diff --git a/src/WireMock.Net.Abstractions/Admin/Scenarios/ScenarioStateModel.cs b/src/WireMock.Net.Abstractions/Admin/Scenarios/ScenarioStateModel.cs
index a6b1fa9e..fb43a9f4 100644
--- a/src/WireMock.Net.Abstractions/Admin/Scenarios/ScenarioStateModel.cs
+++ b/src/WireMock.Net.Abstractions/Admin/Scenarios/ScenarioStateModel.cs
@@ -24,5 +24,10 @@
         /// Gets or sets a value indicating whether this <see cref="ScenarioStateModel"/> is finished.
         /// </summary>
         public bool Finished { get; set; }
+
+        /// <summary>
+        /// Gets or sets the state counter.
+        /// </summary>
+        public int Counter { get; set; }
     }
 }
\ No newline at end of file
diff --git a/src/WireMock.Net.Abstractions/Server/IWireMockServer.cs b/src/WireMock.Net.Abstractions/Server/IWireMockServer.cs
index ca822beb..7848b3df 100644
--- a/src/WireMock.Net.Abstractions/Server/IWireMockServer.cs
+++ b/src/WireMock.Net.Abstractions/Server/IWireMockServer.cs
@@ -27,9 +27,9 @@ namespace WireMock.Server
         /// </summary>
         IEnumerable<MappingModel> MappingModels { get; }
 
-        /// <summary>
-        /// Gets the mappings.
-        /// </summary>
+        // <summary>
+        // Gets the mappings.
+        // </summary>
         //[PublicAPI]
         //IEnumerable<IMapping> Mappings { get; }
 
diff --git a/src/WireMock.Net/IMapping.cs b/src/WireMock.Net/IMapping.cs
index 71d93743..a28bd526 100644
--- a/src/WireMock.Net/IMapping.cs
+++ b/src/WireMock.Net/IMapping.cs
@@ -51,6 +51,12 @@ namespace WireMock
         [CanBeNull]
         string NextState { get; }
 
+        /// <summary>
+        /// The number of times this match should be matched before the state will be changed to the next state.
+        /// </summary>
+        [CanBeNull]
+        int? StateTimes { get; }
+
         /// <summary>
         /// The Request matcher.
         /// </summary>
diff --git a/src/WireMock.Net/Mapping.cs b/src/WireMock.Net/Mapping.cs
index 343c5efd..6c215be0 100644
--- a/src/WireMock.Net/Mapping.cs
+++ b/src/WireMock.Net/Mapping.cs
@@ -33,6 +33,9 @@ namespace WireMock
         /// <inheritdoc cref="IMapping.NextState" />
         public string NextState { get; }
 
+        /// <inheritdoc cref="IMapping.StateTimes" />
+        public int? StateTimes { get; }
+
         /// <inheritdoc cref="IMapping.RequestMatcher" />
         public IRequestMatcher RequestMatcher { get; }
 
@@ -64,9 +67,10 @@ namespace WireMock
         /// <param name="scenario">The scenario. [Optional]</param>
         /// <param name="executionConditionState">State in which the current mapping can occur. [Optional]</param>
         /// <param name="nextState">The next state which will occur after the current mapping execution. [Optional]</param>
+        /// <param name="stateTimes">Only when the current state is executed this number, the next state which will occur. [Optional]</param>
         public Mapping(Guid guid, [CanBeNull] string title, [CanBeNull] string path,
             [NotNull] IWireMockServerSettings settings, [NotNull] IRequestMatcher requestMatcher, [NotNull] IResponseProvider provider,
-            int priority, [CanBeNull] string scenario, [CanBeNull] string executionConditionState, [CanBeNull] string nextState)
+            int priority, [CanBeNull] string scenario, [CanBeNull] string executionConditionState, [CanBeNull] string nextState, [CanBeNull] int? stateTimes)
         {
             Guid = guid;
             Title = title;
@@ -78,6 +82,7 @@ namespace WireMock
             Scenario = scenario;
             ExecutionConditionState = executionConditionState;
             NextState = nextState;
+            StateTimes = stateTimes; 
         }
 
