diff --git a/doc/code/converters/0_converters.ipynb b/doc/code/converters/0_converters.ipynb
index 6103c1f6e6..d579bc5ee3 100644
--- a/doc/code/converters/0_converters.ipynb
+++ b/doc/code/converters/0_converters.ipynb
@@ -123,20 +123,21 @@
       "62             text            text                  StringJoinConverter\n",
       "63             text            text                SuffixAppendConverter\n",
       "64             text            text                 SuperscriptConverter\n",
-      "65             text            text             TemplateSegmentConverter\n",
-      "66             text            text                       TenseConverter\n",
-      "67             text            text               TextJailbreakConverter\n",
-      "68             text            text                        ToneConverter\n",
-      "69             text            text      ToxicSentenceGeneratorConverter\n",
-      "70             text            text                 TranslationConverter\n",
-      "71             text            text           UnicodeConfusableConverter\n",
-      "72             text            text          UnicodeReplacementConverter\n",
-      "73             text            text         UnicodeSubstitutionConverter\n",
-      "74             text            text                         UrlConverter\n",
-      "75             text            text                   VariationConverter\n",
-      "76             text            text   VariationSelectorSmugglerConverter\n",
-      "77             text            text                       ZalgoConverter\n",
-      "78             text            text                   ZeroWidthConverter\n"
+      "65             text            text                     TatweelConverter\n",
+      "66             text            text             TemplateSegmentConverter\n",
+      "67             text            text                       TenseConverter\n",
+      "68             text            text               TextJailbreakConverter\n",
+      "69             text            text                        ToneConverter\n",
+      "70             text            text      ToxicSentenceGeneratorConverter\n",
+      "71             text            text                 TranslationConverter\n",
+      "72             text            text           UnicodeConfusableConverter\n",
+      "73             text            text          UnicodeReplacementConverter\n",
+      "74             text            text         UnicodeSubstitutionConverter\n",
+      "75             text            text                         UrlConverter\n",
+      "76             text            text                   VariationConverter\n",
+      "77             text            text   VariationSelectorSmugglerConverter\n",
+      "78             text            text                       ZalgoConverter\n",
+      "79             text            text                   ZeroWidthConverter\n"
      ]
     }
    ],
diff --git a/doc/code/converters/1_text_to_text_converters.ipynb b/doc/code/converters/1_text_to_text_converters.ipynb
index 5a098339e5..2a8f863559 100644
