It’s love month, and Valentine’s Day is quickly approaching. And while I normally blare sad country songs that make me happy through my headphones during the day, this week in particular, I like to switch it up and remind myself that there are some beautiful love songs out there. But, don’t get me wrong, a sad country song can do a lot for the soul, but it’s also important to celebrate love, especially if you have a special someone during the month of February. Country music can tell a story in ways many other genres cannot, and it’s a foundational element for all country songwriters and singers. I am sure, as you read that sentence, a few country artists come to mind who always say they are storytellers before they are singers and performers. It’s part of what makes country lyrics so compelling and resonates deeply with listeners. And no one can pen a love song quite like Chris Stapleton. Stapleton is quite the wordsmith when it comes to expressing his deep feelings for his wife, Morgane Stapleton. He often pens tender songs inspired by her and their once-in-a-lifetime kind of love. And while we all know and love the great love songs like “I Think I’m In Love With You,” “When I’m With You,” “Loving You on My Mind,” or “Millionaire,” that just scratches the surface of the long songs found in his catalog. Stapleton has many stellar love songs in his discography, and I’ve decided to go through and try to sort through the near impossible task of my top ten love songs the Kentucky native has gifted us with throughout his career. So without further ado, here are my top ten Chris Stapleton love songs. Honorary Mention: “Tennessee Whiskey” To be honest, I wrestled with including “Tennessee Whiskey” on this list for quite some time. Why, you may ask? Well, first off, it was initially recorded by David Allan Coe, and then again by George Jones, which went to #2 on the country charts. Stapleton’s success with “Tennessee Whiskey” is undeniable, he took it to new heights. The silky-smooth love song is a classic in his catalog, but since it was already kind of a well-known hit, we’re just gonna call it an honorable mention. It’s the de facto Chris Stapleton song, but personally, I think he has better ones. 10. “Loving You On My Mind” 9. “Simple Song” Some might not consider this a love song, and honestly, when I first heard “Simple Song,” I wasn’t sold. But as I’ve matured a little and found myself in a long-term relationship, “Simple Song” feels like a love song to me. Like Lauren Watkins’ “Average Joe & Plain Jane,” this tune highlights how beautiful and intimate the mundane acts of life can be. The big acts and grand gestures of love keep the spark alive, but the everyday acts of building a life together are the foundation of an everlasting love. “But I love my lifeMan, it’s somethin’ to seeIt’s the kids and the dogs, and you and me It’s the way, it’s alrightEverything goes wrongIt’s a sound of a slow, simple song” 8. “It Takes A Woman” This beautiful song is about how the right woman can make you feel even more like a man. The complex harmonies and the union of Morgane’s voice with Chris bear so much emotion. While Chris sings of how Morgane is the ultimate woman for him, it takes a man to pull down the rough and tough walls to sing with vulnerability like this. “It takes a womanA woman who sees the best part of meThrough all that I amIt takes a womanOh, it takes a womanTo be all I can, to feel like a man…” 7. “When I’m With You” 6. “Weight Of Your World” Some might not see this as a lovey-dovey song, but I think this beautifully outlines the highs and lows of being in a partnership. It highlights the hardships of bearing each other’s emotions, and while love isn’t always easy, they wake up and choose each other every day. “Give me your darkest hourGive me your deepest fearJust give me a call and I’ll be hereGive me the bars and chains that won’t set you freeGive me the weight of your worldAnd lay it on me…” 5. “I Think I’m In Love With You” 4. “Joy Of My Life”  3. “Millionaire” Off Stapleton’s 2017 record, From A Room: Volume 2, this is a classic Stapleton love song. Showing that love is worth the weight of the world when it’s with the right woman. With Morgane’s voice on the backing vocals, you can hear the passion in each of their voices as they sing about their one-of-a-kind love. “I got a woman with eyes that shineDown deep as a diamond mineShe’s my treasure so very rareShe’s made me a millionaire…” 2. “More of You” 1. “The Day I Die” I personally believe that “The Day I Die” is one of Stapleton’s most underrated love songs. Every time I fire up this track, it always brings tears to my eyes as Stapleton sings of love so profoundly that even the thought of losing it makes him never want to love again. It’s a beautiful ballad that blends a love song with heartbreak, imagining not having your person by your side. Stapleton sings the song from a heartbreak perspective, feeling like the love he lost might have been too good to be true and questioning if it was true, as the authentic feelings he carried for this person were so heavy. He declares in the lyrics that he will not be able to live happily without the one he loves. “The Day I Die,” in my humble opinion, is the most profound love song in Stapleton’s catalog. If you aren’t familiar with this one yet, do yourself a favor and turn it up to max volume. The post Ranking Chris Stapleton’s 10 Best Soul-Shaking Love Songs first appeared on Whiskey Riff.

