Yet these two are far from a conventional couple, as the website they met on was Seeking Arrangement. And now, in a Pretty Woman-style twist, she says she has fallen for a man she originally met for the money. The first was an American consultant in his early 40s who took her on an all-expenses-paid trip to Chicago. He gave me a criteria for what to wear: all black, a formal dress that was above the knee and if I wanted to wear tights, they had to be stockings. He told me to kneel down and ask to be dominated. I got into it!
Blue-eyed and tall with an Irish complexion, Bill was dressed in a seersucker button-down and Nantucket reds. He looked good for 55 — the same age as my dad. I met Bill on SeekingArrangement. Feeling aimless my senior year of college and wanting to fund my post-grad education, I made a profile. I spent the rest of the spring semester dating a handful of different daddies, ranging from ages 42 to Guys my age had always scared me.
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