The Saddest Country Songs of All Time – Part 2

We continue with part 2…

Sad Country Songs – Part 2

40) You Were Mine – Dixie Chicks

Dixie ChicksThe Dixie Chicks were an unstoppable force in country music during their first few albums. The fourth single from their major label debut Wide Open Spaces was the single You Were Mine. The song went  on to become the group’s third #1 in a row on the country charts. Sisters in the band Emily and Martie wrote the song together. The sisters wrote the song about their parents divorce. It’s a heartfelt ballad about a love that’s lost. It’s a song that brings about sad feelings and emotions. The vocal was added by lead singer Natalie Maines and her unique vocals made the song something special. Sometimes love just doesn’t work out and it can be tough to move on for both people. When one side moves on it’s even more difficult for the other to move on it seems. It’s a common emotion and one of the reasons the song became so important.

39) Don’t Take The Girl – Tim McGraw

Tim McGrawIt became Tim McGraw’s first #1 country hit. Don’t Take The Girl is a song about a guy deeply in love with a girl. Throughout their lives the guy begs and pleads through different situations to not have his girl taken away from him. A love that deep will always cause some tears and this song remains one of the most played hits on radio today because so many connected with it over the years since its initial release. The song is easy to sing along with and Tim McGraw put a great vocal track to the tune. Don’t Take The Girl is a love song that brings tears to your eyes and while sad there is also a little bit of happiness as those of us that have someone special can think about just how much we love them.

38) Letters From Home – John Michael Montgomery

In 2004, John Michael Montgomery had a bit of a career resurgence with the #2 song Letters From Home. The song is about a solider that is off far away and receives letters from his loved ones at home. The song was an almost an easy hit back in ’04 as US soldiers invaded Iraq, which is nearly 6,000 miles away from the US. Many were missing their soldier sons and daughters that had been coaxed into playing war games for US politicians. Letters took on meaning for soldiers during its release, but getting letters from home can be something special for anyone that lives far away from loved ones. Distance can separate people, but love knows no boundaries. The power of a letter is great and sending a letter to a loved one can still make that person cry tears of joy when they hear from you.

37) The Dance – Garth Brooks

Garth BrooksA song with simple lyrics and a simple message took the country music world by storm in 1990. The Dance was released that year and became the 2nd #1 song for Garth Brooks. The Dance would take Garth’s career to new heights and everybody knows that he rode the success to heights unseen before and possibly since. The Dance is a song about someone accepting the chancing nature of life. Knowing that life is going to throw you some tough times is something each of us can remember as we live each day like its special while making the most of every situation. The song is about nothing in particular yet it became the anthem for so many situations about life and being happy. The emotion of the song turns toward sad yet empowering tears when a listener realizes they could live their life better. It’s a powerful realization and a big reason the song became a huge hit.

36) Better As A Memory – Kenny Chesney

Kenny ChesneyReleased in 2008 Better As A Memory became a huge hit for Kenny Chesney as it reached the #1 spot on the country charts. The song is a melancholy take on a guy realizing he’s not good enough for the woman he’s with. He comes to terms with the fact that he’s better as just a memory than as her man. The song also contained the title lyrics of the album Just Who I Am. It takes a big person to come to terms with the fact that they just don’t fit the situation and to step away before getting too involved. Sure it could be seen as taking the easy way out with the it’s me, not you line, but Chesney made the sentiment real and genuine. Any breakup is sad and there are usually some sad moments. But sometimes it works out best for both people involved.

35) Anymore – Travis Tritt

The tough guy attitude and the guy who said he’d never get married again defied himself by releasing some of the most emotional and successful ballads of the early ’90s in country music. Travis Tritt released one such song in 1991 with Anymore. The song was from his sophomore album It’s All About To Change and it became a #1 hit for the singer. The song is about a guy that can’t come to terms with living without his lost love. He needs to tell her that he loves. He can’t go on living the way things are without her anymore. When a guy lays his feelings all out on the line it’s a big deal. It’s something that doesn’t happen everyday and women usually take notice when it does. It’s an emotional song full of heartache and passion and it takes on a feeling that causes many to tear up when they think of how it relates to their own lives.

34) Real Life (I Never Was The Same Again) – Jeff Carson

After five years without a big hit singer Jeff Carson came back to the charts in a big way in 2001 with the song Real Life (I Never Was The Same Again). The song is about a guy that remember three key moments that changed his life. The first is when his childhood dog dies. The second is when he makes it through his blurry, fun college years and the last is when his wife gives birth to their first baby. There are many life changing moments for everybody. Jeff Carson added some heartfelt emotion to the lyrics as he told the story of a guy that remembers a few of his life changing moments. It can be emotional to recognize the times when real life took over. It’s emotional. It’s powerful and it can bring tears of joy when you think about them.

33) She Misses Him – Tim Rushlow

Tim Rushlow was no stranger to success. As the lead singer of the group Little Texas he was with the band during their heyday in the late ’80s and early ’90s. In 2001, however, he reached solo success with the song She Misses Him. The song climbed into the country top ten that year. She Misses Him is about a man that falls ill, mostly interpreted as signs of Alzheimer’s. His loved ones take care of him, visit him and remember the man he was. It’s very sad for those affected by the outcome of a loved one that falls ill and is no longer the person they once were. The song served as a bit of therapy for many even though it was extremely sad. It’s good to hear sad songs when a song can show you you’re not the only one going through a difficult situation.

32) Where Do I Fit In The Picture – Clay Walker

Clay WalkerClay Walker‘s debut album was released in 1993 and it became an instant hit. The album yielded four big hits including 3 #1 songs. The only song not to reach the top spot was a song written by Clay himself without help from a co-writer. Where Do I Fit In The Picture is a song about a lonely guy that is coming to the realization that he and his woman are beginning to live lives that are taking them on separate paths. The narrator is finding it difficult to come to terms with the fact that he is no longer in the picture of his woman’s future and it makes for one sad country song. The tune only peaked at #11 on the charts, but remains a great piece of work on the extensive resume of Clay Walker. Clay is still going strong today releasing new music and staying on his heavy touring schedule each year. He doesn’t perform Where Do I Fit In The Picture much anymore, but it remains a favorite of his die hard fans.

31) Cold, Cold Heart – Hank Williams

The biggest legend in country music released Cold, Cold Heart in 1951. The song would go on to reach the top spot on the country charts that year. Today the song remains one of Hank’s most well-known songs as well as being one of the saddest country songs of all time. The song is about a frustrating lover that falls for a woman, but she can’t give herself to him because she’s been scorned by another in the past. She can’t get over the way she was wronged and it’s frustrating to the narrator of the song. Neither is able to overcome her cold, cold heart. It was a unique song at the time and remains unique even today as not many have been able to write songs quite like Hank.

Entire List

The Saddest Country Songs of All Time

The Saddest Country Songs of All Time Part 3

The Saddest Country Songs of All Time Part 4

The Saddest Country Songs of All Time Part 5

17 More Sad Country Songs

Dayne Shuda

Founder of Country Music Life. Follow on Twitter: @dayneshuda Follow on Google+: Dayne Shuda

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