Jay Cutler Tried To Make Ex-Wife Kristin Cavallari 'Jealous' With Jana Kramer Date, Report Claims

Jay Cutler has gone on one date with Jana Kramer, according to a report, after the singer recently revealed that she's "entertaining" dating again.

Cutler, 38, and his ex-wife Kristin Cavallari, 34, are back in the dating scene, more than a year after announcing their split and filing for divorce in April 2020. It was recently reported that the "Laguna Beach" alum has moved on with Chase Rice, 35, and that she has been seeing the country singer for weeks now.

Now, multiple sources have told People that Cutler went on a date with Kramer, who filed for divorce from her husband Mike Caussin in April.

"Jay was trying to make Kristin jealous by going on this public date with Jana. He's not happy she's dating Chase and has been trying to get Kristin back," one unnamed insider claimed.

The tipster further claimed that Cavallari blocked the "Whine Down" podcast host on social media. Kramer reportedly leaned on Cavallari amid her split from Caussin, the source added.

However, a second insider told People that the two women are not really friends, so Cutler dating Kramer is not a big thing for Cavallari.

"So far it's just been one date," the second source said of Cutler and Kramer. "Kristin and Jana are just acquaintances and have only met twice. They're not friends."

Reps for Kramer and Cavallari, and an agent for Cutler, have not commented on the report.

The Instagram account @cocktailsandgossip was the first to report on rumors of Cutler and Kramer going on a date, sharing anonymous tips from fans who allegedly spotted the two dining at Bourbon Steak and grabbing drinks at Nashville hotspot L.A. Jackson.

Last month, Cutler opened up about his struggles with dating following his split from Cavallari. According to the former NFL quarterback, he's finding it hard to connect with people because his priorities have changed after becoming a dad.

"It’s hard as hell really. Meeting people is hard. I think finding out what people really want from you; I think that’s probably an issue," he said on his podcast "Uncut With Jay Cutler." "I’m at a different phase of my life now with kids. Priorities have changed. It isn't just a purely selfish play by my part."

Cutler and Cavallari share two sons, Camden, 9 and Jaxon, 7, and a daughter, Saylor, 5.

Meanwhile, Kramer said in June that she was open to dating again and finding new love following her split from Caussin.

"I’m happy. I’m still single, but I’m entertaining things," the "One Tree Hill" alum told E!'s Daily Pop. "I love love. … I will always fight for it."