You have to be good at things to attract somebody. Yeah, you’re good-looking and make a good amount of money, but can you play the ukulele? You probably can’t, and that’s the point. Nobody can play the ukulele. You can be that guy. I’m pretty sure the only living ukulele players are overweight Hawaiians.
Take up a new vocation or hobby. This will be a great conversation topic once the conversation stops and you know an elongated awkward silence is about to begin. You can nip that in the bud by saying, “I collect hair from barber shop floors.” This will momentarily break the oncoming silence, but it will also break any chance you may have had with the lady.
Just be different, in any way you possibly can. She’s already been on at least twenty dates with someone exactly like you. You thought that by dressing nice and taking her someplace unique would earn you points, but she’s already been to that place, and men always wear that exact shirt. Get a new shirt. Your lucky shirt from high school has holes in it, and you’re just now questioning why you ever considered it ‘lucky’.
You know that story of how your parents met? Whether true or not, it always has some sort of odd element missing from every other love story. No mother is going to tell their children that she met their father at a Red Robin after he was five minutes late and requested that they split the check.