Okay, my heart wasn't "broken" because I wasn't really in love because I was only 13. His name was Jason, we held hands once, talked on the phone a few times, and we never kissed. It lasted one week in 7th grade (Monday through Friday, not even the weekend) and I don't remember why we stopped "dating" (read: stopped awkwardly standing next to each other in the hallway between classes). Still, when it was "over," I was crushed and I listened to Janet Jackson sing "Again" every day and night for days, thinking "Yes, Janet, YES. Thank you. You know exactly how it feels."
Overall everything about this memory (and middle school, for that matter) feels so, so insignificant, but that was also the first time in my life I purposefully turned to music with therapeutic intent, which is actually not at all insignificant. It's kind of sweet and awesome.
What was your first therapeutic song? It's okay it if wasn't a good song and it's extra okay if it wasn't actually that heartbreaking of a situation, in hindsight.