It was not what I had ever wanted but it is what I have become. I really don't see a path of escape, but now, three months later, I am not sure anymore I want to escape. It had all started innocently enough at the beginning of the summer when I had come home from school…
"Hi Jai. How was the last day of school?"
I looked at Tamanna, my new stepmother, bored by her banal question already. I wasn't super happy that my father had remarried just a year after my parents' divorce. I mean, my mom was the one who left, having an affair, but, still, here we are. It's not that I don't see the appeal. Tamanna is tall, beautiful, athletic, and 20 years younger than my Dad--and exactly 15 years older than me.
Her interest in my dad was also clear. My father is rich, quite rich really, having made a fortune in the aviation industry, which enabled him to buy racehorses and do okay there as well. In fact, he had met Tamanna at one of those horse races and they had just hit it off. They married within 6 months, during my +2 and now I was stuck with her living with us.
Tamanna was certainly beautiful to look at, but I didn't really like her. I don't think she really likes me, either. She entered our lives with a very imperious manner, at least towards me. That she is 5'5" -- the same height as my dad -- while I took a bit more after my mother at 5'1" didn't help. She is also much more athletic than I am, with a solid build, while I am skinnier. I mean, she's a looker to be sure, you'd have to be dead or gay not to think so, but she immediately made out like she had authority over me after the wedding, despite her not being my mom. She was making rules about homework, my nights out, and all that, like she was my real mom. What sucked is that when I complained about it to my dad, he supported her! So, I was stuck with a rich bitch replacement "mom"!
I was hoping she wouldn't be home when I got here. She works part time somewhere, or at least it seems like that. I am not clear on what her job is, but sometimes she is here when I get home from school and sometimes she isn't. Today was my bad luck.
"Oh, it was fine. Just the usual. Glad to be out of there for a few months." I had turned 18 last week and had just completed my junior year. My parents, like so many who raised kids my age, held me back from starting kindergarten at age 5 and waited a year.
"Good, good, glad nothing eventful happened. Have you given any thought to your summer job yet?"
Tamanna, again with my father's support, has been pushing me, even demanding that I get a summer job. Why? My father is rich. Why can't I just have fun over the summer--he can easily afford to give me spending money. I wouldn't overdo it and I sure don't want to spend my days saying, "you want fries with that?"
"Um, not a lot, but I was planning to go to my room and do some job search online."
She gave me a skeptical look but approved. "Good. Well, get to it then. I don't want to hold you up on that. I expect you will come back down at dinner with specific ideas and/or jobs you have applied for."
I snorted. Inside. I had no intention of doing that. I was going to look at porn online and have a good jack-off session. With school out of the way, I hoped to have more opportunities to do that. Oh, and yeah, I need some time to think about how to stall and avoid this whole job thing.
I bounded up the stairs and closed the door to my room behind me. I would have locked the door, but Tamanna had convinced my father that only their room should have a lock on it. Damn her. It just meant I would have to be more careful when I surfed porn. Fortunately, my room was on the opposite end of the house from theirs and, so far at least, neither Tamanna nor my dad ever came into my room without knocking, so it has never been an issue. Still, not using the computer with my back to the door. And I couldn't surf naked like I used to. Because you never know. It's fine. But porn surfing naked was more fun and allowed easier access to stroking my cock as I watched the screen.
Once I had settled in, I opened my laptop and began surfing. I had at least four hours until dinner. Somewhere around the two and half hour point I saw it. I had already jacked off once after an hour of surfing and was working my way up to a second round when I saw it. I couldn't believe it. I was convinced it was her! Tamanna! She was advertising her "services" as a dominatrix!
Now, I don't normally look at black-clad, whip wielding women online, but I was surfing and clicking on different women, fetishes, one thing led to another, and I found myself looking at a series of ads of dominatrices in my area. And this one had to be Tamanna! I mean, I wasn't 100 percent sure. She was wearing a mask, and she was wearing a shiny, skin-tight black latex catsuit, with the requisite whip in one hand. The ad copy was offering her "female domination" services. She listed some crazy stuff: bondage, "discipline," gags, smothering, humiliation, CBB, CBT, among many others.
But, and here was the thing, not only did the woman behind the mask look exactly like Tamanna, but her neck was sporting an unusual birthmark, which Tamanna also had. It had to be her!
