“90 Day: The Single Life”'s Natalie Takes a Big Step for Josh as Miss Debbie Vows to Reject Younger Men

Elsewhere, hopeless romantic Tyray transitioned from another '90 Day Fiancé' spinoff as he tried to overcome the heartache of being catfished and set out searching for his dream woman: Hillary Clinton

90 Day Fiancé doesn’t always end in love. Sometimes, it ends in a new path to self-discovery — aka, 90 Day: The Single Life.

Season 4 of the solo series premiered on Monday night, with some fan favorites (and more to come) including Natalie Mordovtseva, Chantel Everett, Miss Debbie Aguero and Tyray Mollett.

Looking for love — or just to have a good time — the series alums stepped out with a list of new goals. Here’s a few highlights from the episode to fill you in on what you missed.

Natalie's Mom Arrived In America

As war continues in Ukraine, Natalie was overjoyed her mom finally made it to America after three years of trying. The two shared a tearful reunion at the airport with Natalie, 38, saying it’s been two and a half years since they last saw each other.

“I cannot believe it’s actually happen[ed],” Natalie told cameras. “My mom is finally here. I saw her last time two and a half years ago. There was no chance for mom to [come] ever because COVID, paperwork, war. Mama is so happy, I’m so happy.”

Her mother spoke with high praise for her “little gem” daughter. “It’s a joy to arrive in the country where my child is. I’ve been fighting to come here for three years. I’m overwhelmed with emotions. I’m happy,” she said, translated to English.

But Natalie’s story is not just about her mom. The mother-daughter duo are moving to Los Angeles where Josh lives! That’s right: Natalie is still dating Josh after their tumultuous relationship was featured last season. It seems not much has changed — the love-to-argument trajectory remained as they fought over Natalie’s upcoming lodging.

After reuniting in Los Angeles, Josh had some responsibilities. “Josh, promise to help me with a place to live, job, and I just want Josh to simply follow his promise,” Natalie said. “In the past, he put his job as a priority in front of me.”

Natalie expected Josh to spend a week house-hunting with her. When he shared he only had two days before his work trip, Natalie exploded in tears and yelled — both at Josh and the production team.

Their back-and-forth behavior may not be a red flag to Josh or Natalie — but it is to her mom. “I think the relationship is quite weird and not sincere,” the mom told the cameras.

Tyray Asked Out His New Crush

Tyray is ready to look for love after he was catfished by Carmella — but this time, it’ll be in person. He told the cameras who his “dream woman” is, and the bar was set pretty high.

“Hillary Clinton,” Tyray, 33, said. “I like how strong she is. She has a nice, wholesome look to her. I like that, and she’s a Scorpio so she’s probably a freak in the sheets.”

There is one woman who caught his eye, a woman named Tiffany whom he met during his cousin’s grandma’s funeral. “Tiffany is really nice. She has a beautiful smile, she’s really funny. But I don’t know if I’ll be able to work up the nerve to ask her out. It’s something I’ve never done before. The fear of rejection just terrifies me,” he told the cameras.

Tyray did work up the courage, though. While Tiffany may not be the famed politician, his crush aligned with her own — and she said yes!

“I feel like Tyray is really shy. He doesn’t know how to come off. But I like his attitude, his demeanor, his eyes. I really liked him,” she told the cameras. “I like big guys, 'cause they’re just warm and teddy and just know how to treat a woman — and they eat real good.”

Miss Debbie Planed to Start an Alpaca Farm

Miss Debbie is flying solo after a romantic bout with 24-year-old Oussama in Morocco.

Back home in America, she’s following her dream of opening a petting zoo with llamas, as well as creative classes. “The world needs this. We need hugs, man,” she said on the episode while petting the “marshmallow” creatures.

“I’m a tad flamboyant at times. I’m extra — extra what? I don’t know. But maybe being extra can be good, too,” she told the cameras.

Miss Debbie, 67, is open to love again, but that doesn’t mean Oussama is totally out of the picture. “I want to put this relationship behind me, but he doesn’t make it easy. Oussama is basically everywhere in subtle ways — around the house and through my imagination and recollections. And also, he’s blowing up my phone since I left Morocco,” she said.

Though she hasn’t responded, Oussama won’t stop trying to contact his ex — who was his chance at a future in America.

For her next relationship, Miss Debbie plans to age up. “I certainly don’t want a 24-year-old. I’m not playing pals or perverts again. I’m thinking in ages 50s on up,” she added.

Chantal Looked for Her Next 'Husband' in Greece

Chantal is back with a new view on love — and the friends she’s bringing on the journey.

On vacation, Chantal, 32, didn’t hold back on talking about love, sex, and her ex, Pedro Jimeno. She even got frisky with a cucumber while demonstrating her sexual abilities to the people around her.

They’re calling themselves the “divorce support crew” and taking Chantal’s new single status internationally — to Greece! “I’ve seen pictures and fantasized about the beaches, the mountains, the food — and I hope my imagination comes true,” she told the cameras. Chantal is also hoping for a husband along the way.

“I’m hoping there's some Greek God of a man,” she told her friends.

When they finally settled in, Chantal’s flirting game was off to a slow start. Making conversations with the locals led to career conversations and some awkward pauses. But she returned to the group with a phone number — the goal of the night.

She ended the night with the “risky behavior I love” — riding on a motorcycle with a 20-year-old. “I feel like this is my opportunity to try something new and see where it goes,” she said.

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90 Day: The Single Life airs Monday nights at 8 p.m. ET/PT on TLC. 

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