Have My Baby: Baby and Pregnancy Romance Collection

by Jamie Knight

  I gave her a bit of a rest, relenting on the spanking, and started to stretch out her asshole, short and gentle at first and the wider and harder until she was stretched to the limit. I released her ass and repeated the process with her pussy.

  Skye likely didn’t know it at the time, but I wasn’t trying to hurt her, nor pleasure her, either. The stretching was conditioning for what was to come, to get her used to the feeling of her holes adjusting to the size of something in them.

  In a way, it was similar to stretching one’s muscles before going for a run. She gasped with surprise and delight as I slipped the first finger into her pussy. I was happy she liked it.

  Working my finger inside her, paying particular attention to her pussy walls before switching my focus to her clit, I continued to gently stretch her asshole. Skye stayed where she was, not even trying to get up into her previous position.

  When she’d gotten used to having one of my fingers inside her, I added a second, feeling the slight squeeze as it slipped in. Though it took only a couple of strokes for her to get used to that, too, the sweetest moans coming from deep inside her.

  Wetting my thumb, I pressed it hard against her asshole as I slipped a third finger into her obedient little pussy. Skye was stone still and silent for a long moment, as if processing the shock of the sudden stimulation, a deep long moan soon slithering its way out of her.

  That was exactly what I wanted. It would be not good for her to go through any negative or confusing feelings as I was taking her virginity. I wanted her first time to be special and a good memory that she could carry with her always. Getting her properly ready would go a long way in achieving that.

  When her pussy adjusted to having all three fingers in it, I started to pump them inside her, finger fucking her the way I planned to do with my cock when the time came. I started off slow, really letting her feel it. Then I went a bit faster, building up the tension.

  Finally, my thumb pressing down as hard as I could without going into her asshole, I pounded her sweet little cunt, making her cum hard. Though not as fast as she had with the vibrator, even after she started trying to control her orgasms.

  Leaving her how she was, I went to her bathroom to clean off and get a cloth for her.

  I could tell she still wanted more, so, sliding a pillow under her to lift her ass up to the right height, I gently ate her pussy, making her nearly explode with an orgasm. I would have used the vibrator on her too and possibly even the nipple clamps, but it was getting late.

  Once again leaving her in the same position, I cleaned her up and then lay her down flat. Her ass was pretty red, and we had to get into work, the time just flying by. Easing her onto her belly, I stroked lotion onto her ass cheeks and dressed her in a way I thought looked sexy while also keeping her relatively warm.

  Scooping my darling up into my arms, I carried her out to my car to drive us both to the office. I had more lovely surprises in store for her as I worked my way down my list.

  I chuckled as I thought of myself as an actual Santa, making my list and checking it twice, making sure I punished her for being naughty and rewarded her for being nice.

  Chapter Twenty-Two - Skye

  I felt like a spy, trying to avoid detection by the enemy. Even though Amber was the closest comparison to the Soviet Empire I had, which seemed like a bit of a stretch. I tried to imagine her wearing a crown, but it just didn’t work. Still, I kept my head down.

  Simon had dropped me off in roughly the same place that had worked before with basically the same plan. While it might have been unusual if I showed up a bit late, it wouldn’t be enough to raise any serious suspicions, particularly if we went in separately.

  Besides which, Simon was my boss, and he was hardly going to chew me out for being late after having just recently eaten me out. It would be terribly unfair and that just wasn’t his style.

  With two gifts weighing in my pockets, I headed into the lobby right at the duly appointed time.

  “Morning, Sam,” I nearly sang.

  “Morning,” he said, with a tip of his hat.

  I signed in and, were it not for the slight pain still radiating from my ass cheeks, would have danced a little jig to the elevator.

  “Someone’s happy,” Inga said, as I passed her desk.

  “Indeed, I am,” I confirmed.

