Dear Diary Ch. 02 – BDSM

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I had set my alarm for 7am, but I woke early with anticipation at 6. After gonna the bathroom, I wrote in my diary a detailed rundown of my experience with Kim. Needless to say, she got my highest rating. I then showered, did my hair, makeup and got dressed. I figured I would be naked fairly quickly, but I wanted to look sexy for her until then. I wore a short skirt and a tight blouse unbuttoned half way down to show my braless tits. I completed the look with a pair of fuckme pumps I used to wear when I got desperate enough to go to a bar and try to get picked up. I knew they tightened up my calves and made my legs look good.

I let myself into Kim’s house at 8:30, trying to be quiet so as not to wake her early. I checked that I could discover the ingredients for her breakfast and preheated the omelet pan. Then I crept upstairs and silently made Janice and Jim’s bed. I hurried back downstairs to make breakfast for my Mistress. I found a serving tray and added a glass of OJ to her order, returning upstairs at 8:59. I probably would screw something up today, but at least I was on time for my assignment.

I entered the room, putting the tray on Kim’s dresser, and then crawled under the covers and between her legs. I think she was only pretending to be asleep because almost immediately I felt her hand grabbing my hair and pulling me tightly against her pussy. I would have dove in anyway, but her holding my head gave me a thrill of possession and I loved it. Her pussy tasted even better to me than it did yesterday. I dove in with my tongue and after she became juicy, I switched to nibbling on her clit and finger fucking her. She didn’t speak or give me directions. It was 100% my job to get her off without assistance. I tried to gauge how I was doing based on her coos of arousal and how hard she gripped my hair, but in the back of my mind I kept thinking the eggs were getting cold. She probably planned this challenge that way so she would have an excuse to punish me. Oh, Mistress punishing me. Just the wondered turned me on.

Soon Kim’s coos turned to moans and her juices were flowing freely. When she grabbed my head with both hands and began rocking her pussy against my face, I knew her climax was at hand. I felt proud of being able to bring her off. When she threw back her covers, I was surprised to understand it was only 9:05. Even better, the eggs were still warm enough to pass inspection. She stayed in bed to eat. I stayed between her legs licking her to a second orgasm. Honestly, I couldn’t think of anywhere else I wanted to be.

After breakfast, Kim told me to strip and then to put her bedding in the washing machine along with her clothes from last night. I couldn’t withstand putting her panties to my nose to relive the joy she must have felt. They were definitely pungent. I would have liked to know what was happening while I was performing for her group, but I figured she would tell me if I needed to know. After starting the laundry, I figured I need to do the dishes from breakfast even though she didn’t tell me to do them. Kim found me naked in the kitchen, although this time I wasn’t in handcuffs and blindfolded.

We talked a bit, she was wearing a cute babydoll nightie, and nothing seemed out of place. Just a typical conversation between friends. When I had everything in the dishwasher she told me to draw a bath for her. I went up to the master bathroom where they had a large soaking tub and filled it up. Kim came in, now gloriously naked, a few minutes later and told me to kneel next to the tub while she soaked. On my knees, I felt at home while she relaxed.

Once done, I helped dry her off and then dress her. She told me she was meeting a friend and while she was gone, I should clean the house. I was to remain naked and not touch myself. I was left alone in the neighbors’ house not sure of when Kim’s parents were coming home and assuming Kim would call and want me to masturbate for her and her friend like she had done last night. In my mind, I pictured getting caught by Janice and Jim sitting in the living room with my legs spread and my fingers working over my pussy. That was sort of a hot fantasy, come to think of it. Alas, I just cleaned the house for about three hours and nothing much happened.

It was early afternoon when Kim returned. I was still washing the kitchen floor. She said hello, but nothing else and disappeared upstairs. I was getting a bit upset that she hadn’t been giving me any attention. But when she reappeared wearing another bikini that I had not seen before, all was forgiven. She was holding another bikini that she handed to me and said, “Let’s go lay out.” Being able to lie next to her fed my voyeuristic needs and sounded like a good plan. Just like yesterday, she positioned two chaise lounges so we could sit next to each other. Unlike yesterday, as soon as I lay down, her right hand found the outside of the suit between my legs.

