Special thanks to Lin L for this question:
Question:
Are these words exceptions to the Flap T rule (T’s between vowels are Flap T’s): Secretary, cemetery, tentative
Are there patterns to exceptions?
Answer:
First, let me clarify the rule. The T between vowels (of after an R before a vowel) will be a Flap T, unless the T begins a stressed syllable. I have explained this in my video T pronunciations (this part of the rule is discussed around 7:25) but I reference it a lot in other videos, and when I do I usually don’t take the time to go through the whole rule.
With the suffix –tary or –tery, the second-to-last syllable has secondary stress. When you look it up in a dictionary, it is marked by this symbol: [ˌ] (primary stress uses this symbol [ˈ]). So even though the syllable doesn’t have primary stress, it is still a stressed syllable, and therefore will be at True T in words like ‘secretary’ and ‘cemetery’.
This is also true of the first T in the suffix ‘tate’: hesitate, annotate.
And the first T in the suffix ‘tude’: attitude, gratitude.
It’s quite possible that there are other suffixes like this that I can’t think of right now. 🙂
As for ‘tentative’, and other words that end in vowel/diphthong + tive: negative, positive: there is no stress on that syllable, and I would make that T a Flap T. I think most people in casual conversation would do the same.
There is one exception that I can think of: politics. The last syllable isn’t stressed, and yet it is a True T. However, it is not a rule to be applied to the –tic ending: critic, fanatic, mathematics, etc., would sound more natural and casual with a Flap T.