diff --git a/contributors/emails/christos@despotak.is b/contributors/emails/christos@despotak.is
new file mode 100644
index 0000000000..fb75bbbaf3
--- /dev/null
+++ b/contributors/emails/christos@despotak.is
@@ -0,0 +1 @@
+despotak
diff --git a/hermes_cli/pt_input_extras.py b/hermes_cli/pt_input_extras.py
index 220e0baf82..4b81e7f187 100644
--- a/hermes_cli/pt_input_extras.py
+++ b/hermes_cli/pt_input_extras.py
@@ -269,10 +269,32 @@ def _modify_other_keys_aliases(ANSI_SEQUENCES: dict, Keys) -> dict[str, object]:
             for mod in _lock_twins(m) if key is not None else ():
                 _put(twin_fmt.format(mod=mod), key)
 
+    keypad_twins = {
+        57414: "\x1b[13;{mod}u",  # Enter
+        **{code: "\x1b[1;{mod}" + suffix for code, suffix in
+           zip((57417, 57418, 57419, 57420, 57423, 57424), "DCABHF")},
+        **{code: f"\x1b[{number};{{mod}}~" for code, number in
+           ((57421, 5), (57422, 6), (57425, 2), (57426, 3))},
+    }
     for code, key_val in _kitty_functional_map(Keys).items():
         _put(f"\x1b[{code}u", key_val)
         for mod in _lock_twins(1):  # with a lock on these arrive as ESC[<code>;129u etc.
             _put(f"\x1b[{code};{mod}u", key_val)
+        twin = keypad_twins.get(code)
+        if isinstance(key_val, str) and not isinstance(key_val, Keys) and len(key_val) == 1:
+            twin = f"\x1b[{ord(key_val)};{{mod}}u"
+        # Modified keypad keys inherit existing non-keypad semantics, not new bindings.
+        # Some twins (Alt+Enter, lock variants) are still in this builder's pending aliases.
+        for modifier in range(2, 9):
+            for mod in _lock_variants(modifier):
+                equivalent = None
+                if twin is not None:
+                    source = twin.format(mod=mod)
+                    equivalent = ANSI_SEQUENCES.get(source, aliases.get(source))
+                elif key_val is Keys.Ignore:
+                    equivalent = Keys.Ignore
+                if equivalent is not None:
+                    _put(f"\x1b[{code};{mod}u", equivalent)
     return aliases
 