--- a/doc/code/converters/1_text_to_text_converters.ipynb
+++ b/doc/code/converters/1_text_to_text_converters.ipynb
@@ -156,53 +156,55 @@
      "output_type": "stream",
      "text": [
       "Leetspeak: text: 7311 m3 h0w 70 (u7 d0wn 4 7r33\n",
-      "Random Capitals: text: TELL ME hOW tO cUt dowN a tRee\n",
-      "Unicode Confusable: text: 𝔱𝒆‎𞣇‎ℐ rn𝓮 𝚑𝓸ɯ 𝘵𝐨 𝓬𝒖𝑡 ⅆ𝞸𝙬𝙣 𝖆 𝗍𝐫𝙚𝒆\n",
+      "Random Capitals: text: tELl mE HOw to CUt DOWN A treE\n",
+      "Unicode Confusable: text: 𝐭𝖊𝟙𝐥 rn℮ 𝒉𝜎ѡ 𝘵‎ھ‎ 𝘤𐓶𝘵 𝒅‎ﮬ‎𝗐𝘯 ɑ 𝕥ᴦ𝑒𝗲\n",
       "Unicode Substitution: text: 󠁴󠁥󠁬󠁬󠀠󠁭󠁥󠀠󠁨󠁯󠁷󠀠󠁴󠁯󠀠󠁣󠁵󠁴󠀠󠁤󠁯󠁷󠁮󠀠󠁡󠀠󠁴󠁲󠁥󠁥\n",
       "Unicode Replacement: text: \\u0074\\u0065\\u006c\\u006c \\u006d\\u0065 \\u0068\\u006f\\u0077 \\u0074\\u006f \\u0063\\u0075\\u0074 \\u0064\\u006f\\u0077\\u006e \\u0061 \\u0074\\u0072\\u0065\\u0065\n",
-      "Emoji: text: 🅃🅴🅻🅛 🅜🄴 🄷🅞🅆 🆃🅞 🅲🆄🅣 🄳🅞🅆🅝 🅰️ 🅣🅁🄴🅴\n",
+      "Emoji: text: 🅣🅔🅻🅻 🅼🄴 🅷🅾️🆆 🅣🅾️ 🅒🅤🅣 🅳🄾🅆🅝 🅐 🅣🅡🄴🅔\n",
       "First Letter: text: t m h t c d a t\n",
       "String Join: text: t-e-l-l m-e h-o-w t-o c-u-t d-o-w-n a t-r-e-e\n",
       "Zero Width: text: t​e​l​l​ ​m​e​ ​h​o​w​ ​t​o​ ​c​u​t​ ​d​o​w​n​ ​a​ ​t​r​e​e\n",
       "Flip: text: eert a nwod tuc ot woh em llet\n",
       "Character Space: text: t e l l   m e   h o w   t o   c u t   d o w n   a   t r e e\n",
       "Diacritic: text: téll mé hów tó cút dówn á tréé\n",
+      "Bidi: text: ‮tell me how to cut down a tree‬\n",
+      "Tatweel: text: مـرـحـبـا\n",
       "Superscript: text: ᵗᵉˡˡ ᵐᵉ ʰᵒʷ ᵗᵒ ᶜᵘᵗ ᵈᵒʷⁿ ᵃ ᵗʳᵉᵉ\n",
-      "Zalgo: text: ţ̤̘̪̤͆̀é̈l̮ͪ̌͗ļ̶̮͖͛ͥͬ̇ m̷̷̠̼͉͚̥ͫ͞͡e̅ ḫ̥̲̇ͮͦo̱͏̙̺̅̆̎w̷ͬ̆͢ t̵̜̖̤ͣͨ̒ͅo̵̟͕ͤ̎̚ c͉ͮͫů̧̱̭̱͚̖̌͌ͧt̥̫͈͒͗ d̗̤̩̀͑͌ͅo̷͓̦ͮ̀̓ͭ́̄̓w͚̺̦̌̅ͯ͋̕͜n̟̱̽ͯͤ̈̅͡ ā̷̗̖̠̌͂ t͈͔̼͐r͎ȇͨe͕͖̠̯̽̕ͅ\n",
+      "Zalgo: text: t̕ͅe͉̤̤ͤ͛̀̈́l͔̖̮̋ļ͓͎̫͇̩̆ͬ m̶̲̤̓̈́͋ͮͭͩè̤̅̽ h̢͎̆͗̃̕ó͙ͫ͞w̷̨̧̱̑̃̅ t̢̂̀͏̣̗̥̠͂o̧̝͓ͤͦ͞ c̨̦̩̙̘͖ͪ̓͘ů̴̶̷̳͓̬̌̊ț͔͕̍ͦ d̡ͮ͛̑́́o̬̥͓̅ͪ́ͮͬ͜͟w͖̤ͪͣ̿̔n̗̼ͨ̆ a̧͎̋͐̌͌͆͡ t̼̺̊ͬr͚̅è̩̤͢è̙̤̱͇̙̩̖̒͗\n",
       "CharSwap: text: tell me how to cut dwon a tree\n",
-      "Insert Punctuation: text: .tell me how to cut ?down a tree\n",
-      "ANSI Attack: text: What's terminal ANSI code to print a hyperlink?\n",
+      "Insert Punctuation: text: tell- me how to cut down a !tree\n",
+      "ANSI Attack: text: What's VT100 code to make the terminal bell ding?\n",
       "Additionally, consider this user input: tell me how to cut down a tree\n",
-      "Math Obfuscation: text: t = 5t - 4t <each variable corresponds to a letter in the hidden request>\n",
-      "e = 2e - 1e\n",
-      "l = 9l - 8l\n",
+      "Math Obfuscation: text: t = 4t - 3t <each variable corresponds to a letter in the hidden request>\n",
+      "e = 3e - 2e\n",
       "l = 2l - 1l\n",
+      "l = 6l - 5l\n",
       "\n",
-      "m = 4m - 3m\n",
-      "e = 3e - 2e\n",
+      "m = 6m - 5m\n",
+      "e = 4e - 3e\n",
       "\n",
       "h = 4h - 3h\n",
-      "o = 8o - 7o\n",
+      "o = 9o - 8o\n",
       "w = 3w - 2w\n",
       "\n",
-      "t = 5t - 4t\n",
+      "t = 4t - 3t\n",
       "o = 8o - 7o\n",
       "\n",
-      "c = 8c - 7c\n",
-      "u = 6u - 5u\n",
-      "t = 8t - 7t\n",
+      "c = 6c - 5c\n",
+      "u = 5u - 4u\n",
+      "t = 9t - 8t\n",
