Kaitlyn Bristowe and Jason Tartick’s Relationship Timeline Is Equal Parts Cute and NSFW

Photo credit: Instagram
Photo credit: Instagram

Look, Bachelor Nation doesn’t have the best track record for lasting relationships. Please see: Peter Weber and Madison Prewett breaking up after two days. But! There are plenty of couples who’ve gotten together outside the franchise and had fully successful relationships—including Kaitlyn Bristowe and Jason Tartick, who are now engaged!

Jason was a contestant on Becca Kufrin’s season of The Bachelorette, while Kaitlyn was Bachelorette. So...how did these two even end up together? Shockingly, not on Bachelor in Paradise! Becca and Jason actually met in the real world without Chris Harrison plotting their relationship behind a rose bush, and their story is extremely cute. And honestly, extremely NSFW.

November 2, 2018

Kaitlyn and her Bachelorette fiancé Shawn Booth announce their split in a joint statement to Us Weekly:

“After three incredible years, we have decided to go our separate ways. This difficult decision comes after thoughtful, respectful consideration. Even though we are parting as a couple, we’re very much committed to remaining friends. We have both evolved as people, which is taking us in different directions, but with the hope that we will continue to support each other in new ways. Due to the nature of how we met, our relationship has always been very public, and we have enjoyed sharing it with all of you, but we ask that you respect our decision and our privacy at this time.”

Early January 2019

Kaitlyn and Jason meet while recording an episode Off the Vine and there! are! vibes! Like, to the point where Jason straight-up asks her out and they go on TWO back-to-back dates. “She is a down-to-earth, beautiful woman who has a great sense of humor,” he tells Entertainment Tonight. “She seems very strong and knows what she wants and empowers women.”

And yes, they chronicle their first dates on IG:

Photo credit: Instagram
Photo credit: Instagram

January 17, 2019

After just a few weeks, Kaitlyn starts referring to Jason as her boyfriend, saying on her podcast, “It’s actually so strange to go from being engaged to thinking of someone as your boyfriend because I feel like that’s taking a step backwards\—it’s not. It’s not. If anything, it’s taking a step forward because you’re just growing and evolving as a person. So, yeah…I mean…I would be upset if he was dating anyone else and I think he would be upset if I was dating anyone else.”

January 25, 2019

Shawn Booth gets a little shady on Ben Higgins and Ashley Iaconetti’s Almost Famous podcast. Check it:

“[I’m] trying to understand things right now. I guess this goes with her new relationship too. It just kind of makes me question everything that we’ve had. So I think that’s one of the major questions that runs through my mind—just trying to understand that, which I think is tough to understand.”

Photo credit: Giphy
Photo credit: Giphy


January 30, 2019

I know we‘re still in January but JANUARY WAS A SUPER BUSY MONTH FOR THESE TWO, OKAY? Anyway, here’s Jason confirming his ’ship with Kaitlyn on The Today Show. Warning: it cute.

February 13 and 15, 2019

Jason and Kaitlyn go Insta official right in time for Valentine’s Day.

April 9, 2019

The newly minted couple record an episode of Off the Vine and tell the NSFW story of their first hookup—which happened while Kaitlyn was on her period. “I was like, ‘Yo, let’s just dry hump.’ So we did. Literally, I had pants on,” she says, adding, “We were fully clothed and hot and heavy...in five minutes, he picked my nose and gave me an orgasm.”

KAY!

Photo credit: Giphy
Photo credit: Giphy

June 1, 2019

Kaitlyn and Jason move in together!

And a few days later, this happens:

August 11, 2019

Jason and Kaitlyn show up to Jared and Ashley’s wedding looking CHIIIIIIIC:

October 31, 2019

Can I take a moment to mention that they absolutely nailed Halloween?

December 8, 2019

Jason and Kaitlyn get another puppy and take this incredible photo:

Need to find some cute dogs and a cute man to recreate this pic with ASAP.

May 1, 2020

Kaitlyn posts a full novel talking about how much she loves Jason while the rest of us have never felt more alone:

May 20, 2020

Kaitlyn makes it pretty clear that she and Jason are going to get engaged but tells Us Weekly she doesn’t want a quarantine proposal. “[It’s] the healthiest relationship I’ve ever been in and [an engagement] just feels like the natural next step,” she says. “I told him I don’t want to [have a] quarantine engagement. [I want] a little more romance than just at the house.”

June 16, 2020

Jason reveals that he turned down a chance to propose to Kaitlyn on Bachelor: The Greatest Seasons—Ever!, telling Entertainment Tonight, "They actually came to me asking me if I’d like to take this opportunity to propose,” adding that there wasn’t “any pressure” and producers simply wanted to “make it special.”

Turns out, Jason decided against the idea because he didn’t want to propose on a night that literally was all about her exes. “We don’t need these stories to align in the same showing,” he says. “But I told Kaitlyn after...she’s like, ‘Thank God [you didn’t agree].’”

August 26, 2020

Jason and Kaitlyn both appear on the Behind the Rose podcast and basically talk about how amazing their relationship is, LOL. “We’ve talked about the fact that people have said that or maybe it has done something to relationships,” Kaitlyn says, discussing her time on Dancing With the Stars season 29. “It’s so different for each relationship and I just feel like we’re in such a solid place and have such a good foundation.”

October 6, 2020

Kaitlyn and Jason’s relationship is still going strong as she competes on DWTS, which is great! In fact, she’s doing so well that she already has an idea of what her and Jason’s celebration plans will be. Speaking with Jason during an episode of her Off the Vine podcast, she straight-up says, “If Artem [Chigvintsev] and I win the mirror-ball [trophy], I will poke holes in your condom.”

