diff --git a/PowerEditor/src/NppBigSwitch.cpp b/PowerEditor/src/NppBigSwitch.cpp
index d7cd42bf7cb..08a8c03f68d 100644
--- a/PowerEditor/src/NppBigSwitch.cpp
+++ b/PowerEditor/src/NppBigSwitch.cpp
@@ -2276,6 +2276,13 @@ LRESULT Notepad_plus::process(HWND hwnd, UINT message, WPARAM wParam, LPARAM lPa
 			return TRUE;
 		}
 
+		case NPPM_INTERNAL_CHECKUNDOREDOSTATE:
+		{
+			checkClipboard();
+			checkUndoState();
+			return TRUE;
+		}
+
 		case WM_QUERYENDSESSION:
 		{
 			// app should return TRUE or FALSE immediately upon receiving this message,
diff --git a/PowerEditor/src/NppCommands.cpp b/PowerEditor/src/NppCommands.cpp
index 28b7d80158d..688eb44f319 100644
--- a/PowerEditor/src/NppCommands.cpp
+++ b/PowerEditor/src/NppCommands.cpp
@@ -429,8 +429,8 @@ void Notepad_plus::command(int id)
 			GlobalUnlock(hglbLenCopy);
 
 			// Place the handle on the clipboard.
-			UINT f = RegisterClipboardFormat(CF_NPPTEXTLEN);
-			SetClipboardData(f, hglbLenCopy);
+			UINT cf_nppTextLen = RegisterClipboardFormat(CF_NPPTEXTLEN);
+			SetClipboardData(cf_nppTextLen, hglbLenCopy);
 
 			CloseClipboard();
 
@@ -442,6 +442,17 @@ void Notepad_plus::command(int id)
 		case IDM_EDIT_PASTE:
 		{
 			std::lock_guard<std::mutex> lock(command_mutex);
+
+			size_t numSelections = _pEditView->execute(SCI_GETSELECTIONS);
+			Buffer* buf = getCurrentBuffer();
+			bool isRO = buf->isReadOnly();
+			if (numSelections > 1 && !isRO)
+			{
+				bool isPasteDone = _pEditView->pasteToMultiSelection();
+				if (isPasteDone)
+					return;
+			}
+
 			intptr_t eolMode = _pEditView->execute(SCI_GETEOLMODE);
 			_pEditView->execute(SCI_PASTE);
 			_pEditView->execute(SCI_CONVERTEOLS, eolMode);
diff --git a/PowerEditor/src/ScintillaComponent/ScintillaEditView.cpp b/PowerEditor/src/ScintillaComponent/ScintillaEditView.cpp
index 08b99aa606f..dae26dade5c 100644
--- a/PowerEditor/src/ScintillaComponent/ScintillaEditView.cpp
+++ b/PowerEditor/src/ScintillaComponent/ScintillaEditView.cpp
@@ -496,6 +496,16 @@ LRESULT ScintillaEditView::scintillaNew_Proc(HWND hwnd, UINT Message, WPARAM wPa
 				::SendMessage(_hParent, WM_NOTIFY, LINKTRIGGERED, reinterpret_cast<LPARAM>(&notification));
 
 			}
+			else if (wParam == 'V')
+			{
+				if (_isMultiPasteActive)
+				{
+					Buffer* buf = getCurrentBuffer();
+					buf->setUserReadOnly(false);
+					_isMultiPasteActive = false;
+					::SendMessage(_hParent, NPPM_INTERNAL_CHECKUNDOREDOSTATE, 0, 0);
+				}
+			}
 			break;
 		}
 		
@@ -570,6 +580,30 @@ LRESULT ScintillaEditView::scintillaNew_Proc(HWND hwnd, UINT Message, WPARAM wPa
 						}
 					}
 					break;
+
+					case 'V':
+					{
+						SHORT ctrl = GetKeyState(VK_CONTROL);
+						SHORT alt = GetKeyState(VK_MENU);
+						SHORT shift = GetKeyState(VK_SHIFT);
+						if ((ctrl & 0x8000) && !(alt & 0x8000) && !(shift & 0x8000))
+						{
+							Buffer* buf = getCurrentBuffer();
+							bool isRO = buf->isReadOnly();
+							size_t numSelections = execute(SCI_GETSELECTIONS);
+							if (numSelections > 1 && !isRO)
+							{
+								if (pasteToMultiSelection())
+								{
+									// Hack for preventing the char "SYN" (0x16) from being adding into edit zone 
+									buf->setUserReadOnly(true);
+
+									_isMultiPasteActive = true; // It will be set false with WM_KEYUP message
+								}
+							}
+						}
+					}
+					break;
 				}
 			}
 			break;
@@ -4106,7 +4140,7 @@ void ScintillaEditView::changeTextDirection(bool isRTL)
 	}
 }
 
