The hot female guard just stared at you when you tried to talk to her as you said some crappy pick up line. She walks away, and you try to understand why your Lady Killer Perk didn't work. Your prison buddy just so happens to escape and he takes some beans from a can and eats him, he taps your bars and says bye.
Wondering why my "does this rag smell like chloroform to you" speech check failed, I drastically wandered my cell, but thanks to my Animal Friend perk, tooken twice of course, an owl came to my rescue and knocked out the guard, grabbed the keys and flew them to me. I escaped with ease after that.
I wandered the wastes up to a 7-11, but to my surprise, my head was on a wanted poster, damn NCR.
I managed to get a large amount of caps by trading scrap metal to some old plumber. Was easy cause I took apart my neighbor's car.