People.com Entertainment Music Country Hannah Brown's Boyfriend Adam Woolard Proposes to Her in Jordan Davis' New Music Video The former Bachelorette plays the country singer Jordan Davis’ love interest in the video By Naledi Ushe Naledi Ushe Digital News Writer, PEOPLE People Editorial Guidelines Published on February 19, 2021 07:59 PM Share Tweet Pin Email Photo: youtube Hannah Brown and her new boyfriend Adam Woolard took their relationship to the next level – on camera. In Jordan Davis' "Almost Maybes" music video, Brown, 26, plays the country singer's love interest in a story about the ups and downs of finding "the One." The song by Davis, 32, chronicles all the bad dates and relationships he's had to find his true love, played by the former Bachelorette. Before the country singer and Brown realized they're meant to be, the former pageant queen's real-life boyfriend Woolard pulls out a ring. Woolard proposed to Brown at the exact moment Davis croons "From the didn't work outs." Hannah Brown Wishes Boyfriend Adam Woolard a Happy Valentine's Day with Romantic Horseback Kiss "The music video for #AlmostMaybes is out now. Had so much fun getting to film this with @hannahbrown," the country singer wrote on Instagram along with a short clip. Brown and Woolard first confirmed their relationship on Valentine's Day. Woolard's music video proposal isn't the first time the former Bachelorette has been proposed to. On her season's finale, Brown got engaged to winner Jed Wyatt but later called off the engagement after learning Wyatt allegedly had a girlfriend while he was competing on the show. The former Miss Alabama and her new romance were first linked late last month after they were spotted holding hands during a walk in Los Angeles. Hannah Brown. Gregg DeGuire/WireImage Will you accept this rose? Sign up for PEOPLE's free weekly Bachelor Nation newsletter to get the latest news on The Bachelor, The Bachelorette and everything in between! Current Bachelor lead Matt James confirmed that Brown had a new boyfriend, though he didn't name Woolard at the time. "He's awesome and she's happy and she deserves to be happy," James, 29, said during an appearance on The Ben and Ashley I Almost Famous Podcast. RELATED VIDEO: Hannah Brown Opens Up About Her Body Image Issues Over the Years: 'I Had Disordered Eating' Her ex Tyler Cameron — whose proposal at the close of her season in 2019 was rejected by Brown — also weighed in on Brown's new romance with Woolard. "I haven't met him but seen pictures of him," Cameron, 28, told Entertainment Tonight. "Good looking guy, so I'm happy for her."