My mind raced in excitement! What to do with this knowledge--all thoughts of a second jacking off left as I decided what to do with this. I could destroy my dad's and Tamanna's marriage! But no, that is not what I really wanted. I didn't like Tamanna, but only because she was always trying to boss me around. I just wanted her to back off. And that was it. I would confront her and, well, blackmail her I suppose into backing off, indeed, into being my supporter rather than my new second parent. That seemed like a fair trade for not telling on her.
I went back downstairs with my laptop in hand, wearing a shit-eating grin.
"Hi Tamanna!" I said with the warmest, loving voice I had ever used with her.
She eyed me suspiciously. "Hi Jai. Have you made progress in your job search?"
"Sort of! Take a look at this!"
I set my laptop down and opened it. The screen came on with her ad up and in full display. She hesitated for a second or two as she looked at it and then she tried an initial bluff.
"That's disgusting! Why are you showing me pictures of porn?!? What will your father say when he sees what you've been doing with your computer in your spare time!"
"Oh, I don't think you will want to show this to dad. That's you! Don't try to deny it! She looks like you in every way. I wasn't fooled by the mask! But the clincher is this."
I zoomed in on the birthmark showing on her neck.
"She has the exact same birthmark on her neck in the exact same position as you have!" I smiled a smile of the victorious and the righteous!
Tamanna hesitated, she studied the picture with a pained expression for a full minute, assessing the situation no doubt, and what this would mean. Finally, she straightened up, looked at me with eyes that could launch daggers. Her voice was so cold it could have frozen Hell itself.
"What do you want, Jai? Why are you showing me this?"
"So, you admit that it is you?"
"I admit nothing. What's your game? Are you trying to get me to leave?"
"I admit that that was my first thought, but no. If you left--or my dad kicked you out--he'd just find somebody else who might be worse. No, I want a change--in you! I want you to climb off my back, the same back you've been on since you married my dad. I want you to stop insisting to him that I get a summer job. I want you to support me more in what I want to be doing. If you can do that, I won't feel any need to bring this to the attention of dad." I smiled thinking I had won because for now she made me think I had.
"Let me think about this, Jai, how this might work, we can discuss it in the morning tomorrow, after Rajesh leaves for work."
I just smiled. Time to be generous. "Sure, that works for me." I remember thinking at that moment that I should have saved screenshots of her dominatrix ad, but I didn't. This was an oversight I would come to regret.
Later that evening at dinner, Tamanna seemed to be adapting to the life I wanted. When my dad asked how my summer job search was going, she piped up first.
"So, Jai, find a summer job yet? Tamanna has been mentioning it for some time now."
"Oh, he doesn't need to worry about that right away! He can relax some, first--school just got out."
Dad looked at her with a surprised look on his face. "That seems to be a change of tune for you, my dear."
"Well, maybe somewhat, I am thinking he could take a few days, at least, to rest after school." She looked at me with a slight smile. All was proceeding as I had hoped! I looked forward to a night of porn surfing and jacking off that I knew would not be interrupted.
The next morning, I did not come out of my room until 11 am. I had been up late the night before and wanted to sleep in. That Tamanna did not come to disturb me was a further sign that she was accepting the new reality, the new structure of our relationship. I honestly wasn't sure what more there would be to talk about--other than her formal acceptance of my terms. Ah, it felt good to be winning!
"Good morning, Jai, I trust you slept well?"
"Yeah, yeah I sure did!" I couldn't help but admire how Tamanna was dressed. She had on tight-fitting black pants, a tight white blouse, and long-arm black gloves. She looked hot, frankly, but I wondered why the formal look. It looked like she was going out and we wouldn't be talking.
"So," I began, "I take it that you agree with what we discussed yesterday?"
"Eat some breakfast first, and then we'll talk." I prepared myself some eggs and toast while Tamanna sat in the adjourning room reading the paper. For some reason, she had put on her large fluffy bathrobe to do her reading.
When I was all done, I walked in and sat down in the recliner across from her spot on the couch. I looked at her while she continued to read, almost ignoring the fact that I was there and clearly ready to settle things with her.
"Well?"
Tamanna looked at me without moving her head, but then very slowly and very deliberately put down her paper and neatly folded it up. I remember thinking it was weird for her to be reading it with her gloves, but then there were a number of things about Tamanna that I found weird. Not least her kinky sideline.
"Well, indeed, Jai. It seems you have me in a position where I must agree to your terms." She got up from the couch and started walking around the room as she talked. She blathered on about how she wanted our relationship to continue and did not want this unpleasantness to ruin either of our situations. She reminded me that what I was doing wouldn't look good either and that neither of us would want any of this to come to the attention of Rajesh, my dad.
