A simple mailer for geeks who don't like to leave their terminal. P.S. Can send attachments from terminal.

gmailer.py

import smtplib, os
from email import Encoders
from email.Utils import COMMASPACE, formatdate
from email.MIMEText import MIMEText
from email.MIMEBase import MIMEBase
from email.MIMEMultipart import MIMEMultipart
import argparse
import sys 

#INFO
#Can be used with gmail accounts only.
#Can send to multiple recievers at once.

#TODO
#1. Catch for wrong username and password
#2. Catch for invalid sender or reciever
#3. Catch for file size greater than 25 mb

parser = argparse.ArgumentParser()
parser.add_argument('-u', '--username', nargs='?', required=True)
parser.add_argument('-p', '--password', nargs='?', required=True)
parser.add_argument('-s', '--sender', nargs='?', required=True)
parser.add_argument('-r', '--recievers', nargs='+', required=True)
parser.add_argument('-a', '--attachments', nargs='+', default = []) 
parser.add_argument('-m', '--message', nargs='+', required=True)
parser.add_argument('-S', '--subject', nargs='+', required=True)

args = parser.parse_args()

username = args.username
password = args.password
sender = args.sender
recievers = args.recievers
files = args.attachments
subject = ' '.join(args.subject)
message = ' '.join(args.message)

def send_mail(send_from, send_to, subject, text, files=[], server="localhost"):
    msg = MIMEMultipart()
    msg['From'] = send_from    
    msg['To'] = COMMASPACE.join(send_to)  
    msg['Date'] = formatdate(localtime=True)    
    msg['Subject'] = subject    
    msg.attach( MIMEText(text) )
    for f in files:
        part = MIMEBase('application', "octet-stream")
        part.set_payload( open(f,"rb").read() )
        Encoders.encode_base64(part)
        part.add_header('Content-Disposition', 'attachment; filename="%s"' % os.path.basename(f))
        msg.attach(part)
    server.sendmail(send_from, send_to, msg.as_string())

server = smtplib.SMTP('smtp.gmail.com')
server.starttls()
server.login(username,password)

send_mail(sender, recievers, subject, message, files, server)
server.close()

I get this Error when implementing it...
>>> send Errored due to STARTTLS extension not supported by server

Can you give me some more details about how you are trying to use it or if you have tried to make some changes in the script.