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Justin Timberlake jokes about his drunk driving arrest during Boston world tour, leaving fans speechless

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Justin Timberlake jokes about his drunk driving arrest during Boston world tour, leaving fans speechless


Can’t Cry Me a River Over this one! In a surprising turn during his Boston concert, Justin Timberlake seemingly poked fun at his recent DWI arrest. The Forget Tomorrow World Tour singer, fresh off weeks of legal trouble following his arrest in Sag Harbor, New York, bounced back on stage with full energy. Reports surfaced earlier that a detained Timberlake mumbled concerns about the incident impacting the tour. Now, it seems he’s chosen to address the situation with a lighthearted joke, leaving fans too stunned to speak.

Justin Timberlake was recently arrested for drunken driving.

Justin Timberlake’s DWI joke

During his Boston concert stop, the SexyBack singer, took a moment to address his recent Driving while intoxicated arrest. The 43-year-old singer was mid-tour, performing at the TD Garden when a fan captured a video of him making a joke about the incident. In the clip, Timberlake asks the crowd, “So uhhh, is there anyone here tonight that is driving?” as the crowd erupted in cheers and noise, he quickly added, “No, I’m just kidding.”

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After his playful jab about the DUI arrest, Timberlake swiftly steered the conversation back on track. He jumped in with, “Is there anyone here tonight, that it’s your first time here to the show? Is there anybody here that you’ve been to 1, 2, 3, maybe 4 of our shows?,” he said before adding, “For all of you that it’s your first time tonight — on a serious note — I hope that you feel the fellowship and the love.”

Justin Timberlake was feeling ‘remorseful, ashamed’

Timberlake first addressed the situation at Chicago’s United Center, expressing gratitude to fans who supported him, stating, “I’m here … I know sometimes I’m hard to love but you keep on loving me and I love you right back. Thank you so much.”

Also read: Meghan Markle ‘ordered Prince Harry to ignore’ David Beckham at Invictus Games; 4 years later, he got revenge

According to a source speaking to ET, the DWI arrest has “taken a toll on him, but he is trying to view it as a way to reset himself.” The insider further claimed that Timberlake is “feeling remorseful, ashamed, and humiliated, taking the situation seriously and acknowledging its potential impact on his family dynamic as a husband and father, as well as on his fans.”

The singer was arrested on June 18 and reportedly spent a night in custody, where he panicked over the situation. The pop star was detained by a young police officer who was unaware of the singer’s identity and asked him to undergo a breathalyzer test, which he refused. Timberlake, with red and glassy eyes, was pulled over on suspicion of running a stop sign and swerving out of his lane in the Hamptons. He subsequently failed a sobriety test. The 43-year-old, who had spent the evening at the American Hotel in Sag Harbor, Long Island, confessed to consuming just one martini before choosing to get behind the wheel.

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Boston police searching for gunman after ‘juvenile’ shot in Allston – Boston News, Weather, Sports | WHDH 7News

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Boston police searching for gunman after ‘juvenile’ shot in Allston – Boston News, Weather, Sports | WHDH 7News


ALLSTON, MASS. (WHDH) – Boston police are searching for a gunman who opened fire in Allston Thursday and left one person hurt.

Police responded to a radio call for a person shot in the area of Brighton Avenue at approximately 6:46 p.m. When officers arrived, they said they found a male “juvenile” suffering from a gunshot wound. The victim’s age has not been released.

Boston police said the shooter fled the scene and remains at large. No arrests have been made.

Anyone with information is asked to contact Boston police.

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This is a developing news story; stay with 7NEWS on-air and online for the latest details.

(Copyright (c) 2026 Sunbeam Television. All Rights Reserved. This material may not be published, broadcast, rewritten, or redistributed.)

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Your 2026 Red Sox season primer

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Your 2026 Red Sox season primer






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Massachusetts State Police trooper ‘relieved of duty’ after drunken driving arrest in Boston

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Massachusetts State Police trooper ‘relieved of duty’ after drunken driving arrest in Boston


A State Police trooper who was allegedly found “slumped over” in his car at around 5 a.m. in the South End with an open container of High Noon vodka has been “relieved of duty.”

Mass State Police confirmed to the Herald Wednesday night that Trooper Donovan Preston, 31, arrested for alleged drunken driving in Boston this past weekend, “has been relieved of duty.” Preston’s base pay is listed as $80,213.

A Boston Police report states that police arrived at Herald Street on Saturday to see Preston “stopped in lane 2 of the road” with his brake lights on. The suspect was slumped over “with his eyes closed,” the report adds.

“The officer observed that the car was on and in drive. The officer observed an open container of alcohol (High Noon) in the cupholder,” according to the report. The BPD officer then knocked on the window “for approximately 10 seconds before the suspect lifted his head up.”

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Once he picked his head up, police said he appeared “confused and he looked around. The suspect’s vehicle began to roll to which the officer announced, ‘Boston Police. Open the Door.’ ”

Preston stopped on the three-lane, outbound road with his black BMW in the middle of two lanes.

A State Police spokesman said in an email: “Trooper Donovan Preston was relieved of duty and will be subject to a department discipline process.” All other comments were directed toward the police report.

That report, provided to the Herald Wednesday night, added that State Police were notified after Preston’s arrest.

The can of High Noon was logged into the evidence book.

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This latest OUI case comes as State Police Sgt. Scott Quigley is being investigated in an alleged drunken driving fatal crash in Woburn in 2023 that killed a disabled passenger in a van.

In the Quigley case, his blood alcohol level reportedly tested at a .114 at the hospital following the crash (the legal limit is .08). That detail came out in a wrongful death suit filed by the victim Angelo Schettino’s family.

‘Unless he’s s###-faced, I’m not worried’: Mass State Police dash cam catches aftermath of deadly cruiser crash [+video]

The smashed van at the Woburn crash scene. (MSP body camera video screengrab)

 

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