Friday morning at the breakfast, we told Jenny about our evening. She took my hand and looked into my eyes:
"And how are you?"
"I am fine. I needed an orgasm, and yet not. Bringing Rosie two of them gave me a strange satisfaction. I felt that her orgasm meant at least as much to me as my own. Is that submission?"
"Seems like it. Or at least dedication. I might challenge you a bit from time to time."
"Thank You, Mistress!"
Rosie took my other hand and gave it a squeeze. I leaned over and kissed both my girlfriends.
"You are so good to me. I really appreciate it and I hope that I am worth it."
Jenny took hold of my jaw and turned my head in her direction, looking directly into my eyes:
"Don't underestimate yourself. I have told you that before. You bring what you can to a relationship, and if there are problems, we discuss them openly. Have we discussed anything yet?"
"No, not what I know of."
"That's because there are no problems. Have you other concerns than your potential inadequacy?"
"No, not really."
"Not really? C'mon, spill it!"
"I trust you, but I am a bit insecure about what's coming. I know that the old Ann is no more, but where will it end, and who is the new Ann?"
"The old Ann is still there and will always be there. But she's changing. I cannot tell you how, but we will find out together. Who did the shopping last Tuesday?"
"I did."
"And you bought heels, tight jeans and T-shirts. All on your own. And the other day you bought a pink scrunchie and wore it in public. You are changing yourself more than I am. Right?"
I nodded. She was right. Am I breaking out of my prison all by myself?
"Are you going to wear your company's logo wear again today?"
"No, I expect a normal day at the office"
"Then I have something you should try on. When you have finished your breakfast, you can go changing. Rosie and I will clean up."
I was curious; Jen had talked about starting my transformation into clothing I couldn't use as a hideout. I finished my buns and went to the bedroom with half a cup of coffee.
"Did you finish your breakfast?"
Jenny yelled after me.
"Yes, Mistress. I have just got my coffee."
"Then you didn't finish it. One demerit."
"Aww Mistress, it is just half a cup!"
"Two demerits!"
"Yes, Mistress. Thank you, Mistress!"
I had a few points from the week before. I wondered when it was payday. I had to ask Rosie about the system. I didn't dare to ask Jenny. Or did I? There was only one way to find out if I dared or not. I went to the kitchen and asked Jenny:
"How does that demerit system work?"
"You cannot expect me to keep track of your numerous misdemeanors. And of course, I cannot let you do it yourself. Rosie and I have tried a small black book, but one of us should bring it everywhere. Plus a pen. Of course, it would be a task for Rosie, but it didn't work. Now we count to five. At the fifth incident, we clear the board with a spanking or another punishment right away."
"On the spot? What if I break a rule while we are out?"
"I am not asking you to bend over on a display of canned beans to get your spanking, but don't expect me to wait until we get home every time. Five demerits are seldom cashed out with only five strokes. That depends on the situation, how busy we are, our company and such. But I won't disappoint you - you'll get plenty. Sometimes the punishment isn't a spanking, but still a punishment. Or you may get a task instead."
"Oh, thank You, Mistress!"
"You are welcome."
Jenny rose and came to me, hugging me.
"Now go get dressed."
I went to the bedroom and saw a dark blue pair of jeans and a shirt in thin white and pale blue stripes. The jeans sat fine - they weren't baggy, but still not tight. The shirt was oversized, but not as tent-like as my own shirts. I returned to the kitchen to show Jen and Rosie.
"That is nice, just as I thought. It is an oversized shirt. It is not supposed to go into the jeans."
I pulled it out. It would partly hide my bum, but only halfway.
Rosie checked the fit more professionally - pinching an inch of fabric here and there, pulling a couple of seams to the left or right. She seemed satisfied too.
"Thank You, Mistress. I am satisfied myself, this is exactly the next level I had in mind. I can't wait to show it to Jeannette."
I got another hug from Jenny, and then a long one from Rosie."
"By the way, girls, how was your evening yesterday? Did you like the chain?"
"Oh yes, Mistress. It was nice to be forced to be so close to each other. We loved it!"
Rosie had been quick to answer, so I just nodded and added:
"It gave us some challenges, but we worked things out pretty easy."
"You know that it is a tool too? If I find you fighting over something one day, you'll be chained together until you are friends again, even if it takes weeks."
"Then when we want that chain again, we just have to shout at each other?"
Rosie looked at Jenny, tongue in cheek.
"That would be topping from the bottom. You don't want to go there."
"No Mistress! Of course not."
"Now get dressed, you horny slut. Did you get your orgasms last night?"
"Plenty, Mistress. Ann is the perfect pleaser."
"Just treat her nice."
Rosie hugged Jenny and went to dress, and I continued:
"She did for sure last night. I have never been so horny and still able to control myself. Of course with some help. She was fantastic!"
"I was in doubt when you wanted to give your orgasm away, but you know how to set up some goals and get there. The tease and denial were planned before you gave your orgasm away. If things went wrong, Rosie had my permission to let you cum. She woke up horny in the middle of the night and texted me. I am so satisfied with you."