My Secret Santa's Secret Baby

by Jamie Knight

I’d never even heard of such a thing but could guess what they were for, based on the rather specific name alone.

  “Would you like me to show you?” he asked, touching my thigh again, that time under my skirt.

  “Yes, please, sir,” I managed to get out, slightly surprised he had heard me.

  Withdrawing his hand from under my skirt, he pulled my sweater up over my head. I lifted my arms to help out. Caressing his way down my neck and over my shoulders, both his hands dipped down behind my back and had my bra unfastened and off in one, smooth motion.

  “Wow,” I whispered, despite myself, still having trouble doing it myself.

  His hands moving down to my sides, Simon stood me up from the chair, and took down first my skirt and then my yoga pants, folding them up and putting them on the chair next to him the other way, where my sweater and bra and already sat.

  In lieu of taking down my non-existent panties, Simon traced his wetted finger down the front of my pussy, making me hum.

  Leaving it there, for the moment, Simon sat me back down onto the chair. Starting out with gentle, closed-mouth kisses, Simon soon worked his way down a familiar path. Lips to neck, neck to upper chest, upper chest to tits. Taking his truly sweet, wonderful time, he applied tender loving care to one nipple and then the other, alternating with a bevy of different sucking, licking and nibbling styles, all of them great and coaxing my nipples to full attention. Keeping up the stimulation with one hand, nearly making me cum again, Simon reached over with the other, bringing the nipple clamps tinkling into view.

  “They’re a beginner model,” he said, opening the first of them, “they don’t go on nearly as hard and are lightly padded so it isn’t metal on flesh.”

  I smiled, so he knew I’d heard him, honestly ready for anything he wanted to do to me, trusting him not to harm me. I probably should have said something but could no longer find my words.

  I gasped at the touch of the first clamp. It hurt while it went on but I soon got used to it, feeling like the constant, if gentle, pinch of a hand. Caressing my back the entire time, he put on the other clamp, the two joined by a glinting, silver chain.

  “How’s that, darning?” he asked.

  “O-okay,” I confirmed, “it hurts a little but I-I like it.”

  He kissed me on the cheek in approval, filling me with pride. I felt like I’d passed the test, despite not being sure that it had been his intention. It was important to me to be a good girl for him, and I was thrilled to be able to do that for him.

  As the clamps put pressure on my nipples, Simon kissed my neck like he knew I loved, and reach a hand down between my thighs. I opened my leg to assist his progress, and he rewarded me with a finger right up my aching little pussy. I moaned loudly in both pleasure and relief. It felt so good, particularly after the discomfort I’d been feeling for so long. Without thinking, I took hold of his arm, urging him on. Technically he could have slapped me, or worse. I’d touched him without permission but Simon was a gentle master and let my infraction slide.

  I wanted to hold on longer, to make it last, but I was no match for his talented fingers working my clit and pussy lips and before I wanted to I was shaking violently, coming all over his hand, Simon definitely hitting my g-spot s week as my clit while he was in there.

  He held ear close as I trembled against him, his strong arm around me holding em upright, his hand still stroking my tingling pussy as I came down. It seemed odd but from what I could tell, while the stimulation in my pussy helped take the edge of the pain from the nipple clamps, the sensation from the cramps helped to intensify the feeling in my pussy and therefore also my orgasm. He clearly knew a lot more about the female anatomy than I did.

  “Are you still okay?” he asked.

  “Yes, master,” I whispered, unsure where that exact term had come from.

  “Good,” he said with a warm smile, “because I would like more dessert.”

  Before I could ask what he means, Simon had me sitting down, clamped nipples and all, on the edge of the fine table, near the plate holding the rest of my piece of pie. Under his gentle guidance, he lay me back across the table, my heels pressing down on the edge. Taking up the seat I’d been in, he eased my legs apart. Stroking my inner thigh, Simon reach over with his other hand, taking up a handful of still warm pie and smeared it on my pussy. I hummed at the lovely feeling, not thinking at all about what the sugar might do to my pussy.

