1. Brown Eyed Girl by Van Morrison
    We were on a family road trip, I don't even remember where we were going, but this song came on the radio and my dad explained how, lyric by lyric, the song was about a butthole. I cannot listen to this song anymore because my mind immediately goes to butthole.
  2. You Raise Me Up by Josh Groban
    Was sung at my grandpa's funeral. 11 years later and I still can't listen to it.
  3. Bridge Over Troubled Water by Simon & Garfunkel
    Played under a video tribute to my high school campus minister after she died. 3.5 years later and I still can't listen to it.
  4. Get Happy/Happy Days Are Here Again by Judy Garland & Barbra Streisand
    Spending the night at my best friend, Zach's house and he used this song as our alarm. It played at the point where Judy and Barbra start to really belt it at the end and it scared me awake every time.
  5. Freak Flag from Shrek the Musical
    I saw this on tour with my mom. During intermission, we snuck up to closer seats and I quietly cried during this song because I felt it so hard. I remember thinking, "I want to perform for people like this."
  6. If You Wanna Be Happy by Jimmy Soul
    Driving home from spring break vacation in Colorado with my dad and brother. My mom was in another car. The three of us were in the front of my grandpa's old red pickup truck. I don't remember why we were driving it. But my dad honked every time the song went "Yeah yeah yeah" while we were on the highway and I couldn't stop laughing.
  7. Blackbird by The Beatles
    This was my grandmother's favorite song. At every family gathering she would insist on the whole family gathering in the living room to sing along as my dad and grandpa played guitar accompaniment. I think of her every time I hear the song.
    Suggested by @emilypeterson