         /// <inheritdoc cref="IMapping.ProvideResponseAsync" />
diff --git a/src/WireMock.Net/Owin/MappingMatcher.cs b/src/WireMock.Net/Owin/MappingMatcher.cs
index 681b1570..71b4d814 100644
--- a/src/WireMock.Net/Owin/MappingMatcher.cs
+++ b/src/WireMock.Net/Owin/MappingMatcher.cs
@@ -23,12 +23,12 @@ namespace WireMock.Owin
             {
                 try
                 {
-                    string scenario = mapping.Scenario != null && _options.Scenarios.ContainsKey(mapping.Scenario) ? _options.Scenarios[mapping.Scenario].NextState : null;
+                    string nextState = GetNextState(mapping);
 
                     mappings.Add(new MappingMatcherResult
                     {
                         Mapping = mapping,
-                        RequestMatchResult = mapping.GetRequestMatchResult(request, scenario)
+                        RequestMatchResult = mapping.GetRequestMatchResult(request, nextState)
                     });
                 }
                 catch (Exception ex)
@@ -56,5 +56,18 @@ namespace WireMock.Owin
 
             return (match, partialMatch);
         }
+
+        private string GetNextState(IMapping mapping)
+        {
+            // If the mapping does not have a scenario or _options.Scenarios does not contain this scenario from the mapping,
+            // just return null to indicate that there is no next state.
+            if (mapping.Scenario == null || !_options.Scenarios.ContainsKey(mapping.Scenario))
+            {
+                return null;
+            }
+
+            // Else just return the next state
+            return _options.Scenarios[mapping.Scenario].NextState;
+        }
     }
 }
\ No newline at end of file
diff --git a/src/WireMock.Net/Owin/WireMockMiddleware.cs b/src/WireMock.Net/Owin/WireMockMiddleware.cs
index 9cf01318..cfc708cf 100644
--- a/src/WireMock.Net/Owin/WireMockMiddleware.cs
+++ b/src/WireMock.Net/Owin/WireMockMiddleware.cs
@@ -79,7 +79,7 @@ namespace WireMock.Owin
             {
                 foreach (var mapping in _options.Mappings.Values.Where(m => m?.Scenario != null))
                 {
-                    // Set start
+                    // Set scenario start
                     if (!_options.Scenarios.ContainsKey(mapping.Scenario) && mapping.IsStartState)
                     {
                         _options.Scenarios.TryAdd(mapping.Scenario, new ScenarioState
@@ -122,9 +122,7 @@ namespace WireMock.Owin
 
                 if (targetMapping.Scenario != null)
                 {
-                    _options.Scenarios[targetMapping.Scenario].NextState = targetMapping.NextState;
-                    _options.Scenarios[targetMapping.Scenario].Started = true;
-                    _options.Scenarios[targetMapping.Scenario].Finished = targetMapping.NextState == null;
+                    UpdateScenarioState(targetMapping);
                 }
             }
             catch (Exception ex)
@@ -157,6 +155,25 @@ namespace WireMock.Owin
             await CompletedTask;
         }
 
+        private void UpdateScenarioState(IMapping mapping)
+        {
+            var scenario = _options.Scenarios[mapping.Scenario];
+
+            // Increase the number of times this state has been executed
+            scenario.Counter++;
+
+            // Only if the number of times this state is executed equals the required StateTimes, proceed to next state and reset the counter to 0
+            if (scenario.Counter == (mapping.StateTimes ?? 1))
+            {
+                scenario.NextState = mapping.NextState;
+                scenario.Counter = 0;
+            }
+
+            // Else just update Started and Finished
+            scenario.Started = true;
+            scenario.Finished = mapping.NextState == null;
+        }
+
         private void LogRequest(LogEntry entry, bool addRequest)
         {
             _options.Logger.DebugRequestResponse(LogEntryMapper.Map(entry), entry.RequestMessage.Path.StartsWith("/__admin/"));
diff --git a/src/WireMock.Net/ScenarioState.cs b/src/WireMock.Net/ScenarioState.cs
index 8a28da93..d4671471 100644
--- a/src/WireMock.Net/ScenarioState.cs
+++ b/src/WireMock.Net/ScenarioState.cs
@@ -24,5 +24,10 @@
         /// Gets or sets a value indicating whether this <see cref="ScenarioState"/> is finished.
         /// </summary>
         public bool Finished { get; set; }
+
+        /// <summary>
+        /// Gets or sets the state counter.
+        /// </summary>
+        public int Counter { get; set; }
     }
 }
\ No newline at end of file
diff --git a/src/WireMock.Net/Server/IRespondWithAProvider.cs b/src/WireMock.Net/Server/IRespondWithAProvider.cs
index 18c09520..50ea594d 100644
--- a/src/WireMock.Net/Server/IRespondWithAProvider.cs
+++ b/src/WireMock.Net/Server/IRespondWithAProvider.cs
@@ -86,14 +86,16 @@ namespace WireMock.Server
         /// Once this mapping is executed the state will be changed to specified one.
         /// </summary>
         /// <param name="state">Any object which identifies the new state</param>
+        /// <param name="times">The number of times this match should be matched before the state will be changed to the specified one. Default value is 1.</param>
         /// <returns>The <see cref="IRespondWithAProvider"/>.</returns>
-        IRespondWithAProvider WillSetStateTo(string state);
+        IRespondWithAProvider WillSetStateTo(string state, int? times = 1);
 
