/fa/ - Fashion

I haven't cut my hair in years out of lazyness and also not caring. I usually wear them as a ponytail, and have no idea what to do with them. I jokingly told a friend that I wanted to start wearing them detached (pic related) and he answered that I'd look like a girl. He's probably right - I'm not a big guy, and I do want a more masculine haircut. Should I go short hair, or medium length ? I haven't had short hair since middle school so I don't know how either would look.