  Cleaning off his hand, so he could hold both my thighs at once, Simon dug in, so to speak, licking every last smear of sweet blue from my girlhood. It was both the funniest and most exciting thing I’d done up to that point. My body trembling with sweet pleasure.

  Before I really knew what was happening, Simon had me off the table and was cradling me on his lap. Gently removing the nipple clips and putting them back in the box. Leaving the box on the table, along with everything else, Simon scooped me up into his arms and carried me up to his bedroom.

  My heart was pounding with each step up to the second level. Was it actually going to happen? Was this beautiful, gentle, classy man going to take my virginity? I gulped audibly when I saw the bed, it all becoming very real.

  To my surprise he put me down on my side. I wondered if he might try fucking me in the ass. Something I was up for if he wanted to but wasn’t how I quite imagined it going. I heard a drawer open and something taken out of it. A condom? A vibrator? A butt plug? Nope. I wouldn’t know what it was for a while but what I did know was my man had a plan.

  The first strike was wonderfully gentle. An upward stroke with his hand slightly cupped, feeling more like a quick grope. He focused his attentions on my left ass cheek, it being all he had access to. I had the feeling he would have put me on my belly but didn’t want to aggravate my already throbbing nipples. Again knowing what was good for me better than I did.

  The strikes got harsher from there. Alternating between brutal to slightly less so, my master pausing every so often to stretch out my asshole, which makes me moan with pleasure it feels so damn good.

  Eventually, he eased me onto my front, giving the same treatment to my other cheek, rising similar moans of pleasure and pain from me, to the point it was hard to tell the difference.

  “Did you like it?” he asked, stroking my reddened ass.

  “Yes, master.”

  “Good. I’m sorry I didn’t ask. I needed to be sure.”

  “Sure of what, Master?” I asked.

  “That you could take real pain. The clamps a hard spanking. This is still pretty light but about as hard as I go as well. I want you to be my pet but had to make sure you could take it first.”

  “I can, master,” I assured him, “anything you want, I’m yours.”

  “Good to know,” he said, giving my ass a gentle squeeze, making me moan as opposed to blush.

  It would still be awhile before I complete got over my hang-up about my ass, but Simon was certainly helping me along the way.

  He’d gotten lotion from the drawer. A really nice, cool formulation that felt like heaven on my spanked ass. I could feel my whole body relax, and he stroked it on. Making me hum with contentment. My eyelids starting to feel very heavy indeed.

  Chapter Eighteen - Simon

  There was a warm weight beside me. It was an odd sensation but not in an unpleasant way. I couldn’t temper the last time I woke up beside someone. Certainly never a pet. The closest any of them ever got was sleeping on a mat beside the bed. Yet, there she was, snuggled in under the sheets, so close I could feel her.

  We were spooning, Skye in the front which really was the only practical way for us to do it. I stroked my hand over her belly, just to make sure it was all real. Such a circumstance far too wonderful for me to quite believe. At least not right away. Skye hummed, roused by the contact and turned in my embrace, wrapping her arms around me.

  I gasped softly at the sensation. It was by far the most intimate thing I’d ever done with another person, se
x not withstanding, or really standing a chance. I could feel her heart beat against me. Beating in time with mine. Our bodies and lives falling into synch. I’d never used the word before, not even in my own head, but I was fairly sure that I loved her.

  Brushing away her fallen bangs, the majority of her hair still in a sensible ponytail, I kissed her forehead. Kissing my way down over her eyelids and cheeks, I made it to her lips. Smooching and stroking until Skye came back to conscious reality. My little darling did her best to keep up with. She actually did admirably well, considering her lack of experience. Right up until I put my tongue in her mouth. Then it was a bit more of a struggle for her to keep up. At least because I was so impassioned which I took complete responsibility for. I slowed down a bit, so she could keep up and we shared a long period of bliss. Our tongues meeting in erotic abandon.