“You need more practice in controlling your orgasms,” she told me as she slipped her fingers under the thin bikini bottom. I didn’t like the sound of that. But I loved her fingers dancing over my clit. Had I realized the frustration of being edged repeatedly, I would have been more upset right away. Yesterday my frustration with the Lush was being aroused but not enough to be brought to climax. Today my frustration was being brought right to the edge of orgasm, but then having her stop completely. I tried to hide my excitement so she might accidentally make me cum, but she could read my body too well. If my arousal needed to get to 100 to cum, she was keeping in the 96-98 range before giving me a moment to relax.

This went on for the better part of an hour. At first, Kim would give me about 5 minutes to calm down. That basically meant a 10 minute cycle. 5 to slowly create me close to climaxing and 5 to let my arousal die down. Of course soon the 5 to calm down wasn’t working so much since I was dreaming of the next time her magic fingers would touch me. When she finally did, I was much closer to cumming than the time before. Even with her expertise, I could imagine my body losing control and climaxing whether I wanted to or not. Kim solved that issue by putting two ice cubes in my bikini bottoms. I assumed our play date would soon be over.

We tanned for about 15 minutes when Kim resumed teasing my pussy. The ice had been very painful and I hoped she wouldn’t repeat it. Instead, she gave me new instructions.

“My parents will be home soon. I’m going to keep edging you until they arrive. Try not to look like a turned on slut when they get home,” she told me. On a side note, I didn’t think that was feasible. Then she continued. “You can go home after they see how well we got along this weekend. Every half hour, I want you to masturbate until you are afraid if you continue one second longer, you will cum. You absolutely don’t have permission to climax. You can then relax. I expect that you will write about your experience and I will read it later. I want details about what you were thinking about to excite yourself and what you thought about to calm down. If you need an ice cube to kill your arousal, you have permission to use one.” The ice cubes hurt like hell so I didn’t foresee doing that to myself.

“With mom and dad home, I’m not sure when we will get to play, but I’ll make sure your needs are not ignored,” was her final instruction. I was glad this wasn’t just a weekend fling to her. With that she resumed rubbing my pussy and told me to rub my nipples. It didn’t take long for me to once again beg her for permission to cum. But as you probably guessed, she just told me to stop playing with my nipples and she stopped rubbing my clit. This happened a couple additional times. I doubt I lasted a minute before starting to beg again. I didn’t hear Janice and Jim’s car pull into the driveway, but thankfully Kim did because she pulled her hand back and told me to, “Act normally.” Right. Just how was I supposed to do that?

With my pussy leaking down my thighs and hoping it wasn’t noticeable, I stood up to greet Janice. Jim was unloading the car. She thanked me for looking after Kim. I made an excuse to head home. As awful (in a perversely good way) as it had been for Mistress to tease me last night while not letting me cum, doing it to myself was much harder and much worse emotionally. It never took me more than a couple of minutes to reach a point where I had to stop. It then took me the rest of the half hour to fight my desire to touch myself again and get myself off. Frequently I weighed the pros and cons of what Kim’s punishment would be if I came, but I was proud of myself for not giving in to my desires and for following Mistress’ orders.

Early in the evening, with my mind already fried with arousal and need, Kim video called me and watched my next edging session. I was confident that she would want to see me cum and relish in the control she had over me, but alas she didn’t. She did tell me she was proud of me. I liked that. I begged her to let me cum. She liked that. But the answer was no. Even that night when I knew she was out with friends she didn’t call to debase me with another performance for their amusement. Needless to say, I didn’t sleep well. I woke a couple of times from vivid erotic dreams and found my fingers on my perpetually wet pussy. But I don’t think I came. I documented my dreams in my diary and admitted I wasn’t 100% sure I had not cum in my sleep.

I woke to a text message instructing me to take a break from work on the hour to edge myself again. Kim also specified I was to wear just a t-shirt and shorts with no bra or underwear. I didn’t have any web meetings on the schedule so I was thankful for that. I knew my nipples would be hard most of the morning and clearly visible. I was also pretty sure a wet spot would adorn the front of my shorts. I made sure both were dark (black shirt, dark gray workout shorts) but I would know she had turned me into a needy slut even if I successfully hid that from my coworkers..

