Later that day, Jason and Sandra sat together on the sofa for their check-in. Friday was approaching fast, and they needed one final conversation. This time, they were only going to talk about Sandra taking a lover. They both knew it was probably the most important conversation they’d ever had. Sandra began, “First, I’d like you to tell me how you’re feeling about this, and share any concerns you have, old or new. Then I’...

Today was the big day. Sandra was going to peg him. Jason knew he would remember this day for a long time, no matter how it went. They planned to take it easy today. Breakfast before going shopping. Usually, Jason didn’t like shopping, but today he didn’t mind—it delayed the moment Sandra would peg him. When they got home, Sandra would discipline him, then they’d go to the bedroom. He expected the discipline to be harsh,...

Jason watched as Sandra walked into the kitchen, still naked and looking completely content. It was obvious she had strong feelings for Andre. She sat next to Jason and took his hand. “Thank you for tonight. It was wonderful, and I know neither Andre nor I will ever forget it.” Jason nodded, unsure of what to say. "I, uh, saw you two when you were... You know, together." “So you were spying on us?” Sandra asked, her tone...

Jason could hardly believe what was happening. When Sandra first took charge of their sex life, he never thought it would lead to this. Now, his wife was in the back seat, about to give oral sex to her date, just a few feet away. It was happening right there, not on a screen or from afar. Jason focused on the road, but kept glancing in the mirror and saw Sandra’s head. Andre leaned back with his eyes closed while Sandra p...

Jason finally fell asleep. He woke up at dawn, sunlight slipping through the curtains and warming the room. Around ten, as he finished making breakfast, Sandra walked in, her hair still damp and her shampoo leaving a clean, floral scent behind. Drops of water fell onto her white robe. She looked refreshed, her cheeks a little pink. She gave him a shy smile and kissed him, her lips cool and minty. Then she sat down, wrappe...

Sandra felt a surge of excitement about her date with Andre. She took extra time picking out her clothes, hoping to look casual but not older than she was. The ten-year age gap made her a little nervous. In front of the mirror, she pulled on her jeans, liking how they fit. She chose a white blouse and enjoyed the feel of the fabric. As she buttoned it, she noticed her bra was a bit visible and wondered if it stood out too...

“Did you pick out my next date?” Sandra asked as she sat down at the kitchen table on Monday morning. "Yes. Here’s his profile: Jackson Donald, 35, owns a well-known west-side dance club catering to African Americans. He stands 5'11", wears dreadlocks, and favors rap music. I found a few articles on him—he’s a rising entrepreneur with ties to the Mayor." Jason handed Sandra his photo. “His smile says he’s got charm. I lik...

Sandra opened the door and found Jason waiting, totally naked, as he had been instructed. He stood there expectantly as Sandra sighed and leaned back against the door. Jason said, “I’m assuming it went well. You were in the car for quite some time.” A smile blossomed on Sandra’s face. “It went better than well. Honestly, I’m not sure I’ll need any more candidates. He was incredible. But he lied.” “He lied, and you conside...

The preparations were finally done. Jason had spent days sorting through the candidates, narrowing them down to nine, just as Sandra called them, possible lovers. Now that the task was over, he could finally reflect on what he’d done. His emotions had been all over the place, swinging between confidence and deep doubt. In rare moments, he would feel proud that he was strong enough to organize something so unconventional,...

They sat together on the sofa after dinner when Sandra said, "Let’s discuss me taking a lover, and your role in it." “Uh... okay,” Jason replied, feeling nervous. His mouth went dry, and his mind raced with worry about what this could mean for their relationship. Sandra continued, “I want you to look through the profiles and use your skills to make sure these men meet my standards. They need to be clean, drug-free, and ha...

That evening, when Sandra arrived home, she had a big smile on her face. He wasn’t entirely sure why until he saw several packages under her arm. “Looks like our order has arrived,” she said excitedly. Jason didn’t understand her excitement at first, but then he remembered they had ordered plugs for him to get ready for pegging. Now it was clear Sandra was genuinely looking forward to it. She took his hand and led him to...

Once Dr. Grace and Sandra were comfortable, she said, “Does Jason have a safe word?” “Yes,” Sandra said. “Has he used it?” the doctor asked. “No, not yet,” Sandra said. "That's good, and honestly, it's pretty surprising considering his condition," she said. “He has surprised me as well. I don’t know what his limit is yet,” Sandra said. "Be careful. Test his limits, but don't go too far. It's a delicate balance," Dr. Grace...

To Jason, the doctor's visit felt like it would never end. He had no idea what they were going to do to him next, but he knew he had to accept it. The doctor called the nurse in and said, “Abigail, get me a sounding device. The smallest one.” The nurse smiled brightly and walked to the locked cabinet. “What is a ‘sounding device’?” Sandra inquired. Then, she observed the nurse returning with a slender, metallic rod, the l...

In those calm moments of introspection, Jason often found himself wondering how he had arrived at this new state of being. Initially, every single day felt like a battle against his desires. He would find himself wrestling with an intense longing, a firmly established yearning for the release he had formerly taken for granted. Yet, as time passed, this internal struggle progressively transformed. He began to feel a strang...

Saturdays were always set aside for discipline. Sandra planned to test Jason again. This time, she picked the kitchen. It was the brightest room in the house, making it easy to see the redness and welts as they appeared. She brought him in and set up the chair. “Bend over the back. Legs spread. Hands on the arms. Grip tight. I don’t want you moving. I could hit the wrong spot.” Jason did as she asked, already breathing ha...