  I caressed my hands down her lovely body, taking hold of both her tits and squeezing. Not hard enough to hurt, I was quite aware of how tits could be in terms of pain receptors. The squeeze was just enough to make her feel it, bringing a moan up out of her. Keeping up the gentle frenching, I messaged Skye’s bit, beautiful tits until she looked like she looked close to coming. I’d heard of women who could cum from breast play alone butt never thought I would encounter one. I eased up on her, still having a lot more I wanted to do.

  We were back to kissing exclusively when I noticed something was amiss. There was an unusual movement in Skye’s nether regions. Compelled by the spirit of discovery, I broke the kiss and threw the blankets off of us. Skye froze, her breath actually catching in her throat in an adorable gasp as I caught her with her hand in the honey pot.

  “Naughty girl,” I said, trying to sound scolding.

  “I’m sorry, master. I got all achy,” my sweet little pet said, in a small voice.

  “That’s still no excuse. If you need release, you tell me, understand?”

  “Yes, master.”

  “I’m going to have to punish you,” I said, semi-regretfully.

  “O-okay.”

  “Turn over,” I ordered.

  My darling little pet obeyed me, turning over onto her belly, presenting her ass to me. I knew I should have been business-like. Focusing on the punishment but her sweet, round, firm ass was just so tempting I couldn’t help myself. Despite my insistence on self-sufficiency I also couldn’t help but agree with Oscar Wilde. I could resist anything except temptation.

  I tried to keep up appearances, at least making the gropes nice a hard, but still not enough to make her scream like a spank when I meant it. Her ass felt so good I wasn’t sure I’d be able to stop and get on with the punishment part of the punishment. Skye moaned and squirmed in my grasp. More than happy to continue with what happening. Curious, I dropped a hand down between her legs and stored her pussy. She was very much wet, and more than ready for some downstairs action. I made her wait, considering it part of her punishment. Even though I planned to take care of her later.

  Managing to pry my hand from groping position, I landed a slap on her ass. A bit harder than I meant, my bright red hand print rising on her skin. I wouldn’t have been surprised if she sulked but my brave little pet yelped but once before going quiet. I gave her a bit of a stroke and struck again on her other cheek. Stick flat. Handed but not as hard, using and upward stroke instead of down. She gasped from the pain but not hand print made itself now.

  Landing several more similar, moderate blows, I started mixing them in with asshole stretching. Frost gentle and then harder. Not enough to hurt her but enough to make her feel it. It was part of the punishment but I was. Also testing her limits. If she was able to take enough stretching without serious pain, it would be an indicator of her ability to take anal. She passed with flying colors.

  I went back to stoking and squeezing, Skye visibly relaxing as I did so. I was proud of her, taking her punishment without much reaction or complaint. Keeping a hand on her ass, kneading the redder flesh, I opened the drawer again and got out the lotion. A soothing formula involving aloe and other lovely things.

  Skye gasped as I stroked her, massaging the lotion into her assailed skin, paying particular attention to the slowly fading hand print. I could actually smell her excitement, gentle and sweet as I massaged her. I didn’t want to make her suffer anymore. Finishing up with the lotion, I wiped the excess off my hands with wet wipes, and replaced it with some water based lube.

  She perked up immediately as I stroked the outside of her pussy. Pressing down lightly on the small of her back I slipped two fingers inside her. Skye subtly pushing down against me. Finding her spots fairly easily, I fingered her until she screamed with ecstasy. Pounding my fingers inside her, stroking her clit and g-spot at roughly the same time until she was coming all over the place. Stroking her delicate pussy lips, I kissed the back of her neck as she came down. Letting her know she was forgiven. Even more sure she was the one.

  Scooping her up into my arms I carried my little pet into the en suite. It was still early and we both needed a shower.

  “That good?” I asked, as the water pounded into the tub from the faucet.

  I usually showered pretty cold but want Skye to be comfortable if she was going to be sharing tile space with me.

  “Yes, master,” she said, pulling her hand back from under the flow.

