Please, Sir

by Leigha Taylor

  “What is this?” he demands, fingering the lace of my bra.

  “My bra, Master J.”

  “Who told you to wear a bra to our sessions?”

  “Um, no one, Sir, I just…”

  “You were given specific instructions regarding your uniform, were you not?”

  “I was, Sir.”

  “In those instructions, was there any mention of a bra?”

  “No, Sir.”

  “Yet you chose to wear one. I am disappointed in that choice. In the future, you will leave the bra at home. I suppose you’re wearing panties as well?”

  My face flushes hotly as I reply, “Yes, Sir.”

  With a sigh, Master J backs up from me, turning to retrieve something from one of the mystery drawers.

  Returning with a pair of scissors, he unbuttons the rest of my shirt before snipping clean through the center of the offending fabric. He leaves again, returning the scissors to their proper place before resuming what I can only assume is his inspection of my body.

  Pulling the shirt and the bra cups away from my flesh, my breasts point proudly at him, my nipples hardened both by my arousal and by the loss of their protective fabrics. With his thumbs brushing roughly against them, he says, “Very nice, Lila.”

  Embarrassed, I stare at the floor, saying nothing. Moving his hands so that my sensitive nipples are between his thumb and forefinger, he quickly and suddenly twists them, causing me to cry out. The pain was intense, but lovely at the same time. It’s like he pulled sharply on a cord that’s connected directly to my clitoris. I now know that I enjoy pain, at least a small amount of pain, as much as I thought I would. The knowledge is intoxicating.

  I’m brought back to the present when Master J pinches the nipples firmly, saying, “You should always thank your Master when he gives you a compliment.”

  Squirming against the pleasure/pain his fingers are causing me, I answer, “Thank you, Sir.”

  Letting go, he rubs his palms across my areolas, soothing the area. Reaching behind me, he unzips my skirt. He pulls it down along with my panties and I step out of them. I’ve never been this exposed to anyone but Robert and I thought I’d feel more shy, more ashamed than I do. Instead, I’m happy to be presenting myself to this new Master of mine. I check myself with a reminder that he isn’t really mine; I am only borrowing him while I learn about this lifestyle.

  “Spread your legs.”

  I do, and his hand cups my sex, his fingers rubbing the outside of my opening.

  “I see that you’ve waxed; so you were able to follow some of the directions you were given,” he teases me.

  “Yes, Sir.” My face has grown warm again as I answer him.

  “You’re very wet, Lila. Is that for me?”

  “Yes, Master J.”

  “You’re a naughty girl, but I think we’re going to get along just fine.”

  “Thank you, Sir.”

  He laughs, realizing I’ve taken this as a compliment.

  “I believe it took around two minutes for me to retrieve the scissors, cut away your bra, and replace the scissors again. Therefore, you will be accountable for another two minutes. That brings our total so far to eight.”

  With every minute that becomes my responsibility, more ideas come into my head about how I’ll be made to pay for them. The ideas don’t scare me so much as they thrill me, though, and I really can’t wait to find out.

  “Have you decided on any hard limits? Your profile stated that you were unsure. Do you understand what hard limits are?”

  “I think so, Sir. They’re lines I won’t cross, right?”

  “Yes. They are things you will not do under any circumstances. Soft limits are things that you don’t think you like or that might scare you, but that you would be willing to try if guided in that direction. With that knowledge, do you have any hard limits? Almost everyone has some type of hard limit.”

  “Well, I don’t like the idea of water being used against me.”

  “Water?”

  “I’ve done a little research and I saw that water play is, well, it’s a thing. Like using it to control breathing. I don’t want to be held under water, ever. Sir.” I shake my head vehemently as I state my wishes.

  “Is it breath control in general or just the water that you don’t like?”

  “I’m not sure, Sir. The thing I’m sure I don’t want is the water. I’m not sure about the rest. That’s why I left my hard limits as unknown. I don’t know enough to know if there is anything I really don’t want.”

