requests_chunked_proxy.py

# Run squid
# docker run --name squid -d --restart=always \
#   --publish 3128:3128 \
#   sameersbn/squid:3.5.27-2

import requests

# from urllib3.contrib import pyopenssl
# pyopenssl.extract_from_urllib3()

CHUNKSIZE = 1024 * 64  # 64kB

def _chunk_body(body):
    chunk = body
    while chunk:
        chunk = body.read(CHUNKSIZE)
        if not chunk:
            break
        yield chunk

s = requests.Session()

proxies = {
 "http": "http://localhost:3128",
 "https": "http://localhost:3128",
}

# test file should be created, any file will do
# e.g.: dd if=/dev/zero of=file.txt count=1024 bs=1024

data = open("file.txt", 'rb')

headers = { 'Accept-Encoding': 'gzip, deflate',
            'Accept': '*/*',
            'Connection': 'application/octet-stream'}

resp = s.request("PUT","https://jsonplaceholder.typicode.com/posts/1",
                            headers=headers,
                            data=_chunk_body(data),
                            proxies=proxies,
                            timeout=10,)

print(resp.text)