If you would really like my frank thoughts then my self esteem is on the floor and I would rather perform open heart surgery after looking up a youtube video than approach someone.
Bless you OP, please do not try doing online dating until you've sorted your self-image problems out first. Some people seem to feel being online they can be horribly rude and cruel to others without penalty, and if your confidence isn't high to start with, it can be a really brutal experience.
Are you in a position to look for a therapist to work with? I think if you worked with someone on building your confidence and self-esteem, not just vague talk sessions but something with clear goals and exercises, it could work wonders for you.
As for your looks, let me tell you a little story from my scandalous lively youth.
I was good friends with a guy "Pip" who was one of four brothers. He was the youngest. His older brothers "Adam", "Bob" and "Charlie" were all very good-looking in different ways. Adam was a kind of hunky lifeguard looker (and this was when Baywatch was big.) Bob had a sort of James Bond thing going on, always wore beautiful suits. Charlie wore glasses and looked like a dashing Byronic hero.
My mate Pip on the other hand seemed to have really got the short end of the stick. He had acne, wore thick glasses, his hair stuck out at all angles, his ears were enormous and he had an overbite. No girl would ever spy him from afar and start throwing lustful looks his way as they did his older brothers. Not that I would ever have done that or had a ONS with one of them, ahem
But Pip might not have had the number of forgettable ONS they did, but he almost always had a girlfriend, and he had a lot of friends of both sexes, which his brothers didn't. Why? Because he was a genuinely nice person, he liked people, he listened, he treated people with respect, he was generous and loyal and kind-hearted, and he was funny as fuck. He also had incredible self-confidence - or at least he appeared to.
Some who's genuinely funny is a real knicker-dropper for a lot of women. And unlike looks, humour doesn't tend to fade with age :)