Austen Kroll and Olivia Flowers' Relationship Timeline

Mar. 15, 2025

Photo: Stephanie Diani/Bravo/NBCU Photo Bank

Southern CharmstarAusten Krollhas introduced viewers to several new relationships over the years.

Kroll and Flowers' close bond fueled rumors of a budding romance when season 8 first premiered — and the drama quickly started to heat up as Kroll’s past girlfriends started making appearances. ThePillows and Beerpodcast host first caught Flowers' attention when heslid into her DMs, though she was aware of Kroll’s previous drama withSouthern Charm’sMadison LecroyandSummer House’sLindsay HubbardandCiara Miller.

“I think he’s very misrepresented,“Flowers toldEntertainment Tonightof Kroll’s reputation with the audience. “He’s very sensitive, and I think a lot of the times, he really does just speak his mind and say things how they are. And I think they can be misunderstood sometimes.”

In the beginning of season 8, Kroll appeared to be hung up on Lecroy, which Flowers admitted toETwas a red flag. And while Flowers said she had the intention of “at least being cordial” with Kroll’s former girlfriend, the two ended up getting into a verbal altercation while filming, with Flowers storming off and flipping the bird at Lecroy.

By the season 8 reunion, Kroll and Flowers decided to simply remain friends.

From meeting as costars onSouthern Charmto navigating the drama of past exes, here’s everything to know about Austen Kroll and Olivia Flowers' relationship.

December 2021: Olivia Flowers supports Austen Kroll’s beer release

Shep Rose Instagram

In December 2021, Kroll, the founder of Kings Calling Brewing Company, released two new flavors of Trop Hop, and Flowers attended the launch to support his new business endeavor.

Shep Roseposted a groupphotoof Kroll and Flowers arm-in-arm along with him and former girlfriendTaylor Ann Greenfrom the event.

February 16, 2022: Austen Kroll and Olivia Flowers hang out with castmate Kathryn Dennis

Kathryn Dennis Instagram

On Feb. 16, 2022,Kathryn Dennisposted aselfiewith Kroll and Flowers on Instagram with the caption, “Back in a charleston Hi.”

May 2022: Austen Kroll and Olivia Flowers take a trip to California with Shep Rose and Taylor Ann Green

Taylor Ann Green Instagram

The couple joined Rose and Green on a trip to California in May 2022. Rose posted a fewsnapsfrom the vacation on Instagram, including several photos of Flowers and Kroll enjoying glasses of wine at a vineyard.

May 16, 2022: Olivia Flowers joins Austen Kroll on season 8 ofSouthern Charm

The Season 8 cast of Southern Charm.Stephanie Diani/Bravo/NBCU Photo Bank

On May 16, 2022, Flowers announced she was an official new cast member ofSouthern Charmand shared thecast photofor season 8 on Instagram.

She captioned the photo, “Charmed I’m sure 💫.”

June 23, 2022: Austen Kroll and Olivia Flowers go on a first date onSouthern Charm

“We shouldn’t be going on our first date and be talking about homegirl,” she told the cameras.

June 25, 2022: Madison Lecroy throws a dig at Olivia Flowers on Instagram

On June 25, 2022, Lecroyposted on Instagramand seemingly shaded Flowers after she called Lecroy a “homegirl” during the first episode of season 8.

Lecroy captioned the solo shot, “I’d rather be a homegirl than a homely girl 😎.”

In an interview withET, Flowers revealed she did not respond to the dig, and that “[Lecroy] kept going with it too, I went from homely to homeless to trust fund trash, which I thought was impressive because who goes from homeless to trust fund trash in a day but no I didn’t, I just let her have her time and relevance.”

July 21, 2022: Austen Kroll and Olivia Flowers define their relationship onSouthern Charm

After hanging out with each other at large gatherings and on double dates, Kroll and Flowers had a conversation about their relationship status during an episode ofSouthern Charmthat aired on July 21. After the pair decided that they were not exclusive, Kroll told Flowers that she should continue to go on dates with other people.

August 4, 2022: Olivia Flowers talks about Austen Kroll onWatch What Happens Live

Charles Sykes/Bravo

On Aug. 4, 2022,Flowers appearedon aWatch What Happens Liveepisode alongside her castmate Dennis. During a round of “Can You Defend Him?” Cohen brought up the comparison of Kroll to a Honda Civic.

She snapped back, “Austen is the Range Rover. He’s no Honda.”

When Cohen asked if she thought Kroll had the right to be upset that Lecroy didn’t tell him she was engaged,Flowers responded, “If she was completely out of his life and wasn’t always trying to control him and come back in and sending him late night text messages, then of course I would think that is silly, but she is always trying to make her presence known in his life so I am sure that had something to do with it.”

Cohen questioned, “She sends him late-night text messages?”

“Yeah, like the other night she sent him one and it was like ‘I don’t want to fight anymore’ and … alright you’re the only one on your shade tour. She had some lovely things to say about me on that tour,” Flowers explained.

