Back in Canada I'd mostly only go out with friends, but in the last 7 months of traveling through Europe and being in Melbourne, I would redefine what that means to go out solo. When I was in Italian school in Italy or staying in hostels in Europe, there were usually other students or hostelers up for going out as well. Some were friends, and many were new acquaintances. And once you're mainly hanging out with new acquaintances, it's not all that different to go out on your own, chat up others, and then hang out with them for the afternoon or evening. Its no big deal to just ask someone else eating alone if they'd like the company. It's only 15-30 minutes anyway.
I think that when you're in a new locale it's not so bad to go out solo, but when you've been in a place for quite a while, there is more expectation that you'll be accompanied. For anyone out solo, I'd recommend when people inevitably ask you if you're there alone, to cheerfully respond that you are. Whenever I wanted to go out to places that were a bit financially out of reach of my fellow backpackers, I went solo, and people generally found that fearlessness as a good quality. But I communicated it in a positive way, not as a tale of woe. And focus more on platonically chatting to both men and women. There are usually a lot of other people out solo, who'd like some stress-free conversation.