Macy Gray will play the Key West Theater on Friday, Oct. 24.
The Key West show is part of her 25th anniversary tour celebrating the release of her debut album, On How Life Is which went triple-platinum after its 1999 release.
I was nervous to interview singer-songwriter Macy Gray, even on a Zoom call.
So I didn’t edit out the first few seconds of the interview, when I realized — thank all the stars — that I hadn’t hit the record button on Zoom.
Gray’s response was such a light touch of support. “It’s OK,” she said. I instantly believed her.
It was, and still is, OK.
Fittingly, on Oct. 24, she’ll play Key West the night before Fantasy Fest’s week-ending downtown parade to deliver her powerhouse concert of the album in its entirety. Just like her debut, Gray will have perfect timing.
The album features her anthem of love and vulnerability, “I Try,” includes other songs:
“Caligula,” according to Pitchfork’s review, “is pure sex, a shuffling, drunken groove of hand-claps and languid electronic organ. It’s not so much love at first sight—Gray had already had that—as it is a match finally met. “I could not believe it/Hey, what’s your name!” she calls on the chorus, cymbals and snares alternately crashing and retreating in a barely contained storm.
“There’s no pursuit, just the sweaty, drunken desire of real lust, a feeling echoed on the summer-of-love-dripping “Sex-o-matic Venus Freak.”






