On a Tuesday night in mid-June, Justin Timberlake found himself at Sag Harbor’s American Hotel, on Main Street, enjoying what the singer described as a “one martini” dinner, although a witness told the New York Post that Timberlake was “wasted” and “drinking other people’s drinks.”

After the dinner, Timberlake got into his 2025 BMW and was then twice pulled over by Michael Arkinson, a 24-year-old Sag Harbor Village cop: the first time for weaving in and out of traffic; the second, for rolling through a stop sign. Unsteady on his feet, Timberlake refused to take a Breathalyzer, so Arkinson arrested him, and the singer spent the night toggling between holding cells in Sag Harbor and nearby Wainscott. Timberlake has pleaded not guilty.