  “Fair enough. I’m going to try something and I want you to tell me what you think. You won’t need to use your safeword for this, just pull away if you want me to stop.”

  “Yes, Master J.”

  Placing his palm firmly against the front of my throat, he closes his fingers around it, putting upward pressure on my windpipe. I can still breathe a little, but a lot less than normal. With one hand still firmly around my throat, the other reaches between my legs and his fingers rub gently across my clit. The sensation seems intensified and I’m not sure if it’s the lack of oxygen or if it’s just Master J’s hands on me that make it feel like this. Either way, I’m not going to complain.

  It’s far too soon when both hands are removed from my body and Master J smiles at me.

  “Looks like regular breath control is definitely a go, then.”

  “Yes, Sir,” I answer him. “Looks that way.”

  “How do you feel about spanking?”

  “I’d like to be spanked, Sir,” I answer a little too quickly.

  “I see. Lila wants to be spanked,” he repeats. “I’ll try to remember that. What about the various instruments? Paddles, canes, floggers and such?”

  “I don’t know how they feel, Sir. I’m willing to try them all before making up my mind about them.”

  “You indicated that your husband was your only previous partner. Did the two of you ever engage in any bondage play? Even blindfolding, handcuffs, things like that.”

  “Absolutely not, Sir. My ex-husband had no interest in, well, anything.”

  “Define anything.”

  “He was interested in the missionary position on Saturday nights and that’s the extent of our sex life, Master J.”

  “Are you telling me you’ve never had sex in any other position, let alone tried any of the things you’ve come here to do?” He sounds more like Jesse than Master J in this moment, incredulous that anyone could be married for so long and end up with such little experience.

  “That’s right, Sir.”

  “Well, we will fix that for you during the next six weeks. My goal is for you to leave here having experienced a little bit of everything. I’d like to help you define your hard and soft limits as well as find some favorites. Some things that are guaranteed to turn you on every time.”

  “Thank you, Sir.”

  “You’re welcome. As for my eight minutes, I think we will move over to the spanking bench to get your punishment out of the way.”

  I look over to the bench he’s just mentioned and I feel myself grow even wetter at the thought of bending over it, ass in the air, waiting for Master J’s hand to strike me at any moment.

  “That excites you?”

  “It does, Sir,” I breathe the words to him. I’ve imagined this for the last fifteen years and I’m finally going to find out what it’s like.

  I take my place on the bench and sigh as he runs his hand over the curve of my ass.

  “You have a beautiful body.”

  “Thank you, Sir.”

  “I can’t wait to see it with my marks all over it.”

  “Neither can I, Sir.”

  I hear him chuckle softly as he walks away from the bench. From my position here, I can’t see where he has gone, but it’s only seconds later and he’s at my side again.

  “You will take two strokes for each minute you have cost me. That gives you a total of sixteen. It’s your first punishment, so I won’t give them to you ful
l strength.”

  “Thank you, Master J.”

  “I will, however, make them hard enough that they leave an impression on you. The first eight will come from my hand. The last eight will come from a flogger. You will count the strokes out loud. Failure to do so will cause me to repeat the stroke. There is no need to thank me for each one; the number will suffice. However, you will remember to thank me at the end or we will begin again. Do you understand?”

  “I understand, Sir.”

  “Then we will begin.”

  The first smack of his palm lands in the middle of my right butt cheek. It stings more than I expected, but the fire spreads to my sex and becomes pleasure.

  I’ve almost forgotten to count already, but I utter the word, “one.”

  The placement of his palm varies with each stroke, but the force stays about the same. On the last stroke of the first half, he puts a little extra into it and it’s the first one that gives me any real pain. I absolutely love it.

  Switching to the flogger, he lands the ninth stroke across my ass. It’s less painful than the final blow from his hand, but very different. The feeling is spread out across all of the leather bits and not concentrated in one area.

