Most90 Day Fiancécouples don’t end up staying together after dating or getting married on the show and some of these single stars haveshockingly dated or sparked romance rumors with their franchise cast members. The90 Day Fiancéfranchisehas several spin-offs in its universe with new faces being added to the shows every year. More stories and more drama are expected fromthese90 Day Fiancécast members, and it is indeed a treat for fans when two of the most unexpected90 Day Fiancéstars start dating each other.
Speculations of a young90 Day Fiancéduo dating each otherhave been keeping fans on their toes lately. Their hinting at them dating each other has surprised everyone. However, it’s not the first time that two of theunlikeliest90 Day Fiancéstars have developed feelings for each otherdespite having started their reality TV careers with different partners altogether.
8Jesse Meester & Jeniffer Tarazona
Jesse & Jeniffer Made A Great Match!
Jesse and Jeniffer made their franchise debuts with Darcey Silva and Tim Malcolm respectively, in different seasons of the same spinoff,90 Day Fiancé: Before the 90 Days. None of the relationships worked out and Jeniffer found herself sliding into Jesse’s DMs. While Jesse took a while to reply to her,the two were inseparable after meeting in 2021and making their relationship official in June of that year. Jesse and Jeniffer’s first meeting was documented inThe Single Lifeseason 2. Jesse and Jeniffer seemed to not want to associate with the show again.
Several long negotiations later, Jesse and Jeniffer’sThe Single Lifeseason had premiered. They were together until they filmed the Tell All, but by September 2022, Jesse had hinted at a split with an emotional TikTok. Jeniffer soon shared a statement withInTouch, claiming she and Jessehad decided to “temporarily distance” themselvesfrom each other. However, while Jeniffer has seemingly moved on with a new cast member, Jesse is currently together with Marian Quesada, the mother of his child Zeus.
7Jeniffer Tarazona & Rob Warne
Is Rob Still Together With Jeniffer?
Jeniffer will supposedly make a comeback to the90 Day Fiancéfranchise after having dated Tim and Jesse. According toShabooty, Jeniffer was going to star in a new spin-off on the lines of the90 Day Houseconcept along with Rob, Tiffany Franco, Colt Johnson, Chantel Everett, Usman Umar, Tim, and Cortney Reardanz. The show was also going to feature men and women who were from outside the franchise but wouldjoin the90 Day Fiancéstars in a house in Mexico.
Shabooty claimed that Jesse and Jeniffer hooked up while filming. A seemingly secretivepool session where Rob and Jeniffer allegedly have a steamy time, away from the cameras. The blogger suggested that Jeniffer and Rob were still together. However, he also mentioned that Jeniffer and Chantel were also involved with each other during the show and even shared a kiss, but Chantel had been dating a woman rapper for some time.
6Josh Weinstein & Mystery Cast Member Girlfriend
Who Is The Secret Blonde Woman In Josh’s Life?
Like the cast members mentioned above, Josh had a disastrous relationship for the first time during his franchise debut in90 Day: The Single Lifeseason 2. Josh didn’t show an ounce of commitment towards Natalie, who, in turn,wanted a man to have a baby withafter she dumped Mike Youngquist. Josh and Natalie broke up multiple times until finally deciding to part ways on90 Day: The Last Resortseason 2. Natalie is currently dating a man she addresses as “JS” on her Instagram Stories.
Josh recently interviewed with Sarah Fraser on her podcast where he confirmed he and Natalie were no longer together. After revealing how Natalie’s dependence on him for monetary reasons strung the relationship along. However, Natalie was not going to be Josh’s problem anymore since he cut the string. Josh claimedhe was dating someone from within the franchiseduring the episode. Meanwhile, he has recently been spotted at the airport with a mystery blonde woman.
5Amira Lollysa & David Murphey
Were Amira & David Just Friends Or Something More?
David from90 Day Fiancé: Before the 90 Daysseason 4 passed away in December 2024 at the age of 66. David had only featured in one major show but had an impactful catfishing storyline involving his Ukrainian girlfriend Lana, which made him famous. Since his split from Lana, David claimed to have had other Ukrainian girlfriends he was going to fly to the country to meet. However,Davidstartedhanging out with Amira from90 Day Fiancéseason 8 in January 2022and never really revealed their connection.
