diff --git a/src/WireMock.Net/Owin/AspNetCoreSelfHost.cs b/src/WireMock.Net/Owin/AspNetCoreSelfHost.cs
index 1f22034e0..18e645818 100644
--- a/src/WireMock.Net/Owin/AspNetCoreSelfHost.cs
+++ b/src/WireMock.Net/Owin/AspNetCoreSelfHost.cs
@@ -46,6 +46,7 @@ public Task StartAsync()
             _host = new WebHostBuilder()
                 .Configure(appBuilder =>
                 {
+                    appBuilder.UseMiddleware<GlobalExceptionMiddleware>();
                     _options.PreWireMockMiddlewareInit?.Invoke(appBuilder);
                     appBuilder.UseMiddleware<WireMockMiddleware>(_options);
                     _options.PostWireMockMiddlewareInit?.Invoke(appBuilder);
diff --git a/src/WireMock.Net/Owin/GlobalExceptionMiddleware.cs b/src/WireMock.Net/Owin/GlobalExceptionMiddleware.cs
new file mode 100644
index 000000000..0769ebff1
--- /dev/null
+++ b/src/WireMock.Net/Owin/GlobalExceptionMiddleware.cs
@@ -0,0 +1,49 @@
+using System;
+using System.Threading.Tasks;
+using Newtonsoft.Json;
+#if !NETSTANDARD
+using Microsoft.Owin;
+#else
+using Microsoft.AspNetCore.Http;
+#endif
+
+namespace WireMock.Owin
+{
+#if !NETSTANDARD
+    internal class GlobalExceptionMiddleware : OwinMiddleware
+#else
+    internal class GlobalExceptionMiddleware
+#endif
+    {
+#if !NETSTANDARD
+        public GlobalExceptionMiddleware(OwinMiddleware next) : base(next) { }
+#else
+        public GlobalExceptionMiddleware(RequestDelegate next)
+        {
+            Next = next;
+        }
+#endif
+
+#if NETSTANDARD
+    public RequestDelegate Next { get; private set; }
+#endif
+
+    private readonly OwinResponseMapper _responseMapper = new OwinResponseMapper();
+
+#if !NETSTANDARD
+        public override async Task Invoke(IOwinContext ctx)
+#else
+        public async Task Invoke(HttpContext ctx)
+#endif
+        {
+            try
+            {
+                await Next?.Invoke(ctx);
+            }
+            catch (Exception ex)
+            {
+                await _responseMapper.MapAsync(new ResponseMessage { StatusCode = 500, Body = JsonConvert.SerializeObject(ex) }, ctx.Response);
+            }
+        }
+    }
+}
diff --git a/src/WireMock.Net/Owin/OwinSelfHost.cs b/src/WireMock.Net/Owin/OwinSelfHost.cs
index 21b2aca04..b4a36390a 100644
--- a/src/WireMock.Net/Owin/OwinSelfHost.cs
+++ b/src/WireMock.Net/Owin/OwinSelfHost.cs
@@ -61,6 +61,7 @@ private void StartServers()
 
             Action<IAppBuilder> startup = app =>
             {
+                app.Use<GlobalExceptionMiddleware>();
                 _options.PreWireMockMiddlewareInit?.Invoke(app);
                 app.Use<WireMockMiddleware>(_options);
                 _options.PostWireMockMiddlewareInit?.Invoke(app);
diff --git a/src/WireMock.Net/Owin/WireMockMiddleware.cs b/src/WireMock.Net/Owin/WireMockMiddleware.cs
index 3f601bf3d..881458d8b 100644
--- a/src/WireMock.Net/Owin/WireMockMiddleware.cs
+++ b/src/WireMock.Net/Owin/WireMockMiddleware.cs
@@ -5,6 +5,7 @@
 using System.Linq;
 using WireMock.Matchers;
 using WireMock.Util;
+using Newtonsoft.Json;
 #if !NETSTANDARD
 using Microsoft.Owin;
 #else
@@ -124,7 +125,7 @@ public async Task Invoke(HttpContext ctx)
             }
             catch (Exception ex)
             {
-                response = new ResponseMessage { StatusCode = 500, Body = ex.ToString() };
+                response = new ResponseMessage { StatusCode = 500, Body = JsonConvert.SerializeObject(ex) };
             }
             finally
             {
diff --git a/src/WireMock.Net/Owin/WireMockMiddlewareOptions.cs b/src/WireMock.Net/Owin/WireMockMiddlewareOptions.cs
index 464da3ac1..adfd313e1 100644
--- a/src/WireMock.Net/Owin/WireMockMiddlewareOptions.cs
+++ b/src/WireMock.Net/Owin/WireMockMiddlewareOptions.cs
@@ -4,6 +4,7 @@
 using System.Collections.ObjectModel;
 using WireMock.Logging;
 using WireMock.Matchers;
+using WireMock.Util;
 #if !NETSTANDARD
 using Owin;
 #else
@@ -22,7 +23,7 @@ internal class WireMockMiddlewareOptions
 
         public IList<Mapping> Mappings { get; set; } = new List<Mapping>();
 