  I knew it was going to happen. It took a while for me to put it together, partly due to my lack of previous experience, but his intentions were clear. Simon was getting me ready. I should have known that because he’d said as much, but I didn’t really make the connection between him stroking and stretching and me being better able to take things. Not until he got three fingers inside.

  I tried to remember how thick his cock had been when I blew him and the size was comparable, his cock even bigger. I didn’t know exactly when he was going to finally bless me with that amazing gift of his, relieving me of my virginity, but I figured it would be soon. I knew he wouldn’t try until he was satisfied that I could take it but I’d come further than even I thought I could.

  Careful not to get them mixed up, I left the gift Simon had gotten for my Secret Santa recipient on his desk, and then I slipped back to my own cubicle before anyone had a chance to notice me. I’d seen him wearing the tie pin the other day, and it made me feel good that he seemed to like it. It had been a bit of a risk, but seemed to have turned out well.

  Part of me wished I knew how to get along better with people. I saw how Simon interacted with everyone and was just a little jealous of his charming ease. As far as I could tell there wasn’t anyone in the office who didn’t like him, well beyond the fact that he was the one who signed their paychecks.

  I was pretty sure Inga had a crush on him and I knew for sure that Amber did, which made her potentially dangerous. She was always lurking outside his office waiting for any chance to talk to him. And turning her nose up at me because she somehow knew that he would rather talk to me than her.

  But my train of thought squealed to a halt when I saw the gift on my desk.

  The attached note was long and detailed. It started with a direct order not to open the gift until after work and before I did, I was to go to the café and wait for him. I had no work to do and could probably kill time until the end of the day, which I guessed was part of what Simon had in mind.

  With nothing else to do, I got out my pad and pen and kept working on the book I’d started writing a couple of months ago, but I had only gotten to the second chapter so far. My pen moved across the lined sheet, as though by forces invisible.

  It hurt but in a good way, the cramps nearly crippling my right hand the pains of accomplishment. I flipped through the approximately one hundred drafted pages, gently adjusting my hand and wrist, trying to work away the kinks, reminding myself to get one of those braces that help prevent Carpal Tunnel Syndrome.

  Finally, the end of the day was upon me and I could see what surprises Simon had in store for me now. The familiar smell hit like a wall as I walked through the door of the café. I considered ordering a coffee, but it could well have been cold by the time my master arrived.

  Following his instructions to the letter, I sat at a table near the window. Back straight and my hands flat on the table, not moving a muscle.

  I figured the surrounding customers would probably think it was some kind of post-modern performance art piece. Stranger things had certainly happened in New York City. Not that such petty concerns were forefront in my mind. I was there for my master, which was all I was able to think about.

  I didn’t look. No matter how many people walked past me, I never once turned my head. The master had told me to look forward until he arrived and that was exactly what he was going to do. Even the ones that smelled like my master.

  Focusing so much made my other senses seem sharper. I could hear the scrape of the other chair as it was pulled along the tile floor. And still, I didn’t look up. Because I hadn’t heard the rele
ase phrase from Simon yet.

  “Good girl.”

  My eyes adjusted as I looked over, my master coming into view. I was aware of something touching my hand and looked down as he stroked the back of it. It wasn’t on purpose. I wasn’t even really aware of the tears as they started rolling down my cheeks.

  “Honey,” he said, gently wiping them away.

  “Happy tears,” I said, giggling.

  Taking me by the hand, Simon gave some money to the baristas, who must have been wondering what was going on by that point, and led me out to his car.

  The BMW eased up to the curb outside his house, which looked no less amazing than it had the first time I’d seen it. I could feel Simon press up against me as he undid my seatbelt, putting it back up near the door. I’d gone into full pet mode by that point and was completely under his control.

  Simon lifted me up into his arms as I held tight to my gift and carried me into his house. Carrying me through the darkening front hall, my master took me directly to his massive bedroom.

  His hands were gentle and increasingly warm as he slowly stripped me. Taking his sweet time, he started with my boots, before going on to my coat, undoing each one of the many, many buttons before even starting on my main outfit, making me feel it as he shed each layer, letting each piece drop to the floor.

