I was recently asked why we sometimes pronounce the T in often but not in listen. I wasn’t sure, so I consulted the grammar guru who writes the invaluable blog Grammarphobia, Pat O’Conner. She wrote the equally invaluable (and funny) book Woe Is I. You can subscribe to Grammarphobia and get her frequent posts on English language oddities. I highly recommend it.
This is blog post of hers that addressed the meandering T:
<<Q: I just discovered your site and I plan to return often. Oh, that reminds me – it makes me crazy to hear people pronounce the “t” in “often.”
A: The word “often” can be pronounced with a silent “t” (the more common pronunciation) or with an audible “t.” Both are correct, according to The American Heritage Dictionary of the English Language (4th ed.). Merriam-Webster’s Collegiate Dictionary (11th ed.) says the version with the audible “t” occurs in educated speech but is considered unacceptable by some.
American Heritage has an interesting usage note after its entry for “often.” During the 15th century, it seems, English speakers stopped pronouncing some sounds within consonant clusters, making the language easier to articulate. Examples include the “d” in “handsome” and “handkerchief,” the “p” in “consumption” and “raspberry,” and the “t” in “chestnut” and “often.”
With the rise of public education and people’s awareness of spelling in the 19th century, according to the dictionary, sounds that had become silent were sometimes restored. This is what happened with the “t” in “often.”
You might be interested in knowing that “often” was originally just “oft,” and “oft” was commonly used as a prefix in word combinations that are archaic and unrecognizable today. Even a word like ‘oftentimes,” which appears in modern dictionaries, seems dated and has musty, quaint overtones. It’s also a term that drives people crazy because of its apparent redundancy. But in fact, the words “oftentime,” “oftentimes,” and “oftime” date back to the early 1400s, and “ofttimes” was first recorded in the 1300s, so they have a venerable history.>>