I suppose it boils down to: "is it worse to have nothing in the first place, or to have everything (or something precious) and lose it?" In my experience, I wish I never had a romantic relationship in the first place. Until that point, I was acclimated enough with being lonely forever to where I could bare with it on a daily basis. The crushing pains of never experiencing love wasn't nearly as bad as going through heartbreak and trying to make it work again. The latter ends up breaking you down even further as a person.
Deep down I was always apathetic and inhuman, but I didn't "feel" it (or was aware of it) until I lost the only person that, I felt like, cared about me. It's that old tale of losing your innocence and having that veil of ignorance lifted, but I digress.
I never had any friends or close relationships until that one person. Of course it varies from person to person, but going through all of that has made me realize that, even if I had that love again, I would still be the same unhappy and apathetic person.