Second Guessing Lyrics – Hunter Flynn
“Second Guessing” is an English-language song by Hunter Flynn, released on September 25, 2026, as part of the album ROOTS. The track features Hunter Flynn as the singer, while Hunter Flynn and Evan Wayne Ison are credited as both composers and lyricists. Their shared creative contribution gives the song a collaborative songwriting foundation, combining Hunter Flynn’s vocal performance with the composition and lyrical work of both artists. The title “Second Guessing” creates a thoughtful and introspective impression, suggesting themes of uncertainty, self-reflection, doubt, relationships, decisions, and questioning one’s choices. Hunter Flynn’s involvement across the vocals, composition, and lyrics places his artistic expression at the center of the release, while Evan Wayne Ison contributes to its musical and lyrical foundation. As part of ROOTS, the song adds to the album’s broader English-language musical identity. Overall, “Second Guessing” combines Hunter Flynn’s vocals with the composition and lyrics of Hunter Flynn and Evan Wayne Ison, creating a focused contemporary release with a reflective and memorable title.

Second Guessing Song Info
| Song Information | Details |
|---|---|
| Singer | Hunter Flynn |
| Composer | Hunter Flynn, Evan Wayne Ison |
| Lyrics | Hunter Flynn, Evan Wayne Ison |
| Album | ROOTS |
| Release | September 25, 2026 |
| Language | English |
Second Guessing Song Lyrics
Wedding gowns with lacy sleeves
An emerald cut engagement ring
Somewhere off the coast of Greece
You been planning your whole life
And I got drunk in New Orleans
Told you how I planned to leave
Some bullshit about chasing dreams
And running out of time
You faked a smile and said okay
Turned around and walked away
I was armed with words of heavy weight
I expected you to fight
Why didn’t you fight
Now I’m second guessing
Can’t seem to learn the lesson
Between what I have and what I want
I heard you were picking dresses
Don’t know what my next step is
Guess we’re both just chasing our dreams
But I always thought that yours would lead back to me
Now my life is split in two
Before and after meeting you
From cold and dark to in full bloom
Rose petals on the ground
South Collins Street, the old love shack
I can’t believe we called it that
Posted notes and barefoot wine
I was yours and you were mine
But I traded, traded it away
For a leather bed in my back seat
6 phosphorus strings
And big bright lights that spell my name
But now I’m second guessing
Can’t seem to learn the lesson
Between what I have and what I want
I heard you were picking dresses
Don’t know what my next step is
Guess we’re both just chasing our dreams
But I always thought that yours would lead
Yeah I always thought that yours would lead back to me