I think you underestimate how grimy chicks can get. If you are truly a 9, getting one of her friends to smang after supposedly writing you off shouldn't be a problem. Women like to be chosen by dudes with options.
I feel like I am too old to learn how to swim (30 in September). I have been "doing laps" at my gym pool and I am still terrible. A big issue is I can't fucking float. If I lay out I settle about 1 ft below the surface. I can sit at the bottom of the pool no problem. And I can't breathe between strokes. What should I do rhetbrahs?