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Over the past few years, Riley Green has been nothing short of dominant. Between the success of both “Jesus Saves” and his feature on Ella Langley’s “you look like you love me,” the seemingly never-ending dating rumors surrounding him and various artists and his popularity on social media last year, he kept that momentum and then some throughout 2025. Aside from “you look like you love me,” which netted him and Langley seven ACM and CMA Awards the past two years, his most recent single, “Worst Way,” was nothing short of a smash. Beyond breaking the internet upon the release of its steamy music video last February, Green rode the waves of the track’s buzz all the way to #1 on Billboard’s Country Airplay chart in June. Ultimately, “Worst Way” became just the 39th song in the chart’s history (and the second in 13 years) to go #1 solely written by the artist who recorded the track. Just six months later, Green would return to the top of the airplay chart once again, this time with his second collaboration with Langley, “Don’t Mind If I Do.” In turn, Green became the first artist since Taylor Swift to score back-to-back solo-written #1 hits on the chart. Last night, BMI celebrated both “Worst Way” and “Don’t Mind If I Do” becoming Green’s most recent chart-toppers at a #1 party in Nashville. In addition to receiving a gold plaque for “Change My Mind,” his current single and fastest-rising track at country radio to date, “Worst Way” was also officially certified 3X-Platinum by the Recording Industry Association of America (RIAA). At the party, Green would reflect on “Worst Way” going number one by “thanking” his co-writers before joking that he learned you make more money from royalties without additional writers. “I want to thank all of my co-writers for… oh, never mind. I figured out you make more if you write it by yourself; it’s easier that way. [You] don’t have to deal with so many people in the room.” Hilariously, the Alabama native would recall playing the track for the first time in front of frequent co-writers, Eric Dylan and Nick Walsh, describing it as “me and two dudes singing love songs,” before shouting out Dylan for the positive feedback upon hearing it. “I will say that ‘Worst Way’ was a different song for me to write, and I will never forget playing it for Eric Dylan and Nick Walsh on a bus to kinda see what they thought. And I remembered about the time it got really hot in the song, I realized it was just me and two dudes singing love songs. Eric was one of the first people who told me that song was any good, so I’m glad you did that. I’m glad I recorded it.” @billboard @Riley Green talks about writing “Worst Way” at his No. 1 party in Nashville #rileygreen #worstway #country #countrymusic ♬ original sound – billboard Later, he’d go on to thank Langley for teaming up with him once again on “Don’t Mind If I Do.” In particular, he’d reflect on just how rare it was to not only have back-to-back hits with her but also be able to perform them throughout the year on tour with her, given that she was opening up for him at the time. “I want to give a thank you to Ella Langley for being a part of  ‘Don’t Mind If I Do.’ It was such a cool thing to have two giant songs with another artist out on the road and being able to play them together every week. And it was really cool to get to watch the excitement of fans when we would get on stage and sit down on stools and play ‘Don’t Mind If I Do.’ It was such a fun moment and something that became one of my favorite parts of the tour.” @billboard @Riley Green thanks Ella Langley for being a part of “Don’t Mind If I Do” while at his No. 1 party in Nashville #rileygreen #ellalangley #country #dontmindifido ♬ original sound – billboard With Green’s current single, “Change My Mind,” currently sitting inside the Top 20 on country radio, it seems like another #1 party is on the horizon in the next few months. “Worst Way” Riley Green Tour Dates April 16th, 2026 – Southaven, MS – Landers Center#~$ April 17th, 2026 – Louisville, KY – KFC Yum! Center#~$ *ON SALE 10/3 April 18th, 2026 – Nashville, TN – Bridgestone Arena#~$ May 7th, 2026 – Charlotte, NC – PNC Music Pavilion#~• May 8th, 2026 – Alpharetta, GA – Ameris Bank Amphitheatre#~• June 18th, 2026 – Holmdel, NJ – PNC Bank Arts Center#~• June 19th, 2026 – Saratoga Springs, NY – Saratoga Performing Arts Center#~• June 20th, 2026 – Wantagh, NY – Northwell at Jones Beach Theater#~• June 25th, 2026 – Noblesville, IN – Ruoff Music Center#$* June 26th, 2026 – Burgettstown, PA – The Pavilion at Star Lake#$* July 16th, 2026 – Green Bay, WI – Resch Center#~• July 23rd, 2026 – Salt Lake City, UT – Utah First Credit Union Amphitheatre#~• August 6th, 2026 – Darien Center, NY – Darien Lake Amphitheater#/• August 7th, 2026 – Cuyahoga Falls, OH – Blossom Music Center#/• August 8th, 2026 – Bristow, VA – Jiffy Lube Live#/• August 13th, 2026 – Camden, NJ – Freedom Mortgage Pavilion#/• August 14th, 2026 – Hartford, CT – The XFINITY Theatre#/• August 15th, 2026 – Bangor, ME – Maine Savings Amphitheatre#/• August 21st, 2026 – Sioux Falls, SD – Denny Sanford#$*^ August 22nd, 2026 – Grand Forks, ND – Ralph Engelstad Arena#$*^ #Justin Moore ~Drake White $Mackenzie Carpenter •Hannah McFarland *Adam Hood /Zach John King ^Not A Live Nation ShowThe post “Me & Two Dudes Singing Love Songs”: Riley Green Jokes About Writing His Steamy #1 Hit, “Worst Way” first appeared on Whiskey Riff.

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