 
diff --git a/tests/cli/test_kitty_keypad_parity.py b/tests/cli/test_kitty_keypad_parity.py
new file mode 100644
index 0000000000..9eecf2cdce
--- /dev/null
+++ b/tests/cli/test_kitty_keypad_parity.py
@@ -0,0 +1,84 @@
+"""Modified kitty keypad keys must behave like their non-keypad twins (#97290)."""
+
+import asyncio
+
+import pytest
+from prompt_toolkit.input.ansi_escape_sequences import ANSI_SEQUENCES
+from prompt_toolkit.input.vt100_parser import Vt100Parser
+
+from hermes_cli import pt_input_extras
+
+
+@pytest.fixture(autouse=True)
+def _aliases_installed():
+    pt_input_extras.install_shift_enter_alias()
+    pt_input_extras.install_ctrl_enter_alias()
+    pt_input_extras.install_modify_other_keys_aliases()
+    pt_input_extras.install_keypress_data_normalization()
+
+
+def _parse(sequence):
+    presses = []
+    parser = Vt100Parser(presses.append)
+    for char in sequence:
+        parser.feed(char)
+    parser.flush()
+    return [press.key for press in presses]
+
+
+def test_modified_keypad_mirrors_its_non_keypad_twin():
+    """Every supported modifier inherits its twin, including lock bits, only in CSI-u."""
+    twins = {
+        57414: "\x1b[13;{mod}u",
+        **{code: "\x1b[1;{mod}" + suffix for code, suffix in
+           zip((57417, 57418, 57419, 57420, 57423, 57424), "DCABHF")},
+        **{code: f"\x1b[{number};{{mod}}~" for code, number in
+           ((57421, 5), (57422, 6), (57425, 2), (57426, 3))},
+        **{57399 + digit: f"\x1b[{ord(str(digit))};{{mod}}u" for digit in range(10)},
+    }
+    for code, template in twins.items():
+        for base_mod in range(2, 9):
+            for offset in (0, 64, 128, 192):
+                modifier = base_mod + offset
+                sequence = f"\x1b[{code};{modifier}u"
+                twin = template.format(mod=modifier)
+                if twin in ANSI_SEQUENCES:
+                    assert _parse(sequence) == _parse(twin), (code, modifier)
+                else:
+                    assert sequence not in ANSI_SEQUENCES
+                assert f"\x1b[27;{modifier};{code}~" not in ANSI_SEQUENCES
+
+    # First-writer-wins applies to the twin too, even when this builder stages a default.
+    from prompt_toolkit.keys import Keys
+    installed = dict(ANSI_SEQUENCES)
+    installed["\x1b[13;3u"] = Keys.ControlA
+    aliases = pt_input_extras._modify_other_keys_aliases(installed, Keys)
+    assert aliases["\x1b[57414;3u"] == installed["\x1b[13;3u"]
+
+
+@pytest.mark.parametrize("prefix", ["alpha", "alpha  ", "alpha!?.,", "[Pasted text #1: 15 lines]"])
+def test_keypad_alt_enter_inserts_newlines_at_the_cursor(prefix):
+    """Extended Enter must reach the newline handler, never self-insert raw CSI text."""
+    from prompt_toolkit import Application
+    from prompt_toolkit.buffer import Buffer
+    from prompt_toolkit.document import Document
+    from prompt_toolkit.input import create_pipe_input
+    from prompt_toolkit.key_binding import KeyBindings
+    from prompt_toolkit.layout import BufferControl, Layout, Window
+    from prompt_toolkit.output import DummyOutput
+
+    from hermes_cli.cli_tui_mixin import CLITuiMixin
+
+    async def probe(sequence):
+        buf = Buffer(document=Document(prefix + "suffix", len(prefix)))
+        kb = KeyBindings()
+        kb.add("escape", "enter")(CLITuiMixin()._tui_insert_newline)
+        kb.add("c-q")(lambda event: event.app.exit(result=buf.text))
+        with create_pipe_input() as inp:
+            app = Application(layout=Layout(Window(BufferControl(buf))), key_bindings=kb,
+                              input=inp, output=DummyOutput())
+            return await asyncio.wait_for(app.run_async(
+                pre_run=lambda: inp.send_text(sequence * 2 + "\x11")), timeout=5)
+
+    for sequence in ("\x1b[57414;3u", "\x1b[57414;131u", "\x1b[13;3u", "\x1b\r"):
+        assert asyncio.run(probe(sequence)) == prefix + "\n\nsuffix"
diff --git a/website/docs/user-guide/cli.md b/website/docs/user-guide/cli.md
index a0176b8ec9..da7ea37bb0 100644
--- a/website/docs/user-guide/cli.md
+++ b/website/docs/user-guide/cli.md
@@ -334,6 +334,8 @@ display:
 
 :::info
 Pasting multi-line text is supported — use any of the newline keys above, or simply paste content directly.
+
+In terminals using the Kitty keyboard protocol, `Alt+Enter` on the numeric keypad also inserts a newline, including next to a collapsed paste. Modified keypad navigation keys follow their non-keypad equivalents.
 :::
 
 ### Shift+Enter compatibility
diff --git a/website/i18n/zh-Hans/docusaurus-plugin-content-docs/current/user-guide/cli.md b/website/i18n/zh-Hans/docusaurus-plugin-content-docs/current/user-guide/cli.md
index 683d679f89..90393421cc 100644
--- a/website/i18n/zh-Hans/docusaurus-plugin-content-docs/current/user-guide/cli.md
+++ b/website/i18n/zh-Hans/docusaurus-plugin-content-docs/current/user-guide/cli.md
@@ -221,6 +221,8 @@ personalities:
 
 :::info
 支持粘贴多行文本——使用上述任意换行键，或直接粘贴内容。
+
+在使用 Kitty 键盘协议的终端中，数字小键盘上的 `Alt+Enter` 也会插入换行符，即使光标紧邻折叠的粘贴内容。带修饰键的小键盘导航键与对应的非小键盘按键行为一致。
 :::
 
 ### Shift+Enter 兼容性