diff --git a/llm/cli.py b/llm/cli.py
index ad7aeb4f..6a6fb2cf 100644
--- a/llm/cli.py
+++ b/llm/cli.py
@@ -30,10 +30,10 @@
 
 from .migrations import migrate
 from .plugins import pm
+from .utils import mimetype_from_path, mimetype_from_string
 import base64
 import httpx
 import pathlib
-import puremagic
 import pydantic
 import readline
 from runpy import run_module
@@ -58,9 +58,8 @@ def convert(self, value, param, ctx):
         if value == "-":
             content = sys.stdin.buffer.read()
             # Try to guess type
-            try:
-                mimetype = puremagic.from_string(content, mime=True)
-            except puremagic.PureError:
+            mimetype = mimetype_from_string(content)
+            if mimetype is None:
                 raise click.BadParameter("Could not determine mimetype of stdin")
             return Attachment(type=mimetype, path=None, url=None, content=content)
         if "://" in value:
@@ -78,7 +77,9 @@ def convert(self, value, param, ctx):
             self.fail(f"File {value} does not exist", param, ctx)
         path = path.resolve()
         # Try to guess type
-        mimetype = puremagic.from_file(str(path), mime=True)
+        mimetype = mimetype_from_path(str(path))
+        if mimetype is None:
+            raise click.BadParameter(f"Could not determine mimetype of {value}")
         return Attachment(type=mimetype, path=str(path), url=None, content=None)
 
 
diff --git a/llm/models.py b/llm/models.py
index 838e25b1..485d9720 100644
--- a/llm/models.py
+++ b/llm/models.py
@@ -5,10 +5,10 @@
 import hashlib
 import httpx
 from itertools import islice
-import puremagic
 import re
 import time
 from typing import Any, Dict, Iterable, Iterator, List, Optional, Set, Union
+from .utils import mimetype_from_path, mimetype_from_string
 from abc import ABC, abstractmethod
 import json
 from pydantic import BaseModel
@@ -43,13 +43,13 @@ def resolve_type(self):
             return self.type
         # Derive it from path or url or content
         if self.path:
-            return puremagic.from_file(self.path, mime=True)
+            return mimetype_from_path(self.path)
         if self.url:
             response = httpx.head(self.url)
             response.raise_for_status()
             return response.headers.get("content-type")
         if self.content:
-            return puremagic.from_string(self.content, mime=True)
+            return mimetype_from_string(self.content)
         raise ValueError("Attachment has no type and no content to derive it from")
 
     def content_bytes(self):
diff --git a/llm/utils.py b/llm/utils.py
index 2ea9870a..d2618dd4 100644
--- a/llm/utils.py
+++ b/llm/utils.py
@@ -1,8 +1,29 @@
 import click
 import httpx
 import json
+import puremagic
 import textwrap
-from typing import List, Dict
+from typing import List, Dict, Optional
+
+MIME_TYPE_FIXES = {
+    "audio/wave": "audio/wav",
+}
+
+
+def mimetype_from_string(content) -> Optional[str]:
+    try:
+        type_ = puremagic.from_string(content, mime=True)
+        return MIME_TYPE_FIXES.get(type_, type_)
+    except puremagic.PureError:
+        return None
+
+
+def mimetype_from_path(path) -> Optional[str]:
+    try:
+        type_ = puremagic.from_file(path, mime=True)
+        return MIME_TYPE_FIXES.get(type_, type_)
+    except puremagic.PureError:
+        return None
 
 
 def dicts_to_table_string(
diff --git a/tests/conftest.py b/tests/conftest.py
index bcdb8854..7d44b757 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -49,7 +49,7 @@ def env_setup(monkeypatch, user_path):
 
 class MockModel(llm.Model):
     model_id = "mock"
-    attachment_types = {"image/png"}
+    attachment_types = {"image/png", "audio/wav"}
 
     class Options(llm.Options):
         max_tokens: Optional[int] = Field(
diff --git a/tests/test_attachments.py b/tests/test_attachments.py
index 89a5b81a..e5417d47 100644
--- a/tests/test_attachments.py
+++ b/tests/test_attachments.py
@@ -1,6 +1,8 @@
 from click.testing import CliRunner
 from unittest.mock import ANY
 import llm
+from llm import cli
+import pytest
 
 TINY_PNG = (
     b"\x89PNG\r\n\x1a\n\x00\x00\x00\rIHDR\x00\x00\x00\xa6\x00\x00\x01\x1a"
@@ -12,20 +14,29 @@
     b"\x82"
 )
 
+TINY_WAV = b"RIFF$\x00\x00\x00WAVEfmt \x10\x00\x00\x00\x01\x00\x01\x00D\xac\x00\x00"
 
-def test_prompt_image(mock_model, logs_db):
+
+@pytest.mark.parametrize(
+    "attachment_type,attachment_content",
+    [
+        ("image/png", TINY_PNG),
+        ("audio/wav", TINY_WAV),
+    ],
+)
+def test_prompt_attachment(mock_model, logs_db, attachment_type, attachment_content):
     runner = CliRunner()
     mock_model.enqueue(["two boxes"])
     result = runner.invoke(
-        llm.cli.cli,
-        ["prompt", "-m", "mock", "describe image", "-a", "-"],
-        input=TINY_PNG,
+        cli.cli,
+        ["prompt", "-m", "mock", "describe file", "-a", "-"],
+        input=attachment_content,
         catch_exceptions=False,
     )
-    assert result.exit_code == 0
+    assert result.exit_code == 0, result.output
     assert result.output == "two boxes\n"
     assert mock_model.history[0][0].attachments[0] == llm.Attachment(
-        type="image/png", path=None, url=None, content=TINY_PNG, _id=ANY
+        type=attachment_type, path=None, url=None, content=attachment_content, _id=ANY
     )
 
     # Check it was logged correctly
@@ -33,15 +44,15 @@ def test_prompt_image(mock_model, logs_db):
     assert len(conversations) == 1
     conversation = conversations[0]
     assert conversation["model"] == "mock"
-    assert conversation["name"] == "describe image"
+    assert conversation["name"] == "describe file"
     response = list(logs_db["responses"].rows)[0]
     attachment = list(logs_db["attachments"].rows)[0]
     assert attachment == {
         "id": ANY,
-        "type": "image/png",
+        "type": attachment_type,
         "path": None,
         "url": None,
-        "content": TINY_PNG,
+        "content": attachment_content,
     }
     prompt_attachment = list(logs_db["prompt_attachments"].rows)[0]
     assert prompt_attachment["attachment_id"] == attachment["id"]