diff --git a/bot/exts/utilities/wtf_python.py b/bot/exts/utilities/wtf_python.py
new file mode 100644
index 0000000000..66a022d70a
--- /dev/null
+++ b/bot/exts/utilities/wtf_python.py
@@ -0,0 +1,126 @@
+import logging
+import random
+import re
+from typing import Optional
+
+import rapidfuzz
+from discord import Embed, File
+from discord.ext import commands, tasks
+
+from bot import constants
+from bot.bot import Bot
+
+log = logging.getLogger(__name__)
+
+WTF_PYTHON_RAW_URL = "http://raw.githubusercontent.com/satwikkansal/wtfpython/master/"
+BASE_URL = "https://github.com/satwikkansal/wtfpython"
+LOGO_PATH = "./bot/resources/utilities/wtf_python_logo.jpg"
+
+ERROR_MESSAGE = f"""
+Unknown WTF Python Query. Please try to reformulate your query.
+
+**Examples**:
+```md
+{constants.Client.prefix}wtf wild imports
+{constants.Client.prefix}wtf subclass
+{constants.Client.prefix}wtf del
+```
+If the problem persists send a message in <#{constants.Channels.dev_contrib}>
+"""
+
+MINIMUM_CERTAINTY = 55
+
+
+class WTFPython(commands.Cog):
+    """Cog that allows getting WTF Python entries from the WTF Python repository."""
+
+    def __init__(self, bot: Bot):
+        self.bot = bot
+        self.headers: dict[str, str] = {}
+        self.fetch_readme.start()
+
+    @tasks.loop(minutes=60)
+    async def fetch_readme(self) -> None:
+        """Gets the content of README.md from the WTF Python Repository."""
+        async with self.bot.http_session.get(f"{WTF_PYTHON_RAW_URL}README.md") as resp:
+            log.trace("Fetching the latest WTF Python README.md")
+            if resp.status == 200:
+                raw = await resp.text()
+                self.parse_readme(raw)
+
+    def parse_readme(self, data: str) -> None:
+        """
+        Parses the README.md into a dict.
+
+        It parses the readme into the `self.headers` dict,
+        where the key is the heading and the value is the
+        link to the heading.
+        """
+        # Match the start of examples, until the end of the table of contents (toc)
+        table_of_contents = re.search(
+            r"\[👀 Examples\]\(#-examples\)\n([\w\W]*)<!-- tocstop -->", data
+        )[0].split("\n")
+
+        for header in list(map(str.strip, table_of_contents)):
+            match = re.search(r"\[▶ (.*)\]\((.*)\)", header)
+            if match:
+                hyper_link = match[0].split("(")[1].replace(")", "")
+                self.headers[match[0]] = f"{BASE_URL}/{hyper_link}"
+
+    def fuzzy_match_header(self, query: str) -> Optional[str]:
+        """
+        Returns the fuzzy match of a query if its ratio is above "MINIMUM_CERTAINTY" else returns None.
+
+        "MINIMUM_CERTAINTY" is the lowest score at which the fuzzy match will return a result.
+        The certainty returned by rapidfuzz.process.extractOne is a score between 0 and 100,
+        with 100 being a perfect match.
+        """
+        match, certainty, _ = rapidfuzz.process.extractOne(query, self.headers.keys())
+        return match if certainty > MINIMUM_CERTAINTY else None
+
+    @commands.command(aliases=("wtf", "WTF"))
+    async def wtf_python(self, ctx: commands.Context, *, query: str) -> None:
+        """
+        Search WTF Python repository.
+
+        Gets the link of the fuzzy matched query from https://github.com/satwikkansal/wtfpython.
+        Usage:
+            --> .wtf wild imports
+        """
+        if len(query) > 50:
+            embed = Embed(
+                title=random.choice(constants.ERROR_REPLIES),
+                description=ERROR_MESSAGE,
+                colour=constants.Colours.soft_red,
+            )
+            match = None
+        else:
+            match = self.fuzzy_match_header(query)
+
+        if not match:
+            embed = Embed(
+                title=random.choice(constants.ERROR_REPLIES),
+                description=ERROR_MESSAGE,
+                colour=constants.Colours.soft_red,
+            )
+            await ctx.send(embed=embed)
+            return
+
+        embed = Embed(
+            title="WTF Python?!",
+            colour=constants.Colours.dark_green,
+            description=f"""Search result for '{query}': {match.split("]")[0].replace("[", "")}
+            [Go to Repository Section]({self.headers[match]})""",
+        )
+        logo = File(LOGO_PATH, filename="wtf_logo.jpg")
+        embed.set_thumbnail(url="attachment://wtf_logo.jpg")
+        await ctx.send(embed=embed, file=logo)
+
+    def cog_unload(self) -> None:
+        """Unload the cog and cancel the task."""
+        self.fetch_readme.cancel()
+
+
+def setup(bot: Bot) -> None:
+    """Load the WTFPython Cog."""
+    bot.add_cog(WTFPython(bot))
diff --git a/bot/resources/utilities/wtf_python_logo.jpg b/bot/resources/utilities/wtf_python_logo.jpg
new file mode 100644
index 0000000000..851d7f9af7
Binary files /dev/null and b/bot/resources/utilities/wtf_python_logo.jpg differ