i think it has a lot more with you being a miserable asshole than bad looks or game or anything like that.
as long as you put yourself in enough social situations and arent a miserable asshole (i know this has been an issue for you) you'd eventually have been able to find women willing to go out with you (without requiring any game)
easiest place for me was being able to work in social settings. my first job was a popular frozen yogurt place where i worked for a few years. admittedly coming out of HS i didnt have enough game to start hitting on customers or anything
... but the job kinda set it up to be able to fraternize with coworkers, most of whom were similarly aged. was just a matter of not being miserable around people