August 2022: Olivia Flowers says she and Austen Kroll share the"same sense of humor”

That same month, Flowers chatted withETabout her experience on the Bravo show and got candid about her romance with Kroll.

When asked if she could define their relationship, she said, “You will have to tune in and watch the rest of the season to find out, but we are in a very good place.”

The next burning question asked was whether she saw a future with Kroll, to which Flowers responded, “I wouldn’t … be involved with him how I have been if I couldn’t.”

She then shared that Kroll makes “her laugh constantly,” and that they both have the “same sense of humor.”

August 11, 2022: Olivia Flowers brings a date to theSouthern Charmdog wedding

Patricia Altschul’s dog Peaches and Rose’s dog Little Craig tied the knot in November 2021 with a lavish pup wedding ceremony. In an episode ofSouthern Charmthat aired on Aug. 11, viewers watched as several cast members attended the dog nuptials along with their significant others, including Conover and his girlfriend,Paige Desorbo. Flowers also came to the event with a plus one — her blind date Zach.

Kroll reacted with surprise, asking Green, “Who is that? Who is it?” After she replied, “It’s Olivia’s date,” Kroll noted, “He’s a handsome man.”

Kroll then spent the afterparty hanging out with his former fling, Miller.

August 25, 2022: Austen Kroll and Olivia Flowers join the cast ofSouthern Charmon a trip to the Auldbrass Plantation

The cast ofSouthern Charmtook a trip to the Auldbrass Plantation to film season 8, which later aired on Aug. 25, 2022.

Kroll shared that he was really “bummed” since the wedding and that it is his fault for saying they should “take things slow” and “you did exactly what I told you to do.”

He continued, saying he did not want to see her with anyone else, to which she responded, “Really?” and questioned him about what he did after the wedding.

Kroll told Flowers that he went off with other friends, specifically Miller, but Flowers quickly jumped in and said, “Did you think I didn’t know about you and Ciara hanging out?”

Stammering, Kroll told her, “It was a great time to reconnect.” In response, she called him out for being “full of s—.”

Despite spending time with Miller, Kroll told Flowers that he had been thinking about her a lot, saying, “I do not want to date other people, I want to date you.”

Flowers revealed the feelings were mutual and that going forward, they should just communicate with each other.

September 1, 2022: Olivia Flowers celebrates Friendsgiving at Austen Kroll’s aunt’s houseonSouthern Charm

On Nov. 24, 2021, theSouthern Charmcast gathered around the table to celebrate Thanksgiving. Viewers saw the event during an episode that aired on Sept. 1, 2022, when Kroll hosted a Friendsgiving with the castmates at his aunt’s house.

Rose shared a photo of the group enjoying the holiday season with full bellies and sunset views. Hewrote, “Embrace sunsets. Don’t fight the feeling. Good friends, great casseroles. #friendsgiving.”

September 22, 2022: Austen Kroll and Olivia Flowers pack on the PDA during a cast trip at the King and Prince Resort

Olivia Flowers Instagram

TheSouthern Charmcast escaped Charleston for a trip to the King and Prince Resort in St. Simons Island, Georgia, on Dec. 4, 2021, which later aired on Sept. 22, 2022.

During the episode, Flowers and Kroll were seen packing on the PDA and implied that they’re more than friends. After they left the restaurant and returned to their vacation home, Flowers sat between Conover and Kroll, and cameras caught Flowers pulling Kroll in for a smooch on his cheek. Later on that evening, Kroll lifted Flowers into his arms and twirled her around the room as they both shared a kiss in front of the group. The next day, they spent the day with the crew shrimping, where they were seen cuddling and engaging in friendly beer competitions.

October 6, 2022: Austen Kroll and Olivia Flowers are “not” in a relationship

Flowers confirmed that the pair are “not in a relationship,” before Kroll added: “We both talked and were like, ‘I don’t want to ever lose you in the capacity that we’ve seen our friends…’ or in the way that me and Madison, we don’t speak.”

However, the reality stars did confirm that their relationship turned romantic for a time after filming ended. But the timing was never right to make things official.

“When you came to me and you wanted to be 100 percent,” Flowers directed at Kroll, “I was in the place where I was just mentally f—– because things with you were so complicated. I told you, ‘I don’t see it with us right now,’ [but] I guess I imagined that we would get there. You were just like, ‘OK, yeah, we’ll be friends.'”

September 25, 2024: Olivia Flowers gets engaged

Alex Williams and Olivia Flowers.John Rosania

John Rosania

Flowers and Alex Williams met at a wedding in 2023. After a year of dating, Williamspopped the question in New York Cityand Flowers said, “Yes!” The proposal took place at the JW Marriott Essex House.

“Alex said, ‘Olivia Barbara Ellen Flowers. You’re the girl of my dreams. Became the love of my life. And I’d like to ask will you marry me?’ " she recalled to PEOPLE.

source: people.com