Very Cavallari: Jay Cutler admits he’d redo ‘nerve-wracking’ proposal to wife Kristin Cavallari


Jay Cutler admitted he would redo his ‘nerve-wracking’ proposal to Kristin Cavallari on Thursday’s episode of Very Cavallari.

The 36-year-old former pro football player made the revelation during a group trip with Kristin, 33, in Italy where she went to trace her family roots.

‘I didn’t do it well. If I could do it again, I’d do it again,’ Jay told pals Justin Anderson, Austin ‘Scoot’ Rhodes and Mark ‘Chuy’ Block while they walked together in Florence.

Proposal redo: Jay Cutler admitted he would redo his ‘nerve-wracking’ proposal to Kristin Cavallari on Thursday’s episode of Very Cavallari

‘It’s just nerve-wracking,’ added Jay who played quarterback in the NFL for 12 seasons mostly with the Chicago Bears.

Justin who was mulling a marriage proposal to his boyfriend Scoot said he would likely ‘black out’ if he ever proposed.

‘You basically do! It’s just like, ”Get this ring out of my face. I can’t hold this anymore”,’ Jay said.

He also recalled that it was ‘rough’ asking Kristin’s father Dennis Cavallari for his blessing.

Good times: Kristin had a blast in Italy with her friends after researching her family history and meeting distant relatives

Good times: Kristin had a blast in Italy with her friends after researching her family history and meeting distant relatives

‘Asking permission from Kristin’s dad, that is rough. I mean, he said yes. It’s fine, but just the buildup is like …I don’t remember that either,’ Jay confessed.

Kristin and Jay got engaged in 2011 in Cabo San Lucas and were married in 2013. They have sons Camden, seven, and Jaxon, five, and four-year-old daughter Saylor together.

Jay later delivered a sweet toast to his wife during a group dinner with friends at Ciro & Sons restaurant where they enjoyed classic Italian food.

Rough blessing: 'Asking permission from Kristin's dad, that is rough. I mean, he said yes. It's fine, but just the buildup is like ...I don't remember that either,' Jay confessed

Rough blessing: ‘Asking permission from Kristin’s dad, that is rough. I mean, he said yes. It’s fine, but just the buildup is like …I don’t remember that either,’ Jay confessed

‘I will say this. There’s an ease about traveling with Kristin that’s very comforting. And she surrounds herself with really good people. You guys all mean a lot in her life and you’ve meant a lot in my life as I’ve got to know you,’ Jay said.

He then singled out his wife.

‘To Kristin, thank you for making our relationship better and better each and every day. She doesn’t settle for anything less. So thank you!,’ Jay said as he raised his wine glass and they all toasted together.

Sweet toast: Kristin beamed during dinner as Jay offered up a sweet toast about her

Thank you: 'To Kristin, thank you for making our relationship better and better each and every day,' Jay told his wife over dinner

Sweet toast: Kristin beamed during dinner as Jay offered up a sweet toast about her

Big toast: Jay raised his glass of wine as the group toasted together

Big toast: Jay raised his glass of wine as the group toasted together

Kristin in a confessional gushed about the trip to Italy that she hoped would bring her closer to Dennis who became distant after her brother Michael Cavallari was found dead in December 2015 at age 30 following a car crash in Utah.

‘This Italy trip is really meaningful to me. You know, meeting the Cavallaris and doing all of this, tracing my roots, I just feel like this is such a moment in my life,’ Kristin said.

‘And to share that with all of my friends who are a part of my family. You know, they’re like my extended family. It’s just been such an incredible experience. So it means a lot to me that they’re here and that I can always count on them,’ she added.

Meaningful trip: 'This Italy trip is really meaningful to me. You know, meeting the Cavallaris and doing all of this, tracing my roots, I just feel like this is such a moment in my life,' Kristin said

Meaningful trip: ‘This Italy trip is really meaningful to me. You know, meeting the Cavallaris and doing all of this, tracing my roots, I just feel like this is such a moment in my life,’ Kristin said

Jay during the episode titled Read Between The Wines also stepped up during another group meal with noted butcher Dario Cecchini at his shop in the Chianti region.

Justin got drunk and flirted with their waiter Lorenzo and asked him to take his shirt off, while a perturbed Scoot suggested that his drunken boyfriend eat something.

Scoot asked Justin to take ‘one bite’, but he refused and said he wasn’t playing that game while saying his boyfriend was being ‘weird’.