  When I was naked before his eyes, my master stood back to take me in. I leaned back and opened my legs to give him a better view. Never taking his eyes off me, Simon took off his suit, giving me an unmitigated look at his gorgeous form.

  “Open your present,” he said, standing in front of me, his cock at full hardness.

  My hand trembling with excitement, I picked up the box from its spot beside me and set about reverse engineering the lovely wrapping job. The box looked a lot like the one the lingerie had come in.

  Lifting it up with bated breath, I was truly unprepared for what I saw inside. Coiled up like sleeping snakes were four lengths of thin, silk rope of equal length.

  “Lie down,” my master ordered.

  Placing the box beside me again, I lay back on his massive bed, waiting for him to do adjust me to his will. Moving the box down to the floor, my gentle master tied the ropes to my wrists and ankles, binding me to the posts of his bed. He tested them carefully, making sure I couldn’t move.

  I wasn’t sure how he got my nipple clamps but figured he’d taken them from my room that morning. He tended to plan so far ahead that it wouldn’t surprise me if he’d been thinking about this moment for a while.

  Placing the nipple clamps within easy reach, Simon kissed down my neck, nibbling as he went, on his way to my tits. Sucking on my nipples as if they were delicious candy, he got me more than ready, fingering my pussy, so I would cum. It was one of many orgasms I would have that night.

  I couldn’t help but whimper a bit as the clamps closed on my sensitive nipples. My master stroked my neck as I got used to the feeling, which didn’t take long. Fully bound and tightly clamped, Simon worked his way down toward my aching little pussy, desperate for his touch.

  Even though I knew it was coming, I still couldn’t help but gasp when his tongue first caressed my pussy, setting off all kinds of explosions in my head, which only got more intense the harder and faster he licked, switching his main focus from my tender lips to my begging clit. I was glad for the ropes when I started to cum, otherwise I might have hurt myself.

  Still planting warm, wet kisses on my pussy, Simon did a no-look grab of the vibrator, which had also come into his possession. No sooner had I recovered from his tongue treatment than my lovely master was stroking the buzzing end of the vibrator against me, making me wiggle and writhe against the ropes in the most delightful way.

  Slowly but surely, he was slipping the wonderful toy inside me. It wasn’t very big, which was something of a relief and it certainly did the job. My pussy needed to stretch to be able to accommodate it.

  Lovingly stroking my belly, he started going even harder, putting the setting up to high, the vibrator pounding as deep inside me as it could safely go. Angled just right, it was buzzing hard against my clit the entire time.

  My loving master kissed me gently and stroked my hair as I started to cum. I was shaking nearly as hard as the happy little vibrator buzzing deep inside me while the ropes held me still, preventing my hips from following as he slipped out the vibrator.

  Placing the vibrator aside, he went back down and licked me clean. At least I assumed that was the idea, except he kept licking me until I’d cum again, starting the process over again. Not that I minded at all.

  Relief came in a whoosh as he undid the nipple clamps. The constant pinch ebbed to a dull throb, leaving them even more sensitive than before. Not one to waste such an opportunity, Simon ran his tongue around them, one after the other, before starting to lightly suck them.

  It was more than possible that I would have cum just from that, but Simon took no chances, tenderly stroking my clit until I was shaking uncontrollably against him.

  Licking me clean again, he started working my pussy, stroking and stretching until I started to moan. To test the effects, he slipped three fingers right up there, not bothering with the build-up, at least in terms of number.

  He was still slow and gentle as usual, working his fingers in inch by inch, my pussy adjusting as he did, lightly squeezing his fingers in welcome. Simon didn’t say anything but nodded to himself.

  Climbing up on top of me, he shimmied up along my body until his knees were up near my chest on either side, the tasty head of his cock inches from my lips.

  “Want it, pet?” he asked mildly.

