All Hallow's Eve
Bdsm Story

All Hallow's Eve

by Subaren92 19 min read 4.8 (6,900 views)
lesbian submission bondage masturbation group mistress toys hitachi
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I spent the next day recovering from the night before and by recovering I mean I lay in bed fantasizing about the twins and playing with my pussy. At first, my orgasms came easily, but as the day went on, I had to think of more depraved things Heather and Tiffany might do to me to get the rush I needed. By nightfall I was driving through their general area looking for their house. I should have added their house to my GPS last night, but I didn't. I pictured myself pulling up to their house and giving myself to them as an offering. That was a nice idea, but in hindsight probably not a good plan as I really didn't know them. I didn't find their house anyway so the point was moot.

I spent the weekend reading lesbian BDSM stories and watching lesbian BDSM videos trying to figure out what I would really enjoy. After my experience with Tiffany and Heather I lost focus on guys. My masturbation fantasies were definitely taking a darker turn so I also ordered some new toys online. I bought two new dildos with suction cup bases, a pair of handcuffs, a riding crop (no cane at least not yet) and a Hitachi wand and belt. I felt a little weird about ordering through Amazon because I didn't want the items showing up on my list of products, so I made a fake gmail account. That was good for watching videos and reading stories too. I wasn't ready to have this new side of me known just yet.

Days passed without any contact from Tiffany or Heather. I went back to work and tried to look like I had not had a life changing encounter. That was harder than you might think because every woman at the office caught my eye as a potential Mistress. It didn't help that I was incurably horny and wanting to be used again. When the new toys arrived, I practiced cuffing and releasing myself, first with my hands in front of me until I understood the locking mechanism and then behind my back. I spent the rest of the evening wearing the Hitachi belt at full speed with my hands cuffed behind my back. While the orgasms were nice, they were not as powerful as I had experienced with Tiffany. I think knowing I could escape tempered my excitement.

The next night I decided to try the dildos. I got the suction cup models because I didn't want to just fuck myself. I wanted to pretend a gorgeous Mistress was wearing a strap-on and ordered me to my hands and knees to fuck myself on it. I quickly found out that attaching the dildo to a tile floor and riding it, even if I cuffed myself, didn't give me the thrill I wanted. I looked around the house for a place I could mount it horizontally. I'd seen in videos that women did that in the shower, but I didn't have a glass door and the tiles didn't hold it firmly enough for me to really fuck myself with the vigor I wanted.

In retrospect I was losing control, but at the time my entire focus was recreating the feeling I had with Tiffany. I realized the only vertical glass in my townhome at the proper height was the glass door to my back patio. I had a privacy fence surrounding my small yard, although I suppose the neighbors behind me could see over it. But I was too horny to care. I turned on my outdoor lights and turned off my kitchen lights so I didn't think anybody could see through the glass. Then, after mounting the dildo, I went back to my living room, stripped off the robe I was wearing and sat down to watch one of the lesbian BDSM movies I had while rubbing my pussy. Honestly I didn't need to do that to get wet enough to mount the dildo. But I wanted to be aroused enough to hopefully reach orgasm quickly on the dildo. I didn't think I would be seen, but I also wanted to minimize the risk. At least that's what I told myself. Maybe I just wanted to fantasize about the leather clad Mistress on the screen.

The positive? The window held the dildo just fine no matter how hard I fucked myself. The negative? I think I outsmarted myself by being too ready to orgasm by masturbating first. I came hard and I came fast. I enjoyed it, but again, not as much as I thought I should. I was still chasing the feeling Tiffany gave me.

As a result, over the next two weeks, I became obsessed with self pleasure and bought some more toys. I added a couple remote control vibrators to my collection, nipple clamps, blindfolds, ankle cuffs and two butt plugs, a smaller one and a medium one. Tiffany had implied she wanted to ass fuck me, so I wanted to be ready if I ever saw her again.