         /// <summary>
         /// Once this mapping is executed the state will be changed to specified one.
         /// </summary>
         /// <param name="state">Any object which identifies the new state</param>
+        /// <param name="times">The number of times this match should be matched before the state will be changed to the specified one. Default value is 1.</param>
         /// <returns>The <see cref="IRespondWithAProvider"/>.</returns>
-        IRespondWithAProvider WillSetStateTo(int state);
+        IRespondWithAProvider WillSetStateTo(int state, int? times = 1);
     }
 }
\ No newline at end of file
diff --git a/src/WireMock.Net/Server/RespondWithAProvider.cs b/src/WireMock.Net/Server/RespondWithAProvider.cs
index 6b18baaa..b2c303d6 100644
--- a/src/WireMock.Net/Server/RespondWithAProvider.cs
+++ b/src/WireMock.Net/Server/RespondWithAProvider.cs
@@ -18,6 +18,7 @@ namespace WireMock.Server
         private string _executionConditionState;
         private string _nextState;
         private string _scenario;
+        private int _timesInSameState = 1;
         private readonly RegistrationCallback _registrationCallback;
         private readonly IRequestMatcher _requestMatcher;
         private readonly IWireMockServerSettings _settings;
@@ -46,7 +47,7 @@ namespace WireMock.Server
         /// <param name="provider">The provider.</param>
         public void RespondWith(IResponseProvider provider)
         {
-            _registrationCallback(new Mapping(Guid, _title, _path, _settings, _requestMatcher, provider, _priority, _scenario, _executionConditionState, _nextState), _saveToFile);
+            _registrationCallback(new Mapping(Guid, _title, _path, _settings, _requestMatcher, provider, _priority, _scenario, _executionConditionState, _nextState, _timesInSameState), _saveToFile);
         }
 
         /// <see cref="IRespondWithAProvider.WithGuid(string)"/>
@@ -120,8 +121,8 @@ namespace WireMock.Server
             return WhenStateIs(state.ToString());
         }
 
-        /// <see cref="IRespondWithAProvider.WillSetStateTo(string)"/>
-        public IRespondWithAProvider WillSetStateTo(string state)
+        /// <see cref="IRespondWithAProvider.WillSetStateTo(string, int?)"/>
+        public IRespondWithAProvider WillSetStateTo(string state, int? times = 1)
         {
             if (string.IsNullOrEmpty(_scenario))
             {
@@ -129,14 +130,15 @@ namespace WireMock.Server
             }
 
             _nextState = state;
+            _timesInSameState = times ?? 1;
 
             return this;
         }
 
-        /// <see cref="IRespondWithAProvider.WillSetStateTo(int)"/>
-        public IRespondWithAProvider WillSetStateTo(int state)
+        /// <see cref="IRespondWithAProvider.WillSetStateTo(int, int?)"/>
+        public IRespondWithAProvider WillSetStateTo(int state, int? times = 1)
         {
-            return WillSetStateTo(state.ToString());
+            return WillSetStateTo(state.ToString(), times);
         }
     }
 }
\ No newline at end of file
diff --git a/src/WireMock.Net/Server/WireMockServer.Admin.cs b/src/WireMock.Net/Server/WireMockServer.Admin.cs
index d673f02d..85d832d5 100644
--- a/src/WireMock.Net/Server/WireMockServer.Admin.cs
+++ b/src/WireMock.Net/Server/WireMockServer.Admin.cs
@@ -331,7 +331,7 @@ namespace WireMock.Server
 
             var response = Response.Create(responseMessage);
 
-            return new Mapping(Guid.NewGuid(), string.Empty, null, _settings, request, response, 0, null, null, null);
+            return new Mapping(Guid.NewGuid(), string.Empty, null, _settings, request, response, 0, null, null, null, null);
         }
         #endregion
 
@@ -706,7 +706,8 @@ namespace WireMock.Server
                 Name = s.Name,
                 NextState = s.NextState,
                 Started = s.Started,
-                Finished = s.Finished
+                Finished = s.Finished,
+                Counter = s.Counter
             });
 
             return ToJson(scenariosStates, true);
diff --git a/test/WireMock.Net.Tests/Serialization/MappingConverterTests.cs b/test/WireMock.Net.Tests/Serialization/MappingConverterTests.cs
index c5de40c9..31987032 100644
--- a/test/WireMock.Net.Tests/Serialization/MappingConverterTests.cs
+++ b/test/WireMock.Net.Tests/Serialization/MappingConverterTests.cs
@@ -25,7 +25,7 @@ namespace WireMock.Net.Tests.Serialization
             // Assign
             var request = Request.Create();
             var response = Response.Create();
-            var mapping = new Mapping(Guid.NewGuid(), "", null, _settings, request, response, 0, null, null, null);
+            var mapping = new Mapping(Guid.NewGuid(), "", null, _settings, request, response, 0, null, null, null, null);
 