  “Yes, master.”

  “Ask nicely,” he promoted.

  “Please, master. May I suck your cock?”

  “You may, my darling.”

  I opened my mouth for him, and he slid the head in. I took him in a warm, loving mouth hug. It was so lovely, warm and tasty in my mouth, I actually closed my eyes and hummed with delight, doing my best to move my head back and forth along his throbbing shaft.

  Taking control, Simon took hold of my head, cradling it, which was honestly a lot more comfortable, and gently face fucked me. I opened my mouth as wide as I could to avoid teeth, and closed my lips tight around me as he made love to my mouth.

  His cock was getting down well past my gag reflex, taking my throat virginity. I wasn’t quite ready for the sheer size and ferocity of the flood, despite having sucked him off before.

  I wondered if he might have abstained in preparation, or at least cut back. Like if he couldn’t be with me, he wouldn’t do anything at all. The idea warmed my heart, even though I didn’t know if it was true.

  I smiled as I did my best to swallow down his massive load. The rest of it was redirected onto my face and spread around more or less evenly with the tip of his cock. He hadn’t exaggerated about the benefits to my skin and I decided to leave it where it was. When he was finished, Simon held his cock just above my mouth and I gladly licked him clean.

  I recognized the sound of the drawer. For some reason I thought he was getting out the lotion, even though he hadn’t spanked me. It was the lotion, only he applied it to my nipples, rubbing it in gently with his fingertip. Then, however, it was time.

  Returning the bottle of lotion to the drawer, he got out a bottle of lube. Squeezing out a generous amount onto his first two fingers, he returned to my pussy, applying the lube quite thoroughly, nearly making me cum. Dripping a dollop onto his cock, he got into position between my spread and bound legs.

  I knew I would never forget the feeling of Simon mounting me. It was all pretty memorable but the feeling of him getting into a fully dominant position, taking full control of my body, would stay with me forever.

  “Now is when I’ll take your virginity, my pet,” Simon said. “You’re ready. And it’s time for me to claim what’s mine.”

  True to his word, Simon was both gentle and careful, easing his perfect
cock into my tight virgin pussy. It only hurt a little when he broke through my cherry, the rest of it feeling absolutely transcendent as he gently fucked me for the very first time. I was glad we waited and that he had taken so much time to get me ready.

  Taking all due care and time, Simon started pumping faster, as I was able to take more, my pussy stretching out nicely to accommodate the huge mass that was his cock. The sounds that came out of me were both new and wonderful.

  At first, I’d still been somewhat embarrassed by my ‘sex noises’ but by that point I saw them as wonderful. An expression of the love I felt for Simon. I didn’t even care if I was picked up by the International Space Station.

  I recognized the rush from when Simon had cum in my mouth. It was immediately clear that he’d cum inside me. His hot, thick cum warmed me up from the core. I knew we should have used a condom, but I wanted to feel him, not in the least because it was my first time.

  “Sorry, sweetheart,” he said, gently pulling out of me.

  “I-it’s okay, I really liked it. All of it, I mean.”

  “I don’t suppose you’re on birth control.”

  “No.”

  “That’s my fault, really. I should have made sure. You are mine, after all.”

  I was, I was his, absolutely and completely. If he’d wanted to put me on birth control, I would have done it. I would have done anything he told me to, knowing it would be for my own good.

  “It’s okay,” I said, trying to comfort him.

  I would have hugged him were my arms not bound.

  I didn’t know if I would get pregnant. None of the women in my family were terribly fertile and it was my first time. I wasn’t silly enough to think a girl couldn’t get pregnant her first time, but it should have some effect and I was, as far as I knew, between cycles.

  In any case, I wouldn’t have changed anything if I’d had to do it all again. It had felt wonderful and if I was going to have a baby, I couldn’t think of anyone I wanted to have a baby with more than him. I had the gut feeling that Simon would be a wonderful father, supporting me and our baby to the limits of his ability.