timeout_bug.py

import asyncio

async def main():
    try:
        async with asyncio.timeout(0):
            await asyncio.sleep(0)
    except TimeoutError:
        print("PASS: great a timeout is here!")
    else:
        print("FAILED: expected a timeout")

    try:
        async with asyncio.timeout(0):
            await asyncio.sleep(0)
            await asyncio.sleep(0)
    except TimeoutError:
        print("PASS: great a timeout is here!")
    else:
        print("FAILED: expected a timeout")

asyncio.run(main())

prints:

FAILED: expected a timeout
PASS: great a timeout is here!