  With this instrument in hand, he increases the force of each stroke incrementally until the final stroke brings moisture to my eyes. It’s not exactly from the pain of it, it’s more like the intensity of the sensations. In fact, I’d be willing to bet that with four or five more strokes, I could have had an orgasm. Who would have thought I could come so close to getting off from a punishment?

  Master J’s hands rub my sore ass cheeks and he bends, kissing them one after the other. His hand moves between my legs and he gently slides a finger inside me, causing me to cry out in pleasure.

  “Your pussy is very wet, Lila. Much wetter than before. I think you may have enjoyed your punishment. Did you?”

  He continues to slide his finger in and out as I admit that I did like it very much.

  “I’d say you may have had an orgasm if it had gone on any longer. Do you agree with me?”

  I feel more exposed at his apparent ability to read my mind than I have being nude in front of him.

  “I agree, Master J.”

  “You took your punishment very well. I think it would be okay if you had an orgasm now. Would you like that?”

  “I would really like that, Sir,” I answer between quick breaths.

  He slides a second finger into me and I almost come right then and there. Without warning, he removes them both and I groan.

  “You must always ask my permission to come. Do you understand?”

  “I do, Sir.”

  He plunges both fingers back inside and his thumb rubs firmly against my clit. It doesn’t take long before I’m at the edge and I scream, “May I come, Sir?”

  “Not just yet. Try to hold it for me. I know it’s difficult, but I want you to try.”

  Trying to slow my breathing, I do my best to hold on to the impending orgasm and spots swim in front of my eyes from the intensity of it.

  “Please, Sir!” I scream.

  “You may come,” he says, his fingers increasing their pace as I fly over the edge and shatter into a million pieces. The spasms of my muscles go on and on in the most intense orgasm of my life, and I only vaguely feel him withdrawing his fingers.

  He rubs my back from bottom to top, and then rubs my neck for a moment before lifting my face toward him and planting a kiss on my lips.

  “I’d say it’s a damned good thing you entered this program, Lila. You’re a natural submissive and I’m so glad to have you here. I’m only sorry you had to wait so long to fulfill these desires.”

  “Thank you, Master J,” I mumble. I’m aware that there’s a compliment in there somewhere and I don’t want to disappoint him after what he has just done for me.

  “Stand,” he says in full Master voice. I’ve noticed a difference in the way he speaks to me when he is giving orders versus when we’re just having a conversation. I’m surprised at how comfortable I am with talking to him about such intimate subjects. He already knows details of my life that I’ve never shared with anyone and somehow, instead of feeling exposed and ashamed, I feel well taken care of and perfectly normal.

  Master J un-cuffs my wrists and gives me a moment to flex them. The cuffs weren’t tight enough to really restrict my circulation, but the lack of movement has left my hands and arms a little stiff.

  “Place both hands on the back of your head, elbows out. Your feet should be far enough apart that I have access to any part of you I wish to use.”

  I make the adjustments as he talks and find that there is comfort in being told exactly what is expected of me. There is also a feeling of pride as his eyes fill with desire as my breasts are thrust forward and my legs open to him.

  “This is how you should always present yourself when asked to stand in front of me. Failure to stand properly will result in punishment. Is that understood?”

  I sneak a look at his face as he talks. The dark look in his eyes when he mentions punishment tells me that he enjoys that part of this as much as any other. It’s a good thing, too, because I’ve discovered that I feel the same way.

  “Yes, Sir. I understand.”

  Without another word, Master J walks away from me, going just out of my direct line of sight. I can hear drawers opening and closing along with what I think is the rattle of a chain, but I don’t dare look over that way. He hasn’t told me not to look, but I feel as though I’m not meant to see what he is doing. In any case, I think I’d rather not know what he is planning next. So far I haven’t been given too much time to think about anything before it happens and I like it that way.

