Mark stood staring at his bathroom mirror. He looked at his phone: 6:00 pm. He needed to leave soon to get the sushi and arrive by 7 pm. He had found an old pair of shorts to wear: one size tighter than usual. The shorts clung to his ass and showed his round cheeks. He bent over and looked back over his shoulder at the image in the mirror. Tight, he thought, hopefully, tight enough. He put on an aloha shirt.
He needed to insert the plug, and had wanted to put it off until the last minute. Well, it's the last minute, he thought. Quickly he dropped his shorts and grabbed the anal plug and the lube.
Mark hadn't inserted anything into his ass before and wanted to make it as easy as possible, so he poured lots of lube onto his hand. Mark made sure the plug was well coated with it and then used a couple of his fingers to lube his asshole. His fingers slid in easily, and he felt his cock start to harden. Having to wear it out in public excited him. Mark bent over, legs spread as wide as possible, grabbed the toy and pushed it inside slowly but forcefully. He felt the girth cause some slight discomfort and adjusting the position of his legs seemed to reduce the initial tenderness enough to allow him to push it in.
He straightened up and looked at his backside in the mirror. After buttoning the shorts, he checked his ass once again in the mirror. He saw the round base outlined on his shorts. "They are tight. Hopefully, Sheri approves," he said out loud. Mark felt the excitement of the moment and noticed his smiling face in the mirror. With a deep breath, he turned off the light, walked towards his front door, grabbed his keys, and left.
He arrived at 6:25 at the sushi place. He sat in his car until 6:30 and then entered. Yoshi's was a small place with a long sushi bar and four or five small tables along the front windows. As he opened the door, the Sushi Chef shouted out to him, "Irasshaimase!" which he knew meant welcome in Japanese. He smiled, bowed slightly and replied "Arigato." He noticed a smallish Japanese woman approach him, smiling.
"Would you like to sit at the bar or a table?"
"I'm actually here to pick up a to-go order. For Sheri."
"I do not have an order for Sheri," she said smiling.
Mark immediately felt uncomfortable, "Fuck, he thought, I have to address her as Mistress here, too? It's like everywhere I go, she is already there. The numbers, the box, the toy store, and now Yoshi's." Not to mention every step he takes is a reminder of her dominance over him.
"Do you have an order for Mistress Sheri?"
Smiling, in a way that made Mark feel she knew Sheri, "Yes we do have an order for Mistress Sheri!" she said, loud enough a couple of patrons turned to look at Mark. He felt humiliated and wanted to slink out of the place. He made eye contact with one female patron who smiled and winked at him. Mark pensively smiled back and quickly looked away. Mark wanted out of there now.
The smallish Japanese woman grabbed a bag and handed it to Mark. "$65.50, please." Mark quickly pulled $80 from his wallet, told her to keep the change, and got out of there fast.
He checked the time, 6:45, and his GPS predicted ten minutes to get to her place. Mark started to enjoy the feeling of the toy in his ass. As he got closer, his nervousness became excitement, and his anticipation was through the roof. Mark was ready for whatever she had planned.
He pulled up in front of her Queen Anne house, one of the typical architectural styles for which San Francisco is known: one of the styles of homes built between the Gold Rush of 1849 and the 1906 earthquake, referred to by most as Victorian.
Her house had an asymmetrical façade with different wood shingle siding types shaped into designs like a crescent moon and fish scales. There were accents of color all throughout the exterior's light blue primary. Steps led to a small porch at the entrance. Bay windows were on the right side of the structure on both floors. Above the front door, another small porch. There were two polygonal towers with a darker paint color, also gables and overhanging eaves. All in all, it was a beautiful home appearing to be in pristine condition.
Mark checked the time. 6:59, time to go. Quickly exiting the car, excited, grabbing the food and the toy bag, he walked up to the front door. He started to knock but noticed the envelope taped to the door.
Mark, open me before you knock. He sat the bags down and grabbed the envelope. He turned and sat down on the steps and opened the envelope. He read the note inside:
Welcome to my home Mark. I invite few men to spend time here. Tonight is going to be fun for us. Since you are inexperienced, I wanted to give you a chance to make sure you are ready and have an idea of what to expect tonight. If you enter, you agree to become my submissive, at least for tonight, and I will decide when you leave.
We will start playing slowly tonight. I want to give you a chance to understand my style of Dominance and to experience some new kinds of play. You will not need a safe word tonight as we will not do anything too intense. Instead, we use a color system. Red, Yellow, and Green. When I feel the need, I will ask you for a color. Green means all good, please continue. Yellow is I am not asking you to stop, but slow down and give me a chance to deal, and red means stop.
