Ryan was trembling as he packed. To his wife and kids, he was just packing for another few days of business in Detroit. New clients had been found and Ryan, as CEO, was spending a lot of time making sure the first project went smooth. Unknown to his family, more than business had been going on the past two months. Ryan had met Summer, and a romance and affair had grown. He had seen Summer at least once every time he had been in Detroit that past 8 weeks. Sometimes more than that. Dinners, breakfast in bed, and nights spent fucking and talking instead of sleeping. They talked about their fantasies and desires. And it was just a week ago that Summer had finally told Ryan her truly private thoughts. She was a vice president, in charge of marketing. She was confident, successful, and powerful. But deep down, she wanted to give up that control. She wanted to relinquish that power. She wanted to be taken.
Before Ryan found Summer on Ashely Madison, she used erotic stories to satisfy her imagination. Since her last affair. Literotica.com/stories was her go to site on the web. Stories about naughty massages and affairs always got her interest. But the ones she really loved to read were in the BDSM category. She didn't like the hardcore stuff. This wasn't about being whipped and made to bark like a dog. But the idea of a man, controlling her, tying her up, and ravaging her without ability to stop and direct him turned her on. She wanted a man to make give her direction. To challenge her. To push her. For the first time since discovering these feelings, she found a man she was willing to explore with.
After a great dinner and ninety minutes of passionate sex, they recovered on the bed curled up. This was the time they were most intimate. She loved laying her head on his chest. Naked and sweaty, she could hear and feel is heart racing. And this is when she told him what she wanted to try. She stumbled as she tried to explain it. She could tell he was interested and humored. Explaining what was going through her head, he asked questions. She blushed and told him she wanted to feel powerless. She wanted to not be the one solving all the problems. Ryan smiled and pulled her close.
As he left for New York City, they exchanged a few stories that were along the lines of what turned her on. Ryan was careful to figure out what she didn't want to do, but also began to build a picture of her desires. He began to make a plan. He wanted to fulfill Summer's fantasies, but he also wanted take it slow. He crafted a plan for their evening together the following week. He stopped at a few stores in NYC and got the items he needed. He shipped the items to his hotel in Detroit - his wife would not understand.
As Ryan got to the hotel before he was meeting Summer for dinner, he picked up his package and headed to the room. He had some setup to do. He surveyed the room and was pleased his instructions were followed. This room, unlike most hotel rooms, had a 4 poster bed. Out of the box came some candles that he set up across the room. A bag of rose pedals were spread across the bed. He emptied the rest of the box and organized stuff in the top dresser drawer. He smiled and closed the drawer.
He sat down and wrote three notes. He sealed each in an envelope and put the numbers 1, 2, and 3 on the outside. He slipped those into his jacket inside pocket. A quick brush of the teeth and mouthwash, and he was ready for dinner. Ryan reminded himself that this was about pleasure, exploration, and discovery. Don't go too far. Play this right and this will pay off in the long run.
Ryan arrived at the restaurant only to see Summer at the bar waiting for him. Dressed in a dress and killer heels, he lost his breath again. And then he reminded himself. Time to get to work. He walked up to her, put his hand on her lower back, and said hello. She turned and smiled. A gave her a hug and a kiss on the cheek. They had a firm no PDA rule - this was her hometown. They ordered two classes of champagne - their tradition to start the evening. And then he took out the first envelope. And he gave it to her. As he smiled he told her 'I took some liberties with this evening. This is the first of three envelopes. If you complete each task written inside, you will get the next envelope. At any time you want to stop, stop. Open and read please.'
Summer realized that his tone was different. This was Ryan, the man she was falling for, but he had upped the confidence level. This wasn't a question, but a directive. She blinked and decided she would read the envelope before sassing him back. The card inside read:
We last spoke about indulging your fantasies. Tonight is the first step in making them come true. As your first time, we will go slow. Task #1 - Go to the restroom. Take off your panties. Put them in your purse. Come back.
Summer was shocked. She knew that Ryan would do something with the fantasies she shared, but not this soon. Not this direct. But she felt it deep down. His boldness turned her on. She wanted to know what tasks two and three were. She looked at him. His eyes were alive with energy. But also a bit of wonder. He wasn't 100% sure - she could see him waiting for a response. She smiled and asked to be excused. Ryan grinned, stood up, and helped her out of her seat.
Ryan was relieved. That was the moment of truth. Now he waited for her to return. Just a few minutes later, she did. As he stood up to greet her, the hostess let them know their table was ready. Summer gave Ryan a quick hug, and he realized she subtlety slide something into the pocket inside his jacket. He realized he now had her underwear. Summer might have completed the task, but she was showing her sass. She didn't follow directions well.