By 11am I could barely touch myself for more than 30 seconds before having to stop. Frustrating was not a strong enough word and I prayed that whatever she planned would happen before noon when I would have to risk climaxing without permission once again. At 11:50 my doorbell rang. I wasn’t expecting a delivery, but I hurried downstairs anyway. I was shocked when I answered the door to see Janice standing there with a plate of cookies. She was dressed in a lovely summer dress that ended about three inches above her knees and her hair and makeup was done as if she was going out somewhere. She extended her arms handing me the plate.

“Thanks again for watching Kim,” she said. “I hope she wasn’t too much trouble.”

I snickered to myself silently. “No, not at all,” I responded. “Her boyfriend came over Saturday night, but no parties.”

“Ah,” Janice exclaimed. “That makes sense.”

I didn’t figure out what suddenly made sense to her and I didn’t want to discuss it further, so I remained silent. In my brain I was praying she didn’t notice the turgid state of my nipples or smell my aroused pussy.

“Can I come in for a minute?” she asked me. Unfortunately, although that was the last thing I wanted, I couldn’t think of a good reason to deny her.

“Sure,” I said. “Do you want a cup of coffee?”

“That would be great,” she replied and we walked to the kitchen. I still have some hot coffee in my morning pot, so I quickly poured two cups while Janice sat down. As I turned to hand it to her at the kitchen table, I saw her hand extended and a picture of me bound to her bed on her phone.

“Saturday looked like more than just her boyfriend visiting. Care to explain this?” she asked me, her voice taking on an angry tone I had not heard her use before. I dropped both cups of coffee. The cups shattered on the tile floor splashing the coffee on both our legs. I jumped back from the sudden temperature shift. Janice remained still, staring me down waiting for an answer. I could speak for what felt like an eternity. It probably lasted about five seconds.

“Um, Kim seduced me,” I finally responded.

Janice touched her phone. It was then I realized the picture was actually a paused video.

“Is that your final answer?” she questioned me again while turning her phone around to display her video documentation of my orgasm and calling her daughter Mistress.

“Kim had a habit of fucking her boyfriends in my bed so I hid a Ring camera in there. I didn’t think I would catch you on it,” she told me.

“Yeah, sorry about that,” I said, trying to sound like it was an accident. “It was kind of crazy. She asked me to come over to tan with her and things kind of got out of control.”

“Are you sure she didn’t read your diary and realize you were a submissive slut?” Janice asked with a knowing smile. I was dumbstruck.

“How did my daughter instruct you to greet your superiors?” she asked as her follow up question. This time I saw a glint in her eye.

“On my knees,” I said meekly.

“Then why are you standing?” she asked as if it was a perfectly typical situation for two neighbors to discover themselves in.

To my shame, my knees instantly became weak and I fell to the floor. Janice stood up and lifted the hem of her dress. It was obvious to me that she had masturbated before coming over as her labia was glistening. I liked that the wondered of me kneeling before her was exciting to her. She took a step forward so her pussy was hovering over my face.

“Begin,” was all she said. I leaned in and gave her a long lick along the length of her slit. She responded with a peaceful mew. Unlike her daughter, she didn’t grab my head. She also chose not to give me specific directions or hump my face. After maybe a minute, she backed away from me and sat back down. Her legs were spread and I didn’t need to be told to crawl toward her and resume my ministrations.

Although I did my best to concentrate on getting her off, which also distracted me from my own need to cum temporarily, my mind did wander to how much of my seduction was planned by both of them. Was it all Kim who told on me when her mother confronted her with the video evidence? Was Janice the mastermind who set up Kim to take control of me? Did they hatch the plan together? I suppose it didn’t matter. I had been concerned that Kim was leaving for college soon and I would have to go back to my fantasy world until Thanksgiving. Apparently that would not be an problem. But what about Jim? Was Janice gonna distribute me with him? I mean, I’d be OK with that just as I would have been OK with Kim sharing me with Troy, but how much did he know? Did he know his wife and daughter were obviously bisexual and dominatrixes to boot?

While my mind raced through the possibilities, Janice’s mews had become moans under the assault of my tongue. I knew Kim liked me to finger fuck her, but Janice had still not said a word so I just kept licking and sucking her clit. I seemed to be doing a good job and soon was rewarded with a flood of her happiness. I hoped that was enough to earn a climax of my own, provided Janice had the authority to grant me pleasure.