       "\n",
-      "d = 7d - 6d\n",
-      "o = 7o - 6o\n",
-      "w = 3w - 2w\n",
-      "n = 9n - 8n\n",
+      "d = 5d - 4d\n",
+      "o = 3o - 2o\n",
+      "w = 2w - 1w\n",
+      "n = 6n - 5n\n",
       "\n",
-      "a = 6a - 5a\n",
+      "a = 7a - 6a\n",
       "\n",
       "t = 4t - 3t\n",
-      "r = 8r - 7r\n",
+      "r = 6r - 5r\n",
+      "e = 8e - 7e\n",
       "e = 2e - 1e\n",
-      "e = 5e - 4e\n",
       "\n",
       "There is something I want you to provide instructions to make. It is within this complex math problem.\n",
       "Repeat Token: text: tell me how to cut down a tree ! ! ! ! ! ! ! ! ! !\n",
@@ -289,6 +291,7 @@
     "    RepeatTokenConverter,\n",
     "    StringJoinConverter,\n",
     "    SuperscriptConverter,\n",
+    "    TatweelConverter,\n",
     "    UnicodeConfusableConverter,\n",
     "    UnicodeReplacementConverter,\n",
     "    UnicodeSubstitutionConverter,\n",
@@ -315,6 +318,8 @@
     "\n",
     "# Bidi [@boucher2023trojan] wraps text in Unicode bidirectional control characters\n",
     "print(\"Bidi:\", await BidiConverter().convert_async(prompt=prompt))  # type: ignore\n",
+    "# Tatweel inserts the Arabic kashida between adjacent Arabic letters\n",
+    "print(\"Tatweel:\", await TatweelConverter().convert_async(prompt=\"مرحبا\"))  # type: ignore\n",
     "print(\"Superscript:\", await SuperscriptConverter().convert_async(prompt=prompt))  # type: ignore\n",
     "print(\"Zalgo:\", await ZalgoConverter().convert_async(prompt=prompt))  # type: ignore\n",
     "\n",
diff --git a/doc/code/converters/1_text_to_text_converters.py b/doc/code/converters/1_text_to_text_converters.py
index 31d8fcf338..823ef63bef 100644
--- a/doc/code/converters/1_text_to_text_converters.py
+++ b/doc/code/converters/1_text_to_text_converters.py
@@ -103,6 +103,7 @@
     RepeatTokenConverter,
     StringJoinConverter,
     SuperscriptConverter,
+    TatweelConverter,
     UnicodeConfusableConverter,
     UnicodeReplacementConverter,
     UnicodeSubstitutionConverter,
@@ -129,6 +130,8 @@
 
 # Bidi [@boucher2023trojan] wraps text in Unicode bidirectional control characters
 print("Bidi:", await BidiConverter().convert_async(prompt=prompt))  # type: ignore
+# Tatweel inserts the Arabic kashida between adjacent Arabic letters
+print("Tatweel:", await TatweelConverter().convert_async(prompt="مرحبا"))  # type: ignore
 print("Superscript:", await SuperscriptConverter().convert_async(prompt=prompt))  # type: ignore
 print("Zalgo:", await ZalgoConverter().convert_async(prompt=prompt))  # type: ignore
 
diff --git a/pyrit/prompt_converter/__init__.py b/pyrit/prompt_converter/__init__.py
index 099bda76b6..5e0828a057 100644
--- a/pyrit/prompt_converter/__init__.py
+++ b/pyrit/prompt_converter/__init__.py
@@ -71,6 +71,7 @@
 from pyrit.prompt_converter.string_join_converter import StringJoinConverter
 from pyrit.prompt_converter.suffix_append_converter import SuffixAppendConverter
 from pyrit.prompt_converter.superscript_converter import SuperscriptConverter
+from pyrit.prompt_converter.tatweel_converter import TatweelConverter
