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CON MANthis story is part of the FanClub (fm:oral sex, 2424 words) [4/10] show all parts

Author: Thomas B
Added: Jan 15 2026Views / Reads: 270 / 234 [87%]Part vote: 9.62 (1 vote)
Ivan (now Eamon) finds another rich old lady with a talented mouth.
 


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It wasn't meant to be. There were just too many wealthy widows, divorcees and all too many willing married women for me to live quietly.

Besides, I was now twenty-two-years-old and other than my wealth, pussy was always on my mind. Masturbation was not a satisfactory alternative.

There was the Metropolitan Opera, the New York City Ballet and a host of high-end charity events. Dressing appropriately, making significant contributions to charities and buying VIP tickets to these events provided me with access to wealthy, willing women. It had worked in Madrid with Maria Alejandro. I didn't see why it wouldn't work here.

At one charity ball, "Mr. O'Reilly, I'm surprised a handsome man like yourself is unaccompanied," a woman perhaps in her mid-sixties asked as she suggested we dance.

Her name was Lillian Windsor. The Windsors were among the first English residents of Manhattan and still owned significant property in the city and had a huge estate in the Hamptons. You might think that the Windsors were slum lords, but the properties they owned in the city overlooked Central Park and brought in millions and millions in rents.

"Mrs. Windsor, I'm relatively new here. Until recently I lived in ...

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