Chapter 26: Anne
Anne was a girl that I knew only slightly. We were more acquaintances than friends. After September, however, she started to say hi to me a little more, and she seemed to always be looking at me.
Anne was a cute girl, but she didn't work at it. She had blondish/brown hair, and with a little work could have made herself look real pretty, but she never wore makeup. The way that she dressed made her look mousy and she was almost pathologically shy. That was why I was surprised when, on a number of occasions she attempted to strike up a conversation. I probably would have talked to her under any circumstances, but I really had lost many of the friends that I used to hang out with, so I was willing to take just about anyone that would accept me.
Our first conversations were fairly innocuous, but towards the end of the fall, she finally sprung the conversation that she had clearly been working herself up to have.
"How does it feel, being that way?" she asked me one day when we were alone.
"What way?" I asked.
"You know..." she said.
"Oh, you mean a slut?" I asked with a smile. I assumed this conversation would come up. Most of my friends had asked me at one time why I had become such a slut.
"No, I mean, how does it feel to be Jeff's slave?" she asked.
I was shocked. First of all, while I listened to everything that he said, I wasn't sure that I considered myself to be his slave. Second, while Jeff was involved in a lot of my humiliation, most of it was done remotely, where he would tell me in advance what to do, but I would do it myself. For the most part in school, we still acted like friends. If I ever walked into school wearing a collar and leash and being led around, I was pretty sure he would have someone else do it.
So the fact that Anne had decided that I was a slave, and that I was Jeff's slave, meant that she had been paying far better attention than anyone else.
"What makes you say that I am Jeff's slave?" I asked.
"I've seen the marks on you when you shower," she explained. "They are mostly faded, but I can tell by the bruises and marks that you are being whipped and beaten. Your attitude and demeanor tells me that you don't object to them, so I don't think that you are doing this against your will.
"And I've seen the way that you look at Jeff, and more importantly, I've seen the way that Jeff watches over you. It's like he is always watching out, making sure that nothing too bad happens. Anytime that you do something really outrageous, he is somewhere nearby, as if he's ready to jump in if there is a problem."
"Really?" I asked. Anne nodded, and I thought about what she had said. It was true. Jeff was always watching out for me. He accepted the role that I thrust upon him, and he took his job seriously. It made me want to go find him right now and give him a really big kiss, and probably a blowjob too.
"So what is it like?" Anne prompted.
"Why do you want to know?" I countered.
Anne just looked down and muttered something about being curious.
"Oh, no you don't," I said. "If I am going to share my deepest sexual secrets, you're going to have to do better than that. You did not ask out of simple curiosity!"
Anne mumbled something, but I couldn't hear what she said.
"What was that?" I asked.
"I want to be a slave," she said in a low voice.
"Really?" I asked, surprised.
"Yes," she said, looking at me right in the eye for the first time since she asked the question. "I want to belong to someone. I want to belong to someone who will whip me and beat me like Jeff does to you. I want to know what it feels like to be completely under someone's control, to be unable to protest as they hurt you. Please tell me what it is like!"
I sat back and thought about that for a minute, and then I started talking to her. It turned out that she was a complete virgin. She had never been with anyone, man or woman, but she was an avid reader, and her favorite genre was BDSM. She dreamed of being kidnapped and raped, being a harem girl, being a slave. She did not enjoy the humiliation that I did, but she wanted the pain, the bondage, the servitude.
I thought about her, and I compared her to me. Her home life was not anything like mine. She had very strict parents who seemed to want to keep her a baby forever. They did not let her do all the things that a teenager wanted. I thought about how I was feeling before I asked Jeff for the Favor, and I realized that when Anne went away to college, she might end up even worse than I was afraid I would.
We talked some more, and the conversations seemed to help her. She was the first person other than my mother to whom I told the whole story of the Favor. I explained why I asked for the Favor, and what Jeff was doing. She was so envious.
One day I asked her, "Do you want to come to my house after school, and maybe I can show you some of my stuff?"
"I couldn't today," she said. "My parents expect me home."
"What if I have my mother call and tell her that we need to study together for a project?" I asked. "She could explain that it is just me and her that live there, and that you can stay for dinner. Do you think that they'd let you do that?"
"I can ask," she said excitedly. I gave her a hug and we went on our way.
That night she called and said that her parents had agreed, but they wanted to make sure that it was OK with my mom. I told Mom that I wanted Anne to come over, but that her parents were really strict. I decided that at this point, I would not violate Anne's confidence and tell her about Anne.
The next day at school, I didn't see Anne too much, but when I did see her she seemed to be bubbling with excitement. I had told Jeff that I would be unavailable after school, and he was OK with that. After school, we walked to my house, and Anne could barely contain her excitement.
We walked into the house, and as soon as we closed the door I began removing my clothes.
"What are you doing?" Anne asked.
"No women may wear clothes in this house of slavery," I said. OK, so I was exaggerating a little bit. Call it poetic license. However Anne was a lot like me, only more unsure of herself, and I knew that someone saying that to me would get my engine going.
Anne looked around nervously. "But what about your mother?" she asked.
"No women may wear clothes in this house of slavery," I repeated.
By this point I was completely naked, and I just stood there looking at her. She looked me up and down and asked, "Me too?"
"No women may wear clothes in this house of slavery," I intoned.
She gulped mightily, and then she started unbuttoning her shirt. As I have mentioned, her clothes were not stylish. They looked like Sears standard, and they did little to flatter her. She removed the shirt, and I was surprised. Beneath the baggy shirt that she wore were a set of truly impressive tits, encased in a truly utilitarian white bra. She unfastened her baggy jeans, and pushed them off, so that she was standing in her large white bra, large white panties and white sweat socks.