-generic_string ScintillaEditView::getEOLString()
+generic_string ScintillaEditView::getEOLString() const
 {
 	intptr_t eol_mode = execute(SCI_GETEOLMODE);
 	if (eol_mode == SC_EOL_CRLF)
@@ -4394,3 +4428,46 @@ void ScintillaEditView::removeAnyDuplicateLines()
 		}
 	}
 }
+
+bool ScintillaEditView::pasteToMultiSelection() const
+{
+	size_t numSelections = execute(SCI_GETSELECTIONS);
+	if (numSelections <= 1)
+		return false;
+
+	// "MSDEVColumnSelect" is column format from Scintilla 
+	CLIPFORMAT cfColumnSelect = static_cast<CLIPFORMAT>(::RegisterClipboardFormat(TEXT("MSDEVColumnSelect")));
+	if (IsClipboardFormatAvailable(cfColumnSelect) && OpenClipboard(NULL))
+	{
+		HANDLE clipboardData = ::GetClipboardData(CF_UNICODETEXT);
+		::GlobalSize(clipboardData);
+		LPVOID clipboardDataPtr = ::GlobalLock(clipboardData);
+		if (clipboardDataPtr)
+		{
+			wstring clipboardStr = (const TCHAR*)clipboardDataPtr;
+			::GlobalUnlock(clipboardData);
+			::CloseClipboard();
+
+			vector<wstring> stringArray;
+			stringSplit(clipboardStr, getEOLString(), stringArray);
+			stringArray.erase(stringArray.cend() - 1); // remove the last empty string
+
+			if (numSelections == stringArray.size())
+			{
+				execute(SCI_BEGINUNDOACTION);
+				for (size_t i = 0; i < numSelections; ++i)
+				{
+					LRESULT posStart = execute(SCI_GETSELECTIONNSTART, i);
+					LRESULT posEnd = execute(SCI_GETSELECTIONNEND, i);
+					replaceTarget(stringArray[i].c_str(), posStart, posEnd);
+					posStart += stringArray[i].length();
+					execute(SCI_SETSELECTIONNSTART, i, posStart);
+					execute(SCI_SETSELECTIONNEND, i, posStart);
+				}
+				execute(SCI_ENDUNDOACTION);
+				return true;
+			}
+		}
+	}
+	return false;
+}
diff --git a/PowerEditor/src/ScintillaComponent/ScintillaEditView.h b/PowerEditor/src/ScintillaComponent/ScintillaEditView.h
index 9e9671ceb0b..c1ba9a31be9 100644
--- a/PowerEditor/src/ScintillaComponent/ScintillaEditView.h
+++ b/PowerEditor/src/ScintillaComponent/ScintillaEditView.h
@@ -768,7 +768,7 @@ friend class Finder;
 			    (_codepage == CP_JAPANESE) || (_codepage == CP_KOREAN));
 	};
 	void scrollPosToCenter(size_t pos);
-	generic_string getEOLString();
+	generic_string getEOLString() const;
 	void setBorderEdge(bool doWithBorderEdge);
 	void sortLines(size_t fromLine, size_t toLine, ISorter *pSort);
 	void changeTextDirection(bool isRTL);
@@ -777,6 +777,7 @@ friend class Finder;
 	void markedTextToClipboard(int indiStyle, bool doAll = false);
 	void removeAnyDuplicateLines();
 	bool expandWordSelection();
+	bool pasteToMultiSelection() const;
 
 protected:
 	static bool _SciInit;
@@ -811,8 +812,8 @@ friend class Finder;
 	BufferStyleMap _hotspotStyles;
 
 	intptr_t _beginSelectPosition = -1;
-
 	static std::string _defaultCharList;
+	bool _isMultiPasteActive = false;
 
 //Lexers and Styling
 	void restyleBuffer();
diff --git a/PowerEditor/src/resource.h b/PowerEditor/src/resource.h
index 54dc54bbf87..b6fbb5c6997 100644
--- a/PowerEditor/src/resource.h
+++ b/PowerEditor/src/resource.h
@@ -655,6 +655,7 @@
 	#define NPPM_INTERNAL_NPCLAUNCHSTYLECONF            (NOTEPADPLUS_USER_INTERNAL + 74)
 	#define NPPM_INTERNAL_CLOSEDOC                      (NOTEPADPLUS_USER_INTERNAL + 75)
 	#define NPPM_INTERNAL_EXTERNALLEXERBUFFER           (NOTEPADPLUS_USER_INTERNAL + 76)
+	#define NPPM_INTERNAL_CHECKUNDOREDOSTATE            (NOTEPADPLUS_USER_INTERNAL + 77)
 
 // See Notepad_plus_msgs.h
 //#define NOTEPADPLUS_USER   (WM_USER + 1000)
diff --git a/scintilla/src/Editor.cxx b/scintilla/src/Editor.cxx
index a9cd01062c4..12f9862c669 100644
--- a/scintilla/src/Editor.cxx
+++ b/scintilla/src/Editor.cxx
@@ -4337,7 +4337,7 @@ void Editor::CopySelectionRange(SelectionText *ss, bool allowLineCopy) {
 			std::sort(rangesInOrder.begin(), rangesInOrder.end());
 		for (const SelectionRange &current : rangesInOrder) {
 				text.append(RangeText(current.Start().Position(), current.End().Position()));
-			if (sel.selType == Selection::SelTypes::rectangle) {
+			if (rangesInOrder.size() > 1) {
 				if (pdoc->eolMode != EndOfLine::Lf)
 					text.push_back('\r');
 				if (pdoc->eolMode != EndOfLine::Cr)
@@ -4345,7 +4345,7 @@ void Editor::CopySelectionRange(SelectionText *ss, bool allowLineCopy) {
 			}
 		}
 		ss->Copy(text, pdoc->dbcsCodePage,
-			vs.styles[StyleDefault].characterSet, sel.IsRectangular(), sel.selType == Selection::SelTypes::lines);
+			vs.styles[StyleDefault].characterSet, rangesInOrder.size() > 1, sel.selType == Selection::SelTypes::lines);
 	}
 }