There have been many age gap relationships across the90 Day Fiancéfranchise, but there are eight that stand out as being overly dramatic and disastrous.90 Day Fiancépremiered in 2014, and over the more than 10 years it’s been gracing the reality TV world, some memorable couples have come through. There are four core90DFshows: the OG one, Happily Ever After?,Before the 90 Days, andThe Other Way. Then, there are spinoffs from those, like90 Day Diaries,90 Day: The Single Life, and90 Day: The Last Resort.
These shows are comprised of franchise cast members in new chapters of their lives. Currently, there is a brand-new spinoff in the network.90 Day: Hunt For Lovefollows former cast members who are now single, as they enjoy a Tulum, Mexico, resort while trying to date each other and strangers, all while getting help with their dating skills. Exes Tim Malcolm and Jeniffer Tarazona,who had a 13-year age gap relationship, have been taking center stage as their tension is palpable and Jeniffer tries to sabotage Tim’s experience.
While Tim and Jeniffer’s relationship was notably problematic, there are other franchise cast members whose age gap relationships are even more toxic. The messy nature of the age gap connections on this list have been shocking, distasteful, and downright weird at times. There are some couples like 65-year-oldJenny Slaten and 35-year-old Sumit Singhwho’ve proven age disparities can work, but the ones that don’t work are more glaring.
8Gino Palazzolo & Jasmine Pineda
Gino Palazzolo and Jasmine Pineda are the couple on this list who are surrounded by the most controversy. Gino, now 56, met Jasmine, now 38, on a sugar baby website originally, although they lied about that on the show. Despite being confronted byJasmine’s jealous, rage-driven personalitywhen they met in person after the COVID-19 pandemic, Gino proposed, and Jasmine came to America on the K-1 visa in winter 2023. As expected, more chaos ensued between the married couple, and it led them to seek help on90 Day: The Last Resortseason 2.
At the couples therapy resort, Jasmine said she and Gino had not been intimate for nine months, and that she wanted an open marriage. To avoid conflict, Gino agreed. However,Jasmine became pregnant with her partner in the open marriage, Matt Branis, and she has since given birth to their daughter. The other layer of their relationship involves Jasmine’s financial dependence on Gino, who Jasmine thinks tries to control her with money. Despite being closer to senior status, Gino has underscored his bad decision-making, and younger Jasmine is taking advantage.
7Mark Bessett & Mina Mack
Mark’s Family Doesn’t Trust Mina
59-year-old Pilot Mark Besette met 34-year-old Mina Mack allegedly at a restaurant in Paris, although there are rumors suggesting that Mina was a stripper, and they met in the club she worked at. In any case, Mina already had a child from another partner, and she and Mark shared a two-year-old, Maria, together. AndMina wanted more kids.Mark’s grown daughter, Jordan, felt her dad was making a mistake with Mina, and that Mina was using him for his money and lifestyle.
Mina, threatened by Jordan, called her a snake, and her attitude towards Jordan showed MIna’s true colors. It’s possible that Mina had an anchor baby with Mark to secure her future in America, otherwise it would make sense for an almost 60-year-old to be trapped with a baby. Mina showed herself to be very demanding and calculating, immature, traits that Mark likely wouldn’t find in someone his own age.90 Day Fiancéseason 11, which they appeared in, just ended, so more will be revealed during the Tell All.
6Tigerlily Taylor & Adnan Abdelfattah
They Married The Same Day They Met
Tigerlily Taylor, 41, met Adnan Abdelfattah, 22, on social media, and the pair were only talking for four months before Tigerlily flew to Adnan’s native Jordan to meet him. Throwing all caution to the wind, middle-aged double divorcee Tigerlily married Adnan the same day she arrived in Jordan. She didn’t even know that he wanted five kids or that she would need to present herself a certain way to appease Adnan and his Muslim culture.
Tigerlily made a fool out of herself as her obvious neglect of studying her husband’s culture showed.
Tigerlily felt controlled and resentful,while Adnan felt like he was in the right and the authority. Moreover, Adnan has become a90 Day Fiancévillain for how he acted during theBefore the 90 Daysseason 7 Tell All, and Tigerlily defended her young husband’s behavior. With Tigerlily and Adnan’s age gap, it’s hard to take them seriously because of how cringy they act.
5Big Ed Brown & Liz Woods
Big Ed Likes Younger Women
Before the now-60-year-old Big Ed Brown met now-32-year-old Liz Woods, he flew to the Philippines to meet his online girlfriend, Rosemarie Vega, who was only 23 to Big Ed’s 54 onBefore the 90 Daysseason 4. Big Ed has always said that he prefers younger women because he feels young at heart. However, Big Ed’s penchant for younger, vulnerable women has largely come off as concerning and gross.
Rose and Liz both felt controlled in their relationships with Big Ed, and Big Ed never seemed to mind showcasing his toxicity.
4Molly Hopkins & Luis Mendoza
Luis Left Molly
Then-41-year-old Molly Hopkins, a mother of two, met then-26-year-old Luis Mendoza while he was working at a resort Molly visited in the Dominican Republic. Luis had no interest in being a father to Molly’s teenaged daughter or younger daughter, and he even made inappropriate sexual comments to Molly’s older daughter. Molly,who was blinded by having a younger man interested in her, ignored all the red flags in Luis, and it was unsurprising when their marriage ended in disaster with Luis leaving Molly, Green Card in hand.
3Rebecca Parrott & Zied Hakimi
Rebecca Spied On Zied
Rebecca Parrot has a 22-year age gap with her Moroccan husband, Zied Hakimi. Not only did Rebecca catfish Zied, but she had also brought over another Moroccan man on the K-1 visa before Zied, which presented double red flags. However, Rebecca and Zied are still together today, but Rebecca is still not acting her age. In90 Day Diaries, Rebecca followed Zied to a bar and incorrectly accused him of cheating on her. Despite being the older one in the couple,Rebecca is more immature than Zied, andshe causes her own issues.
2Ben Rathbun & Mahogany Roca
Ben Has Passed
Ben Rathbun was 52 years old when he met 22-year-old Mahogany Roca online. Despite being a religious father of four, Ben went down to Mahogany’s native Peru to pursue her. She gave him mixed signals, but Ben was relentless in his pursuit of Mahogany. They did end up getting married, and Mahogany seems to have moved to the U.S. Sadly,Ben passed away in May 2025, leaving Mahogany a widow.
1Mike & Aziza Eloshway
Mike Is A Convicted Felon
Mike Eloshway was 31 when he met and married Aziza Eloshway, who was only 21 at the time. Aziza was from Russia, and struggled to fit in with American culture and was dependent on Mike. In the time since their appearance on90 Day Fiancéseason 1, Aziza had their one and only child, and Mike has been sent to prison. In 2024,Mike was sentenced to more than 10 yearsfor receiving, distributing, and possessing illegal videos relating to child pornography.
90 Day Fiancé: Happily Ever After?season 9 premieres Sunday, July 12, 2025, at 8 p.m. EDT on TLC.
