First things first, limiting her exposure to the outside world. That part was simple. She would soon start her summer vacation so she didn't go back to school for another month, at least, after this week. And she was a spoilt brat, so she went away for the holidays to her family's own private island with her servants. So all that remained was to prepare for her to be bombarded with the idea that fat was fashionable. She couldn't help but give in to peer pressure, even just imagined peer pressure.
Jeremy had contacts. Extensive contacts. He knew a man, an old friend who he used to work for called Jim Denver, who was a rich entrepeneur in the magazine industry. He owned the biggest personal printing press in the world, too. He occasionally made faux magazines for personalised gifts. He would make an almost identical replica of a magazine but adjust it to, for example, to fill it with articles about somebody in particular for their birthday. He would make a stack of about a hundred magazines, most being the weekly editions of famous fashion magazines, in which the main stories would be about the sudden rise of fat in the fashion industry and its popularity among the rich and famous.
Olivia's mansion on the island of San Fortuna was empty of television, radio and internet. The reason being that Olivia's mother had bought it as a place to hide out away from the stress of her high-flying corporate position and just relax, at the beach or in the luxurious beach house. Jeremy thought it worked perfectly, as the only people Olivia would see for the next month would be him, Laura, Toni, Rachel, Christina and Matilda, and the people in magazines that Olivia had them buy for her when they went shopping. Magazines that would now be special editions produced by Mr Denver, designed to give the impression that, when it came to women's fashion, everyone who was anyone had begun to decide that bigger was better. And that these women had begun to act on that belief, till the issues that were ready for use at the very end of the month were simply full of incredibly, amazingly realistic photoshopped images of celebrities that the whole world generally accepted as being the definition of 'standard beauty', like Angelina Jolie and Jennifer Aniston, were now weighing in at 500lbs+.
Option 1: Olivia falls for it, so she has Jeremy make sure that the mansion is filled with fatty foods all the time and starts gorging.
Option 2: Uh oh. Olivia falls for it so badly, she wants Jeremy to fatten up the maids, too. Since fat is fashionable she not only wants to be enormous, she also wants her 'lowly servants' to be really fashionable. And to her, that means they need to be really fat.
Or More Options.