'90 Day Fiance' Darcey Silva's Dating History: Exes

She wears her heart on her sleeve! Prior to meeting her ex-fiancé, Georgi Rusev, 90 Day Fiancé star Darcey Silva was in a few serious relationships that showed her exactly what she was looking for in a long-term partner. Take a look back at the TLC personality’s dating history and find out how she found love.

Was Darcey Silva Married Before?

Before her rise to fame on reality TV, the star was married to now ex-husband Frank Bollok, the father of her two kids, daughters Aspen and Aniko Bollok.

“We just felt we grew apart and [were] searching for our soulmates,” Darcey told Heavy about why they split after eight years of marriage. “My relationship with my daughters’ father is good and respectful. I’m grateful for my daughters Aniko and Aspen and always will be. We are blessed to have them. They are my beautiful blessings and my angels! I love them with all my heart and soul and so does he.”

Who Has Darcey Dated Since?

Darcey documented her long-distance relationship with Dutch boyfriend Jesse Meester on two seasons of 90 Day Fiancé: Before the 90 Days, detailing their tumultuous moments as well as the times they were head over heels.

TLC viewers watched the couple’s messy breakup in a 2018 episode, which ultimately led her to move on with Tom Brooks, with whom she appeared on two more seasons of the spinoff. Darcey split from Tom on season 4 because they weren’t seeing eye to eye about how they envisioned a future together.

After her breakup from Tom, Darcey connected online with a masseuse from Bulgaria named Georgi. They finally got to see each other in person in Miami during Super Bowl LIV in February 2020. By October of that year, Georgi got down on one knee to ask for her hand in marriage.

How Many Times Did Georgi Propose to Darcey?

Just months before she announced their engagement, he proposed over the summer in June 2020.

“I still feel newly engaged. I haven’t been able to really celebrate it yet with everybody. I want to be able to shout it to the world,” she told People. “It was definitely a total surprise for me. Georgi and I have a very deep connection, and I feel like in that moment I was not expecting it at all.”

He did a lot of preparation before the special moment, telling the publication, “It was really hard to find the ring, make calls, make the reservation for the boat, for dinner.”

However, the couple hit a rough patch shortly after and split briefly, calling off their engagement. After reconciling and going to couples therapy, their relationship was in a better place by the summer of 2021 — which is when Georgi re-proposed during a romantic beach proposal. Darcey, of course, said yes for the second time.

Did Darcey Use a Matchmaker?

During season 4 of Darcey & Stacey, fans watched the reality star go on a few dates with the help of a matchmaker named Michelle. However, she began to wonder if the matchmaker wasn’t a good fit when she was stood up by a man named Cicero.

“This whole situation makes me want to have a sit-down talk with Michelle and tell her how I’m feeling,” Darcey said in a confessional after Cicero didn’t show up to the date, noting that she also saw a photo of him on social media with another woman. “She vetted him for me, so it’s not just an issue between me and him, it’s an issue with her too. Like, what did I get myself involved with? I didn’t go into this dating journey with a matchmaker to get stood up.”

While talking to Michelle, the matchmaker warned Darcey that she might have been representing herself in an “inappropriate” manner on her past dates with Cicero.

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Darcey admitted she felt “very disrespected” by Michelle’s comment and chose to stop working with her.

“I just feel like it’s not really working out. I’ve done a lot of the work that you’ve suggested, being open to dating older and different types that I’m not used to,” she said. “But this whole journey with matchmaking and dating has been totally disappointing. Maybe I just kinda need to do it on my own.”

Scroll through the gallery below to see the men Darcey has dated.

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Georgi Rusev

“It was a decision that I made personally for myself, for my daughters,” she told Entertainment Tonight in a story published on February 28. “And I took a stand because I felt like the relationship wasn’t moving in the right direction, from that point of being engaged, which happened in the summer, mind you, the tell-all was in wintertime. So there had been some time, and communication still wasn’t going well, there was a lot of things that just weren’t where they should have been. And I take accountability where I do, but I just felt like for me, I needed to walk away. And once it left my mind, my body followed. And I hit my limit with him.”

“If I continue to do that, it’s just going to keep happening, I feel. And I want to keep my heart open for the right person. I’ll just get back up,” she said about moving on from him for the last time. “I just like I deserve much better. He was a great guy, I just want to move on and heal, and I wish him the same.”

Cicero

Darcey was set up with Cicero by a matchmaker. While Cicero impressed the 90 Day Fiancé alum with his yellow Lamborghini and wealth, only days after their date, Darcey saw photos of Cicero with another woman.

While they were not exclusive, the final straw was when Cicero stood her up for a double date with Florian and Stacey.

The matchmaker later told Darcey that Cicero gave her feedback regarding their date.

“One of the things that he did bring up was social media and the optics of it, how it looks,” she explained. “It’s one thing to dress sexy, he doesn’t want you to egg on other men and bring them on, or get them to think in a fantasy type of way of you. That was challenging for him.”

She also added that there was “a little bit too much of alcohol consumption.”

“Interesting,” Darcey replied. “Because he was ordering them for me.”

Zach

Darcey was set up with Zach by her friend Leslie after her romance with Cicero fizzled out.

“He’s very attractive. He’s got a nice body. He’s more my style. More my type. More my vibe,” Darcey admitted after seeing his photo. “Zach definitely has the ‘Mmm’ factor.”

Though Darcey appears to have the hots for Zach, a teaser clip for the March 27 episode of Darcey & Stacey shows her new love interest dropping a serious bomb on her while out on a date.

“I’ll throw a curveball at you and hopefully it isn’t a deal breaker but … I practice celibacy,” Zach told Darcey before explaining he does “spurts” of being celibate for months at a time.

“I am shocked that this hot ass guy is celibate!” Darcey said in a confessional. “I don’t know why you would waste time in not having sex.”

Zach went on to explain the reason why he practices celibacy, claiming that “men feel invisible” when they “keep it in.” He later noted that he finds “so much joy in stimulating a woman mentally” because “anyone can do” a “physical thing.”

He continued, “Once I explore her mind and get a sense of how she’s feeling, for me, that’s better than sex.”