Are the wedding bells ringing for Zach Bryan and his girlfriend, Samantha Leonard? Every once in a while, a picture or video hits the internet of the country star and/or his significant other and social media sleuths try to figure out an official relationship status. All we know for sure is that Leonard and Bryan are dating, and have been since just after the “Pink Skies” singer had a public and messy breakup with Barstool Sports personality Brianna Chickenfry. The big talking point is how much Samantha Leonard looks like Brianna Chickenfry, and to be honest, it’s almost impossible to not see it. But as time has passed, and Bryan and Leonard have been together for multiple months (their relationship went public around August of 2025), fans have done their best investigative work in an attempt to find out if the two are dating, or if they’ve already become engaged… or even a step further, married. Zach Bryan actually fueled those marriage rumors himself when he posted a video of he, Leonard and some friends paragliding in Europe. Fans quickly spotted a gold band on the singer’s ring finger, and interestingly enough, Bryan deleted the video shortly after it was posted. He then replaced the video with another, only this time, a bald eagle emoji was covering up his left hand: @_jourdan incredible journalism I’d say @TMZ @People Magazine #zachbryan #countrymusic #married #weddingring #italy ♬ original sound – jourdan I’m not going to say that’s suspicious… but it is a little suspicious. It’s common knowledge that a man wearing a band on his ring finger can really only mean one thing: He’s married. So there’s an outside chance that Bryan and Leonard eloped at some point, and they are keeping it on the down low. And Samantha has been sparking engagement and wedding rumors for quite some time now. In her defense, she seems to like wearing diamond-esque rings, and has done so long before she even met Zach Bryan. But a recent post by Bryan on his Instagram story has some followers thinking that she might have gotten an engagement or marriage-worthy upgrade. The photo shows Samantha Leonard sitting shotgun in a car that Zach Bryan is driving, and she’s holding a cat named Stump. If you’ve followed along with the Zach Bryan drama in the recent year or so, you know that Bryan and Brianna Chickenfry found the cat together (in a tree stump, hence the name). So that’s an added layer to the whole thing. But what fans really took notice of was the big ol’ ring that was partially covered up – either accidentally or intentionally – on Samantha’s finger. It’s tough to tell if it’s the same one that Leonard has been seen wearing in the past, but regardless, it’s a massive rock: @justapilotswife I mean what a ROCK @Zach Bryan #foryoupage #zachbryan #married #gossip #tmz ♬ Oh my god what is that – vezelite Here’s another pic of her hand from the shooting range, which also shows a diamond-esque ring on the left hand: To be clear, it’s all speculation at this point. Only when Zach and Samantha come out and say they are engaged (or even married) will we be able to share the news officially. And with how Bryan’s past relationships have gone, he may want to keep this one under wraps. That being said… if that’s true, you’d think they’d be a little more careful about showing off rings on their ring fingers online.The post Zach Bryan Sparks Marriage Rumors (Again) As Fans Spot A Big Ring On His Girlfriend Samantha’s Hand first appeared on Whiskey Riff.