  Pulling the lever, I picked her up again, and we got under the spray. Sky stayed against me, eve when I put her down. Keeping her arms around my neck. Gently turning her around, I kept my arms around her was I washed her all over, particularly her pussy and asshole, getting her squeaky clean. Which still didn’t feel quite as intimate as when I washed her hair. Skye giving herself over to me in every case.

  Chapter Nineteen - Skye

  The drive back to my place was pretty quiet. Not an uncomfortable silence, born of an inability to find anything to say. The silence was the quiet of a pet knowing her place, and her master with no orders at the moment. When we were together, outside of work at least, I spoke when spoken to, or to ask or give permission for a particular activity. It was put to my master whether we conversed or not.

  Without a word, I got out of the car after it parked in front of my rental. Simon put a hand on my back to indicate that I should wait. Not moving a inch once on the sidewalk, Simon joined me, taking my hand. Far from anyone who knew us, most oof the other employees living on the island, we were free to be as affectionate and open as we wanted to be.

  Leading me up the stairs, Simon reasserted his authority. Once again in completely control of my body and will. He could have done anything to me and I would have accepted it. What’s he opted to do both surprised and pleased me. Taking me up to my room, he stopped in the middle of the floor. Half way between the bed and the closet. I wasn’t quite sure which one I wanted more, figuring out pretty fast what he would do with the closet.

  Opting for the closet option, followed closely by the dresser, my master chose an outfit for me, laying it out on the bed piece by piece. He had already dressed me in what I’d been wearing the night before. Doing up my hair before we left his house. With gentle surprisingly expert hands, he had me back out of my clothes in no time. I felt no same being naked in front of him. If anything I was coming to enjoy it, which surprised me a little.

  It didn’t last though. My master quickly dressing me again in the clothes of his choosing like I was his very own doll. He also let down and rebranded my hair in a smiling more fitting my new outfit. I didn’t know how he did it but somehow Simon had found clothes among the mess o my wardrobe that made me look better thank anything I’d ever managed. I looked great, while still able to be warm and couldn’t help but smile.

  Taking my hand once again, he brought me back out to his car. Apparently wanting to drive me to work.

  The restaurant was small in a cozy way. The sort of place I’d heard about but never really been to. Simon was just full of surprises.

  He insisted on sitting on the other side of the table
despite ho much I wanted him near me. He was willing to compromise however, and kept a hand on my knee under the able the entire time. The tables all had traditional white linen table cloths so no one was any the wiser.

  Again, things were pretty quiet. Simon holding to a Stoic pattern I didn’t dare disrupt, no matter how much the need to speak burned in me. Still, I was a good girl and kept quiet. Waiting for may master to speak first.

  “How is the manuscript going?” He asked, making me so happy I could cry.

  “It’s done. I did the analysis and everything. I brought it t your office but you weren’t there. I would have given it to you last night but, gosh this is going to sound silly. I dind’t give it to you last night because you didn’t ask for it.”

  “Fair enough,” he said, taking another sip of his black coffee, “we were somewhat preoccupied after all.”

  I could feel it as the heat rose to my face, though in that case it wasn’t a blush of embarrassment. It was a blush of arousal and desire. Remembering what my gentle master had done to me and thinking about what I wanted him to do.

  “I-I have it if you want it.”

  I flinched, ready if he decided to slap me for speaking out of turn. Instead, he put a hand on mine. Gently stroking the back with his thumb. Letting me know everything was okay. I counted myself lucky for having such a gentle and understanding master. He still had his rules and gave out punishments but only when they were really needed.

  “Sure, let’s see,” he said.

  His gaze was so intense I had to look away. It felt like he might hypnotize me if I didn’t.

  Not that he had to resort to such cheap tricks to get me to comply with wishes. All he had to do was ask.

  Quick as you like, I got the document from my case and put it on the table between us. Keeping his hand on my knee, Simon flipped through it with the other. His skills with both hands rather impressive.

  “Brilliant,” he mused to himself.