We’ve all been through romantic situations where “should have known better” comes to mind. We make mistakes, but often pray we won’t become defined by them. This is a playlist full of songs which ride that roller coaster from the highs of first love to the lows of wishing we’d just said no before having one’s heart ripped to shreds became a legitimate possibility. Highlights include “Flowers,” from Anais Mitchell’s acclaimed Hadestown folk-opera, “Homage for the Suffering” from a stunningly under-appreciated Matthew Perryman Jones effort, and “El Matador,” one of the best soMngs from Semisonic I can almost guarantee you’ll never have heard. That, and you can expose yourself to a number of artists on the edge of fame who sorely deserve a wider audience — Meaghan Smith deserves to be mentioned as one of the stronger “vaudeville pop” vocalists working the pop scene, and Diane Birch’s “Fire Escape” sorely needs a cult following.