For a few nights, I found my seemingly perfect self stimulation and no premasturbation was necessary or even recommended by my brain. The dildo was still attached to the patio door, so I was still having to wait until after dark. The anticipation was delicious after I got home from work and had to wait a couple hours. I usually cuffed my wrists behind my back to be sure I didn't touch myself. Then I would take off the cuffs and make sure everything was set. That meant the second dildo was attached to my kitchen floor so I could suck it. The small plug was in my ass, as I had not had the guts to graduate to the medium one yet. Even the small one felt huge. Then I would clamp my nipples. Since the lights were off, I didn't bother with the blindfold. I used it with the Hitachi belt and that was fun, but I didn't need it now. Finally I would get on my hands and knees and mount the dildo doggie style. Then I would start fucking myself while sucking the second dildo.

Being spit roasted brought back memories of Tiffany and Heather. It was almost perfect. I tried cuffing my wrists behind me which added to the fantasy, but I couldn't balance without my arms so I could only keep the front dildo forced down my throat with my face to the floor and slowly fuck myself on the window dildo. I image that looked kinky, but I couldn't really breath or fuck myself the way I wanted, so I quickly rolled off to the side. I stood up to grab the key and removed the cuffs. I then got back on my hands and knees and went to town. I'd have to figure out another way to use the handcuffs to get the helpless feeling I craved, but for the moment, I was happy to just be filled front and back until I had three glorious climaxes.

But much like before, the novelty of my kinky masturbation began to wear off and I knew I had to find Tiffany and Heather again. I started by driving around their neighborhood after work. I would stop at home briefly and switch from my work attire to a short dress and no panties. If I did find them, I wanted to give them easy access to my pussy. Honestly I also masturbated in the car, although not to climax. I couldn't find their house so I started parking near the grocery stories figuring they had to shop at some point. That wasn't successful either. I didn't think they probably hung out at the local bars so I skipped that. I even used Google Earth to try and recognize their house. Finally on my third night of going on stakeouts, I finally saw one of them drive by. I'd like to say I had some great plan to find them, but it was dumb luck. I immediately made a somewhat unsafe u-turn and tried to follow her.

Unfortunately I was too far behind to catch up, but I did see the car turn into a neighborhood I had not searched before. As a result, the car was long in the garage by the time I found the house. It had been two weeks since our night together. I was concerned they thought of me as a one-night stand, so I was apprehensive about just ringing the doorbell. I parked out front and sat in my car for about half an hour. My pussy was telling me to ring the bell, but my brain was telling me to leave. Eventually my brain won out. There were not many lights turned on in the house and I was scared of being rejected. I programmed the address into my GPS and went home.

All the way home I fought the urge to turn around again and that night in bed as I held the Hitachi firmly against my pussy, I cursed my decision. I tried to imagine it was Tiffany holding the vibe, but it didn't work. I did eventually cum, because what woman can resist the Hitachi forever, but it was the smallest, weakest orgasm I ever remembered having. It also solidified my decision to tell the sisters how I felt. After a restless night, I decided to write them a letter. I still was scared to just ring the bell.

In the morning I wrote a note explaining that since Halloween I couldn't stop thinking about them (I didn't specify which sister I preferred because I was in lust with both of them) that I desperately wanted to serve them again. I made sure to use the word desperate because that was accurate and hopefully it would curry their favor. I signed it, your loving slave, Steph and added my phone number and email address. That night after work I delivered it and put an envelope containing a card and the note in their mailbox. I then hurried home to masturbate with a renewed fervor and fantasy that they would call and demand I return at once. Unfortunately that didn't happen, although I finally had a pretty good orgasm thinking that it might.

In fact, it was two days later that I got an email. The subject was "So you think you are worthy?" The return address was very generic so I couldn't be sure it was from them, but if it wasn't, they obviously shared my desire with someone else who shared their kinks as the email referenced my being a submissive lesbian. Of course I replied immediately, again pledging my loyal service and over a series of emails I confessed all I had been doing and what toys I had purchased.. Even if it was a friend of the sisters, my body was craving serving a Mistress again so I was OK with meeting whomever sent the email. Their next response gave me a task so I could prove I was serious. The task was deceptively simple, although also risky.

