Unfortunately for Natalie, Josh wasn’t interested in being her boyfriend or giving her a baby. What he did offer was financial security, which may explain why she kept returning to him after each breakup. After three years, they finally split on The Last Resort. However, at the Tell All, Josh revealed Natalie tried to lure him back by sending suggestive photos. Although they did sleep together, both agreed it was time to move on. Still, Natalie’s message to Josh’s new girlfriend, Jen, came off more like a veiled insult than a genuine compliment.
Natalie Called Josh’s Girlfriend Jen, “Beautiful”
Natalie’s Body Language Said It All
Josh revealed his new girlfriend during the Tell All, confirming fan theories that he was dating Elizabeth Potthast’s sister, Jen. Once it was clear that Josh and Natalie were over after The Last Resort, Josh shared that he was “dating.” However, he didn’t call Jen his girlfriend, instead saying he “liked somebody a lot” and that they had been “hanging out a lot.” The woman he was seeing was invited to the Tell All to show how their relationship was progressing. Jen joined the reunion via video call, which made Natalie visibly uncomfortable.

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Stacey Silva was seen trying to calm Natalie down as she squirmed in her seat and let out small puffs of breath, showing signs of anxiety and stress. When Jen revealed she had a “little bit of history” with Josh and that they’d known each other for seven years, Natalie appeared eager to share her opinion. When Shawn Robinson finally asked for her thoughts on the new couple, Natalie responded, “I’m happy for him. She’s beautiful. Hopefully, it will work out.” She smiled as she wished Jen “much more” luck than what she had with Josh.
Could Natalie Be Trying To Cause Trouble?
Natalie Seemed To Be Stirring The Pot
Natalie’s friend Stacey cheered her on as she took the high road and showed a surprising level of maturity while speaking to Jen. Natalie tried to appear as if she “didn’t care.” She wished that Josh and Jen could build a “wonderful life or dating or whatever,” and asked Jen not to think about her, saying she was now a fragment of Josh’s past. That’s when Natalie’s voice broke. She admitted she didn’t want to remember her romance with Josh and told Jen, “I wish you the best.” Wiping away tears, Natalie quietly said she just wanted it to “be done.”
“And do not think about me, because I was a totally different story.”
Will Natalie Ever Find True Love?
Is Jealousy Still Holding Natalie Back?

Natalie blushed when Rob exposed her for having a new boyfriend. He shared that after he complimented her, she replied, “I have a new boyfriend. He makes me look beautiful.” Natalie couldn’t hide her smile as Rob revealed her secret, and she added that her new man “says nice things to her.” While she may have seemed hung up on Josh, it’s been over a year since 90 Day: The Last Resort ended, and Natalie does appear to be dating someone whose initials are “JS.”