diff --git a/NEWS.md b/NEWS.md
index b830fa2fb..a5724c769 100644
--- a/NEWS.md
+++ b/NEWS.md
@@ -1,3 +1,15 @@
+# 3.0.0
+
+### Backward-incompatible changes
+
+* The negative form of `allow_value` has been changed so that instead of
+  asserting that any of the given values is an invalid value (allowing good
+  values to pass through), assert that *all* values are invalid values (allowing
+  good values not to pass through). This means that this test which formerly
+  passed will now fail:
+
+      expect(record).not_to allow_value('good value', *bad_values)
+
 # 2.8.0
 
 ### Deprecations
diff --git a/lib/shoulda/matchers/active_model/allow_value_matcher.rb b/lib/shoulda/matchers/active_model/allow_value_matcher.rb
index de540d81c..2afcab819 100644
--- a/lib/shoulda/matchers/active_model/allow_value_matcher.rb
+++ b/lib/shoulda/matchers/active_model/allow_value_matcher.rb
@@ -215,14 +215,12 @@ def _after_setting_value(&callback)
 
         def matches?(instance)
           self.instance = instance
-          validator.record = instance
+          values_to_match.all? { |value| value_matches?(value) }
+        end
 
-          values_to_match.none? do |value|
-            validator.reset
-            self.value = value
-            set_attribute(value)
-            errors_match? || any_range_error_occurred?
-          end
+        def does_not_match?(instance)
+          self.instance = instance
+          values_to_match.all? { |value| !value_matches?(value) }
         end
 
         def failure_message
@@ -241,15 +239,26 @@ def description
 
         protected
 
-        attr_reader :attribute_to_check_message_against
-        attr_accessor :values_to_match, :instance, :attribute_to_set, :value,
+        attr_reader :instance, :attribute_to_check_message_against
+        attr_accessor :values_to_match, :attribute_to_set, :value,
           :matched_error, :after_setting_value_callback, :validator
 
+        def instance=(instance)
+          @instance = instance
+          validator.record = instance
+        end
+
         def attribute_to_check_message_against=(attribute)
           @attribute_to_check_message_against = attribute
           validator.attribute = attribute
         end
 
+        def value_matches?(value)
+          self.value = value
+          set_attribute(value)
+          !(errors_match? || any_range_error_occurred?)
+        end
+
         def set_attribute(value)
           set_attribute_ignoring_range_errors(value)
           after_setting_value_callback.call
diff --git a/spec/unit/shoulda/matchers/active_model/allow_value_matcher_spec.rb b/spec/unit/shoulda/matchers/active_model/allow_value_matcher_spec.rb
index c2cee49c2..68a1648ad 100644
--- a/spec/unit/shoulda/matchers/active_model/allow_value_matcher_spec.rb
+++ b/spec/unit/shoulda/matchers/active_model/allow_value_matcher_spec.rb
@@ -165,24 +165,29 @@
           less_than_or_equal_to: 50000
       end.new
     end
+
     bad_values = [nil, '', 'abc', '0', '50001', '123456', []]
 
-    it 'allows a good value' do
+    it 'matches given a good value' do
       expect(model).to allow_value('12345').for(:attr)
     end
 
-    bad_values.each do |bad_value|
-      it "rejects a bad value (#{bad_value.inspect})" do
+    it 'does not match given a bad value' do
+      bad_values.each do |bad_value|
         expect(model).not_to allow_value(bad_value).for(:attr)
       end
     end
 
-    it "rejects several bad values (#{bad_values.map(&:inspect).join(', ')})" do
+    it 'does not match given multiple bad values' do
       expect(model).not_to allow_value(*bad_values).for(:attr)
     end
 
-    it "rejects a mix of both good and bad values" do
-      expect(model).not_to allow_value('12345', *bad_values).for(:attr)
+    it "does not match given good values along with bad values" do
+      message = %{Expected errors when attr is set to "12345",\ngot no errors}
+
+      expect {
+        expect(model).not_to allow_value('12345', *bad_values).for(:attr)
+      }.to fail_with_message(message)
     end
   end