Riley Green Reveals His Most Romantic Valentine’s Day Surprise for a Former Girlfriend — but the Country Star Admits His Love Story Didn’t Have the Ending He Hoped For
Riley Green may be enjoying one of the most successful years of his career, but the country music heartthrob admits there is still something missing from his life.
At 38, the singer is celebrating his latest album, That’s Just Me, performing sold-out concerts, appearing in Taylor Sheridan’s Marshals and serving as a coach on NBC’s The Voice.
Yet despite his growing success, Green remains single.
In a candid interview with People for its 2026 Sexiest Man Alive coverage, the country star opened up about romance, his hopes of becoming a father and the surprisingly elaborate Valentine’s Day gesture he once planned for a girlfriend.
Unfortunately, his romantic efforts didn’t lead to a lasting relationship.
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Riley Green Recalls His Elaborate Valentine’s Day Surprise
Green revealed that one of his grandest romantic gestures involved transforming a scenic spot on his farm into a private Valentine’s Day retreat.
He purchased an old-fashioned white canvas military-style tent and chose a picturesque location overlooking the lake.
To create the perfect atmosphere, he arranged a campfire and hung string lights around the setting.
However, there was one problem: his girlfriend was already at the property while he was trying to prepare the surprise.
Green explained that he repeatedly invented excuses to leave her company, pretending he needed to check on the animals while secretly assembling the tent.
He remembered making several trips to the location, putting up the structure one piece at a time.
Although he believed the surprise was romantic, he admitted he wasn’t entirely sure how his girlfriend felt about it.
Reflecting on the relationship, Green laughed and acknowledged that things ultimately didn’t work out.
Why Riley Green Is Still Single at 38
Green’s romantic ambitions have become increasingly difficult to balance with his demanding career.
The singer revealed that he currently spends more than 200 days a year away from home.
His schedule has become so busy that he admitted he hadn’t seen his dog, Carl, in a month.
Green questioned how a relationship could realistically fit into a lifestyle he already struggles to manage himself.
He acknowledged that meaningful changes to his routine may be necessary before he can settle down.
Despite those challenges, he remains hopeful about having children.
Speaking affectionately about his nephew Joe, Green said that if he enjoys spending time with a future son as much as he enjoys being around his nephew, he believes fatherhood would suit him.
For now, video calls with his nephew and regular contact with his close-knit family help him cope with the pressures of touring.
His Dream Date Is Surprisingly Simple
When asked to describe his ideal romantic evening, Green avoided extravagant plans.
Instead, he imagined enjoying a steak dinner followed by a classic movie at a drive-in theater.
A longtime movie enthusiast, he also admitted to enjoying romantic comedies, thanks partly to his sisters.
Among the films he mentioned were How to Lose a Guy in 10 Days, The Wedding Planner, The Wedding Date and My Best Friend’s Wedding.
But when it comes to choosing a partner, Green believes personality matters more than appearances alone.
He explained that he finds people particularly attractive when they have interests they genuinely care about.
For him, listening to someone speak enthusiastically about their passions can be one of the most appealing qualities in a potential partner.
A Successful Career With One Personal Dream Still Unfulfilled
Green’s interview was part of People‘s Sexiest Man Alive 2026 coverage, which also featured actor Noah Wyle as the recipient of the main title.
While Green continues expanding his career across music and television, his comments reveal that marriage and fatherhood remain important personal ambitions.
His Valentine’s Day story suggests he is willing to make an effort when it comes to romance, even if his previous attempt didn’t end as he had hoped.
For now, the country star’s biggest challenge may not be finding someone special, but finding enough time away from the spotlight to build the family life he wants.
