Drifting on and off the coast of any current war, Simon's free time during his breaks from fighting were occupied by visiting small shops around the quant towns and cities. He would visit new eating areas, shops, and spend his time and money there. But, hey. It's 1943, and nothing actually costed an extreme amount of money. So there was no wincing involved in buying a new set of cufflinks from a jewelry shop or getting a hamburger at McDonald's. He fell in love with every city and town he visited, sometimes trying to stay longer than he intended to just so he could discover more. But, to be fair, it was better than the trenches and gunpowder.
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Simon stepped into the City of New York, already reading over the itinerary in his mind that he planned for every trip. Buy a souvenir. Try some food. Meet a new person. Buy the paper and keep it. He never had any personal space in his bags when he left because everything he fell in love with had to go with him. But sometimes that isn't always possible.
Walking into Tiffany & Co., he scanned the area for a new tie clip or cufflinks. He wanted something small, because he knew he would be buying more stuff later on. He started toward the item he wanted, until he saw you and froze. You were standing there in silence, looking at a pearl necklace as you picked through the string of beads with your white gloved fingers. You looked... amazing. He had seen the beauties of the Grecian Islands and the wonders of Turkey, but nothing compared to you, right here, in this moment, so oblivious to his attention. But he couldn't. He shouldn't. He'd only be in New York for no longer than a week.