Why Jesse Watters’ Relationship With Emma DiGiovine Still Raises Eyebrows — Despite What the Experts Say
We’ve said it before: Jesse Watters’ wife might want to reconsider her life choices. And it’s not just because of his tone-deaf marriage rants. Though New York City relationship expert Susan Winter (creator of the “Love À La Carte Method”) told Nicki Swift that the couple’s relationship isn’t necessarily doomed, the red flags are hard to ignore—from their sketchy beginning to his unsettling public comments.
Let’s start with how their relationship began. And no, we’re not just talking about the affair. In a 2022 episode of The Five, Watters casually admitted that he flattened Emma DiGiovine’s tires to trap her into needing a ride. “She couldn’t go anywhere. I said, ‘Hey, need a lift?’ She hopped right in,” he said, laughing—while also revealing he never told her what he’d done. His justification? “Well, we’re married now.”
The vibe in the studio was… tense. Greg Gutfeld compared him to the Zodiac killer, while Judge Jeanine Pirro quickly tried to change the subject—especially after Watters implied this wasn’t the first time he’d pulled this stunt. Following inevitable backlash, Watters claimed it was all a joke. If it was, not everyone was laughing.
More “Jokes,” More Red Flags
As if sabotaging her car wasn’t enough, Watters has also joked that if Emma ever voted for Kamala Harris, it’d be equivalent to cheating. “That violates the sanctity of our marriage… It’s over, Emma!” he said on air during another segment of The Five—again insisting he was kidding.
Still, many viewers weren’t amused. As one YouTube commenter noted, “Whether Jesse is joking or not, there’s always some truth in humor.” And disturbingly, others agreed with the sentiment—calling it “tantamount to cheating.”
These comments hint at a troubling pattern: Watters uses his wife as a talking point in political rants, often under the guise of humor. Maybe not a deal-breaker for everyone, but it’s definitely waving in hot pink.
Then There’s the Grocery Store Comment…
In yet another tone-deaf moment, Watters went off about Kamala Harris and her husband grocery shopping together. “What kind of husband goes grocery shopping with his wife?” he scoffed—apparently dead serious this time.
Critics pounced. On The View: Behind the Table, Joy Behar called him out for shaming men who support their wives. Others dragged up his own past, mocking him with comments like: “Jesse knows that when a wife shops, that’s when a husband cheats. Like a real man!”
Watters didn’t back down. In response to a fan who said grocery shopping was a form of “price control,” he chuckled in agreement. To a critic suggesting that good husbands shop with their wives, Watters replied, “You should be able to exert price control from afar.” One X user suggested Emma should respond by only buying dried beans and uncooked pasta. Honestly? Not the worst idea.
Could This Marriage Actually Last? One Expert Thinks So
For all the red flags, relationship expert Susan Winter believes the couple might have staying power.
For one, the 14-year age gap isn’t necessarily a problem. “It’s a cliché,” she said, but one rooted in an age-old exchange: “Youth and beauty for power and success.” According to Winter, relationships like this can work precisely because both partners bring value to the table.
As for the fact that both of Watters’ marriages began at work? Winter isn’t too concerned. “It just shows he works a lot,” she said, noting that people often meet partners in professional settings.
So maybe there’s a chance they’ll make it. But between the tire prank, political jabs, and grocery store hot takes, we’re still rooting for Emma to keep that pasta uncooked—just in case.