Frequency Calender

Hi crsjunior 

Here's a solution that uses the GENERATE function to evaluate each day against each 'line item' to see if the combination of initial date and frequency is a match.

Here's what the test data looked like 

Plus I have a Date table in the model

Here's the measure to check if a line item occurs on a date.  (to be more specific it counts the number of occurrences for all line items and dates in the filter context, giving you totals per line item and per date that make sense / may be useful) 

Occurs on this date = 
VAR _Occurs = 
CALCULATETABLE(
    GENERATE(
        'Date',
        FILTER('Line Items', 
            MOD('Line Items'[Initial Date] - 'Date'[Date], 'Line Items'[Frequency]) = 0
                && 'Date'[Date] >= 'Line Items'[Initial Date]
            )
        ),
    CROSSFILTER('Date'[Date],'Line Items'[Initial Date], None)
)
VAR _Result = COUNTROWS(_Occurs)
RETURN
    _Result

In a matrix visual that looks like this - notice the total row is giving number of occurances for all line items on that day

.. with background color and font color set to On