Love Is a Gamble: Looking Back at Jennifer Pedranti and Ryan Boyajian's Relationship

The first and longest-running Real Housewives series is back for its 18th season, and the ladies are bringing the mess right along with them. The Real Housewives of Orange County's Season 18 main cast features Tamra Judge, Shannon Beador, Heather Dubrow, Emily Simpson, newbie Katie Ginella, and Jennifer Pedranti. Jennifer is now a sophomore housewife, but the goings on in her personal life are rife for entertaining longtime Real Housewives of Orange County viewers, especially in her relationship.

Jennifer was still married to Will Pedranti when she met Ryan Boyajian. Their relationship was a big topic of discussion throughout Season 17, as Tamra had a lot of opinions about Ryan specifically. The women began ruminating on the idea that Ryan had intentions to sleep with Tamra when he began going to the gym, which Ryan adamantly denied. Despite this, whispers about other aspects of his relationship with Jennifer continued. The timeline of their relationship, however, is quite interesting.

Ryan shared during an interview with the Daily Dish that he and Jennifer met at the gym, where they went from strangers to acquaintances to friends, and their romance blossomed. He said, "Jenn and I, in the first maybe six months of me being at the gym, it went from 'I don't know her' to 'Hello,' 'Good morning,' 'Goodbye,' to then we started to communicate." Jennifer has been candid about how they met, sharing that she had an emotional affair with Ryan before she and her ex-husband separated.

Tamra was quick to judge the connection between Jennifer and Ryan, especially the rumor that Ryan had set his sights on her when he went to the gym. He said of those comments, "What I responded is something to the effect of, 'She's actually much prettier in person than she is on TV, 'cause that's the first time I had ever seen her, that specific day." Tamra also said that Ryan slept with married women, to which Jennifer said that was a part of his youth and had nothing to do with their present relationship.

In April 2024, Ryan took Jennifer on a trip to the Baha Mar resort. During a walk on the beach there, he got on one knee and proposed to Jennifer, who happily accepted his proposal. According to an interview with People, Ryan proposed at a very special place: "We take all the kids there, typically the first week of summer, so it was important for me to do it in a spot that means something to us." Jennifer has five children with her ex, while Ryan has two kids from a previous relationship as well.

Shortly after their engagement, ESPN reported that Ryan was allegedly the middle man in a scandal that involved the interpreter of baseball star Shohei Ohtani. Ippei Mizuhara was accused of using Shohei's money to pay off his personal gambling debts. It was reported that the bookie told Ippei to wire the money through Ryan to settle his debts. Tamra commented on the situation, saying she didn't sign up to be on Mob Wives. Jennifer hit back at Tamra via social media, calling her disgusting for saying that.