-        public ObservableCollection<LogEntry> LogEntries { get; } = new ObservableCollection<LogEntry>();
+        public ObservableCollection<LogEntry> LogEntries { get; } = new ConcurentObservableCollection<LogEntry>();
 
         public int? RequestLogExpirationDuration { get; set; }
 
diff --git a/src/WireMock.Net/Util/ConcurentObservableCollection.cs b/src/WireMock.Net/Util/ConcurentObservableCollection.cs
new file mode 100644
index 000000000..60d2c90d5
--- /dev/null
+++ b/src/WireMock.Net/Util/ConcurentObservableCollection.cs
@@ -0,0 +1,77 @@
+using System.Collections.Generic;
+using System.Collections.ObjectModel;
+
+namespace WireMock.Util
+{
+    /// <summary>
+    /// A special Collection that overrides methods of <see cref="ObservableCollection{T}"/> to make them thread safe
+    /// </summary>
+    /// <typeparam name="T">The type of elements in the collection.</typeparam>
+    /// <inheritdoc cref="ObservableCollection{T}" />
+    public class ConcurentObservableCollection<T> : ObservableCollection<T>
+    {
+        private readonly object _lockObject = new object();
+
+        /// <summary> 
+        /// Initializes a new instance of the <see cref="T:WireMock.Util.ConcurentObservableCollection`1" /> class. 
+        /// </summary> 
+        public ConcurentObservableCollection() { }
+
+        /// <summary>
+        /// Initializes a new instance of the <see cref="ConcurentObservableCollection{T}"/> class that contains elements copied from the specified list.
+        /// </summary>
+        /// <param name="list">The list from which the elements are copied.</param>
+        public ConcurentObservableCollection(List<T> list) : base(list) { }
+
+        /// <summary>
+        /// Initializes a new instance of the <see cref="ConcurentObservableCollection{T}"/> class that contains elements copied from the specified collection.
+        /// </summary>
+        /// <param name="collection">The collection from which the elements are copied.</param>
+        public ConcurentObservableCollection(IEnumerable<T> collection) : base(collection) { }
+
+        /// <inheritdoc cref="ObservableCollection{T}.ClearItems"/>
+        protected override void ClearItems()
+        {
+            lock (_lockObject)
+            {
+                base.ClearItems();
+            }
+        }
+
+        /// <inheritdoc cref="ObservableCollection{T}.RemoveItem"/>
+        protected override void RemoveItem(int index)
+        {
+            lock (_lockObject)
+            {
+                base.RemoveItem(index);
+            }
+        }
+
+        /// <inheritdoc cref="ObservableCollection{T}.InsertItem"/>
+        protected override void InsertItem(int index, T item)
+        {
+            lock (_lockObject)
+            {
+                base.InsertItem(index, item);
+            }
+        }
+
+        /// <inheritdoc cref="ObservableCollection{T}.SetItem"/>
+        protected override void SetItem(int index, T item)
+        {
+            lock (_lockObject)
+            {
+                base.SetItem(index, item);
+            }
+        }
+
+        /// <inheritdoc cref="ObservableCollection{T}.MoveItem"/>
+        protected override void MoveItem(int oldIndex, int newIndex)
+        {
+            lock (_lockObject)
+            {
+                base.MoveItem(oldIndex, newIndex);
+            }
+        }
+    }
+}
\ No newline at end of file
diff --git a/test/WireMock.Net.Tests/ObservableLogEntriesTest.cs b/test/WireMock.Net.Tests/ObservableLogEntriesTest.cs
index 1bd2f407e..d5292efe1 100644
--- a/test/WireMock.Net.Tests/ObservableLogEntriesTest.cs
+++ b/test/WireMock.Net.Tests/ObservableLogEntriesTest.cs
@@ -1,5 +1,10 @@
 using System;
+using System.Collections.Generic;
+using System.Linq;
+using System.Net;
 using System.Net.Http;
+using System.Threading;
+using System.Threading.Tasks;
 using NFluent;
 using WireMock.RequestBuilders;
 using WireMock.ResponseBuilders;
@@ -8,7 +13,7 @@
 
 namespace WireMock.Net.Tests
 {
-    public class ObservableLogEntriesTest: IDisposable
+    public class ObservableLogEntriesTest : IDisposable
     {
         private FluentMockServer _server;
 
@@ -35,6 +40,42 @@ public async void Test()
             Check.That(count).Equals(1);
         }
 
+        [Fact]
+        public async Task ParallelTest()
+        {
+            var expectedCount = 100;
+
+            // Assign
+            _server = FluentMockServer.Start();
+
+            _server
+                .Given(Request.Create()
+                    .WithPath("/foo")
+                    .UsingGet())
+                .RespondWith(Response.Create()
+                    .WithDelay(6)
+                    .WithSuccess());
+
+            int count = 0;
+            _server.LogEntriesChanged += (sender, args) => count++;
+
+            var http = new HttpClient();
+
+            // Act
+            var listOfTasks = new List<Task<HttpResponseMessage>>();
+            for (var i = 0; i < expectedCount; i++)
+            {
+                Thread.Sleep(3);
+                listOfTasks.Add(http.GetAsync(_server.Urls[0] + $"/foo"));
+            }
+            var responses = await Task.WhenAll(listOfTasks);
+            var countResponsesWithStatusNotOk = responses.Where(r => r.StatusCode != HttpStatusCode.OK).Count();
+
+            // Assert
+            Check.That(countResponsesWithStatusNotOk).Equals(0);
+            Check.That(count).Equals(expectedCount);
+        }
+
         public void Dispose()
         {
             _server?.Dispose();