She continued talking and walking, while I just continued to nod and talk in agreement, looking at my phone, since she was apparently agreeing to all that I wanted. I didn't really notice how she had wandered behind the couch, to actually stand behind me while she talked. She even placed her hands on my shoulders in a sign of familiar affection. I was relishing my victory and did not hear her open the plastic bag that apparently was in her bathrobe pocket because the next thing I knew a black-gloved hand with a cloth soaked in chloroform was over my mouth and nose while she held my head with surprising strength. In just a few seconds everything went black.
When I woke up again, I was no longer at home. I was laying on a cot inside a jail cell! And then I realized that I was completely naked under the blanket that was covering me. I had no idea where I was! I sat up and looked around. Outside my cell looked like a torture chamber, with bondage furniture I had seen while surfing porn, whips, restraints, rope, black hoods, many other things lined the walls. Tamanna had knocked me out and brought me to her "dungeon"!
And then I saw her! She was sitting on a large black and maroon chair, like a throne. She was wearing a tight-fitting black leather catsuit. She was smiling an evil looking smile at me.
"What the fuck!" I yelled at her. "What am I doing here?!? Get me out of here now!"
"Oh, good, you're finally awake. You slept so long, I only have a couple of hours before I must leave and go be the doting wife to your father. Now, we will really talk.
"I've kidnapped you, Jai. I intend to hold you for ransom and I intend to break you in as well. I've always wanted to capture a reluctant male and break him, make him my slave--my sex slave--but the idea always seemed preposterous or difficult. But necessity, driven by your attempt to blackmail me, has led me to the happy place of you here in my dungeon and no one knows a thing about where you are. You left to go visit friends and no one has seen you since."
"You're insane! That's never going to happen and you will just end up in jail! And I will enjoy watching your trial and sentencing!"
"Well, you are, possibly, right. That could happen. But I'm pretty smart; I've been very careful; and I know what I am doing. I think my chances of pulling this off are about 70-30--and I certainly like those odds better than living with you and your father with your threat to blackmail me ever present."
Tamanna continued talking.
"It's a shame really that your father isn't open to my games, that could have been fun. He is so very vanilla--the most he lets me do to him is sit on his face while he eats me out. But my desires, my true sexual desires--the ones that go beyond marriage and even the sessions with most of my clients--are far, far darker than that!
"But, now I have you. And I have completely erased any evidence of me in my ads online. Including the Wayback Machine. The virtues of having a tech geek as a regular client. The pictures I now show could be a million women."
It was now that I realized my mistake in not saving screenshots of Tamanna in her ad.
"So, Jai, or should I start calling you my 'bitch-slave' now? Yes, I think I will. First things first, you are my bitch-slave starting now. You, however, will only address me as 'Mistress.' Any deviation from that will result in punishment."
She waved her hand in the direction of her collection of whips.
"Don't test me on that, bitch-slave, I am deadly serious about it. Do you understand?"
I thought that discretion and compliance might be the smart move, for the moment, until I could figure out how to get out of this.
"Yes... Mistress."
"There! That wasn't so bad or so hard, was it?"
I did not respond to that.
"I asked you a question, bitch-slave," in a tone that was both quiet and extremely menacing.
"No, Mistress."
She stood up and came close to the jail cell.
"Better. But we will have to mark that insolence down in the beatings log for later. All right, this is what happens now. I will change out of this black sexy outfit and go back to your father. No doubt he will be concerned about your absence at dinner tonight, but I will need to reassure him--at least until he receives the ransom note. Then he will be absolutely beside himself and need my support. But that won't all happen until tomorrow evening. Before that, I will be back in the morning to begin your training."
With that, Tamanna got up to change and leave, despite all my protestations and, when those didn't work, insults in frustration. As she was about to leave, she turned towards me.
"This facility is in a remote and quiet location. Feel free to yell; it will do you no good. Your nasty comments just now will not only be added to the beatings log, but you will go without food until tomorrow. See how you like that. There is some water right outside your cell and you can pee in the empty bottles. Don't make a mess or I will add substantially to your punishment."
With that, she turned and left. I did indeed try some yelling and it had no effect. I drank some water and laid back down, trying somehow, in some way, to get out of my predicament. I came up empty. When it seemed like a couple more hours went by, I was getting hungry. I drank the water and it helped somewhat.
Day 2
By the next morning, I was starving. I hoped Tamanna would bring some food. When she arrived, she was bringing a bag that looked like it had food in it.
