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David Letterman and Regina Lasko: Together Since 1986, Married Since 2009

Letterman said he and Regina Lasko began dating in February 1986 and married in 2009. Here are the key dates and his public statements about their relationship.
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David Letterman said he and Regina Lasko began dating in February 1986. By October 2026, that is about 40 years—not 34. They married on March 19, 2009, so their relationship predates their marriage by more than two decades. The timeline below separates what Letterman said publicly from what is known about their private life.

When did David Letterman and Regina Lasko start dating?

Letterman gave February 1986 as the start of their relationship during his March 2009 wedding announcement on Late Show. Recalling the early days, he said, “Regina and I began dating in February of 1986, and I said, ‘Well, things are going pretty good, let’s just see what happens in about 10 years.’” CBS reported the remarks from a transcript of the taping. His line was a joke, not a literal promise or a complete account of the couple’s relationship. CBS News reported the announcement and transcript.

The “34 year” wording in the supplied title is therefore stale as a present-day duration. About 40 years is a calendar calculation from the February 1986 start date Letterman reported, not a figure published by the couple.

When did they marry?

Letterman and Lasko married on March 19, 2009, at the Teton County Courthouse in Choteau, Montana. Letterman recounted that their pickup got stuck in mud on the way to the courthouse. After waiting without anyone passing by, he walked back toward the house to get help; their son was with them. CBS News covered the wedding announcement, and Today reported the courthouse wedding.

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Do David Letterman and Regina Lasko have children?

They have one son, Harry, born in November 2003—before their 2009 marriage. CBS News reported his birth month and year.

What did Letterman say publicly in 2009?

In October 2009, Letterman addressed affairs with employees of his production company on Late Show. He apologized to Lasko, saying, “My wife Regina, she has been horribly hurt by my behavior. And when something happens like that, if you hurt a person and it’s your responsibility, you try to fix it.” CBS News reported his on-air apology.

That statement documents Letterman’s public acknowledgment and apology; it does not establish how Lasko responded or describe private reconciliation. The available reporting does not support claims about forgiveness, counseling, or the couple’s private arrangements.

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Have they appeared together publicly recently?

A report said Letterman and Lasko attended the New York premiere of Lorne on April 9, 2026. It establishes a public appearance together, not the details or quality of their private relationship. People reported their appearance.

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