diff --git a/rich/_wrap.py b/rich/_wrap.py
index 799451c6e..c45f193f7 100644
--- a/rich/_wrap.py
+++ b/rich/_wrap.py
@@ -27,8 +27,8 @@ def divide_line(text: str, width: int, fold: bool = True) -> List[int]:
         if line_position + word_length > width:
             if word_length > width:
                 if fold:
-                    chopped_words = chop_cells(word, width, position=line_position)
-                    for last, line in loop_last(reversed(chopped_words)):
+                    chopped_words = chop_cells(word, max_size=width, position=0)
+                    for last, line in loop_last(chopped_words):
                         if start:
                             append(start)
 
diff --git a/rich/cells.py b/rich/cells.py
index af8c7c8bd..834c37103 100644
--- a/rich/cells.py
+++ b/rich/cells.py
@@ -115,7 +115,7 @@ def chop_cells(text: str, max_size: int, position: int = 0) -> List[str]:
     characters = [
         (character, _get_character_cell_size(character)) for character in text
     ]
-    total_size = position + 1
+    total_size = position
     lines: List[List[str]] = [[]]
     append = lines[-1].append
 
diff --git a/tests/test_layout.py b/tests/test_layout.py
index b297123f8..46f496b0c 100644
--- a/tests/test_layout.py
+++ b/tests/test_layout.py
@@ -96,5 +96,5 @@ def test_refresh_screen():
     result = capture.get()
     print()
     print(repr(result))
-    expected = "\x1b[1;1H\x1b[34m╭─\x1b[0m\x1b[34m \x1b[0m\x1b[32m'foo'\x1b[0m\x1b[34m─╮\x1b[0m\x1b[2;1H\x1b[34m│\x1b[0m \x1b[1;35mLa\x1b[0m     \x1b[34m│\x1b[0m\x1b[3;1H\x1b[34m│\x1b[0m \x1b[1;35myout\x1b[0m\x1b[1m(\x1b[0m  \x1b[34m│\x1b[0m\x1b[4;1H\x1b[34m│\x1b[0m        \x1b[34m│\x1b[0m\x1b[5;1H\x1b[34m╰────────╯\x1b[0m"
+    expected = "\x1b[1;1H\x1b[34m╭─\x1b[0m\x1b[34m \x1b[0m\x1b[32m'foo'\x1b[0m\x1b[34m─╮\x1b[0m\x1b[2;1H\x1b[34m│\x1b[0m \x1b[1;35mLayout\x1b[0m \x1b[34m│\x1b[0m\x1b[3;1H\x1b[34m│\x1b[0m \x1b[1m(\x1b[0m      \x1b[34m│\x1b[0m\x1b[4;1H\x1b[34m│\x1b[0m     \x1b[33mna\x1b[0m \x1b[34m│\x1b[0m\x1b[5;1H\x1b[34m╰────────╯\x1b[0m"
     assert result == expected
diff --git a/tests/test_text.py b/tests/test_text.py
index 4696ff7a1..685bdcdda 100644
--- a/tests/test_text.py
+++ b/tests/test_text.py
@@ -467,14 +467,26 @@ def test_wrap_overflow_long():
 
 
 def test_wrap_long_words():
-    text = Text("X 123456789")
+    text = Text("XX 12345678912")
     lines = text.wrap(Console(), 4)
 
-    assert len(lines) == 4
-    assert lines[0] == Text("X ")
-    assert lines[1] == Text("1234")
-    assert lines[2] == Text("5678")
-    assert lines[3] == Text("9")
+    assert lines._lines == [
+        Text("XX "),
+        Text("1234"),
+        Text("5678"),
+        Text("912"),
+    ]
+
+
+def test_wrap_long_words_2():
+    # https://github.com/Textualize/rich/issues/2273
+    text = Text("Hello, World...123")
+    lines = text.wrap(Console(), 10)
+    assert lines._lines == [
+        Text("Hello, "),
+        Text("World...12"),
+        Text("3"),
+    ]
 
 
 def test_wrap_long_words_justify_left():