"Well, do you have something to say to me?"
I hesitated and then realized. "Uh, yes, I am sorry... Mistress. I'm sorry to have said the things I did yesterday. I will not do it again." I tried to be as convincing as possible to convince her I was complying.
"That'll do, pig. Here, I brought some sandwiches. You'll need to eat something before we begin. Things can get... intense here. Oh, I should let you know that Rajesh was indeed concerned you hadn't come home for dinner, but I reassured him that you were probably with friends. No doubt it will come as a shock when he receives the ransom note."
I didn't say anything as I was too busy devouring the sandwiches she brought.
"Once you are finished, we will begin, or I should say you will begin with a shower that I administer."
With that she walked off into the same room she used yesterday to change. When she emerged, she was dressed to kill. She put back on the same leather outfit she had on yesterday. Today I noticed that that outfit had zippers at her formidable breasts and her crotch. She wore high-heeled black ankle boots that added to her height advantage over me considerably. She sported a black leather, military-style cap, with her long hair in a ponytail. I was embarrassed to admit to myself that the look did cause my cock to harden a little. She then picked off a variety of things off her walls--restraints, a collar and leash, I couldn't completely tell--and walked over to my cell.
"Hold out your hands," she ordered. I did so and she put metal cuffs on them held together by a padlock.
"Now sit and put your feet through--the same opening." I did that, too, and the result was similar with cuffs on my feet that were attacked by a short chain that I could not remove and allowed me to take only small steps. She opened the door to the cell and then put a metal collar on my neck.
"All right, this is how it is going to go. I am going to open the cell and let you out to use the bathroom. Excrete all you need because you won't have the opportunity for a while. Tell me when you're done, because then I will then supervise your shower."
I did as she asked and was grateful to go to the bathroom properly. When I let her know I was done, she came into the bathroom.
"Now get in the shower and turn the water on."
"Can't I let it warm up first?"
"No."
With that I sighed and braced myself for a cold shower--and oh it was very cold to start. Any hardness in my cock was truly gone and shriveled to nothingness. I steeled myself to it, and shivered until it warmed up a bit.
"Ha! Look at how tiny your cock is! It looks as helpless and useless as you are!" I was a bit embarrassed by her mockery, even more than I already was being paraded around naked and in metal bondage. With that she instructed me to start washing myself all over, thoroughly, and pay special attention to my groin, ass, and armpits. "I hate smelly bitch-slaves" was all she said.
When it looked like I was done with the shower, she said hold on. Tamanna pulled the hand-held from the wall, adjusted and then turned the water to full cold! With a trigger the hand-held blasted out what felt like ice-cold water again. I howled at the cold water pummeling I was receiving while Tamanna cackled at my predicament. Finally, she turned the water off.
"What was that for?" I moaned at her. "I was clean!"
"That was for my amusement and fun. Never have I relished torturing a slave in my control as I am going to enjoy torturing you! Here." With that pronunciation, she tossed me a towel.
"Make sure you are completely dry before coming out of there." And she turned and exited the bathroom. It was very difficult to dry oneself thoroughly when your hands are bound together in steel.
"Now come over here and get on your knees!" The command was very sharp. Tamanna had in her hands a metal leash, which she attached to my collar and some kind of whip, with multiple strands of leather attached to the end of the handle, which were fairly long.
"Now, you miserable little shit you think you were going to blackmail me with no consequences? I think not!" I realized that I was now going to get whipped by her.
"Please, Tamanna--Mistress!!--I am sorry, I didn't mean anything by it! I would never have told anyone about you!" I begged profusely but it was clear it was going to fall on deaf ears. With that, she pushed my head to the floor and planted one of her boots firmly on my back near my neck and pushed me hard into the floor. The heel of her boot sank into my flesh and the pressure ground my face into the carpet.
"Oh, don't worry, I'll have mercy but only after I see you cry and cry and beg for it!"
With that, she struck the first blow, which while uncomfortable, did not hurt as much as I thought it would. But more blows came swiftly after and it soon became clear she was slowly ramping up the intensity. After a dozen blows, I was begging her to stop. She did not stop. The whip rained down all over my back and butt. After another dozen shots, I start to tear and cry in my begging for her to stop. And still she continued--and the intensity edged up some more. After what must have been another dozen, I was begging, pleading, crying, blubbering to get her to stop. She finally did.
