The Bachelorette’s Jenn Tran and Devin Strader’s Relationship Timeline: From 1st Date to Post-Split Feud

First Impression

After Devin stepped out of the limo, Jenn said she got “Pete Davidson vibes” from him. She said he was “so sweet” following their first meeting. Later that night, they got to have their first real conversation, where Devin opened up about his family and how his dad wasn’t a big part of his life, which Jenn could relate to.

“We laugh, we have fun, but he can be serious,” she said.

Making His Mark

During week 3 of The Bachelorette, Devin scored a group date rose from Jenn after the men on the date were tasked with showing off moves they learned from male strippers. Devin told Jenn that being able to strip in public was a big deal for him because he previously had insecurities about his weight. His vulnerability won her over.

First Date

Devin and Jenn’s first one-on-one date was during week 4 of The Bachelorette. On the date, which took place in New Zealand, he told her he was “falling for” her.

The 1st ‘I Love You’

Devin told Jenn he loved her during their hometown date. He introduced her to his family and his mom encouraged him to tell Jenn how he was feeling.

Fantasy Suites

Jenn and Devin spent the night together in the fantasy suite in Hawaii. However, he began having doubts about where Jenn stood because she did not say “I love you” back to him. 

After Jenn’s overnight dates with Marcus Shoberg and Jonathon Johnson, Devin approached her in her hotel room and expressed his concerns. During the conversation, she assured him that she loved him. However, unbeknownst to Devin, she had also already said the L-word to Marcus.

Their Engagement

After Jenn sent Marcus home, Devin was the only suitor that remained during the final rose ceremony. While Devin met with Neil Lane to pick out an engagement ring, Jenn decided she wanted to take matters into her own hands and propose herself.

It was instead revealed during the After the Final Rose special that she and Devin called it quits before fans could watch the proposal go down. However, fans were still able to watch both Jenn and Devin propose to each other during the finale episode.

Their Split

Jenn revealed that she and Devin split two months after they got engaged in Hawaii. “I promised my life to somebody who I thought was going to put every effort into the relationship. I didn’t feel that. I felt like I was secondary to everything in his life,” she said through tears during the After the Final Rose special. “He wasn’t introducing me to his family anymore. Every little thing made me feel secondary to his life and I didn’t understand why.”

The exes then came face to face, where Jenn called out Devin for following Maria Georgas on social media shortly after their split.

He eventually said he took “accountability” for his “shortcomings” when it came to their relationship, though Jenn insisted he was “never fully in the relationship” and didn’t see a future with her.

‘Closure’

“It definitely was a moment I had been wanting to happen for the past month,” Jenn admitted on during a September 4, 2024, appearance on Good Morning America the morning after her split from Devin was revealed. “I just needed to get that off my chest and start a clean slate and move on with my life.”

“It’s kind of just been off-and-on and what not,” she explained. “So it was nice to kind of get the closure that I needed last night.”

“I was so happy, and I was so ready to start our life together. But I had realized that his energy had shifted, and his priorities had shifted. He wasn’t the same person on the show as he was off the show,” Jenn added. “I am very confident in knowing that’s still what I want. Unfortunately, he just wasn’t the man he talked himself up to be.”

Harsh Words

Following Jenn’s appearance on Good Morning America, the newly minted Dancing With the Stars contestant was asked by Entertainment Tonight what she would like to say to her ex. “F–k you,” she simply responded.

Back With His Ex?

Jenn revealed during the September 9, 2024, episode of the “Bachelor Happy Hour” podcast that the woman Devin was seen with weeks before the After the Final Rose special was actually his ex-girlfriend.

“There’s a video circulating around of him in New York with this girl. That was like two weeks before AFR and we were broken up at that point. However, we had been talking.”

Jenn said she and Devin were still actively communicating about meeting up and “seeing where things go.”

“Seeing if we could end things on good terms or whatever it was, I deserved a conversation in person,” she explained. “Like I wanted that conversation in person and not to have to do that on live TV. He was leading me on to believe that there was hope and there was something there the whole month, then he’s out in New York with this girl, to my knowledge, it’s one of his ex girlfriends.”

Breaking His Silence

Devin spoke out for the first time since After the Final Rose in a lengthy Instagram video shared on September 10, 2024.

“All I’m trying to do here is show that this was a two-way relationship,” the Houston, Texas, native said. “And I think we can both be held accountable. I’m in no way sitting here trying to say I was perfect throughout that relationship but I am looking to clear up a few rumors and the false narrative that is being said about me.”

The reality star said he spoke to Jenn during a 34-minute phone call prior to After the Final Rose. “I did apologize, and she was the only one who needed an apology at that moment,” he explained. “I realized I made a mistake, and I am sorry. Reflecting back, I didn’t realize that I did make a poor decision and I shouldn’t be playing with people’s feelings, especially when it’s regarding their emotions.”

Devin went on to share personal texts exchanged between him and Jenn. He later deleted his original Instagram video and replaced it with one that didn’t include the private information.

“I deeply am so sorry for showing sensitive information from the bottom of my heart. That was not my intention,” he apparently wrote in a quickly deleted Instagram Story. “My only intention is to show the relationship from my perspective. I gain nothing from that text conversation being shown. I promise you that was a mistake.”