diff --git a/.typos.toml b/.typos.toml
index a3059c83..084d0da0 100644
--- a/.typos.toml
+++ b/.typos.toml
@@ -4,6 +4,7 @@ extend-exclude = ["src/core_editor/line_buffer.rs"]
 [default.extend-words]
 # Ignore false-positives
 iterm = "iterm"
+nd = "nd"
 # For testing completion of the word build
 bui = "bui"
 # For testing partial completion
diff --git a/src/core_editor/editor.rs b/src/core_editor/editor.rs
index 0cb1b4ca..4f514971 100644
--- a/src/core_editor/editor.rs
+++ b/src/core_editor/editor.rs
@@ -134,6 +134,7 @@ impl Editor {
             EditCommand::Backspace => self.backspace(),
             EditCommand::Delete => self.delete(),
             EditCommand::CutChar => self.cut_char(),
+            EditCommand::CutCharLeft => self.cut_char_left(),
             EditCommand::BackspaceWord => self.line_buffer.delete_word_left(),
             EditCommand::DeleteWord => self.line_buffer.delete_word_right(),
             EditCommand::Clear => self.line_buffer.clear(),
@@ -184,7 +185,9 @@ impl Editor {
                 self.move_left_until_char(*c, true, true, *select)
             }
             EditCommand::SelectAll => self.select_all(),
-            EditCommand::CutSelection => self.cut_selection_to_cut_buffer(),
+            EditCommand::CutSelection { granularity } => {
+                self.cut_selection_to_cut_buffer(*granularity)
+            }
             EditCommand::CopySelection => self.copy_selection_to_cut_buffer(),
             EditCommand::Paste => self.paste_cut_buffer(),
             EditCommand::CopyFromStart => self.copy_from_start(),
@@ -677,7 +680,7 @@ impl Editor {
 
     fn cut_char(&mut self) {
         if self.line_buffer.selection_anchor().is_some() {
-            self.cut_selection_to_cut_buffer();
+            self.cut_selection_to_cut_buffer(Granularity::CharWise);
         } else {
             let insertion_offset = self.line_buffer.insertion_point();
             let next_char = self.line_buffer.grapheme_right_index();
@@ -824,9 +827,10 @@ impl Editor {
         }
     }
 
-    fn cut_selection_to_cut_buffer(&mut self) {
+    fn cut_selection_to_cut_buffer(&mut self, granularity: Granularity) {
         if let Some((start, end)) = self.get_selection() {
-            self.cut_range(start..end);
+            let sel = Cursor::new(start, end);
+            self.operate(sel, OperatorVerb::Cut, granularity);
             self.clear_selection();
         }
     }
@@ -891,6 +895,25 @@ impl Editor {
         }
     }
 
+
+    /// Cut the grapheme left of the caret into the cut buffer (vi `X`).
+    ///
+    /// Intended for vi normal mode only, where there is no selection, since
+    /// visual `X` is dispatched as a linewise `CutSelection`. Bound directly
+    /// elsewhere, a selection could exist, so clear it first: `X` always means
+    /// "delete the grapheme before the caret," and clearing avoids leaving a
+    /// stale anchor pointing into the mutated buffer. The cut is clamped to
+    /// the current line so `X` never crosses a terminator (unconditional,
+    /// unlike the `cross_line_cursor`-gated clamp in `resolve_head`).
+    fn cut_char_left(&mut self) {
+        self.clear_selection();
+        let cur_pos = self.line_buffer.insertion_point();
+        let left_index = self.line_buffer.grapheme_left_index();
+        if left_index < cur_pos && left_index >= self.line_buffer.current_line_range().start {
+            self.cut_range(left_index..cur_pos);
+        }
+    }
+
     fn delete(&mut self) {
         if self.line_buffer.selection_anchor().is_some() {
             self.delete_selection();
@@ -1500,7 +1523,9 @@ mod test {
         }
         // head on 'l' (byte 2); Vi-normal selection is inclusive → covers [0,3)
         assert_eq!(editor.get_selection(), Some((0, 3)));
-        editor.run_edit_command(&EditCommand::CutSelection);
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::CharWise,
+        });
         assert_eq!(editor.get_buffer(), "lo");
         assert_eq!(editor.cut_buffer.get().0, "hel");
     }
@@ -1517,7 +1542,9 @@ mod test {
         }
         // head on 'é' (byte 3); inclusive end extends over both bytes of é → 5
         assert_eq!(editor.get_selection(), Some((0, 5)));
-        editor.run_edit_command(&EditCommand::CutSelection);
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::CharWise,
+        });
         assert_eq!(editor.get_buffer(), "x");
         assert_eq!(editor.cut_buffer.get().0, "café");
     }
@@ -2045,6 +2072,98 @@ mod test {
         assert_eq!(editor.get_buffer(), "This is a \r\n test");
     }
 