"What do you say?" I worked hard to compose myself, with my embarrassment extended by crying and begging in front of a woman who until yesterday was simply my stepmother.
"Th-thank you." She snapped the whip once more and I yelled, realizing my error.
"Thank you, Mistress."
"That's better. And you look better to me, too, your back and butt are a very nice shade of red, and quite warm to the touch." She gently rubbed her hand over my sore backside. "Just seeing you like this, naked, bound, prostrate, and thoroughly whipped is making my anger at you dissipate just a bit--and making me wet. I am sure that more--a lot more--of stepmother and stepson bonding time will get our relationship back on track!" She then laughed and laughed at her own joke before proceeding with me.
She forced me over to the bed and had me lie down on it, which I did gingerly because I was so sore on my back and butt. She then secured my legs to the bottom corners of the bed with locking chains, and then the same with my hands so that I was tightly bound down, almost immobile. I thought for a moment that I should fight back when she uncuffed my hands to secure them to the bed corners, but she thought it futile. My legs were still locked, she is taller and stronger than me, and had the advantage of being above me. I didn't know what to expect next, but I was utterly fearful! Turns out, with good reason.
"There, now, you are looking just fine! I think you need a different kind of punishment for what you tried to do to me." With that, Tamanna set out a digital timer that we both could see and then she climbed onto the bed, her boots were still on as were her long leather gloves and her catsuit.
"Do you realize, my little bitch-slave--and you are little," she said while looking at my still very flaccid cock, "that I could easily end your life here and no one would know? Here, let's experiment...Ooh, I love the look of terror you are sporting on your face when I said that. Try to do that more often!" She then climbed onto me and sat on my chest, staring down at me with a look of contempt of a hot dominatrix shown in any porn video.
She just sat there at first, giggling occasionally. She then put her black gloved hand over my mouth and held it shut.
"It was your mouth that got you into trouble, you little bitch--you expressed thoughts that should have been left unexpressed. Let's see how you like it when I take away your ability to speak." Tamanna pressed down hard on my face and mouth and I did not like it but it was not particularly uncomfortable. I mean, I could still breathe.
"Oh, that won't do." She now suddenly brought her other hand to my face and closed off my nose! I couldn't move and now I couldn't breathe! I didn't move at first because I assumed she would stop soon. She didn't! After about a minute I began to struggle for air, but Tamanna just pressed down harder, squeezed harder to hold my head still if she could, and continued to cut off my air. After a minute and a half I was screaming into her gloved hand for release, my face felt flushed, and Tamanna just looked at me as she held the power of life and death literally in her hands and grinned the most evil grin she had used to date. Finally, she relented and pulled back. I sucked in life-giving oxygen as fast as I could. Tamanna just giggled above me! This evil bitch was trying to suffocate me and was just laughing about it!
"Ah, there we go! You see, Jai, whatever you're thinking right now should be focused on how you will keep me happy, so I don't snuff the life right out of you. But I sense you are going to need more of this to understand that. I suggest you prepare to take a deep breath." She scooted up a bit further, so that her bottom sat on my lungs, her thighs were on my sides tucked at my underarms, and then with both hands bore down hard again covering my mouth and nose with those black-gloved hands. I was terrified that she meant to go through with her threats!
I didn't struggle at first--I had recovered a bit while she had taunted me--but again within a minute the tightness in my chest was real as the oxygen I had taken in was being consumed. I tried to stay calm, to hold out, to not give her the satisfaction of my struggle. But no matter how long I held out, she just waited me out. Somewhere between one and half and two minutes I started to struggle once again for air. And as I approached the two-minute mark, I start to scream and thrash my head to escape her grip on my face. It availed me nothing, as she held me closed for several seconds more before releasing me from her gloved prison. Again, she laughed at her attempt to suffocate me. She did this several more times before I was so exhausted by it, so short of breath, that I begged and pleaded for her to stop.
"Please, please, please, Mistress! Please stop, I can't take anymore!" Tamanna just looked at me with more contempt.
"All right, I'll grant you some relief since you begged so nicely--I do love hearing you beg; it's going to be a feature of our new relationship--assuming the outcome of your 'kidnapping' ends as I hope it will. But, that doesn't mean we are done here. It's time to put your mouth to better use than what you have used it for so far." Tamanna got off the bed and when over to her table and grabbed a bottle of water. After drinking nearly half of it, she walked back to me, holding the bottle.
"Open your mouth." I fully expected her to pour some in from the bottle. But no. She took a swig, leaned over and spit it into my mouth. I was grossed out but I was also thirsty, so I swallowed it and all the remaining water delivered the same way.
