Jay Cutler Rumored to Be Dating Southern Charm’s Madison LeCroy

Jay Cutler has now been linked to Southern Charm starlet Madison LeCroy. But, is it to get back at exes Kristin Cavallari and Austen Kroll? Get details inside.

Another day, another girl that Jay Cutler has been linked to. This time, it’s Southern Charm star Madison LeCroy. This comes after their exes – yes, Kristin Cavallari and Austen Kroll – were spotted hanging out together last year. So, what’s going on with Jay and Madison? Get more details on the drama below.

Are Jay and Madison an item?

If you remember, Madison isn’t actually the first woman Jay’s made headlines with. Back in the fall, he made waves twice: first when he was linked to Tomi Lahren; next when he hung out with former Very Cavallari star Shannon Ford.

While Jay hasn’t spoken out about the gossip, Madison has. She went on Watch What Happens Live with Andy Cohen to dish about Jay, Austen, and even Kristin. When asked if she “saw their adventures” on Instagram, Madison said no, she hadn’t. The “adventures” Andy Cohen referred to is the IG Live that Austen, Kristin, and Kristin’s friend Justin Anderson were on back in December.

Kristin and Austen were goofing off, Kristin even ending up on Austen’s shoulders at one point. The duo was hanging out with Justin, and their other pal, Craig Conover. You can see the photo below.

But, when asked about Jay Cutler, Madison coyly replied with: “I’m not kissing and telling,” implying that perhaps, there is something more going on between she and Jay.

Jay has yet to be seen on Madison’s social media, and vice versa. But, do you remember that video Jay posted with Shannon Ford? Well, Charleston, South Carolina is where Madison resides – not to mention, the Southern Charm star commented “See ya’ll soon” on the post.

Any other details?

It’s worth noting that neither Kristin Cavallari or Jay Cutler follow each other on social media anymore. However, Kristin does follow Austen Kroll, and began liking his photos in October 2020. Considering the Laguna Beach alum only follows 105 people on Instagram, it’s pretty clear that she and Austen run in the same circle.

In fact, Austen has been commenting on some of Kristin’s photos, including one of her famous bikini pictures. But, even wilder? Madison commented too! She shaded Austen by writing: “Yeah, trust me if he was with her he wouldn’t be sending me songs at midnight…last night. bless.” Yikes.

It appears that Austen hasn’t exactly let Madison go, but she seems to be moving on just fine. As for anything between Austen and Kristin? Not happening. According to E!, Kristin seemed to shut down romance rumors with an IG Story that said: “I didn’t realize I wasn’t allowed to have FRIENDS that are guys.”

Can’t forget that Kristin’s been linked to comedian Jeff Dye since October. Jeff posted a very telling tweet back in December writing: “He wishes” – on the same weekend as Kristin and Austen were seen hanging out.

So, while Kristin and Austen aren’t together, there’s no official confirmation that Jay and Madison aren’t. If you want to keep an eye out for any more developments on the duo, be sure you’re following them on Instagram: @IfJayHadInstagram and @Madison.LeCroy.


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