+    #[test]
+    fn test_cut_char_left_cuts_char_and_puts_in_buffer() {
+        let mut editor = editor_with("hello");
+        editor.line_buffer.set_insertion_point(3);
+        editor.run_edit_command(&EditCommand::CutCharLeft);
+        assert_eq!(editor.get_buffer(), "helo");
+        assert_eq!(editor.cut_buffer.get().0, "l");
+    }
+
+    #[test]
+    fn test_cut_char_left_at_beginning_of_line() {
+        let starting_line = "This is a single line test";
+        let mut editor = editor_with(starting_line);
+        editor.line_buffer.set_insertion_point(0);
+        editor.run_edit_command(&EditCommand::CutCharLeft);
+        assert_eq!(editor.get_buffer(), starting_line);
+    }
+
+    #[test]
+    fn test_cut_char_left_at_beginning_of_2nd_line() {
+        let starting_line = "This is a \r\nmulti-line test";
+        let mut editor = editor_with(starting_line);
+        editor.line_buffer.set_insertion_point(12);
+        editor.run_edit_command(&EditCommand::CutCharLeft);
+        assert_eq!(editor.get_buffer(), starting_line);
+    }
+
+    #[test]
+    fn test_cut_char_left_clears_stale_selection() {
+        let mut editor = editor_with("hello");
+        editor.set_edit_mode(PromptEditMode::Vi(PromptViMode::Normal));
+        editor.line_buffer.set_insertion_point(2);
+        editor.update_selection_anchor(true);
+        editor.run_edit_command(&EditCommand::MoveRight { select: true });
+        // stale selection present
+        editor.run_edit_command(&EditCommand::CutCharLeft);
+        assert_eq!(editor.get_buffer(), "helo");
+        assert_eq!(editor.cut_buffer.get().0, "l");
+        assert!(editor.get_selection().is_none());
+    }
+
+    #[test]
+    fn test_cut_selection_linewise_single_line() {
+        let mut editor = editor_with("hello world");
+        editor.set_edit_mode(PromptEditMode::Vi(PromptViMode::Normal));
+        editor.line_buffer.set_insertion_point(2);
+        editor.update_selection_anchor(true);
+        // Select "llo" (positions 2..5 inclusive in normal mode)
+        for _ in 0..2 {
+            editor.run_edit_command(&EditCommand::MoveRight { select: true });
+        }
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::LineWise,
+        });
+        // X in visual mode should cut the entire line
+        assert_eq!(editor.get_buffer(), "");
+    }
+
+    #[test]
+    fn test_cut_selection_linewise_multi_line() {
+        let mut editor = editor_with("first\nsecond\nthird");
+        editor.set_edit_mode(PromptEditMode::Vi(PromptViMode::Normal));
+        // Place cursor in "second", select a portion
+        editor.line_buffer.set_insertion_point(8); // 's' of "second"
+        editor.update_selection_anchor(true);
+        for _ in 0..2 {
+            editor.run_edit_command(&EditCommand::MoveRight { select: true });
+        }
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::LineWise,
+        });
+        // X in visual mode should cut the entire line(s) covered by the selection
+        assert_eq!(editor.get_buffer(), "first\nthird");
+    }
+
+    #[test]
+    fn test_cut_selection_linewise_spanning_two_lines() {
+        let mut editor = editor_with("first\nsecond\nthird");
+        editor.set_edit_mode(PromptEditMode::Vi(PromptViMode::Normal));
+        // Select from end of "first" to beginning of "second"
+        editor.line_buffer.set_insertion_point(3); // in "first"
+        editor.update_selection_anchor(true);
+        for _ in 0..6 {
+            editor.run_edit_command(&EditCommand::MoveRight { select: true });
+        }
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::LineWise,
+        });
+        // Should cut both "first\n" and "second\n"
+        assert_eq!(editor.get_buffer(), "third");
+    }
+
     #[test]
     fn test_undo_delete_with_newline() {
         let mut editor = editor_with("This \n is a test");
@@ -2151,7 +2270,9 @@ mod test {
         // Should select "his " (from position 1 to 5, inclusive of char at position 4)
         assert_eq!(editor.get_selection(), Some((1, 5)));
 
-        editor.run_edit_command(&EditCommand::CutSelection);
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::CharWise,
+        });
 