"Mistress, I could have drunk from the bottle, even in this position."
"Yeah, but where's the fun in that?!?"
Tamanna tossed the empty bottle into a nearby trash can, which also happened to be black. She then unzipped her black boots and took them off. She then unzipped her crotch, showing her neatly trimmed pussy. Afterwards, she climbed back on the bed, sitting down on my chest. Her exposed pussy was now five or six inches from my chin.
"Have you ever eaten pussy, bitch-slave Jai?" I shook my head no. "Are you a virgin or just a selfish lover?"
"Uh, Mistress, I am not sure. Virgin, really. I mean, I've engaged in heavy petty, but not much more than that."
With a firm voice: "All right, fine. You'll learn. Now, let's review the rules. First, if you bite me in some act of revenge--or even by accident--I will whip you bloody. No matter what I do, you bite me and you will wish you were dead before I am done with you!" As she spoke, she slowly moved her exposed pussy a couple inches closer to my chin.
"Second, this day has made me horny as hell and tonight will be stressful. I expect multiple orgasms from you, even if I have to take them myself." Again, she moved a couple inches closer, slowly.
"Third, if I give you any instruction, you follow it to the letter..." With that statement, her pussy was resting again my chin. I could smell her womanhood and feel its wetness against me.
"Let's begin. Open your mouth and stick your tongue out."
I complied and Tamanna raised herself up slightly and lowered her hot pussy to my waiting mouth. True to her word, she gave me various detailed instructions, to lick with the flat part of my tongue, suck on her clit gently, push my tongue inside. I had never done this with a girl before, although I had seen many examples of it in porn. Truth be told, I found it arousing, and for the first time today my cock became fully erect and hard. Tamanna noticed.
"Oh, this is a great sign, my bitch-slave. You are turned on by eating my pussy, despite--or because of?--being bound to bed, with me smothering your face. That bodes very well for your immediate future. Keep at it!"
Tamanna now started to sound excited herself, as she started to moan and breathe heavily above me. Soon, my licking her became superfluous, as she started to grind into my chin, mouth, and nose, gently at first, but more roughly as she approached orgasm, until she finally let out a shout and I could feel her juices flowing on my face. After it receded, she sat back on my chest, with her now very wet and glistening pussy very near my face, the smell of her sex pronounced but not unpleasant.
"Not bad, for the first time." She used a towel to wipe my face a bit. "But practice makes perfect!" And with that, she climbed back on and we started again. After her second orgasm, she climbed off and took a look at my hard cock.
"I'm glad eating pussy excites you, Jai. That is certainly not true for all men. But I am not sure I care to see your excitement right now. I think I need to slap it out of you."
With that, she started to slap my cock with her hand, repeatedly and hard enough that I began to howl in pain and, sure enough, my erection began to wither under her assault. It was a shock and a disappointment. The pain was a shock but I had sorta hoped that since we had moved to a more sexual relationship, she would give me a blowjob--or at least a hand job. I was disabused of that idea pretty quickly.
When my penis had retreated sufficiently for her taste, she climbed back on and sat on my groin and abused my member.
"You were such a stupid, stupid boy, Jai, to try to blackmail me into doing your bidding at home. You could have gotten a job and had a nice summer. Now, I have summer-long plans for you. And, I'm a sadist. You know what that means? I get sexual pleasure from inflicting pain on others. In this case, you, perhaps especially you now."
She reached out and began to pinch and twist my nipples. Gently at first but with slowly increasing intensity. Within a few minutes, I began to moan but for some reason could not understand why I felt like I was getting aroused. Tamanna noticed.
"What the...?" She lifted herself up off my groin and watched my cock expand a fair amount. "Are you getting sexually excited at nipple torture bitch-slave? Indeed you are! How wonderful for us both!" With that she renewed her assault on my nipples and as much as it hurt, my cock seemed to grow harder and harder. Finally, I begged once again.
"Please, please, Mistress, please stop. It's getting to be too much!"
"Really, your cock suggests otherwise." She worked me over a little longer, and nothing deflated. Finally, she stopped or got tired of it. "Back on your mouth, I think, for one more go before I have to get back home."
