Cool on Your Island (1988)
Cool on Your Island (single mix, 1988)
Cool on Your Island/Hey Jupiter (first performance, 1996)
Cool on Your Island (official bootleg, 2005)
Cool on Your Island (official bootleg, 2007, Tori set)
Cool on Your Island (live, 2011)
Cool on Your Island (live, 2017)
On an album of misfires, “Cool On Your Island” stands out as the song that Amos has most readily accepted and reintegrated into her canon. It is not the first song from the album that she played live—we’ll deal with that next entry as we wrap up this stretch so that we can actually get into the good stuff. But it is the one she has ultimately played the most—seventy-two times over the course of her tours, more than “Girl” (70), “Professional Widow” (57), or “Muhammad My Friend” (42). If you’ve seen a Tori Amos concert, there’s around a one in twenty chance she played it—it’s one of her hundred most common choices (out of a gobsmacking 485 unique songs played live across her career). And it comes the closest to being a song she’s spoken about, if not warmly, at least not entirely coldly, amusingly suggesting in 1998 that “’Cool on Your Island’ works more than anything else, and I wrote that, I think, with Kim Bullard, but you’ll have to check the credits because I’ve been using too much deodorant lately,” and a year later upgrading the assessment to “there are moments that I think were right for the time on Y Kant Tori Read. I think ‘Cool On Your Island’ had moments that were right for 1987, which was when I recorded it.”
What immediately distinguishes “Cool On Your Island” from the other half-dozen songs of frustrated or anguished love on Y Kant Tori Read is that it is sung from a position of strength. It opens with an ultimatum—”if you don’t treat me better / baby I’ll just run away,” and stays in this vein of strength, most obviously in the pre-chorus “come on baby / I’m much stronger than you know / sometimes / I’m not afraid to let it show.” These lines prove the beating heart of the subsequent live performances, with Amos clearly relishing their delivery, letting her voice jump to a growl, or accompanying the line with an actual fist-pump in the 2011 performance linked above.
The song is by no means perfect, nor even necessarily great. Its central metaphor is murky—Amos declares that “I can take only so much / cool on your island” before asking, “Is it cool on your island?” But why a cooling breeze on a tropical island (the location is ultimately established by the song’s arrangement, which we’ll come to) should serve either as a mark of a relationship gone sour or, for that matter, a bad thing at all is desperately unclear. Amos is trying to work a double meaning between “cool breeze” and the notion of cool as something disaffected and detached (as evinced by the eventual substitution of “you’re so cool baby” for “is it cool on your island?”),…
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