Celebrity Celebrity Relationships Celebrity Engagements Matt James Says Girlfriend Rachael Kirkconnell and Tyler Cameron Have a 'Love-Hate Relationship' Tyler Cameron was the first of the three to appear on The Bachelor franchise during Hannah Brown's season of The Bachelorette By Kelly Wynne Kelly Wynne Kelly Wynne has been a TV writer at PEOPLE digital since 2021. Her work has been seen in Newsweek, where she acted as a reality TV and true-crime writer, Atwood Magazine and her mental health blog, The Chronically. People Editorial Guidelines Published on May 16, 2022 11:00AM EDT Photo: Axelle/Bauer-Griffin/FilmMagic Matt James is the man in the middle when it comes to his girlfriend Rachael Kirkconnell and his best friend Tyler Cameron. In a conversation on Watch What Happens Live with Andy Cohen, James said the two have a "love-hate relationship" — though the revelation came during a quick game that didn't allow James, 30, or Kirkconnell, 25, to expand on why the relationship runs hot and cold. James and Cameron, 29, have been friends since long before either of them appeared on The Bachelor and The Bachelorette. When Cameron rose to fame from appearing on Hannah Brown's season of the show, he pushed his roommate, James, to apply for the series. Matt James Says Everything He Went Through with Rachael Kirkconnell 'Prepared Us for Our Future' Cindy Ord/Getty Images James became one of the only recent leads to skip The Bachelorette entirely, and be invited to act as The Bachelor with no former ties to the series. It's there he met Kirkconnell, and after a whirlwind of controversy, found lasting love. Cohen also asked James when he's planning to "make it official" with Kirkconnell. She jumped in and said: "Thank you for asking." James didn't have a set answer, but said he'll pop the question to Kirkconnell "when the time's right." Rachael Kirkconnell Applauds Boyfriend Matt James for Setting 'Personal Record' During Boston Marathon Dimitrios Kambouris/Getty The former Bachelor also opened up about when he knew Kirkconnell could be the one. "When I met everybody that first night and our interaction was the most genuine," he said of his time on The Bachelor. "I was looking for that genuine connection and just realness and she exuded it. And there it is." James and Kirkconnell took some time apart after filming The Bachelor when Kirkconnell was accused of past racist actions — including taking part in an Antebellum-themed sorority party — in her past. The pair sat down with host Emmanuel Acho on the After the Final Rose episode to talk through race and the role of racism in Kirkconnell's upbringing. After some time apart, the pair reconnected and continued to pursue a relationship. James and Kirkconnell have never been engaged, even though James did offer her his final rose.