diff --git a/MultiTerm.Core/ViewModel/CommunicationDataViewModel.cs b/MultiTerm.Core/ViewModel/CommunicationDataViewModel.cs
index c34c225..6bd850c 100644
--- a/MultiTerm.Core/ViewModel/CommunicationDataViewModel.cs
+++ b/MultiTerm.Core/ViewModel/CommunicationDataViewModel.cs
@@ -12,7 +12,6 @@ namespace MultiTerm.Core.ViewModel;
 public partial class CommunicationDataViewModel : ObservableObject, ICommunicationDataViewModel<ByteDataViewModel, ExtendedByte>
 {
     private readonly IContext uiContext;
-
     private int dataCharacterCount = 0;
     private List<byte>? listOfPreviousCharacters = null;
 
@@ -32,6 +31,10 @@ public partial class CommunicationDataViewModel : ObservableObject, ICommunicati
 
     #endregion
 
+    /// <summary>
+    /// Newline Sequence string inserted on every newline in the <see cref="DataAsString"/>.
+    /// </summary>
+    public static string NewlineSequence = Environment.NewLine;
 
     public CommunicationDataViewModel(IContext context)
     {
@@ -134,7 +137,7 @@ public partial class CommunicationDataViewModel : ObservableObject, ICommunicati
                     // increase line count
                     lineCounter++;
                     // append line in string
-                    stringBuilder.AppendLine();
+                    stringBuilder.Append(NewlineSequence);
                     break;
 
                 case ShouldIntroduceNewlineAfterThisByteResult.RequiresMoreCharacters:
@@ -198,7 +201,7 @@ public partial class CommunicationDataViewModel : ObservableObject, ICommunicati
                     // increase line count
                     collectionLineCounter++;
                     // append line in string
-                    stringBuilder.AppendLine(); 
+                    stringBuilder.Append(NewlineSequence); 
                     break;
 
                 case ShouldIntroduceNewlineAfterThisByteResult.RequiresMoreCharacters:
diff --git a/MultiTerm.Wpf.CustomControl/MultiFormatDataView/MultiFormatDataView.cs b/MultiTerm.Wpf.CustomControl/MultiFormatDataView/MultiFormatDataView.cs
index eb9d807..e82a44d 100644
--- a/MultiTerm.Wpf.CustomControl/MultiFormatDataView/MultiFormatDataView.cs
+++ b/MultiTerm.Wpf.CustomControl/MultiFormatDataView/MultiFormatDataView.cs
@@ -277,15 +277,22 @@ public class MultiFormatDataView : Control
         int selectionStartIndex = this.tbCharOnlyView!.SelectionStart;
         // TEMP OLD
         // extract text from the beginning to the start of the selected text
-        // var textFromBeginningToStartOfSelection = this.tbCharOnlyView!.Text.Substring(0, selectionStartIndex);
+        var textFromBeginningToStartOfSelection = this.tbCharOnlyView!.Text.Substring(0, selectionStartIndex);
         // count amount of manually introduced newline sequences in this text section (these to not exist in the data source!)
-        var foundManuallyIntroducedNewlineSequences = 0; // = textFromBeginningToStartOfSelection.Count((x) => x == DataViewModelToStringConverter.NewlineSequence);
+        var foundManuallyIntroducedNewlineSequenceCharacters = 0;
+        var foundAmountOfLines = textFromBeginningToStartOfSelection.Split(CommunicationDataViewModel.NewlineSequence).Length;
+        // any newline sequences introduced (more than one lines found)
+        if (foundAmountOfLines > 1)
+        {
+            // calculated amount of characters that were introduced
+            foundManuallyIntroducedNewlineSequenceCharacters = (foundAmountOfLines - 1) * CommunicationDataViewModel.NewlineSequence.Length;
+        }
 
