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Jay Cutler

Jay Cutler smiles

Jay Cutler has gotten engaged to his new girlfriend

Love is in the air for former NFL quarterback Jay Cutler. Cutler has gotten engaged to Samantha Robertson. Robertson was seen at the Yellowstone season 5B premiere in New York City two weeks ago wearing a huge ring, which set off engagement rumors. …

Jay Cutler smiles

Jay Cutler looked horrendous in his mug shot after arrest

Retired NFL quarterback Jay Cutler was arrested on Thursday in Tennessee and his mug shot pretty much tells the entire story.

Jay Cutler look on

Details surface from Jay Cutler’s DUI, weapons arrest

Former NFL quarterback Jay Cutler was arrested on multiple charges Thursday, and some new details from the incident have surfaced. Cutler was arrested on Thursday evening in Franklin, Tenn., and charged with driving while under the influence, …

Jay Cutler smiles

Ex-NFL QB Jay Cutler arrested in Tennessee

Former NFL quarterback Jay Cutler was arrested this week. According to jail records that were obtained by TMZ, Cutler was arrested during a traffic stop on Thursday evening in Franklin, Tenn., on multiple charges. Cutler was charged with driving …

Justin Fields in a practice uniform

Ex-Bears QB has high hopes for Justin Fields

At least one retired Chicago Bears quarterback has high hopes for Justin Fields but recognizes that he faces an uphill battle.

Jay Cutler

Jay Cutler wants to replace Troy Aikman on FOX

FOX is in the market for a new No. 1 commentator for NFL games, and Jay Cutler is volunteering for duty. Cutler said he would be eager to embrace a broadcasting opportunity, and confirmed that his agents have already put his name forward for …

Kristin Cavallari

Kristin Cavallari admits to major mistake after Jay Cutler divorce

Kristin Cavallari admitted to making a major mistake after her split with Jay Cutler. Cavallari and Cutler announced in April 2020 that they were getting a divorce after 10 years together. Cavallari admitted during a recent podcast interview that she …

Kristin Cavallari

Jay Cutler’s ex Kristin Cavallari dating country singer Chase Rice

Jay Cutler recently revealed that he is struggling to navigate the dating scene, but the same apparently cannot be said for his ex-wife Kristin Cavallari. Cavallari has been seeing country singer Chase Rice, according to TMZ. The two have been dating …

Jay Cutler

Jay Cutler struggling with dating since becoming single

Jay Cutler acknowledges that dating at age 38 in 2021 isn’t close to what it was like dating when he was younger. Cutler and Kristin Cavallari announced last year that they were getting a divorce. The two were in a fight over money afterwards. …

Jay Cutler

Jay Cutler offers his take on whether Justin Fields should start for Bears

Former Chicago Bears quarterback Jay Cutler has his own opinion about whether Justin Fields should get the Week 1 start for the team. Appearing on WMVP’s “Waddle & Silvy” on Tuesday, Cutler said he thought the Bears should …

Jay Cutler

Jay Cutler would only take picture with fan under funny condition

Jay Cutler had a humorous encounter with a fan on Sunday. Cutler was in Vail, Colo. and hanging out outside a bar in the skiing village. A fan apparently wanted a photo with Cutler, but the former quarterback said the fan could only have the picture …

Kristin Cavallari

Kristin Cavallari trolls Jay Cutler with Instagram post

Kristin Cavallari trolled ex-husband Jay Cutler with an Instagram post shared on Friday. Cavallari and Cutler announced in April that they were getting a divorce. The two had been together since 2010 and were married in 2013. That led to …

Tomi Lahren

No, Jay Cutler is not dating Tomi Lahren

Twitter went wild with a rumor about Jay Cutler supposedly dating political commentator Tomi Lahren, but that rumor is false. The rumor about Cutler and Lahren dating spread on Twitter, but no website seems to have tracked down its origin. That …

Jay Cutler posts Mother’s Day message to Kristin Cavallari despite divorce

Jay Cutler and Kristin Cavallari may be in the midst of a divorce, but he’s still willing to wish her a happy Mother’s Day. Two weeks after announcing their divorce, Cutler posted a tribute to Cavallari, stating that their three children …

Jay Cutler

Kristin Cavallari reportedly felt Jay Cutler was ‘lazy’ and ‘unmotivated’

Jay Cutler and his wife Kristin Cavallari announced recently that they have decided to get a divorce, and it sounds like things between the two began to sour when Cutler chose football over broadcasting nearly three years ago. Cavallari felt that …

Jay Cutler

Jay Cutler, Kristin Cavallari reportedly in money fight amid divorce

Jay Cutler and wife Kristin Cavallari are getting a divorce, and things are starting to get ugly as they sort through things. According to TMZ Sports, Cavallari had a legal filing on Wednesday in which she accused Cutler of refusing to leave their …

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