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Heating Up? Kailyn Lowry and Leah Messer Post Flirty Pictures Amid Dating Rumors

Author

Emma Miller

Published Apr 03, 2026

Besties with benefits? Kailyn Lowry and Leah Messer continue to fuel dating rumors by posting flirty picture, after flirty picture on Instagram. The question is, though, are the Teen Mom 2 stars actually in a relationship? Scroll through the gallery below to find out more!

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Leah Messer, Kailyn Lowry

Courtesy of Kailyn Lowry/Instagram

“Costa Rica did not disappoint,” Kailyn, 27, captioned this ~romantic~ snapshot of the pair, along with a heart-eyed emoji on Thursday, May 2.

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Leah Messer, Kailyn Lowry

Courtesy of Leah Messer/Instagram

Shortly thereafter, Leah, 27, also took to social media to share a photo of the possible lovebirds. “Had to show my girl how we do it back home in Costa Rica,” the reality star wrote. 

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Leah Messer, Kailyn Lowry

Courtesy of Leah Messer/Instagram

OK … so, going off-roading isn’t exactly a Bachelor-approved date. However, calling someone “my girl” is pretty telling, no?

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Leah Messer, Kailyn Lowry

Courtesy of Kailyn Lowry/Instagram

Unsurprisingly, there’s definitely a mixed bag of fan reactions regarding Kailyn and Leah’s flirtationship. Basically, for every person who’s happy for them … there’s a handful of trolls who aren’t. 

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Leah Messer, Kailyn Lowry

Courtesy of Leah Messer/Instagram

“It seems like you fell in love on your trip! Who needs guys, anyway?!” one user commented.

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Leah Messer, Kailyn Lowry

Courtesy of Leah Messer/Instagram

“Beautiful girls in a beautiful place! Glad you’re having a blast together. Love your connection,” added another.

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Leah Messer, Kailyn Lowry

Courtesy of Leah Messer/Instagram

“Why would you even post s–t like this?”one hater wrote. “Ummm, this is disturbing,” another echoed. 

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Leah Messer, Kailyn Lowry

Courtesy of Leah Messer/Instagram

Disturbing? That’s a bit dramatic, don’t you think? Thankfully, there are some people who aren’t bothered either way. 

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Leah Messer, Kailyn Lowry

Courtesy of Kailyn Lowry/Instagram

“I really don’t care if y’all are just friends or in love,” someone wrote. “Do you, be happy and continue taking care of your babies! That’s all that matters.” 

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Leah Messer, Kailyn Lowry

Courtesy of Leah Messer/Instagram

As it stands, neither Kailyn nor Leah has commented on the rumors. That’s right, ladies and gentlemen, we haven’t even seen a single clapback from the mamas. 

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Leah Messer

Courtesy of Leah Messer/Instagram

We’re definitely curious to see whether or not the loved-up pictures will come to an end now that their tropical vacation is over.

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Kailyn Lowry Instaghram bikini Teen Mom

Courtesy of Kailyn Lowry/Instagram

To be fair, though, Leah and Kailyn have always been one of the tightest pairs in the Teen Mom franchise.

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Leah Messer

Courtesy of Leah Messer/Instagram

Considering both Leah and Kailyn have three kiddos — Kailyn is mother to Isaac, 9, Lincoln, 5, and Lux, 20 months, and Leah is mother to 9-year-olds twins, Aliannah and Aleeah, and 6-year-old Adalynn — it’s not surprising to see that they have a very special bond.

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Kailyn Lowry Instagram bikini Teen Mom

Courtesy of Kailyn Lowry/Instagram

Beyond that, both of the ladies have definitely had their fair share of guy drama over the years. Kailyn has had three messy breakups during her time on TV and Leah has gone through two divorces.

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Kailyn Lowry, Leah Messer

Courtesy of Leah Messer/Instagram

At the end of the day, it doesn’t matter if something *more* is going on between Kailyn and Leah! What matters is that they’ve always had each other’s backs.

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Leah Messer

Courtesy of Leah Messer/Instagram

Life & Style reached out to Leah and Kailyn for comment on the dating rumors but did not hear back by the time of publication.