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I delivered pizzas all through college. Best job I have ever had. The tips could be straight up streaky from day to day though.
I once delivered a pizza to a dingy blonde girl (kind of hot) who was wearing a tye-dyed (sp?) Grateful Dead t-shirt and grey sweatpants. When she first opened the door, I could see her kid playing in the living room. She told me that she had to grab the money, so she closed the door and I stood there waiting for a while. When she opened the door again and handed me the money, her kid was no longer playing in the living room and her wardrobe had changed... she was now wearing a wife-beater (no bra) and a cut-off pair of long-johns (she didn't appear to be wearing anything under those either). It was kind of awkward. She was smiling at me and I just kind of stood there for about 30-45 seconds wondering what to do. I had a possessive girlfriend at the time who called me every 5 minutes and would freak out on me if I didn't answer the phone. Once I even caught her following me around town when I was delivering pizzas because she didn't think I was actually working. I ended up just thanking her for the $3 tip and walking back to my car....
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