Sequential days and dates starting from "start date" entered in form

If the Calendar that you mean is the 2012 Calendar Basic_one month evergreen, if you create a macro in your Normal.dotm template or in another template that you save in the Word Startup Folder and you start with a document that contains just the one page calendar.  when you run the macro, it will add a page for each day of the month to the calendar, inserting the date in the format that you want at the top of each page:

Sub AddPageperDay()

Dim i As Long
Dim rng As Range
With ActiveDocument
    .PageSetup.VerticalAlignment = wdAlignVerticalTop
    For i = 1 To Val(Format(.Variables("monthEnd"), "d"))
        .Range.InsertAfter Chr(12)
        Set rng = .Range
        rng.Collapse wdCollapseEnd
        .Fields.Add rng, wdFieldEmpty, "Docvariable MonthStart \@ MMMM"
        .Range.InsertAfter " " & i & ", "
        Set rng = .Range
        rng.Collapse wdCollapseEnd
        .Fields.Add rng, wdFieldEmpty, "Docvariable MonthStart \@ yyyy"
        .Range.InsertAfter vbCr
    Next i
    .Range.Fields.Update
End With

End Sub