I was instructed to put all of my new toys on my dresser. The key to my handcuffs was to be placed on the kitchen table. I was then to unlock my front door and strip, leaving my clothes on the floor near the door. Finally I was to go up to my bedroom, blindfold myself and cuff my wrists behind my back. I was then to lay on the bed, face up and with my legs spread. I was to do this at 10pm that night. I was then to wait. My mystery email writer would arrive at an undetermined time to use me.

Not wanting to risk being late, I was naked on my bed having followed all the instructions by 9:45. In the darkness of the blindfold, my fantasy life was running wild. Was I expecting Heather (50% chance in my mind) or Tiffany (30%) or someone else (20%)? Or maybe both Heather and Tiffany and possibly Gwen. Or maybe all of them and some friends. Even without any physical stimulation, my pussy was leaking an enormous amount of juice.

The rules of the task did not specify how long I had to wait. I figured eventually I could find my way back to the kitchen and get the key to my freedom. But obviously I didn't want that. If I had to, I could sleep like this and release myself in the morning. Fortunately it didn't come to that. I'm not sure how long I waited. A couple of hours maybe, although time was standing still so it could have been more or less until I heard the front door open and then close. Soon after I heard someone enter my bedroom. Thankfully I had hardwood floors so I didn't have any carpet to muffle the sound of heels walking toward me. I then felt the mattress move as somebody sat down. But whomever it was, they didn't speak. They did run their finger up my left leg, over my tummy and then over my already hard right nipple.

The insistent finger ran circles around my right nipple, then down the edge of my breast, through my cleavage and up the edge of my left breast before repeating its teasing torment on my left nipple. I wasn't asking questions. I was too busy moaning. The finger then slid down my torso before briefly contacting my clit. Much too briefly, despite my pleading for it to continue. The mystery person then stood up from the bed. I hoped it was to grab a toy from the dresser. My arousal scent hung in the air and I knew my tormentor would understand I was ready for anything.

I heard a zipper opening. I had not put anything out that would require that. It was then I realized the owner of the finger must have brought some additional items. I rocked my hips a bit in anticipation. If I was lucky, she brought a strap-on. I would have been satisfied with her using my own dildo on me, but having her fuck me like happened at their house would be even better. Well at their house assuming this was Tiffany or Heather and not some friend they were sharing me with. Instead of something long and hard, I felt a leather cuff wrapping around my right ankle. A similar one was affixed around my left ankle and then my left leg was pulled outward until I heard a click. Although I was a newbie to this game, when the hand left my ankle, I knew better than to pull it back. My right leg was then positioned so I was spread open, but not so wide as to be painful. I heard another click and when I tried to move my legs, I realized my ankles were attached to a spreader bar. I remembered it from my first submission to Tiffany, although this time I was laying down and my hands were behind my back. I was no less vulnerable and my pussy didn't realize it shouldn't be leaking my juices onto my bed.

I heard more movement in the room. It almost sounded like two people were there. I then heard the distinct buzz of a vibrator. It sounded kind of weak and not like one of mine. Then I felt it against my labia. Correction, it was leaned against my labia and not in contact with my clit. Although I couldn't see it, it felt like it was a narrow cylinder and the base was on the bed and it was just leaning against my pussy. The vibrations were not strong enough to give me much pleasure and certainly not enough to make me cum, but it was strong enough to make my juices sound obscene as my wet folds flapped against it. Then I heard a stronger vibe turn on. I recognized that one as my Hitachi. Or should I say, a Hitachi as my mystery partner could have brought their own.

Before I could wonder how that would be used on me, I felt the weight of the person sitting on the bed again and then heard the distinct sound of the Hitachi touching flesh. Only it wasn't my flesh and the moan I heard wasn't mine. I also felt a hand begin to massage my right breast, gripping it firmly, releasing it and then teasing the nipple while the woman sat next to me masturbating with the Hitachi. She was obviously enjoying herself while I continued to be teased. It was maddening. She obviously knew I craved the pleasure she was receiving but didn't feel compelled to give me any relief. Frustrating was not the word for what I experienced. The insufficient stimulation I received was driving me crazy. Much like the first time, I would have done anything they wanted to be allowed to cum. But the woman remained silent and no amount of begging appeared to sway her.