I shook my head in disbelief and motioned to her that the rest should go. She reached down and pulled off her socks, trying to delay the inevitable. I know that she had to shower with everyone, but she must do it in a corner or late, because I don't remember ever seeing her body before.
She reached behind her and unclasped her bra, then she pulled it off her arms. She quickly pushed the plain white panties down her legs and stepped out of them, then stood with her arms held awkwardly to her side, her eyes cast to the ground, clearly uncomfortable and worried about my judgment.
"Wow," was all I said. Her blondish/brown hair came down over one shoulder, almost covering her nipple. Her breasts were large, at least a D-cup. She had large pink areolas with puffy pink nipples. She was not skinny, but not fat either; she was curvaceous. She had wide hips and sexy legs. Between her hips she had a large brown bush. Her hands instinctively went to cover up her pussy when she glanced up and saw me looking at it.
I twirled my finger in a circle, indicating that she should spin for me, and she did. She had a wide, sexy ass, with a good amount of padding.
"Girl, with your body, you should definitely not be covering up," I told her when she was facing me again. "You should be showing it off. Man, I wish I had your tits!"
She blushed and looked down. I leaned forward, and in a low voice said, "If I had your tits, Jeff would tit-fuck me every chance he got. And the devices he would put on my nipples. Oooo." I shuddered just thinking about it.
"Do you want to get a drink?" I asked.
"OK," she muttered, and I led her to the kitchen. She was very uncomfortable just sitting there having a drink and a snack with no clothes on. But that was OK with me; I wanted her to get used to it.
After our snack I asked, "Are you ready to come up to my room and see some of my toys?"
She nodded eagerly. I sent her up the stairs in front of me, so that I could see her ass. It's funny, because I never used to be this attracted to girls, but ever since Michelle I've been looking at girls in a different way.
When we got to my room, I had Anne sit down at the head of my bed, and I went to the toy box and pulled it out. "Most of the really good stuff I don't have permission to show you," I told Anne. "These are just the things that we keep around the house for the run of the mill punishments."
I started laying things out on the foot of the bed, and it struck me that I had turned into a really perverse girl! I had a crop, a strap, a couple of whips, cuffs, a few collars and leashes, clamps, chains and assorted clips and binding devices. And these were just the things outside of the playroom.
As I laid each item on the bed, Anne's eyes got bigger and bigger, and her breathing got shallower and shallower. Her hand involuntarily reached out a couple of times, as if she wanted to touch something but she was afraid to.
"You can touch them if you'd like," I said. For the next ten minutes, Anne carefully examined all the items on the bed.
When she had finished, she asked meekly, "Can I use some of them?"
I examined her carefully, and then said, "You know, if we use these I will most likely get excited." Ha! As if my juices weren't already running down my legs. "If I do, something will have to be done about that. Do you understand?"
She nodded, but she was distracted by what was in front of her.
"When you asked to use them, did you mean that you wanted to use them on me, or that I should use them on you?" I asked.
She looked surprised at the question, and said, "You should use me. I mean, you should use them on me." Her tone implied that there could not have been another possibility.
"Well, the thing is, I enjoy the feel of them too, so I may have you use some of them on me as well. Would that be OK?" I asked.
She nodded her head jerkily.
"Give me your hands," I ordered. She held her hands out and I slipped the cuffs onto them. Her breathing increased even more.
"You've never done this before, have you?" I asked.
"Not with things like this," she said, "but I've tried using belts on myself, and pins and paper clips and binders."
"Well, I don't know how much pain you think you want versus how much pain you can take, so I am going to stop when you tell me to stop or when you say no, do you understand?"
She nodded, but she didn't seem to be paying attention. I slapped her across her face hard. She gasped and looked at me.
"Pay attention to me," I said. "Do you understand that I will stop when you tell me to?"
"Yes, Mistress," she said.
"Oh no, I'm not a mistress," I told her. "I'm just a sub trying to help out another sub. Keep that Mistress talk for when you really have one! Now are you ready to begin?"
She nodded and I began. I thought that I was a real pain slut, but Anne put me to shame. Her response to everything that I did was 'More' and 'Harder'. And her body was made for taking punishment. Her ass was padded and the sound of the paddle striking it was beautiful. The crop made perfect triangular marks on her ass. When I turned her over, her big puffy nipples seemed made for clamps. And when I used the whip on her pussy as she insisted, her juices sprayed everywhere and she came like a banshee.
My arm tired before her body did, and I was so excited by her reactions I couldn't take it any more. "I need to cum!" I cried.
"Make me," she moaned.
"What?" I asked.
"Make me pleasure you!" she begged.
I rolled onto my back and said, "Eat me, you pain slut!" She dove right in. She wasn't nearly good as Jeff, but what she lacked in skill she made up for in exuberance. She tried getting every part of me with her tongue, and she knew how to use her teeth on my sensitive parts: hard!
I was quickly cumming, but I felt like it wasn't enough. I shoved her back and flung myself across her lap. "Spank me!" I demanded.
She started, but it wasn't enough. "Spank me like you would want to be spanked!" I commanded. That did the trick, and she started whaling on my ass.
I let her continue spanking me, getting me closer and closer, then I yelled, "Use your fingers on me!" She grabbed my clit between her fingers and squeezed, making me scream out my orgasm in pain. I collapsed on her lap, and her hand gently rubbed my raw ass as I recovered.
I rolled over and pulled her head down into a deep kiss. "That was nice," I said. "I hope it was good for you!"
She laughed a deep laugh, not the shy giggle that I was used to. "That was... amazing," she said. "I always hoped, but never believed, that it would be that good!"
"Ha!" I said. "You think that is good, you should see what happens when Jeff is behind the whip! Or when he gets to use all the tools that he has. Mmmmm."
Anne got a dreamy look on her face. "I wish," she said quietly, and the wheels in my head started turning.