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How many times is this that you've broken your promise? I am reasonably sure that "How many times does this make it that you've broken your promise?" is correct. However, both sound fine to me and I can't be sure that the former is grammatically correct.

  • There is a style of speaking where your title line would be used (possibly by your mother), and it is arguably correct from a grammatical standpoint. Purists would object, no doubt. – Hot Licks Jul 31 '18 at 11:58
  • "How many times is it that you've broken your promise?" Or more likely, the granny implied "How many *-eth time is this that you've broken your promise?" :D Check with her. – Kris Jul 31 '18 at 12:26
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Both your attempts seem rather clumsy. The original edit had the phrase "including this time" implying that the promise has been recently broken, again.

You could ask the question

How many times have you broken your promise now?

which includes the most recent.

  • Ahhhh Nice. Thanks. Clumsy or not, I'm still wondering if they're grammatically OK. But your solution is excellent and its what I needed. – Ross Tulloch Jul 31 '18 at 11:58
  • @RossTulloch I believe both your suggestions are grammatically correct. – Weather Vane Jul 31 '18 at 12:00

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