(Possible triggers)
Heartbroken. So even though "Single" would be accurate seen from the outside, I answered "Complicated".
My numerous failures to play the expected male role in dating was actually among the many things which gradually made me realize I couldn't go on pretending to be a man. At the time of my decision/self-acceptance, I found myself heartbroken to the point of almost attempting suicide, and had to make a choice between transition and not going on. I chose transition, for which I'm grateful, since life is actually for the most part great now.