VH1 Pickup Artist 2 Casting

OK my boldest pickup move could hardly be called bold. Honestly Ive never even made a "bold" move on a girl. Ive done the "walk up. would you like to go out some time? no? *run!!!*. Thats the boldest pickup move. I did that a couple times YEARS ago. And I dunno the result cuz she said no and I pretty much ran. Sad I know but as I get older I'm realizing life is short and I need to work through alot of my fears so I can actually enjoy life like a normal human being. But most of the time the thought of not asking and remaining alone is more acceptable than the thought of being rejected in fornt of someone or even just her and dwelling on that thought for years, literally.....I still cringe from a rejection I got in High school in a similar encounter. I was in a relationship for almost 10 years that ended mid-last year. But that happened just casually and slowly after being good friends for 3 years and she made the first move towards the relationship anyway so I cant even take credit for that.