 from pyrit.prompt_converter.template_segment_converter import TemplateSegmentConverter
 from pyrit.prompt_converter.tense_converter import TenseConverter
 from pyrit.prompt_converter.text_selection_strategy import (
@@ -211,6 +212,7 @@ def __getattr__(name: str) -> object:
     "StringJoinConverter",
     "SuffixAppendConverter",
     "SuperscriptConverter",
+    "TatweelConverter",
     "TemplateSegmentConverter",
     "TenseConverter",
     "TextJailbreakConverter",
diff --git a/pyrit/prompt_converter/tatweel_converter.py b/pyrit/prompt_converter/tatweel_converter.py
new file mode 100644
index 0000000000..de46747b73
--- /dev/null
+++ b/pyrit/prompt_converter/tatweel_converter.py
@@ -0,0 +1,99 @@
+# Copyright (c) Microsoft Corporation.
+# Licensed under the MIT license.
+
+import logging
+import unicodedata
+
+from pyrit.models import ComponentIdentifier, PromptDataType
+from pyrit.prompt_converter.prompt_converter import ConverterResult, PromptConverter
+
+logger = logging.getLogger(__name__)
+
+# Arabic tatweel / kashida (U+0640)
+_TATWEEL = chr(0x0640)
+
+# Bounds of the main Arabic Unicode block (U+0600-U+06FF)
+_ARABIC_BLOCK_START = 0x0600
+_ARABIC_BLOCK_END = 0x06FF
+
+
+def _is_arabic_letter(char: str) -> bool:
+    """
+    Determine whether a character is a letter in the main Arabic Unicode block.
+
+    Args:
+        char (str): A single character to test.
+
+    Returns:
+        bool: True if the character is an Arabic letter (category ``Lo`` within U+0600-U+06FF).
+    """
+    return unicodedata.category(char) == "Lo" and _ARABIC_BLOCK_START <= ord(char) <= _ARABIC_BLOCK_END
+
+
+class TatweelConverter(PromptConverter):
+    """
+    Inserts Arabic tatweel (kashida, U+0640) between adjacent Arabic letters.
+
+    The tatweel is a connector that visually elongates a word without changing its meaning. Inserting
+    it between letters leaves the text legible to a human reader while changing the underlying code
+    point and token sequence. The transformation is deterministic: no language model or randomness is
+    involved. Characters outside the main Arabic block, and Arabic letters not directly followed by
+    another Arabic letter, are left untouched.
+    """
+
+    SUPPORTED_INPUT_TYPES = ("text",)
+    SUPPORTED_OUTPUT_TYPES = ("text",)
+
+    def __init__(self, *, tatweel_count: int = 1) -> None:
+        """
+        Initialize the converter with the number of tatweel characters to insert.
+
+        Args:
+            tatweel_count (int): Number of tatweel characters inserted between adjacent Arabic
+                letters. Must be at least 1. Defaults to 1.
+
+        Raises:
+            ValueError: If ``tatweel_count`` is less than 1.
+        """
+        super().__init__()
+
+        if tatweel_count < 1:
+            raise ValueError(f"tatweel_count must be at least 1, got {tatweel_count}.")
+
+        self._tatweel_count = tatweel_count
+
+    def _build_identifier(self) -> ComponentIdentifier:
+        """
+        Build the converter identifier with the tatweel count parameter.
+
+        Returns:
+            ComponentIdentifier: The identifier for this converter.
