#25 “Laid” by James

Though this list features many songs from the 60s and 70s, make no mistake about it: My favorite decade for music was the 90s. “Laid” is one of the best from that decade. Its anything but conventional, not a standard pop tune, and yet very playful. The song even manages to be insightful about crazy relationships, and how sometimes you just can’t escape from them even when you know you should.

#24 “Five O’Clock World” by The Vogues

Yes, yes, I know – The Drew Carrey Show! That’s where I was introduced to this classic track too, and its been one of my favorite songs ever since. No matter what generation you grew up in, this song will apply to you if you have a job you hate but a pretty girl waiting for you when you get off.

#23 “Rock Me To Sleep” by Jill Sobule

Jill Sobule is criminally underrated. Best known for singing about kissing a girl long before Katy Perry, Jill was a cute, punky girl with a guitar who managed to be utterly vulnerable when she sang. This song got me through a very rough time in my life. I was too broke to buy the CD, but I would go to Boarders and listen to it on the headphones over and over again.

#22 “What I Got” by Sublime

I’m a Long Beach boy, I had to include this classic Sublime track! This is the song I like to be listening to whenever my plane is flying above Long Beach, its like the city’s theme song to me. Another underrated band from the 90s.

#21 “Waiting for Superman” by The Flaming Lips

Another song that got me through a rough spell, this is one of those songs that I wondered if the artist was speaking directly to me. Raising a daughter on my own in an apartment that should have been condemned, struggling just to put food on the table, I could totally relate to the line “its getting heavy / I thought it was already as heavy as can be.”

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