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90 Day: The Last Resort season 2 aired part 4 of its Tell All special, during which Josh Weinstein's new partner, Jenn, made a special appearance via video call. The host, Shaun Robinson, explained she was Elizabeth Castravet's sister and was dating the season 2 cast member.
As the host asked about the couple's relationship, Jenn explained that she and Josh had known each other for seven years and shared a bit of history. Meanwhile, Josh revealed they had been seeing each other for a few months and were having fun. As the conversation progressed, Jenn was asked for her honest thoughts about Josh's relationship with his ex, Natalie.
Jenn stated that, after watching the show, it was clear Josh wasn't into Natalie and that they were never going to have a family together. Fans online reacted to Jenn's appearance on the show and were critical of her remarks regarding Natalie and Josh's relationship. One person wrote on X:
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"I know Natalie can be a raging B but this entire segment w/Josh & Jenn seems purposefully & unnecessarily hurtful to her. I don’t think it’s very cool."
"Never been a fan of this chick. I really hope she gets to experience Josh’s brand of gaslighting. Hard. Lots. What a B**ch," a fan commented.
"Josh and Jenn definitely deserve each other. Both love the attention and hopefully we don’t get a spin-off with these two I don’t want to see them anymore," a tweet read.
Some fans of 90 Day: The Last Resort season 2 felt Josh and Jenn were together for money:
"Josh and Jen are clearly together for money!" a person wrote.
"Josh found him another D list 90 day girl so he can get on another show. She when Libby & Andre show up in Happily Ever After Josh & Jen will make their appearance," a fan commented.
"Josh and Jan are just trying to get some more TLC money. Another scam relationship. If I see them on 90 Day again, I will be seriously p**sed off," a tweet read.
Fans of 90 Day: The Last Resort season 2 further said:
"If Jen and Josh not f**king, then it’s just b.s. for clout and an attempt to give life to these tired a** tell alls," a person wrote.
"Josh is the scam artist. Coming on this show when he doesn't even consider Natalie to be his girlfriend What relationship was he trying to fix? The one with his bank manager? Natalie isn't the only bad actor, here," a fan commented.
Jenn chimes in on Natalie and Josh's former relationship during 90 Day: The Last Resort season 2 Tell All part 4
During part 4 of 90 Day: The Last Resort season 2's Tell All, Josh's new girlfriend, Jenn, made a special appearance via video call and shared her thoughts on his relationship with Natalie. While Josh's ex-girlfriend spoke kindly about Jenn and wished her all the best, Jenn's choice of words didn't sit well with fans.
When Shaun Robinson asked Jenn about Josh and Natalie's relationship, Jenn remarked that Natalie from 90 Day: The Last Resort season 2 was "crazy" to think they would start a family together. She went on to say that Josh wasn’t interested in her.
Shaun further asked Jenn if she was hesitant to enter into a genuine relationship with Josh, given how he had treated her on 90 Day: The Last Resort season 2, as some people described his behavior as "gaslighting." Jenn replied that she felt people tended to overuse that term and wondered what it even meant.
Tune in on Monday, April 28, 2025, to watch part 5 of 90 Day: The Last Resort season 2 on TLC.