         // iterate through length of selection
         for (int i = 0; i < this.tbCharOnlyView!.SelectionLength; i++)
         {
             // subtracting the counted newline sequences and adding i (length)
-            int elementPositionInCollection = selectionStartIndex - foundManuallyIntroducedNewlineSequences + i;
+            int elementPositionInCollection = selectionStartIndex - foundManuallyIntroducedNewlineSequenceCharacters + i;
             // add element to new selection list
             newSelection.Add(this.DataSource.Data.ElementAt(elementPositionInCollection));
             // next item does not exist => break loop
diff --git a/MultiTerm.Wpf.CustomControl/MultiFormatTextBox/MultiFormatTextBox.cs b/MultiTerm.Wpf.CustomControl/MultiFormatTextBox/MultiFormatTextBox.cs
index e8880ac..8c97f12 100644
--- a/MultiTerm.Wpf.CustomControl/MultiFormatTextBox/MultiFormatTextBox.cs
+++ b/MultiTerm.Wpf.CustomControl/MultiFormatTextBox/MultiFormatTextBox.cs
@@ -43,12 +43,24 @@ public class MultiFormatTextBox : Control
 
     #endregion
 
+
     #region Dependency Properties
     public static readonly DependencyProperty CurrentMultiFormatStringProperty =
         DependencyProperty.Register("CurrentMultiFormatString",
         typeof(MultiFormatString), typeof(MultiFormatTextBox),
         new PropertyMetadata(null, OnCurrentMultiFormatStringChanged));
 
+    public static readonly RoutedEvent EnterPressedEvent;
+
+    /// <summary>
+    /// .NET Property for <see cref="EnterPressedEvent"/>
+    /// </summary>
+    public event RoutedEventHandler EnterPressed
+    {
+        add { this.AddHandler(EnterPressedEvent, value); }
+        remove { this.RemoveHandler(EnterPressedEvent, value); }
+    }
+
     /// <summary>
     /// .NET Property for CurrentMultiFormatString.
     /// </summary>
@@ -63,6 +75,11 @@ public class MultiFormatTextBox : Control
     static MultiFormatTextBox()
     {
         DefaultStyleKeyProperty.OverrideMetadata(typeof(MultiFormatTextBox), new FrameworkPropertyMetadata(typeof(MultiFormatTextBox)));
+
+        EnterPressedEvent = EventManager.RegisterRoutedEvent("EnterPressed",
+            RoutingStrategy.Bubble, typeof(RoutedEventArgs),
+            typeof(MultiFormatTextBox));
+
     }
 
     public override void OnApplyTemplate()
@@ -264,8 +281,10 @@ public class MultiFormatTextBox : Control
     {
         if (e.Key == Key.Enter)
         {
-            // TODO Raise EnterPressedEvent Here
             e.Handled = true;
+            // raise event
+            RoutedEventArgs args = new(EnterPressedEvent);
+            RaiseEvent(args);
         }
         else if(e.Key == Key.Space)
         {
diff --git a/MultiTerm.Wpf/View/SendReceiveView.xaml b/MultiTerm.Wpf/View/SendReceiveView.xaml
index e305e21..02e0ed9 100644
--- a/MultiTerm.Wpf/View/SendReceiveView.xaml
+++ b/MultiTerm.Wpf/View/SendReceiveView.xaml
@@ -70,7 +70,15 @@
                 <!-- Send text box -->
                 <DockPanel DockPanel.Dock="Top" LastChildFill="True">
                     <Button DockPanel.Dock="Right" Content="Send" Command="{Binding SendCommand}"/>
-                    <custom_controls:MultiFormatTextBox DockPanel.Dock="Left" CurrentMultiFormatString="{Binding Path=SendableData, Mode=TwoWay, UpdateSourceTrigger=PropertyChanged}"></custom_controls:MultiFormatTextBox>
+                    <custom_controls:MultiFormatTextBox x:Name="sendTextBox" DockPanel.Dock="Left" 
+                                                        CurrentMultiFormatString="{Binding Path=SendableData, Mode=TwoWay, UpdateSourceTrigger=PropertyChanged}">
+
+                        <behaviors:Interaction.Triggers>
+                            <behaviors:EventTrigger EventName="EnterPressed" SourceObject="{Binding ElementName=sendTextBox}">
+                                <behaviors:InvokeCommandAction Command="{Binding SendCommand}" />
+                            </behaviors:EventTrigger>
+                        </behaviors:Interaction.Triggers>
+                    </custom_controls:MultiFormatTextBox>
                 </DockPanel>
                 <Separator/>
                 <TextBox DockPanel.Dock="Bottom" Text="{Binding TempSentDataString}">