WARNING! THIS ARTICLE CONTAINS SPOILERS ABOUT THE BACHELORETTE SEASON 21!
Summary
The Bacheloretteseason 21 starJenn Tran’s ex-boyfriend Matthew Rossi wants to join her cast in order to win her back, and there’s a lot to know about him and his past relationship with Jenn. Jenn, a 26-year-old physician assistant student originally from Hillsdale, New Jersey, but now living in Boston, Massachusetts, is making history on the show as the first-ever Asian AmericanBachelorfranchise lead. Jenn got her start on Joey Graziadei’sBachelorseason, during which she made it to his Top 6 women before he said goodbye to her right before his hometown dates.
Now Jenn is continuing her journey to find her future husband onThe Bacheloretteseason 21. She’s been forming strong connections with several of the men, but a surprise visit from one of her ex-boyfriends has turned her world upside down.Here’s what to know about Matthew, the man who wants to try to win Jenn back.
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Who Is Matthew Rossi?
Matthew Is A Digital Creator From Boston
According toReality Steve, Jenn’s ex is Matthew Rossi.A visit to his Instagram page reveals that Matt is a digital creator from Boston. He’s 28 years old. Matthew has a beloved dachshund named Kirkland.
What Was Jenn & Matthew’s Relationship Like?
Matthew Broke Jenn’s Heart
DuringThe Bacheloretteseason 21 episode 4, Jenn emphasized that Matthew isn’t the toxic ex who she’s mentioned in the past. She also shared some information about Matthew on social media. In December 2023, before Joey’sBachelorseason aired,Jennshared a TikTok video in which she explained how her ex-boyfriend, whom she nicknamed “Weiner Boy,” indirectly helped her to get into physician assistant school. “Weiner Boy” was later revealed to be Matthew.
Jenn explained that three years before, she’d moved to Boston right out of college and started dating Matthew. She nicknamed him “Weiner Boy” because of his dachshund.Jenn admitted that she was"completely head over heels in love with him"and wanted to marry him. However, three months later, he dumped her, and she was devastated because it was the first real relationship that she had after college. Jenn confessed that she felt like she had lost everything.
Jenn needed to get away, so her friend asked her if she wanted to go to Miami, Florida, and she agreed. She had a lot of fun there, and applied to physician assistant school there. She applied to ten schools, and she only got into the one in Miami.Jenn then said that, if Matthew hadn’t dumped her, she would never have gone to Miami and applied to school there, so she felt that"everything truly happens for a reason."
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Matthew Explained Why He Broke Up With Jenn
Matthew Wasn’t Ready For A Relationship
In a February 2024 TikTok video,Matthewconfirmed that he was “Weiner Boy,“and his ex went onThe Bachelor.He told the story through Kirkland, pretending that the dog was talking. Matthew said that, when he was 24 years old, he was living in Boston with his three best friends. The COVID-19 pandemic had just ended, and he was single, so he went on the Hinge app,where he met Jenn.
Matthew admitted that he wasn’t ready for a relationship, but he and Jenn stayed friends. He then made Kirkland jokingly say that he was"using her for clout,“which was a great way to address critics who might say the same thing. Matthew ended the video by saying that Jenn should give him"another shot.”
What Is Matthew Rossi’s Instagram?
Matthew & Jenn Follow Each Other On Instagram
Matthew can be found on Instagram at@themattyrossi. He has many posts that feature his friends and family, and, of course, Kirkland. Jenn and Matt still follow each other on Instagram.
Matt shared an Instagram story about five minutes afterThe Bachelorettetrailer airedthat teased his arrival. It had a photograph of his dog looking skeptically at the camera, with the caption,“Can we change the channel?“Matt’s reaction seemed to reveal that he might be a bit embarrassed by his appearance on the show, even though his identity wasn’t revealed.
It’s going to be very interesting to see if Jenn allows Matthew to joinThe Bacheloretteseason 21.Matthew obviously realized that he’d made a big mistake when he broke up with Jenn, so he’ll surely be trying his best to win her back. Since she was once in love with him, and they’ve remained friends, it’s possible that she might want to give their relationship another chance.Jenn’sBacheloretteseason 21 journeyis about to get even more exciting.
The Bachelorette
Cast
The Bacheloretteis a spinoff show of 2002’sThe Bachelor. First premiering in 2003,The Bachelorettefollows a woman who dates several men to try to find her one true love, eliminating one man each week. Mike Fleiss’ series has endured the test of time by lasting over 200 episodes and becoming one of ABC’s most popular reality TV shows.