This time what Tamanna did was different. She told me to stick out my tongue and then she lowered herself on my face, so that my tongue ended up inside her. But rather than tell me what to do, she had me stay still, as she pressed down against me. Her warm, wet folds enveloped my nose, while still covering my mouth. She moved very little, although she did move some. It started to become clear that she was returning to her suffocation games, but this time she was using her pussy and her ass to cut off my air. Back and forth, up and down every minute or two as she kept cutting off my air until I thrashed about for oxygen. Finally, she seemed to settle in unusually tightly, and I realized that her moaning and heavy breathing had increased--the act of suffocating me with just her sitting on my face was exciting enough for her to cum!
Tamanna came a third time and this time it seemed like enough. She climbed off me and my head and headed to the bathroom, where I heard her take a shower. I was exhausted. My jaw and tongue ache like they never had in my life. She came out of the shower dressed in her professional clothes that she wore on most days. She cleaned me up a bit with a damp cloth and then left it and towel in the jail cell.
"Okay, back to puppy prison for you!" She let me go to the bathroom first, thank God, it had been hours. She then locked me up, left me some food and water, and simply said, same time tomorrow? Laughing at her own joke.
"I'll be back tomorrow, bitch-slave, but I now need to get home to comfort Rajesh over your kidnapping. With that, she snapped an old-fashioned instant polaroid and took it with her out the door, grasping it with her once-again black, gloved hand. This time she left me a medical urinal to go pee.
Day 3
She came the next day around mid-morning, I guessed. She filled me in on what happened last night, as I ate some food she had brought to me.
"Things went better than I expected. When your father came home, he sadly discovered you had been kidnapped and the kidnappers were demanding a $1 million dollar ransom. The polaroid of you naked and in your prison cell moved him very much. The note warned against contacting the police and I, the ever loving and reassuring wife, told him everything would be all right and that we should do what the kidnappers say--including not getting the police involved. It took some careful and artful and gentle persuasion on my part to convince him that this was the right thing to do. It's not like he doesn't have the money and it makes sense not to risk your life. The kidnappers gave your father three days to get the money together along with instructions as to when and where to deliver it. The kidnappers want it in cryptocurrency, which your father knows nothing about. But his savvier and younger wife is going to help him with that. So that three days is just the right amount of time I will need here with you before I let you go."
"You're going to let me go? What makes you think that the first thing I will do is turn you in?!?"
"Oh, let's just say that after three more days here, I am sure you will be convinced to go home and not say a thing. And on that note, we need to get a start to our activities here."
Tamanna then let me out of my cell, but still restrained by the heavy shackle attached to the long chain. I was allowed to go use the bathroom and shower. I don't know what she was doing while I was cleaning up, but when I emerged, she had set up a camera facing the bed and laid out a number of women's sexy underwear.
"Now, this is how this is going to work, bitch-slave. We are going to have a photoshoot--of you modeling some various outfits I have laid out here. And you will be performing a few acts according to my exact instructions while wearing said outfits. If you resist, I will beat you and hurt you. I am far stronger than you, Jai, so I wouldn't try anything if I were you. This can still end badly for you, as well as for me. It doesn't have to."
For the first time, she removed the shackle without binding my arms or legs in some other way. Tamanna motioned for me to put on one of the outfits. The one closest to me was a pink satin and lace panty and bra set. She then brought out a wig and lipstick and proceeded to put those on me and paint my lips with red lipstick. She then got out her phone and told me to smile and pose in various positions with a smile on my face.
"I said smile!" she ordered, when I didn't comply with the first time she said it. While she took some pictures, she still wasn't satisfied with what she saw apparently and went to a wall to grab a long whip.
"Perhaps you misunderstand. Let me explain it to you." With that, the whip sailed toward me, delivering a tremendous sting and a red welt to my thighs. Two more immediately followed. I howled in pain and tried to run for the door. I found it locked and, in my attempt to open it, Tamanna was already on me, she covered my mouth with her hand, and put me in a choke-hold, dragging me back to the bed. She tightened her grip so much that I passed out, which is what she probably intended.
When I came to, I was back on the bed, my pink outfit still on, while Tamanna sat on her throne waiting for me.
"Back to the land of the living, I see. Well, good. Now, ready to try again? If I don't get some happy smiles from you, I will whip you back, ass, and legs red with that whip. Do you understand?"
I saw little choice here. The whip really, really hurt. "Yes, Mistress, I understand." I felt like I had little choice--the whip really hurt a lot and lived in fear of being on the receiving end of it again.
And then I put on the best real smile I could muster and Tamanna snapped a bunch of pictures in different poses. I must have been good enough at her orders to smile, because she did not whip me again during the "photoshoot." After a few outfits, she had me put the pink one back on. She herself then put on her all-black catsuit, accompanied by a black hood this time that completely hid her identity--and a strap-on dildo!