Now, if you are ready to get on your knees for me, do the following. Enter and come through into my kitchen. There are plates, sauce dishes, and chopsticks in the kitchen on the island. Unpack the sushi and place it on the plates, so I get ¾ and you the rest. I love sushi. There is soy, so mix the wasabi and soy together. Leave it on the island and head back to the living room.
Once you get into the living room, I want you to lie face down on my Chippendale bench. Leave your clothes on and wait for me. On the floor is a blindfold, put it on. Remove one of the bolster pillows from the couch and place it under you at your waist. Leave your phone, wallet, and car keys out on the end table next to the sofa. Make sure you leave the bag of toys next to the bench on the floor, still unopened.
See you very soon, handsome!
Mark jumped up, excited, ready, and wanting to submit to Sheri. He appreciated the clear instructions she gave, and how she seemed to be one step ahead of him. Mark had expected they'd sit and eat while getting to know each other before having to perform. Her note reinforced the idea he did not know what to expect from her.
He stood up, grabbed the bags, entered the house and walked into the kitchen. Mark opened the sushi bag and went through the small balls of yumminess and set up the plates. He mixed the soy and wasabi and left everything neat and organized.
He grabbed the bag of toys and went back to the living room. The bench he noticed had the classic ball and claw legs and beautiful dark-colored upholstery with a sophisticated abstract pattern. A beautiful piece of furniture, he thought. He grabbed a pillow from the camelback sofa. He emptied his pockets of his wallet, keys, and phone. Mark grabbed the blindfold, and after positioning himself on the pillow, he put on the blindfold and waited. The bench was not large enough for him to lay on it without supporting himself, so he grabbed the front legs with his hands and positioned himself so he felt secure on the bench.
Blindfolded, his ass propped up on the pillow, dressed, he had a big hard on and felt submissive and ready. After a few minutes, he heard steps on the wood floor. The clicking sounds he heard made him think she was wearing high heeled shoes.
"Hello, subbie. I checked the sushi, and you did exactly as I commanded. Good boy! We will eat later, so I put all the sushi in the fridge. As she talked, she moved towards Mark and placed one of her hands on his ass. She started to gently rub his ass, starting on one side and moving across his crack to the other. "Yummy. I adore your nice tight, round ass, Mark. Tonight, we will explore your ass in ways new to you. I will be gentle at first, and we will discover how different kinds of touch affect you. Before we begin, I want to know if you have any specific concerns, fears, or limits you want me to be aware of. Now is your chance, do not leave anything out. I will not ask again tonight."
"Thank you, Mistress, for asking me. I am concerned about two things. I am not sure how I feel about pain. I know the parts of the brain recognizing pain and pleasure are next to each other, and the brain reacts to pain by releasing loads of endorphins. I know this can increase the sense of pleasure. I also know spankings are one of the most common kinks couples enjoy even when most of their sex life may be vanilla. Since I have not experienced spanking before, the idea of it excites me, makes me feel very submissive, but also scares the hell of me. When I picked up your toy order, I spent time looking at the selection of paddles and all, and some of those scared me."
Sheri laughed. "I understand your concern. I have noted it."
Mark felt like her response seemed insensitive to his concern. What did she mean, noted it? he thought.
"What is your other concern Mark?"
"Anal play. I am less concerned now, as I understand you plan to use my ass to play in ways I am clueless about. I enjoyed the number 2 task, and I am getting used to wearing my plug. I just have not had anyone explore my ass before, so I am hesitant about pain and how big the things might be you plan to insert."
"I understand, Mark. Many men do not realize how incredible anal penetration can be. You have an erogenous zone inside your ass. When stimulated properly, your orgasms will be unlike anything you have experienced before. I believe you will likely end up begging to be pegged once I have shown you what it is like to have your ass used by me. Since you enjoyed the number 2 task and are wearing your plug, I am sure you will get over your fear or concern."
Mark listened and realized she had told him to get ready for spankings and anal play. This excited him more, and his mind started to let go of his concerns. I must trust her, he thought, and if these things bring her pleasure, I must accept and perform.
He felt both of her hands start to rub his butt slowly. Starting near his waist, she massaged his glutes towards his inner thighs. Her touch felt gentle but firm to Mark, and he felt his cock getting very hard. She continued for a few minutes, rubbing his glutes, and he felt her hand and fingers making contact. As she stroked, he felt a pleasant warmth starting to develop, and her touch sent vibrations right to his cock and balls. He enjoyed it.
