"live in a large city in the US and no real hobbies to speak of". "I’ve been feeling a bit left out and lonely". " I’ve always been a loner and never sought out others’ company." "I’m socially awkward and can come off as having a bad personality".

To me those sentences above are key to address your issues. You simply need to forget about dating and improve your social life. Embrace curiosity and a sense of wonder, explore hobbies, meet new people, listen others and share your life.

You live in a big city so opportunities are all around you.

Focusing on dating without having a social life is like trying to run without being able to stand on your feet.