Noted butcher: Kristin and her friends had another group meal with noted butcher Dario Cecchini at his shop in the Chianti region

Noted butcher: Kristin and her friends had another group meal with noted butcher Dario Cecchini at his shop in the Chianti region

Getting flirty: Justin brazenly flirted with their waiter Lorenzo

Getting flirty: Justin brazenly flirted with their waiter Lorenzo

Not happy: A perturbed Scoot suggested that his drunken boyfriend eat something, but Justin told him to 'Stop being weird'

Not happy: A perturbed Scoot suggested that his drunken boyfriend eat something, but Justin told him to ‘Stop being weird’

‘I’m over that s***,’ Scoot said as he stormed off.

Jay then excused himself from the table and went after Scoot who was crying outside with a producer.

‘Give us a minute,’ Jay asked before he consoled Scoot.

Stepped up: Jay stepped up again when Scoot stormed off

Stepped up: Jay stepped up again when Scoot stormed off

Hold up: The former pro football player asked the production crew to give them a minute

Hold up: The former pro football player asked the production crew to give them a minute

‘Everyone has a breaking point,’ he reassuredly told him.

Justin in a confessional the next day admitted that he drank too much and didn’t remember what happened.

Scoot was hoping for a romantic proposal from Justin in Italy, but instead was left reconsidering their relationship.

Reassuring words: Jay consoled crying Scoot and told him, 'Everyone has a breaking point;'

Reassuring words: Jay consoled crying Scoot and told him, ‘Everyone has a breaking point;’

Too much: Justin in a confessional the next day admitted that he drank too much and didn't remember what happened

Too much: Justin in a confessional the next day admitted that he drank too much and didn’t remember what happened

The group returned to Nashville and Jay was shown sharpening knives in the kitchen for the ‘chef of the house’ who he joked was a ‘little picky’.

Kristin then called her father Dennis to fill him in about the trip to Italy where she met their distant relatives and learned more about the Cavallari family history.

She mentioned eating ‘a lot of meat and cheese and pasta’ and how the salad was served last.

Sharpening knives: The group returned to Nashville and Jay was shown sharpening knives in the kitchen for the 'chef of the house' who he joked was a 'little picky

Reaching out: Kristin then called her father Dennis to fill him in about the trip to Italy where she met their distant relatives and learned more about the Cavallari family history

Sharpening knives: The group returned to Nashville and Jay was shown sharpening knives in the kitchen for the ‘chef of the house’ who he joked was a ‘little picky

‘When I grew up, that’s how we ate,’ Dennis told her.

He told Kristin that her late grandmother would be excited to know she went and Kristin suggested that she probably did know.

‘I’m really proud of you,’ Dennis said.

Proud father: Dennis told Kristin that he was proud of her for going on the trip to Italy

Proud father: Dennis told Kristin that he was proud of her for going on the trip to Italy

Kristin was glad the trip brought them closer together and was moved by her father’s compliment.

‘It feels really nice hearing that my dad is proud of me because that’s not something that he has told me that often over the years. So, I think that’s important to hear once in a while,’ she said.

Justin while back in Nashville tricked Kristin into going ring shopping with him as he decided to propose to Scoot.

Really nice: 'It feels really nice hearing that my dad is proud of me because that's not something that he has told me that often over the years. So, I think that's important to hear once in a while,' Kristin said

Really nice: ‘It feels really nice hearing that my dad is proud of me because that’s not something that he has told me that often over the years. So, I think that’s important to hear once in a while,’ Kristin said

The episode also showed Uncommon James employee Brittainy Taylor struggling with her decision to remove an elbow tattoo that reminded her of ex-boyfriend Jon Stone.

Very Cavallari will return next week with the season three finale of the E! show.

A preview showed Justin proposing to Scoot while Kristin and Jay watched it unfold on monitors. 

Getting married: Justin while back in Nashville tricked Kristin into going ring shopping with him as he decided to propose to Scoot

Getting married: Justin while back in Nashville tricked Kristin into going ring shopping with him as he decided to propose to Scoot

Jewelry expert: The Uncommon James jewelry company founder helped Justin pick a ring

Jewelry expert: The Uncommon James jewelry company founder helped Justin pick a ring

Tattoo removal: The episode also showed Uncommon James employee Brittainy Taylor struggling with her decision to remove an elbow tattoo that reminded her of ex-boyfriend Jon Stone

Tattoo removal: The episode also showed Uncommon James employee Brittainy Taylor struggling with her decision to remove an elbow tattoo that reminded her of ex-boyfriend Jon Stone

 

 

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