  Returning with a tray of items covered by a black cloth, Master J looks me up and down, seeming satisfied that I haven’t strayed from my position. Lifting the edge of the cloth, he pulls a thin silver chain out from underneath and I suppress a gasp as I realize he has chosen nipple clamps for me to wear. I’ve seen pictures of them and been dying to know how they feel, but I’ve just had an orgasm and my nipples are incredibly sensitive as they point proudly in front of me. I’m a little intimidated at the sight of the clamp on either end of the chain, but I continue to breathe steadily, trying not to show any signs of nervousness.

  It seems I’m not as good at hiding my feelings as I’d hoped, though, because Master J gives a light chuckle and says, “These look worse than they are. I won’t lie and say they won’t hurt, but you’ll adjust to them and the pain and pressure you’ll feel from them will become part of the pleasure.”

  I feel a little better until he laughs again, saying, “That is, of course, until it’s time to take them off. That part hurts like hell.”

  I decide there is no reason for me to say anything; he hasn’t asked a question or given me an order, so I bite my tongue and prepare for the pinch of the clamps. Master J reaches for my breast, rubbing lightly across my erect nipple and pulling it forward, making the already taut peak stand out even further. I take a quick breath in as the biting clamp closes around the sensitive flesh, but I manage not to make a sound. The second one, however, makes me cry out just a bit as it takes possession of its target.

  Master J jostles the chain swinging between my breasts, and the combination of pain and pleasure leaves me wondering which will win in the end. I can’t say I don’t like these, but I’m not sure I’m a fan, either.

  Pulling gently on the chain, he leads me to the bed in the center of the room. He tells me to get on my hands and knees at the foot of the bed and I comply. I can feel the clamps more in this position, but they aren’t unbearable. Out of the corner of my eye, I see the tray of mystery items being placed on the bed beside me. The cloth is still covering them and my mind races as I try to imagine what could possibly be happening next.

  “Close your eyes, Lila,” Master J instructs me and just as I close them, a cloth is tied firmly around my head, my vision completely cut off. “You will feel
everything more intensely with your sense of sight unavailable to you. You’re not missing anything because I have no intention of telling you what I’m about to do, anyway, so relax and just feel.”

  With a slight tremble in my voice, I manage a quiet, “Yes, Sir.” I’m not bound, I could make a run for the door if I truly wanted to, but I have no desire to leave. I’m definitely nervous, but only about the experience itself. I’m surprised to realize that I trust Master J implicitly. I don’t know if having grown up around him plays a part in that, but I don’t think it matters much. There is something about this man that tells me I’m completely safe with him. It’s a feeling I think I could become addicted to.

  I’m jolted out of my reverie with a sharp slap to each of my ass cheeks. I don’t think I’ve done anything wrong; I think Master J just felt like giving me a little spanking and went with it. I’m definitely not complaining. His hands rub the stinging flesh before giving each side another quick slap and rubbing them again. He does this a few more times and if the heat I feel radiating off my skin is any indication, my ass must be bright red by now. With each slap, the chain shakes and pulls against my nipples. I’d almost forgotten about the clamps, but this spanking has served as a reminder that they’re definitely still there.

  Master J’s hands move inward as he rubs out the last slaps and his thumbs part my cheeks, giving him a view that makes me blush. I’m not sure anyone, even my doctor, has had quite such an intimate view of those areas. His thumbs continue downward to run along the sides of my soaking wet core and I shudder as they just brush my clit before rising back up toward my ass.

  His hands leave me for only a second before I feel a finger slide inside of me. I start to rock against it without thinking, but his other hand moves to my hip, silently steadying me and making me go still. The finger slides out and I groan at its loss, but my displeasure is quickly replaced by a mild panic when Master J reaches his next target. Rubbing the bud between my ass cheeks, he gently presses against the tight ring and the tip of his finger slides in, aided by my own juices. I jump at the contact and pull forward a bit, away from Master J. My movement causes his finger to lose contact with my body and I know it was the wrong thing to do, but I didn’t expect him to touch me there. Maybe eventually, but not on our first night together.