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Kristin Cavallari reveals she dated her ex Jay Cutler soon after she filed for divorce

Kristin Cavallari shared some shocking information about her personal life this week.

The Hills star shared that after she split from her husband Jay Cutler in April 2020, she worried she may have made the wrong decision and she wanted to go back to the way thing were.

So the blonde beauty started dating the former football player again but then realized it was ‘wrong,’ she told Podcast One’s Off the Vine with Kaitlyn Bristowe.

Regrets: Kristin Cavallari shared some shocking information about her personal life this week. The Hills star shared that after she split from her husband Jay Cutler in April 2020, she worried she may have made the wrong decision and she wanted to go back to the way thing were

They went on several dates. Cavallari explained that after she left Jay, she was still attracted to him. 

‘The thing with Jay and I is we’re not getting a divorce because of love lost, which made it really challenging because we were crazy about each other,’ Cavallari said.

‘I just decided I didn’t want to be in a toxic relationship anymore and I had to break it off. But, that’s made it hard and made me sit here and question it for a few months.’ 

She said memories of better days between her and Jay made her want to go back. 

‘I think when we go through a breakup, like all of the sudden our minds turn on us, and we only remember the good times,’ Cavallari said … ‘And, then reality sets in and you’re like, ‘Oh no. No. No. There’s a reason why I left.’

Going back did not work: So the blonde beauty started dating the former football player again but then realized it was 'wrong,' she told Podcast One's Off the Vine with Kaitlyn Bristowe. Seen in 2019

Going back did not work: So the blonde beauty started dating the former football player again but then realized it was ‘wrong,’ she told Podcast One’s Off the Vine with Kaitlyn Bristowe. Seen in 2019

But then after dating for a while, she felt it was not meant to be.

‘I was like, “No, this is wrong.” It just wasn’t there anymore. It’s not there for me anymore,’ said Kristin, who runs the jewelry company Uncommon James.

‘Going back and dating him a little bit made me reaffirm it like, “No, I know that I’m doing the right decision.”‘

She has been dating Chase Rice this year.

There was love: 'The thing with Jay and I is we're not getting a divorce because of love lost, which made it really challenging because we were crazy about each other,' Cavallari said; seen in 2017

There was love: ‘The thing with Jay and I is we’re not getting a divorce because of love lost, which made it really challenging because we were crazy about each other,’ Cavallari said; seen in 2017 

The reality TV fixture also said on the podcast that her relationship with Jay now is ‘a rollercoaster’ and if they did not have kids together, she ‘would never talk to him ever again.’

Kristin and Cutler share two sons Camden, eight, and Jaxon, seven, and their five-year-old daughter Saylor, five. 

Earlier this month she said she is ‘really enjoying being alone right now’ during an Instagram Q&A session. 

When asked by a fan if she would consider walking down the aisle again someday, she replied: ‘Yes. I know I will. I’m in no rush whatsoever though.’

Unsure: 'I just decided I didn't want to be in a toxic relationship anymore and I had to break it off. But, that's made it hard and made me sit here and question it for a few months'

Unsure: ‘I just decided I didn’t want to be in a toxic relationship anymore and I had to break it off. But, that’s made it hard and made me sit here and question it for a few months’ 

‘I’ve done the work I’ve needed to do for the past year and a half and I’m finally getting to a place of potentially being ready for a relationship, but not quite yet. 

She also answered other questions about her love life, including ‘how many times’ she’s been in love amid recent romance rumors with Rice. 

In response, the reality star answered three times with her high school boyfriend, when she was 19 and with Cutler. 

Cavallari noted she was dating in ‘a general sense’ but not with anyone ‘serious though.’

‘I’ve just been having fun. I haven’t wanted a boyfriend. But I’m currently not dating anyone,’ she wrote on a separate Instagram Story. 

But she was better on her own: Going back and dating him a little bit made me reaffirm it like, "No, I know that I'm doing the right decision"'

But she was better on her own: Going back and dating him a little bit made me reaffirm it like, “No, I know that I’m doing the right decision”‘

Regardless of her relationship status, the mom-of-three said she was ‘honestly’ genuinely happy and feels ‘light and free’ and back to her ‘old bubbly self.’ 

‘Of course I have hard days, sad moments,’ she admitted, before explaining she has ‘gotten to a place of wanting to experience everything: the good, the bad, the ugly.’ 

Cavallari was last romantically linked to Rice, 35, over the summer, but were keeping their relationship ‘casual,’ according to TMZ

‘They’ve been talking and hanging out pretty regularly, getting to know each other, but seem to be heading toward that territory best described as smitten with each other,’ an insider told the outlet. 

The site also said that the two met through a mutual friend in Nashville, which is home base for both Kristin and Chase. 

Co-parenting: Kristin and Cutler share two sons Camden, eight, and Jaxon, seven, and their five-year-old daughter Saylor, five; seen in 2015

Co-parenting: Kristin and Cutler share two sons Camden, eight, and Jaxon, seven, and their five-year-old daughter Saylor, five; seen in 2015

Last year, she dated comedian Jeff Dye on and off.

Meanwhile, Cutler and actress Jana Kramer called it quits after a short-lived romance, which only included a few dates before deciding to remain friends.

‘Jana is still single,’ a source told Us Weekly. ‘She and Jay went on a few dates, but things seemed to fizzle out between them. They’re not seeing each other anymore.’ 

An insider told the outlet that Cutler ‘was trying to make Kristin jealous’ with the romance with Kramer, as ‘it’s not a coincidence that Jay decided to go public with Jana right after news broke that Kristin and Chase Rice are dating.  


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