import smtplib
import os
from email.MIMEMultipart import MIMEMultipart
from email.MIMEBase import MIMEBase
from email.MIMEText import MIMEText
from email.Utils import COMMASPACE, formatdate
from email import Encoders
def send_mail():

  send_to = "XXXXXXXXXXXXX@hotmail.com"
  send_from = "XXXXXXXXXXXXX@hotmail.com"
  password = "password"
  subject = "Oggetto dell'email con allegato"
  text = """
  testo email
  testo email 2
  testo email 3
  """
  files = ["miofile.png"]
  server="smtp.live.com"
  porta = 21

  assert type(send_to)==list
  assert type(files)==list
  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(file,"rb").read() )
    Encoders.encode_base64(part)
    part.add_header('Content-Disposition', 'attachment; filename="%s"' % os.path.basename(f))
    msg.attach(part)
  smtp = smtplib.SMTP(server,porta)
  smtp.login(send_from, password)
  smtp.sendmail(send_from, send_to, msg.as_string())
  smtp.close()

send_mail()