         // After cutting, should have "Tis some test content" (removed "his ")
         assert_eq!(editor.get_buffer(), "Tis some test content");
@@ -2178,7 +2299,9 @@ mod test {
         assert_eq!(editor.get_selection(), Some((0, 5))); // should include character at position 4
 
         // Now simulate pressing 'c' - this should cut the selection
-        editor.run_edit_command(&EditCommand::CutSelection);
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::CharWise,
+        });
 
         // Should have " world" left (removed "hello")
         assert_eq!(editor.get_buffer(), " world");
@@ -2204,7 +2327,9 @@ mod test {
         assert_eq!(editor.get_selection(), Some((0, 5))); // inclusive selection
 
         // Now simulate pressing 'c' - this should cut the selection
-        editor.run_edit_command(&EditCommand::CutSelection);
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::CharWise,
+        });
 
         // Should have " world" left (removed "hello" including the 'o')
         assert_eq!(editor.get_buffer(), " world");
@@ -2435,7 +2560,9 @@ mod test {
         assert_eq!(editor.line_buffer().selection_anchor(), Some(0));
         assert_eq!(editor.get_selection(), Some((0, 5))); // inclusive selection
 
-        editor.run_edit_command(&EditCommand::CutSelection);
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::CharWise,
+        });
 
         assert_eq!(editor.get_buffer(), " world");
         assert_eq!(editor.insertion_point(), 0);
@@ -2479,7 +2606,9 @@ mod test {
 
         // Simulate vi 'c' command: mode switches to insert then cuts selection
         editor.set_edit_mode(PromptEditMode::Vi(PromptViMode::Insert));
-        editor.run_edit_command(&EditCommand::CutSelection);
+        editor.run_edit_command(&EditCommand::CutSelection {
+            granularity: Granularity::CharWise,
+        });
 
         assert_eq!(editor.get_buffer(), " world");
         assert_eq!(editor.insertion_point(), 0);
diff --git a/src/edit_mode/vi/command.rs b/src/edit_mode/vi/command.rs
index 7f2c8924..e79b5099 100644
--- a/src/edit_mode/vi/command.rs
+++ b/src/edit_mode/vi/command.rs
@@ -109,6 +109,10 @@ where
             let _ = input.next();
             Some(Command::DeleteChar)
         }
+        Some('X') => {
+            let _ = input.next();
+            Some(Command::DeleteCharBackward)
+        }
         Some('r') => {
             let _ = input.next();
             input
@@ -177,6 +181,7 @@ pub enum Command {
     Incomplete,
     Delete,
     DeleteChar,
+    DeleteCharBackward,
     ReplaceChar(char),
     SubstituteCharWithInsert,
     NewlineAbove,
@@ -241,6 +246,15 @@ impl Command {
             Self::PrependToStart => vec![ReedlineOption::Edit(EditCommand::MoveToLineStart {
                 select: false,
             })],
+            Self::DeleteCharBackward => {
+                if vi_state.mode == ViMode::Visual {
+                    vec![ReedlineOption::Edit(EditCommand::CutSelection {
+                        granularity: Granularity::LineWise,
+                    })]
+                } else {
+                    vec![ReedlineOption::Edit(EditCommand::CutCharLeft)]
+                }
+            }
             // `S` ≡ `cc` (vim): change the whole line, keeping the blank line
             // for insert mode and filling the register linewise.
             Self::RewriteCurrentLine => vec![ReedlineOption::Edit(EditCommand::Change {
@@ -249,7 +263,9 @@ impl Command {
             })],
             Self::DeleteChar => {
                 if vi_state.mode == ViMode::Visual {
-                    vec![ReedlineOption::Edit(EditCommand::CutSelection)]
+                    vec![ReedlineOption::Edit(EditCommand::CutSelection {
+                        granularity: Granularity::CharWise,
+                    })]
                 } else {
                     vec![ReedlineOption::Edit(EditCommand::CutChar)]
                 }
@@ -259,7 +275,9 @@ impl Command {
             }
             Self::SubstituteCharWithInsert => {
                 if vi_state.mode == ViMode::Visual {
-                    vec![ReedlineOption::Edit(EditCommand::CutSelection)]
+                    vec![ReedlineOption::Edit(EditCommand::CutSelection {
+                        granularity: Granularity::CharWise,
+                    })]
                 } else {
                     vec![ReedlineOption::Edit(EditCommand::CutChar)]
                 }
@@ -267,7 +285,9 @@ impl Command {
             Self::HistorySearch => vec![ReedlineOption::Event(ReedlineEvent::SearchHistory)],
             Self::Switchcase => vec![ReedlineOption::Edit(EditCommand::SwitchcaseChar)],
             // Whenever a motion is required to finish the command we must be in visual mode
-            Self::Delete | Self::Change => vec![ReedlineOption::Edit(EditCommand::CutSelection)],
+            Self::Delete | Self::Change => vec![ReedlineOption::Edit(EditCommand::CutSelection {
+                granularity: Granularity::CharWise,
+            })],
             Self::Yank => vec![ReedlineOption::Edit(EditCommand::CopySelection)],
             Self::Incomplete => vec![ReedlineOption::Incomplete],
             Self::RepeatLastAction => match &vi_state.previous {
diff --git a/src/edit_mode/vi/mod.rs b/src/edit_mode/vi/mod.rs
index e4f29923..a670613b 100644
--- a/src/edit_mode/vi/mod.rs
+++ b/src/edit_mode/vi/mod.rs
@@ -562,7 +562,9 @@ mod test {
 