"Oh, please, not that!"
She chucked a bit. "Yeah, I do enjoy hearing you beg. But sorry, a few more pictures will be necessary." She then had me get on my hands and knees, panties, bra, whig, and all. She told me to suck on the dildo until she had snapped a bunch of pictures with both her phone and camera mounted on the tripod.
When she finished that, she turned me around on the bed so that my face looked in the tripod's direction, but I was on my stomach. She pushed the dildo against my butthole so that it looked like she was penetrating me and snapped some more with the remote camera. She then moved the tripod to the side, lubed up the dildo, and pushed it several inches into my ass! Damn that hurt! I howled and yelled, but once she stopped and rested, she took some profiles that had a black-clad dominatrix look like she was fucking me in the ass, which she was!
"I think that is enough pictures for my purposes. Now, turn over!" I did as I was told and she then tied my arms to the bed. I didn't understand what was going on but then Tamanna resumed her position. She put the strap-on back into me and then covered my mouth and nose with her black leather-gloved hand.
"This is for me!" With that, she thrusted vigorously into me while she controlled how much air she let through her gloved hands. As uncomfortable as I was, I also felt her toy pressing against my prostate over and over, which was also stimulating me. Even as I whined my discomfort into her hands, my cock began to harden a bit with the prostate "massage."
As Tamanna saw this, she thrusted harder and harder and more vigorously. She built up a sweat from her exertions. Then, with one hand still on my mouth, she used her other hand to jerk me off as she continued to pound my ass. She was clearly enjoying the utter domination and humiliation--let's call it what it was, the raping--she was inflicting on me, so much so that she came from the experience right after she forced my orgasm.
When we were all done, I was lying in bed, still, while she took off her dominatrix clothes and cleaned herself up. Finally, she spoke.
"You see, Jai, my little bitch-slave, this is the way it's going to work. Once I have the ransom from your father, I will indeed release you. But if you try to say anything other than what I will tell you to say, all of these pictures will go out on the internet. Ultimately, all of your friends, enemies, and teachers will see you being my apparently enthusiastic sissy bitch. Whether people believe it was all done under duress or whether you enjoyed it doesn't really matter because those pictures will be out there--forever. Every time someone looks at you, googles your name, they will see you in pink lace, a whig, makeup, sucking my black plastic cock!"
"Alternatively, you can come home, safely released from captivity, tell the police you know very little, because you saw and heard very little from your time in captivity and resume your comfortable life with us. I will even be supportive of what you want to be doing--but you will need to follow my orders from now on."
I didn't realize then and there that she wasn't talking about resuming a normal stepmother-stepson relationship. I was destined to be her sex slave right in my own home, right under my father's nose.
I decided compliance was the best policy. I mean, right now I didn't have proof of anything. No one was going to believe me if I was released and blamed my stepmother. It made no sense. She already had access to my father's money, so it didn't follow that she would kidnap me for money. And with all the evidence of her outside activities removed or reshaped to hide who she was, there was no proof of motive there.
"I, I am willing to do that, come back home and play it like you told me."
Tamanna cackled a victorious laugh. "Excellent! I have your father pretty much convinced to pay the ransom through an untraceable cryptocurrency account. Hopefully, we can get this all resolved shortly!" With that, she put me back into my cell and left for the night, leaving only a sandwich and soda for me.
Day 4
The next day, Tamanna came back and announced: "Good news! You are going home today! This went quicker than I thought it would. Your father **censored** the ransom, so now we must honor our part of the bargain. Hold out your hands."
Tamanna handcuffed me and then opened the cell door, putting a hood over my head as I emerged.
"Let's go." She led me to her SUV, which had tinted windows and then we drove off. We drove for quite some time, but I did not have a good sense of how far. All I know is that when she stopped, she opened the door and shoved me out, handcuffs, hood, and all. She drove off as fast as can be before I even had a chance to pull the hood from my head. When I looked around, it was a quiet street but not far from a main road. I walked out and up the street and soon found a gas station and had the attendant call the police.
My Dad--and Tamanna (!)--met me at the police station and were relieved to see me back and safe. The police questioned me for some time, still, but I told them I had little to tell them. I said I was blindfolded the entire time and only occasionally heard the quiet whispers of a couple of "men."
When we left, I said little on the ride home, wondering what the future held with Tamanna.
THE-END