Jay Cutler Might Have Been Caught Hanging Out With Kristin Cavallari’s Former Best Friend

May 4, 2020 / Posted by:

According to Malcolm Gladwell, a person becomes an expert at something when they have done it for 10,000 hours. Kristin Cavallari has been off and on reality TV since 2004. But for anyone out there doubting Kristin’s credentials, you can just look at her divorce from Jay Cutler and see without question that Kristin is absolutely an expert in reality TV-style messiness. Case in point: the latest development involving Kristin, Jay, and the rumored other woman, Kristin’s former best friend Kelly Henderson.

One of the reasons listed by Kristin in her response to Jay’s divorce filing was “marital misconduct,” which of course everyone took to mean that Jay cheated. It didn’t help that a major story line from the most recent season of Very Cavallari featured a rumor that Jay had hooked up with Kristin’s friend (now former friend) Kelly. A few days after the divorce was filed, TMZ attempted to dispel the cheating rumor, by saying that Kristin and Jay’s divorce had nothing to do with cheating, and that marital misconduct could mean any number of things. There are clearly some people out there who didn’t buy the no-cheating narrative and continued to search for clues. Us Weekly says this all started when Kelly posted the following picture on Friday.

View this post on Instagram

Much needed happy hour. Happy Friday y’all.

A post shared by by Kelly Henderson (@velvetsedge) on

It’s innocent enough. Just some wine, a sunset, and…a man’s arm clutching a cocktail. That raised the question: who is Kelly having a Friday night coronavirus quarantine cocktail with? The internet took one look at that goofy beaded bracelet on the wrist of Kelly’s mystery man, and determined the most likely culprit was – DUN DUN DUN – Jay Cutler!

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‘tinis for 36

A post shared by Jay Cutler (@ifjayhadinstagram) on

Jay’s full name is spelled out on his bracelet in plastic children’s alphabet beads, but I can’t make out if the mystery man in the top picture is wearing a bracelet that reads JAY CUTLER. Additionally, Jay is wearing two bracelets in the picture above (alphabets and plastic pony beads), and the man in Kelly’s happy hour picture is only wearing one. But, Kelly is wearing a bracelet that looks like one of the ones in Jay’s Instagram picture (she’s wearing a pony bead bracelet). Who knew this cheating scandal was going to get a weird Hobby Lobby craft bin spin?

Some sleuths went even further, claiming that it’s the same arm. But wait, there’s a catch. It could be Kelly’s current boyfriend. Kelly recently revealed during a podcast appearance that she is seeing someone at the moment, but wouldn’t say much about him, besides the fact that he has two daughters. She also mentioned that she’s quarantining with him. So, it could technically be an arm attached to Kelly’s new man. Kelly’s friend Amy Brown chimed in on social media, saying that the man in the happy hour picture is, “not involved in that drama at all.” Us Weekly says that one social media user pointed out that it was tacky to present the picture in the way it was presented because even if it’s not Jay, everyone is going to jump to the conclusion that it is Jay.

Neither Kristin or Jay has commented on the picture. That might be because they’ve been too busy working out some child custody details. A source tells E! News that Kristin and Jay have finally settled the pettiness surrounding their current living arrangements, and have agreed to let the kids split time between them.

“Kristin and Jay have made some progress in moving forward with the divorce,” the insider shares. “They are now agreeing that Jay will allow Kristin to purchase the home she has been looking at since November of last year when they started having serious issues, which prompted her to start looking in the first place.”

The source adds, “In exchange for that, they are agreeing to split the time with their children, one week on and one week off. They are having the kids stay in the home and Kristin will stay a week, then Jay will stay a week.”

Despite all the signs and clues, I think Kelly just wants people to believe it’s Jay. But Jay is probably back at his own home. And I say this because Kristin is reportedly pissed that Jay won’t leave and also won’t let her move out. Jay is definitely having his own happy hours at home. From 3 to 5, he can be found pissing Kristin off by using all her moving boxes to build a beer drinking fort.

Pic: Wenn.com

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