         assert_eq!(
             result,
-            ReedlineEvent::Multiple(vec![ReedlineEvent::Edit(vec![EditCommand::CutSelection])]),
+            ReedlineEvent::Multiple(vec![ReedlineEvent::Edit(vec![EditCommand::CutSelection {
+                granularity: Granularity::CharWise
+            }])]),
         );
         assert!(matches!(vi.mode, ViMode::Normal));
     }
diff --git a/src/edit_mode/vi/parser.rs b/src/edit_mode/vi/parser.rs
index ae1b1f86..ec6624fe 100644
--- a/src/edit_mode/vi/parser.rs
+++ b/src/edit_mode/vi/parser.rs
@@ -236,6 +236,36 @@ mod tests {
         }
     }
 
+    #[test]
+    fn test_delete_char_backward() {
+        let input = ['X'];
+        let output = vi_parse(&input);
+        assert_eq!(
+            output,
+            ParsedViSequence {
+                multiplier: None,
+                command: Some(Command::DeleteCharBackward),
+                count: None,
+                motion: ParseResult::Incomplete,
+            }
+        );
+    }
+
+    #[test]
+    fn test_two_delete_char_backward() {
+        let input = ['2', 'X'];
+        let output = vi_parse(&input);
+        assert_eq!(
+            output,
+            ParsedViSequence {
+                multiplier: Some(2),
+                command: Some(Command::DeleteCharBackward),
+                count: None,
+                motion: ParseResult::Incomplete,
+            }
+        );
+    }
+
     #[test]
     fn test_delete_without_motion() {
         let input = ['d'];
@@ -705,7 +735,7 @@ mod tests {
         ReedlineEvent::Edit(vec![EditCommand::Undo])
         ]))]
     #[case(&['d'], ReedlineEvent::Multiple(vec![
-        ReedlineEvent::Edit(vec![EditCommand::CutSelection])]))]
+        ReedlineEvent::Edit(vec![EditCommand::CutSelection { granularity: Granularity::CharWise }]),]))]
     fn test_reedline_move_in_visual_mode(#[case] input: &[char], #[case] expected: ReedlineEvent) {
         let mut vi = Vi {
             mode: ViMode::Visual,
diff --git a/src/enums.rs b/src/enums.rs
index 2469279d..b95c208a 100644
--- a/src/enums.rs
+++ b/src/enums.rs
@@ -416,6 +416,9 @@ pub enum EditCommand {
     /// Delete in-place from the current insertion point
     Delete,
 
+    /// Cut the grapheme left from the current insertion point
+    CutCharLeft,
+
     /// Cut the grapheme right from the current insertion point
     CutChar,
 
@@ -576,7 +579,10 @@ pub enum EditCommand {
     SelectAll,
 
     /// Cut selection to local buffer
-    CutSelection,
+    CutSelection {
+        /// Char-wise span or whole lines.
+        granularity: Granularity,
+    },
 
     /// Copy selection to local buffer
     CopySelection,
@@ -741,6 +747,7 @@ impl EditCommand {
             | EditCommand::Backspace
             | EditCommand::Delete
             | EditCommand::CutChar
+            | EditCommand::CutCharLeft
             | EditCommand::InsertString(_)
             | EditCommand::InsertNewline
             | EditCommand::InsertNewlineAbove
@@ -779,7 +786,7 @@ impl EditCommand {
             | EditCommand::CutRightBefore(_)
             | EditCommand::CutLeftUntil(_)
             | EditCommand::CutLeftBefore(_)
-            | EditCommand::CutSelection
+            | EditCommand::CutSelection { .. }
             | EditCommand::Paste
             | EditCommand::CutInsidePair { .. }
             | EditCommand::CutAroundPair { .. }