After she came, she finally spoke telling me my tongue was better than Kim had told her. I guess that was a complement. I asked if I was allowed to speak and she said yes. “What should I call you?” I questioned. “Kim had me call her Miss and said you are Mam, but then she took me as her submissive and became my Mistress.”

“Do you want me to also be your Mistress?” Janice asked.

“Yes, mam,” I replied. “Of course.”

“Before you answer,” she continued, “You need to know about Jim.”

“What about Jim?” I asked naively assuming I would be serving him too.

“Jim is my cuckold,” she told me. “He never could satisfy me sexually so he has always accepted that I take other lovers for my own personal satisfaction. I do love him and he is a great father. He just isn’t good in bed.”

“OK,” I said. Then I smiled. “Am I a more compatible lover for you?”

“You are a bit of a mystery,” she replied. “You’re not my first woman partner, but you’re the first that wanted to submit to me. I know how to dominate men. Men are easy and most want to please you if you promise them sex. You, I’m not so sure. You’re different.”

“I would do anything to please you,” I promised. “Can I ask you a weird question?”

“Of course,” she replied. “If we’re going to do this, we can have no secrets between us.”

“I’m fine with you learning how to Domme me,” I told her. “I’m still learning how to be a sub. As you saw from the video, your daughter knew how to handle me and I’m sure you can learn as well.”

“That’s a statement dear,” Janice said.

“Yes. Sorry,” I continued. “Well, Kim, er, Mistress, teased me for a couple hours before fucking me and you saw the results. I’ve been teasing myself for close to a day and, well, I’m desperate. I need to cum. Do you have authority to give me permission to orgasm? I don’t want to upset your daughter, but I don’t know how much longer I will last. It’s coming up on the top of the hour and I have to edge again for her.”

“That is a problem,” Janice said with a laugh. “I think I would like to see you edge. I want to see how devoted you are to my daughter.

And that is how I found myself splayed on my kitchen table with my neighbor staring at my glistening pussy as I tried to touch myself but not cum. It was a delicious torture, much better than when I had just done it sitting in my office chair. Knowing, well I guess hoping, she could give me permission to finally relieve the need coursing through my body. I knew Kim would just laugh at my condition and tease me more until I promised to do some lewd thing for her. I was hoping Janice would be less sadistic and show me some mercy. At the same time, I found it easier to hold by my climax in her presence. Knowing she would report me to Kim if I failed gave me strength to hold on longer, although I was still shamelessly begging for permission to cum and I knew there was a finite amount of teasing my body could take.

And then it happened. Those glorious words I’d longed to hear. “Cum for us now, slut!”

Us? I had closed my eyes as I masturbated hoping it would help me hold on. When I opened them, Janice was holding her phone and I saw Kim watching me on Facetime. It was then I learned everything from both of them had been a setup. It didn’t matter. As soon as I saw Kim smiling I exploded. No squirting this time, but I was loud and my climax was soul shattering. I rocked from side to side on the table as my orgasm consumed me. Even in my fantasy life, I’d never imagined orgasms as strong as the last two brought on by this mother and daughter team. I howled in pleasure and kept rubbing my clit hoping the pleasure would never end. But all good things do and by the time I calmed down, Janice had hung up with Kim and told me Kim had rescinded her order that I edge myself. Part of me was disappointed by that, but also relieved.

Over the next couple of weeks I learned that Kim was definitely stricter with me and definitely enjoyed punishing me for even a minor infraction to her rules or instructions. She also really liked fucking me with her strap-on. Janice, in contrast, while definitely meeting my need for a controlling hand in our lovemaking, was softer. She had no problem ordering me to my knees to pleasure her or putting me across her lap for a spanking, but she all the time eventually let me cum. Unless Kim had ordered me not to in which case Janice respected her daughter’s wishes. Although Janice had told me I might be ordered to fuck her husband, that had not happened yet. She did arrive at my door multiple times after seeing one of her other partners to have me clean her out before she went home. Honestly I was loving every minute of my new relationships. I preferred Kim’s style, but I certainly loved being with her mom as well.

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