Tell me I was dreaming by Travis Tritt gets me every time. Also me, buying tickets to his concert in October to hear him sing it.
2025-08-01 22:06:26
6
Mrbobbybones :
Dang typo on that first Colin raye
2025-08-01 22:02:16
4
JustCindy07 :
@Mrbobbybones 1989…I know it’s not 90s, but close enough right? Kathy Mattea’s “Where’ve You Been”? Wrecks me every time I hear it.
2025-08-01 22:47:09
4
Mike Saenz :
Motion to add Standing Outside the Fire
2025-08-01 23:05:22
4
Misty Dantico :
Bad Good Bye Clint Black & Wynonna
2025-08-02 03:28:25
4
Raven Hertlein :
We played Love, me at my Mema’s funeral.
2025-08-02 01:59:54
3
jessyfuchs4 :
I cry every time I hear Tell Me I Was Dreaming.
2025-08-02 04:04:00
3
Mighty Buttercup 🇺🇸 :
Daddy Never Was the Cadillac Kind by Confederate Railroad
2025-08-02 23:21:29
2
AiktheGreyt :
Colin Raye is so u serrated. His song “I Think About You” is gold.
2025-08-02 07:21:16
2
💙CRC_84💙 :
Maybe not lovey emotional but Strawberry Wine feels so emotional to me!
2025-08-01 22:04:42
1
Anna Adriano :
Holes in the Floor of Heaven and Butterfly Kisses are both good
2025-08-04 00:33:33
1
Jedigoof :
The 90s country just hits different. There’s dozens more songs that could be put on this list. I think they hit that unique situation of the way the industry was run to be able to have more freedom in production of their music.
2025-08-03 22:00:39
1
Carla :
👍🏽
2025-08-02 16:45:07
1
Momokatara420 :
Mine is Merle Haggard songs. all were so good every decade! ❤️
2025-08-02 14:25:04
1
Rachelle Parks493 :
that TT song came out the summer my close friend passed in a car wreck. This song hit so hard!! This song was Everything I was thinking at the time. Sometimes still do.
2025-08-02 05:13:01
1
Dominic Duran :
Every single one is on my emo playlist lol
2025-08-02 04:15:25
1
Bridgette Dixon Harp :
How about Sam Stone by John Prine? If that isn’t heartbreaking I don’t know what is
2025-08-02 00:43:25
1
asavancooper :
Take a time out on this one
2025-08-01 23:43:07
1
NearsightedMelon :
How about I Can Still Make Cheyenne?
2025-08-01 23:34:54
1
@iboguski17 :
Get Frank Foster on the show.
2025-08-01 22:22:13
1
Elizabeth Lamb86 :
I saw Vince sing go rest high on that mountain when it first came out and almost everyone had tears on their faces including me in the Hampton coliseum.
2025-08-02 06:07:43
1
Steve Martin :
you and Eddie get out to NorCal and let’s get in some golf !🏌️♂️
2025-08-01 22:10:14
1
djlalala :
My friend chose The Dance for her funeral. Gone at 34 years old from breast cancer 💔
2025-08-04 16:03:05
0
robpichardo :
I Miss My Mary by Hal Ketchum
2025-08-06 11:59:15
0
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