cal

import datetime as dt
from pprint import pprint as print

dates = {
    'HOME': [],
    'WORK': [],
}

next_block = dt.timedelta(days=14)


def week_block():
    actual_date = dt.datetime.today()
    while True:
        end_date = actual_date + next_block
        yield [actual_date]

def generate(end_month):
    actual_date = dt.datetime.today()
    while actual_date.month != end_month:
        yield [actual_date + dt.timedelta(days=n) for n in range(14)]
        actual_date += next_block
    return str(actual_date)

g = generate(7)

try:
    while True:
        dates['HOME'].append(next(g))
        dates['WORK'].append(next(g))
except StopIteration:
    print(dates)