Since then, both David and Amira posted several times about them hanging out. At one point, David even took Amira RV shopping. She posted Stories of her luggage which suggested she was moving in with David. However, by March 2022, David said he was talking to six women at once.David claimed he and Amira were just hanging outand accused fans of jumping to conclusions.
4Veronica Rodriguez & Jamal Menzies
Veronica & Jamal Were So Incompatble!
Veronica was best known to fans as Tim’s ex-turned-best friend following herBefore the 90 Daysseason 3 debut. Overtime, Veronica featured in countlessPillow Talkepisodes with Tim. Veronica showed interest in Jamal after watching him onBefore the 90 Daysseason 5’s Tell All, in which he was defending his mother, Kim Menzies. Veronica told Tim onPillow Talkthatshe could “work with all of that.” Veronica and Jamal met after she reached out to him for recommendations for her trip to his hometown of San Diego.
“I didn’t expect it to go anywhere, but we just really, really hit it off.”
Veronica and Jamal’s relationship suffered due to their large age gap. She was 10 years older than him and wanted to settle down whileJamal wanted to have a no-strings-attached relationship. They were also divided by distance when Jamal lived in San Diego and Veronica was in North Carolina. While they eventually became exclusive, the relationship ended quickly due to a lack of communication and commitment from Jamal’s end.
3Asuelu Pulaa & Winter Everett
Could Asuelu & Winter Have Become The Next Big Thing On 90 Day Fiancé?
Asuelu and Kalani had split up long before they filmed90 Day: The Last Resortseason 1. Asuelu and Kalani no longer followed each other, and he declared he was single. It was how Asuelu had managed to get a white tongue from Thrush during his trip to Samoa, eventually getting caught by Kalani,who asked for a hall pass and met her current boyfriend. Kalani asked Asuelu for a divorce on the spin-off and they both went their separate ways. The show was filmed in January 2023, but in April 2023, Asuelu sparked romance rumors with Asuelu.
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Asuelu was out partying with Jovi Dufren, Yara Zaya, Chantel Everett, and Winter at a club in Atlanta. Chantel posted videos from the night on her Instagram and Reddit useru/RemarkableMarket436took a screenshot of a moment in the background where Asuelu seemed to havepulled Winter close for a kiss. However, both Asuelu and Winter denied dating each other after the incident. They seemed eager to not want to be associated with each other and bury the situation under the rug as quickly as possible.
2Colt Johnson & Cortney Reardanz
90 Day House Will Make For An Entertaining Watch
As previously mentioned, Colt and Cortney were also a part of the90 Day Housecast lineup from the show that was filmed in October 2024 in Mexico. Colt and his second wife, Vanessa Guerra, separated early that year after his recovery from his broken leg while filmingThe Last Resortseason 1. However, Colt seemingly met with another accident and re-injured thesame leg for which he had undergone multiple surgeries.According toShabooty, Colt discontinued filming and left Mexico but had nowhere to go. Colt stayed with Cortney at her Orlando home.
Shabooty couldn’t confirm whether Colt and Cortney are a “real” romantic couple, but Colt had supposedly“cut off his previous girlfriends for Cortney.” The blogger also reported that Cortney was trying to flirt with Usman before they joined the show to get a bond established when they filmed it. However,Cortney thought that Colt was a bigger nameand decided to strike a romance with him instead. The blogger claimed that Cortney later ended up kicking Colt out of her home following rumors of him cheating.
1Sophie Sierra & Pedro Jimeno
Sophie & Pedro Haven’t Confirmed They’re Dating Yet
Sophie is currently starring inThe Last Resortseason 2 with Rob while the couple make one last attempt to fix their marriage after almost a year of being separated. It appears Rob and Sophie’s relationship hasn’t worked out since he went on to date Jeniffer and Sophie was seemingly single until recently, as per her Instagram.In February 2024, Sophie visited Atlantaand went on fancy dates for Valentine’s Day, hinting at the presence of someone special in her life. However, in March 2025, the mystery man came to visit Sophie in Austin.
While Sophie and Pedro never posted about each other, their Stories on that day were the same, suggesting Chantel’s ex-husband was the new man in Sophie’s life.They went on a road trip and attended a music festivalwhile ending the night at a restaurant, all while trying not to feature in each other’s stories but while keeping90 Day Fiancéfans intrigued and asking for more.