Of course her use of the Hitachi on herself had the desired effect and soon her silence was broken by the sounds of her orgasm, although not in any way verbal or allowed me to identify her. The Hitachi was turned off and I could hear her ragged breathing, but still she didn't speak. She did grace me with a finger she must have coated with her release running across my lips, but while tasty and erotic, it did not bring me closer to orgasm. She then stood up again.

Part of me expected that was one of the sisters and the other would now sit down next to me and get me off. My deep desire to submit to them would have welcomed that, even though every extra minute of teasing was agony. Instead I felt the spreader bar being removed. That seemed out of place, but of course I didn't complain. I then heard the zipper zip back up. Perhaps we were done. I hated the thought of being used just to help her get off, but if my release was imminent, I could soon get myself off. Fortunately I didn't have to do that.

I heard more sounds coming from my dresser area where the toys were. Then there was near silence for a minute and then I felt a hand grip my right ankle again. I was beyond pleased to realize the feeling was of the Hitachi belt sliding up my leg. I was even happier when my left leg received the same treatment. The useless vibrator was removed from leaning against my pussy and the belt was pulled into position. I'd never felt so relieved to feel the wide bulbous head of the Hitachi against my pussy.

The person went back to my dresser and I soon felt nipple clamps being screwed over my hard points. It hurt, of course, but I loved it and moaned again. The Hitachi was turned on using the low setting. It wasn't snug against my pussy so the stimulation to my clit was a bit indirect, but given time, it would be enough to make me climax. The kinkiness of the situation certainly helped as well. I felt the person moving again and finally she spoke. Well whispered in my ear just loud enough for me to hear, but not loud enough for me to definitively identify her.

"I'm going to give you the key to your handcuffs. Don't release yourself until I call your phone. I will call three times in quick succession so you'll know it's me in case somebody else calls before I'm done with you."

I smiled and nodded. Although my wrists ached and my arms were sore, I was glad this game was not over. It wasn't lost on me that I still couldn't identify my tormentor and I wouldn't be able to, at least not tonight. I felt her hand press under my back and I felt the key being pressed into my hand. I gripped it tightly not wanting to lose it. The woman stood back up and as a parting gift before she walked out of the room, she turned the Hitachi on high. More from shock than a blast of pleasure, I cried out, "Thank you!"

I didn't hear her leave or hear the door open and close. The sound of the Hitachi filled my ears, although the positioning still wouldn't give me full pleasure. I rocked back and forth trying to get the vibrations where I needed them the most. Having been teased for as long as I had, even indirect contact was enough to get me off in short order, although it wasn't the massive release I had hoped to achieve. The dull pain in my nipples combined with the buzz on my clit made it difficult to focus on my situation beyond the memory that I had put myself willingly in this predicament. Then, in the midst of my conscious mind being mad that I wasn't getting more pleasure, the solution flashed through my psyche. I didn't pause to even think about it. I rolled over face down and thrust my hips forward pressing the Hitachi more firmly against my pussy and finally to the underside of my clit.

If you had been in the room, you would have seen me humping the bed until I came again, this time much harder. But it still wasn't enough to satisfy me. While it was an improvement, it wasn't as good as I knew it could be. At first I started fantasizing about what I would do when I received the three phone calls indicating I could free myself. Then I realized that if I stood up, I could lean against my dresser and get the Hitachi where I needed it to be. I knew I must look desperate. The idea that Mistress was quietly standing in the room watching me to see how far I would take this crossed my mind. While that would be embarrassing, at that point I didn't care. I bent over my dresser trapping the Hitachi oh so rightly so my clit took the full force of the vibrations. I came again quickly and I came hard with a scream. But I didn't stop. I basically began humping the dresser.

Much like at their house, my orgasms began to flow one into another. Some were huge, some not so much, but I wasn't about to stop until the phone rang. I lost track of how many orgasms I had until finally the phone rang. It sounded like it was in front of me. She must have put in on the dresser. And then mercifully it stopped and rang again. Before the third ring I thought how it would be in character to only call twice so I thought I was done. But luckily that wasn't the case and on the third ring I carefully unlocked the left cuff without dropping the key.

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