(All characters are over 18 years old. They have no memory of anything that may or may not have happened before their eighteenth birthday. All sex acts depicted are consensual, including those involving BDSM.)
One of Amanda's online clients gifted her the use of a Jet Ski on Lake Michigan for a day. The agreement was that she would ski past his lakefront condo so he could watch. On the first calm day, Amanda took him up on his offer. She picked up the borrowed Jet Ski from a marina on the north side at 10:00. After a quick lesson on safety from the staff, she was ready.
But this was Amanda. She added something to the drive-by. She added me. Instead of seeing just Amanda, her client would see Amanda with a guy behind her on the Jet Ski. When we started, I held onto a strap sewn into the seat. The three seat Jet Ski was big enough, I didn't have to touch her.
But this was Amanda. I wound up leaning forward and holding the sides of her life jacket as she drove fast through a series of tight turns. I had to move forward, putting my legs on either side of her hips to stay in place.
By the time we did our Navy Pier drive by, I was hanging onto Amanda as tightly as I could so I wasn't thrown off the boat. I cushioned my head on the back of her jacket. I didn't want to inadvertently head butt her as we crashed the waves. I think this was exactly what Amanda wanted her client to see. She waved toward lakefront tower while we were inside the breakwater. I'm sure he got her message.
It feels weird to mask up riding a Jet Ski. Amanda knew her client was likely to be taking pictures, so she had me keep my mask on. I'm glad I wore a cloth one. It got soaked from spray. It made it hard to breathe. But I did as she asked and kept it on. It got a bit easier after I hid behind her.
Have you any idea what it is like to hug Amanda tightly, even through a ski jacket? To feel so close to her, to feel her body moving in response to the Jet Ski, to feel her core strength, her agility? I tried, as best I could, to mimic her movements. She leaned, I leaned, her hair in my face.
It's natural to follow Amanda, to do as she does or what she says to do. Following Amanda brings good things. I never would have waxed on my own. It wouldn't have occurred to me. Hair is hair. It just is. But now I am denuded of hair down there and I really like it.
It is so much more fun to let my fingers glide over smooth skin, across a scrotum, under balls. I have found erogenous zones I never knew about. Whatever other reasons people get full Brazilian waxes; I think the best is a renewed enthusiasm for masturbation.
I had no idea my hair was inhibiting a myriad of arousing moves. I like what my fingers feel. For me, it is a whole new world of sensation, especially in the shower. I like standing where Amanda showered that first night in my condo, soaping my clean junk over and over again.
In bed, I love rolling my balls between fingers. I never used to do that, but now smooth skin makes it a delight. My prick responds with a full erection without even touching it. Pinching the 'taint, the perineum, and gently shaking while capping or rubbing the cockhead multiplies the sensations. It is all good.
It is all so good because everything feels different. It's like meeting an old flame for the first time over again. Soon after being waxed, I was back to three or four times a day, finding new opportunities to jack off. I spent the better part of an hour, the first day I could, teasing and exploring my newly erotic body. It was amazing.
But then the afternoon after the Jet Ski ride, before I had a chance to process being physically close to Amanda, she suggested it was time to cage my prick once again. I was hesitant. Last time was not pleasant. I really wanted to spend the afternoon teasing my erect cock while reflecting on the feeling of Amanda's hips between my legs.
But this was Amanda. Her logic was unassailable, her direction clear. This was happening and I was locked up. It was the right thing to do. I needed to learn to focus without the crutch of masturbation. I stood, feet apart, while she sat on a chair, cock cage parts on the table beside her.
This time there was no lubricant. The first thing she did was chill my erection with some ice in a plastic bag. Prick, balls, and frozen icy water in Amanda's determined hands had the effect she intended. She pushed the cold, shrunken cock head all the way into the cage with her finger.
The cage installed on my cockhead; she cupped my balls, warming them in her hand. My penis responded, swelling and firmly trapping itself in clear plastic. She encircled my cock and balls in the ring and its parts. And again, continuous unrelenting pressure brought the cage and base together; my erection defeated by her will. The lock was on. It happened fast. With no hair in the way, she easily prevented pinching of the skin. I watched the process, my hands at my side. Amanda, inches from my prick, concentrating on her task.
Right way things were different. Where before there was pressure and pain, there was now a comforting grip. This was so much better. I didn't feel a need for lubricant. The device was more a part of me. It's hard to explain, but it wasn't the enemy it was before, more like a new friend.
Amanda was happy. I was happy. I dressed. We went to the kitchen to prep the evening meal. The whole day was perfect. Being with her on the lake, being locked-up by her, working alongside her, dicing the onion and peppers, everything was right. Mistress Amanda and me, living together, who would have thought?
"I really feel good about trying this chastity thing again," I told her. "It doesn't hurt like it did before. Maybe I can make it work this time."
"Yeah, that was my fault. I should have been more careful. But I will say you look good in that cage, all hairless like that." She didn't look up.
"It is so much more comfortable. I could tell right away."
I thought about it. I thought about Amanda in her bikini. I thought about my arms around her life jacket. I thought about my thighs touching hers. This time I enjoyed the affirming tightness of the cock cage. Amanda's hold on me makes sense, I thought. But then a question occurred to me:
"We didn't talk about how long I'm going to stay locked."
Amanda was stirring the peppers and onions. I was dicing the squash. We were making a vegetable hash for supper. "Oh yes," she said, "I was thinking we should set a goal of one week. We can talk about it every day, but unless there is a compelling reason to unlock, I think a week would be good. What do you think?"
"Um, a week feels like a long time."
"What about we set the goal of one week and take it day by day?"
"Um, we talk about it everyday?"
"Of course, dear," she looked up at me. "We make the decision to continue on towards the goal each day. You tell me how it is going, and we celebrate each day's accomplishments."
I didn't reply right away. I guess Amanda took my silence as affirmation. I began chopping the kale after dicing the squash. She changed the subject, "Did you know that next Saturday will be our two-month anniversary? I will have been here two full months. Doesn't seem like that long. She paused a moment. "I think we should do something to celebrate."
"I don't know. Everything is closed, including the beach front. I like celebrating. What are you thinking?"
"I was thinking about that day. How you showed up in your chariot and whisked me off through rain and storm to this oasis. I was at wits end and there you were..."
She was not looking at me, but at the pan of vegetable hash she was cooking. The pile of kale was wilting into the squash and potatoes. "Final step," she said, "Would you open that can of black beans and rinse them so we can add them in."
"Of course." I busied myself with the beans. There was some silence.
Amanda spoke, "Almost ready. Time to incorporate the beans."
As always, we sat at the table on opposite sides. I plated the dinner and served it. I know my right from my left: "leave left, remove right." And, as always, Amanda said, "Thank you," as if we were in a restaurant and she had not prepared the food. It was our little game. It was fun to serve her.
At dinner Amanda talked about our time together in the condo. "It doesn't seem like two months, but a lot has changed for me. With your help, I've learned how to navigate this pandemic and make a living. That's huge."
"Yes, nothing is the same for me either. If the restaurant had not furloughed everyone, I would not have been able to get unemployment and the extra federal money. But you being here? My prick would not have been locked up in this small cage. So that's not so huge!"
I laughed a little at my joke. Amanda ignored it and said, "Our two-month anniversary coincides with the end of your week in chastity. We could also celebrate your accomplishment, if you make it that far."
"I remember your first night here. It may come as no surprise that I cleared my head and got to sleep that night by jacking off -- twice.