With The 40-Year Old Virgin and Knocked Up certified hits, the Judd. I am a 28-year-old career woman, a banker to be exact. My theory is as long as I can remember, I've preferred older men. Imagine that your sex drive is all about fooling around with 10-year-old boys or girls. Looking a girl this young to a Festival When You're a Small Child, an Old Man, or a Sober Person.