Here’s a Definitive Timeline of Peter Weber and Kelley Flanagan’s Relationship

Remember back in February 2020 when Peter Weber’s season of The Bachelor aired? I believe it was approximately 10 years ago? Yeah, well, he’s still out here having the ~most dramatic season ever~, and the damn show isn’t even on anymore. As a reminder, Peter got engaged to Hannah Ann Sluss:

Then he dramatically broke up with her:

And then he got back together with Madison Prewett:

Only to break up with her, like, two days later:

You’d think Peter would want to take a break from romance after ending two relationships back-to-back, but apparently not, because now he’s out here dating Kelley Flanagan, y’all. It all started during the “Women Tell All” special…

February 25, 2020

Kelley posts this photo, proving that she was in Los Angeles during the “Women Tell All” taping. This will become important in a moment!

A post shared by Kelley Flanagan (@kelleyflanagan)

Meanwhile, the internet realizes that every single member of Peter’s family is following Kelley on Instagram. Sus.

March 2, 2020

The “Women Tell All” airs and fans immediately notice that Kelley is missing. Which seems extremely weird considering she was in L.A. during the taping? If you were lurking on Bachelor fan accounts around this time, you probably recall people being convinced that Peter and Kelley were secretly hooking up and speculating that producers didn’t want her in the audience because it’d give away the ending.

March 10, 2020

The live “After the Final Rose” special airs on ABC, and for some reason, Kelley is in the audience. Bachelor Nation remains convinced something freakin’ weird is up.

A post shared by Kelley Flanagan (@kelleyflanagan)

March 11, 2020

Peter’s mom Barb slides into Kelley’s Instagram comments to make it CRYSTAL CLEAR who she wants her son to be with (reminder: at this time, he’s fully dating Madison). Barb straight-up calls Kelley “The Most Beautiful, Elegant, Classy, Intelligent Stylish Girl in the world!!!!”

I’m truly lol.

March 12, 2020

Reality Steve addresses rumors that Kelley and Peter are hooking up:

Meanwhile, Kelley shuts down said rumors to E! News, saying:

March 25, 2020

Photos drop of Kelley and Peter hanging out in Chicago while everyone is supposed to be social distancing (ugh, guys). He’s caught twirling her over his shoulder, and naturally, Bachelor Nation loses it (including Hannah Ann, who promptly deletes all her IG photos of Peter):

April 2, 2020

Okay, a LOT goes down on this fated day. Not only do fans figure out that Peter’s been posting TikToks from Kelley’s house based on the freakin’ rug he’s standing on:

He goes ahead and tags her in this Insta video:

A post shared by Peter Weber (@pilot_pete)

And on top of that, fellow Bachelor Nation star Clay Harbor (who chilled with Peter and Kelley in Chicago) blows up their spot during Instagram Live, straight-up saying “yes” when asked if they are dating:

A post shared by Steph Liquigan (@stephanieluvjtanddisney)

April 7, 2020

Peter gives an update on his relationship status with Kelley—FINALLY. During his time on Nick Viall’s Viall Files podcast, he says:

(Save this tidbit for later, folks.)

April 28, 2020

An Us Weekly source confirms that Peter and Kelley are dating—*sarcastic voice* surprise, surprise. According to their insider, “Peter and Kelley are fully dating, but they aren’t admitting it to people.” The source adds that Kelley “has been much more careful and has been staying in her house ever since her incident with Peter while walking on the Riverwalk in Chicago and doesn’t want to be criticized all over the internet.” Interesting!

May 3, 2020

Aaaaaaand the moment you’ve all been waiting for! Peter and Kelley finally puts us all out of our misery by making their relationship Instagram official. It’s so cute, it frickin’ hurts, man.

A post shared by Peter Weber (@pilot_pete)

May 20, 2020

Peter’s fully out here selling tea for money on Cameo, but I can’t even get mad at it because he spills why he ultimately chose to be in a relationship with Kelley. He says:

Hahahaha, I’m not crying! I’ve just got Peter and Kelley’s relationship in my eyes. :’)

June 6, 2020

And the gushing continues. Peter talks to Chris Harrison about his relationship with Kelley and it’s a total love fest.

“Post-show, honestly, I’m doing good. I’m extremely happy. It feels so good to be able to say that, and I’m just very hopeful for the future,” he says during an appearance on The Bachelor: The Greatest Seasons. “This is my girl…I am very, very happy with this one.”

And just when we thought that wasn’t already cute enough, Peter adds, “We are just really excited for the future. When this [pandemic] finally ends, we both have dreams. We’d love to live in New York City for a little bit and get that experience, so hopefully, fingers crossed that’s in our future…And just enjoy each other. It’s been great….I remember going in, and I wanted that love story more than anything, and I can honestly say it worked out in the end. So, thank you. Thank you, Bachelor Nation for standing by me and all my craziness, but it worked out.”

June 16, 2020

Peter produces a PDA-filled video montage of his and Kelley’s love story that’s so good, even the producers of The Bachelor are put to shame.


A post shared by Peter Weber (@pilot_pete)

July 14, 2020

Yep, remember that thing Peter said about moving to New York City with Kelley? Welp, it looks like they’re actually doing it!

“I’m super excited to take this next step with Kell and move to New York and to see what adventures await,” Peter says in an interview with Entertainment Tonight. They’re being super careful not to jump the gun and think about larger commitments like marriage and children though.

“We’re not on a reality show anymore, we can take our time,” Kelley adds. “We don’t need to rush anything. We want to make sure each other is in the right headspace, and there’s nothing wrong with that. We’re happy and we’re living life.”

July 20, 2020

Barb is back at it. Peter’s mom went on her own mini press tour, speaking to Life & Style about Peter and Kelley possibly getting engaged (!), saying Peter and Kelley are taking each day as it comes. “Now, basically, it’s just enjoying each other’s company and getting to know each other more,” she said. “When the day comes, I’ll let you know!” She then added that Peter and Kelley are “madly in love” and “very compatible.”

A post shared by Peter Weber (@pilot_pete)

August 19, 2020

Clearly these two are long past keeping things hidden from the public, because Peter posts a video of the exact first time he and Kelley met in a hotel lobby, which is equal parts cute and 👀.

A post shared by Peter Weber (@pilot_pete)

And that about brings us up to date! Keep your eyes peeled here for updates about Peter and Kelley’s obscene cuteness—I’m sure there are bound to be tons more in the future.

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