“I feel very proud of myself and where I’m at and what I’ve accomplished, that I genuinely have always wanted to be a mom,” Kaitlyn continues. “And that is such a full-time job, that, I mean I’m 35, and I’m like, wait, are you ready? I’m going to have a little girl, I already know her name — we are going to have a little girl.”

Jason, on the other hand, is in the mood to take it a little slower. “In a perfect world, I would want you to be pregnant after we get married,” he replies. “The reason I prefer that we were married...I think that for my kids, not that it’s right or wrong—if things happen, they happen—in an ideal world, in a perfect case scenario, I think I would want my kids to be married before they have kids. The idea is that you have a fully committed partner, that you two have committed your lives and you gave each other’s vows to one another.”

December 24, 2020

Kaitlyn and Jason spend Christmas together...but not in an ideal scenario. The both of them unfortunately test positive for coronavirus and are required to quarantine together.

“Unfortunately, this is our Christmas card this year. We have Covid,” Kaitlyn shares on Instagram (via Us Weekly). “Jason and I had been trying to quarantine before seeing family. We thought we were making a responsible decision to have ONE person over, who had been tested daily for work. Negative tests 4 days in a row. The day we saw her, she became positive which we all found out the next day.”

Photo credit: Instagram
Photo credit: Instagram

“Now, like many, we will spend Christmas by ourselves. We just want to let everyone know that we thought we were being safe, but covid is bigger than us. Today, We are thinking of everyone who is spending the holidays alone, anyone who is sick or overcoming something, (as 2020 has taught us to overcome a lot), and all of the healthcare workers who have been away from family, taking care of others for months, and months now. We will be ok!! Be safe and happy holidays!!”

February 24, 2021

Kaitlyn accidentally posts a photo of her posing against a background that says “Single AF,” prompting fans to believe she and Jason have called their relationship quits. The pic in question:

After receiving tons of worried comments, Kaitlyn thankfully clears up the hoopla in a series of Instagram Story videos—according to E! News, she says:

“So I posted a picture and in the background it said ‘Single AF’ and I didn’t even notice...so people thought it was hinting toward something, but it’s not. So then I put on my Stories that if you zoom out, it also says ‘Engaged AF,’ basically to say don’t take it seriously. So now people think I’m engaged, and they think I’m single.”

May 11, 2021

Jason takes the next step in his and Kaitlyn’s relationship—he proposes! Entertainment Tonight has all the deets, and spoiler alert: Their engagement story is so freakin’ cute. (Grab a tissue just in case, mmkay?)

“Jason’s like, ‘Kaitlyn, we’re not doing a podcast.’ And I’m like, ‘You forgot to hit record, didn’t you!’” Kaitlyn tells ET. “He was like, ‘No, this is something else,’ and he got up and I saw him bring out a ring box from the drawer....I was trying to be present, but I was so overwhelmed and I was so embarrassed, because I was wearing a T-shirt that said, ‘Tequila for Breakfast.’ I was like, ‘This feels very on brand but also very inappropriate!’”

“It was everything I could have asked for,” Kaitlyn adds. “The words that came out of his mouth were insanely beautiful. We’ve never locked eyes like that in our lives. We were holding hands, so intense, and I was listening to his every word but still blacked out.”

May 23, 2021

We sadly do NOT get any official pics from the event, but Kaitlyn and Jason appear to have a party to celebrate their engagement! “We feel so celebrated. So loved. The last 2 weeks have been pure magic. Starting wedding planning this week!! WHAT SHOULD OUR WEDDING HASHTAG BE???
Ps. Thank you @wirth and @katcampbell_ for hosting this special night. You truly thought of everything,” Kaitlyn writes.

June 20, 2021

Kaitlyn and Jason have a date night at a baseball game and naturally, took a super-cute picture to document the occasion:

July 4, 2021

Oh, nothing much to see here, just Kaitlyn and Jason looking cute AF while celebrating the Fourth of July weekend ~in style~:

July 11, 2021

Jason teases his Bachelorette appearance on Twitter, and fans are *really* pumped for his arrival:

July 16, 2021

Jason says that he actually had some difficulty with figuring out the timing of his proposal to Kaitlyn since they both were so booked and busy.

“So, for so long, [we're going], 'How can we figure this out? How can we get her family?' Then, I have a plan. Then, COVID hits. Then, [it's like] what the hell are we going to do, right?” Jason says while appearing on his Click Bait with Bachelor Nation podcast. “Then the summer of 2020, if you remember, kind of COVID pulled back a little bit. So I thought we had a good plan in place and then boom, Dancing with the Stars hit and then Kaitlyn's in Canada [and it] totally shut down. So the planning process was an absolute nightmare of trying to figure out what I could do, but then it got to a point like, you can't let the uncontrollables control your entire life. So [I] just had to make something work.”

That wasn't even the hardest part—Jason also says he wanted to plan the proposal in Mexico, but had an issue with bringing the ring down. So he had to make yet ANOTHER plan—this time, his mom suggested a podcast proposal because that's how he and Kaitlyn met.

“My mom, actually, was a big part of helping me come up with the creative [aspect of the proposal]...she was like, 'You know, you guys met on the podcast.' I was like, 'Ah!' So I proposed to her on the podcast. She had no idea!” Jason adds.

July 27, 2021

And it's the moment we've been waiting for—we finally get footage of Jason's podcast proposal. Gimme a sec to grab a tissue because it's all so cute!

A wedding is clearly in this couple’s future, so stay tuned!

You Might Also Like