I would spend a year or two supporting an emotionally unavailable jackass who did nothing but make me feel bad about myself.
You receive objective feedback on how you respond and interact in conversations that you probably wouldn't get from a date. It is important to tell your date that you have ADD or ADHD before symptoms, such as chronic lateness, land you in hot water; or before your date misinterprets inattentive behavior.
There were several times in my 20’s and early 30’s that I just gave up for a few years, frustrated at my inability to see past the shiny exterior at the junker underneath.
I read every self-help book there was about women who pick the wrong men. If there was a tactic, I tried it, a set of rules, I followed them, but the end result, with limited exceptions, was almost always the same.
The right medication may boost the self-control and concentration you need to interact effectively.
You might also consider therapy sessions with a mental health professional.