tests/nvim-autopairs_spec.lua
+++ b/tests/nvim-autopairs_spec.lua
@@ -403,6 +403,24 @@ local data = {
         before = [[(o)=| ]],
         after  = [[(o)=> { | } ]]
 
+    },
+    {
+        setup_func = function()
+            npairs.add_rules({
+                Rule('(', ')'):use_key('<c-w>'):replace_endpair(function()
+                    return '<bs><del><del><del>'
+                end, true),
+                Rule('(', ')'):use_key('<c-h>'):replace_endpair(function()
+                    return '<bs><del>'
+                end, true),
+            })
+        end,
+        name="mapping same pair with different key",
+        filetype="typescript",
+        key="(",
+        before = [[(test|) ]],
+        after  = [[(test(|)) ]]
+
     }
 }