             // Act
             var model = _sut.ToMappingModel(mapping);
@@ -44,7 +44,7 @@ namespace WireMock.Net.Tests.Serialization
             // Assign
             var request = Request.Create();
             var response = Response.Create().WithBodyAsJson(new { x = "x" }).WithTransformer();
-            var mapping = new Mapping(Guid.NewGuid(), "", null, _settings, request, response, 42, null, null, null);
+            var mapping = new Mapping(Guid.NewGuid(), "", null, _settings, request, response, 42, null, null, null, null);
 
             // Act
             var model = _sut.ToMappingModel(mapping);
diff --git a/test/WireMock.Net.Tests/StatefulBehaviorTests.cs b/test/WireMock.Net.Tests/StatefulBehaviorTests.cs
index 4f5c4e6f..ad23eb5e 100644
--- a/test/WireMock.Net.Tests/StatefulBehaviorTests.cs
+++ b/test/WireMock.Net.Tests/StatefulBehaviorTests.cs
@@ -3,6 +3,7 @@ using System.Linq;
 using System.Net;
 using System.Net.Http;
 using System.Threading.Tasks;
+using FluentAssertions;
 using NFluent;
 using WireMock.RequestBuilders;
 using WireMock.ResponseBuilders;
@@ -61,6 +62,89 @@ namespace WireMock.Net.Tests
             Check.That(responseWithState).Equals("Test state msg");
         }
 
+        [Fact]
+        public async Task Scenarios_With_Same_Path_Should_Use_Times_When_Moving_To_Next_State()
+        {
+            // given
+            const int times = 2;
+            string path = $"/foo_{Guid.NewGuid()}";
+            string body1 = "Scenario S1, No State, Setting State T2";
+            string body2 = "Scenario S1, State T2, End";
+            var server = WireMockServer.Start();
+
+            server
+                .Given(Request.Create().WithPath(path).UsingGet())
+                .InScenario(1)
+                .WillSetStateTo(2, times)
+                .RespondWith(Response.Create().WithBody(body1));
+
+            server
+                .Given(Request.Create().WithPath(path).UsingGet())
+                .InScenario(1)
+                .WhenStateIs(2)
+                .RespondWith(Response.Create().WithBody(body2));
+
+            // when
+            var client = new HttpClient();
+            var responseScenario1 = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path);
+            var responseScenario2 = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path);
+            var responseWithState = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path);
+
+            // then
+            responseScenario1.Should().Be(body1);
+            responseScenario2.Should().Be(body1);
+            responseWithState.Should().Be(body2);
+        }
+
+        [Fact]
+        public async Task Scenarios_With_Different_Paths_Should_Use_Times_When_Moving_To_Next_State()
+        {
+            // given
+            const int times = 2;
+            string path1 = $"/a_{Guid.NewGuid()}";
+            string path2 = $"/b_{Guid.NewGuid()}";
+            string path3 = $"/c_{Guid.NewGuid()}";
+            string body1 = "Scenario S1, No State, Setting State T2";
+            string body2 = "Scenario S1, State T2, Setting State T3";
+            string body3 = "Scenario S1, State T3, End";
+
+            var server = WireMockServer.Start();
+
+            server
+                .Given(Request.Create().WithPath(path1).UsingGet())
+                .InScenario("S1")
+                .WillSetStateTo("T2", times)
+                .RespondWith(Response.Create().WithBody(body1));
+
+            server
+                .Given(Request.Create().WithPath(path2).UsingGet())
+                .InScenario("S1")
+                .WhenStateIs("T2")
+                .WillSetStateTo("T3", times)
+                .RespondWith(Response.Create().WithBody(body2));
+
+            server
+                .Given(Request.Create().WithPath(path3).UsingGet())
+                .InScenario("S1")
+                .WhenStateIs("T3")
+                .RespondWith(Response.Create().WithBody(body3));
+
+            // when
+            var client = new HttpClient();
+            var t1a = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path1);
+            var t1b = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path1);
+            var t2a = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path2);
+            var t2b = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path2);
+            var t3 = await client.GetStringAsync("http://localhost:" + server.Ports[0] + path3);
+
+            // then
+            t1a.Should().Be(body1);
+            t1b.Should().Be(body1);
+            t2a.Should().Be(body2);
+            t2b.Should().Be(body2);
+            t3.Should().Be(body3);
+        }
+
         [Fact]
         public async Task Scenarios_Should_Respect_Int_Valued_Scenarios_and_States()
         {