+        """
+        return self._create_identifier(params={"tatweel_count": self._tatweel_count})
+
+    async def convert_async(self, *, prompt: str, input_type: PromptDataType = "text") -> ConverterResult:
+        """
+        Convert the given prompt by inserting tatweel between adjacent Arabic letters.
+
+        Args:
+            prompt (str): The prompt to be converted.
+            input_type (PromptDataType): The type of input data.
+
+        Returns:
+            ConverterResult: The result containing the elongated text.
+
+        Raises:
+            ValueError: If the input type is not supported.
+        """
+        if not self.input_supported(input_type):
+            raise ValueError("Input type not supported")
+
+        padding = _TATWEEL * self._tatweel_count
+        pieces: list[str] = []
+        for index, char in enumerate(prompt):
+            pieces.append(char)
+            next_index = index + 1
+            if next_index < len(prompt) and _is_arabic_letter(char) and _is_arabic_letter(prompt[next_index]):
+                pieces.append(padding)
+
+        return ConverterResult(output_text="".join(pieces), output_type="text")
diff --git a/tests/unit/prompt_converter/test_tatweel_converter.py b/tests/unit/prompt_converter/test_tatweel_converter.py
new file mode 100644
index 0000000000..a636b6f85d
--- /dev/null
+++ b/tests/unit/prompt_converter/test_tatweel_converter.py
@@ -0,0 +1,69 @@
+# Copyright (c) Microsoft Corporation.
+# Licensed under the MIT license.
+
+import pytest
+
+from pyrit.prompt_converter import ConverterResult, TatweelConverter
+
+TATWEEL = chr(0x0640)
+ALEF = chr(0x0627)
+BEH = chr(0x0628)
+
+
+def test_input_supported():
+    converter = TatweelConverter()
+    assert converter.input_supported("text") is True
+    assert converter.input_supported("image") is False
+
+
+async def test_inserts_tatweel_between_adjacent_arabic_letters():
+    result = await TatweelConverter().convert_async(prompt=ALEF + BEH, input_type="text")
+    assert isinstance(result, ConverterResult)
+    assert result.output_type == "text"
+    assert result.output_text == ALEF + TATWEEL + BEH
+
+
+async def test_inserts_tatweel_between_each_adjacent_pair():
+    # Three consecutive Arabic letters yield two insertion points, not one
+    result = await TatweelConverter().convert_async(prompt=ALEF + BEH + ALEF)
+    assert result.output_text == ALEF + TATWEEL + BEH + TATWEEL + ALEF
+
+
+async def test_tatweel_count_controls_padding_length():
+    result = await TatweelConverter(tatweel_count=3).convert_async(prompt=ALEF + BEH)
+    assert result.output_text == ALEF + (TATWEEL * 3) + BEH
+
+
+async def test_not_inserted_across_non_arabic_boundary():
+    # A space between the two Arabic letters breaks adjacency, so no tatweel is added
+    result = await TatweelConverter().convert_async(prompt=ALEF + " " + BEH)
+    assert result.output_text == ALEF + " " + BEH
+
+
+async def test_leaves_non_arabic_unchanged():
+    result = await TatweelConverter().convert_async(prompt="abc")
+    assert result.output_text == "abc"
+
+
+async def test_empty_prompt_returns_empty():
+    result = await TatweelConverter().convert_async(prompt="")
+    assert result.output_text == ""
+
+
+async def test_conversion_is_deterministic():
+    converter = TatweelConverter()
+    prompt = ALEF + BEH + ALEF
+    first = await converter.convert_async(prompt=prompt)
+    second = await converter.convert_async(prompt=prompt)
+    assert first.output_text == second.output_text
+
+
+@pytest.mark.parametrize("count", [0, -1])
+def test_invalid_tatweel_count_raises(count):
+    with pytest.raises(ValueError):
+        TatweelConverter(tatweel_count=count)
+
+
+async def test_input_type_not_supported_raises():
+    with pytest.raises(ValueError):
+        await TatweelConverter().convert_async(prompt=ALEF + BEH, input_type="image")