Multi Select Date & Text

I'm pretty new to QB and databases in general. 

First question:

Is there a way to create a field in which the user selects a date, and then if they have a second or third date, they can use an "Add new" button on the form to add a new date which gets recorded in that field (attached to the same record).   

Second question:

If I need to record a date and an associated text entry to display as one piece of information (date + text), how would I do that? 

And last - is there a way to combine first and second questions so that they would work together somehow? User records a date and a corresponding piece of text, they are displayed together in a report or a form view, and then Add New would let them do it again?

Thanks!!

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Ashley Gwozdz
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