Pregnant By My Boss: A Bad Boy Secret Baby Romance Compilation

by Cassandra Dee

  “Take off your clothes,” I commanded. “Let me see all of you.”

  And the girl smiled shyly. Really, still shy after everything we’d done, my cock in her pussy countless times, my thumb in her ass?

  But my brunette is no worldly woman, her movements still hesitant, slowly peeling away the lavender cocktail dress, letting the high heels drop softly to the ground before sensuously rolling off her thigh highs, leaving her clad in nothing but a black g-string.

  “This too?” she asked softly, fingering the lace, her eyes melted pools of caramel.

  I nodded sharply, my blue gaze pure fire on that sassy form.

  “That too,” I commanded, and in a sweet second, it was off, her cunny bare to my gaze.

  But I wasn’t finished yet because my mind moves in mysterious ways and Lindy’s body was just the ticket for release, to find my dreams.

  “Baby,” I said, taking the emerald necklace out of my pocket. “Run this through your cunt, get it all lubed up, and then put it on your neck.”

  She flushed then, head to toe, I could see the beautiful pink making her nips turn red, stand out all the more, her pussy grow more swollen before my eyes.

  “But it’s priceless,” she gasped. “That emerald is worth so much, I can’t just …” her voice trailed off.

  “Put it in your pussy?” I growled, finishing her sentence. “Believe me, you can. And believe me, you’re going to,” I said with finality.

  Because I wanted to see Lindy draped in jewels, items that I’d given her, marking her as mine. And to have each and every one christened in her pussy first? That was the cherry on top.

  So with trembling, obedient hands, the girl did as told. She took the emerald pendant, rubbing it between her fingers, feeling the hard facets. It was gorgeous, a deep, sparkling green, huge at about ten carats. I’m no cheap bastard, and I certainly wasn’t holding back when it came to my best girl.

  “It’s big, isn’t it?” I grinned at her. “It’ll feel good in your cunt.”

  The girl gasped at my nasty words, her eyes going wide with shock, but also with desire. Because oh yeah, she wanted it. Lindy is perfect for me, and the nasty words turned her on. So sitting back on the bed, the brunette spread those creamy white thighs, opening herself to me, and leaned back slightly so that her honey hole winked a bit, pink and gleaming in the low lights.

  And oh fuck, the insertion. I growled as I watched, it was so fucking dirty, so fucking incredible, watching those swollen, wet pussy lips suck the giant green gem in, watching them close over the sparkling facets, her pink flesh enclose the emerald until it could no longer be seen. I almost came right then, my dick so hard that I was sure I was going to unload right there on the floor of my bedroom, let loose with a spray of cream, hit everything and anything in sight.

  “Push it in deep,” I commanded, my eyes never leaving that curvy form as I fisted my pole, the shaft slick with pre-cum. “Deep, baby, deep.”

  With a mewling cry, the girl leaned back more, tossing her hair and closing her eyes as her fingers inserted the gem up into her pussy, sliding up that internal channel, her hole creaming as I watched, juices spilling until her thighs were positively coated, a sweet trickle running down her crack. And the brunette was so sensuous, pushing the gem all the way in until only an inch of the golden chain still showed, a bit of metal dangling out between her lips.

  And I was so fucking turned on, fisting myself, my hand a vise around my fat cock, that I was about to burst. But I wanted this to be about her, and not me. So I ignored the insistent pulsing in my balls, the ache in my cock, and pinched my dickhead, forcing myself into line. Down boy, I commanded. Down, this is about her.

  And striding over to the beautiful girl, I positioned myself between her legs. Lindy’s eyes flew open for a moment, languid, almost dazed, the sensuousness of the situation overwhelming, her breasts soft and huge, yet capped with stiff pink tips, her thighs spread while her pussy pulsed.

  “Put it in me, Chris?” she murmured, writhing a bit, begging for my touch. “Please?” she asked.

  But I had something much dirtier in mind.

  “Oh yeah, little girl,” I rasped. “But first, I’m gonna do this.”

  And grasping that bit of gold chain in my finger, I began to pull. Oh fuck yeah, I began to pull the ten carat emerald out of her pussy, letting the precious stone drag against her internal channel, stimulating her like a giant ben wa ball exiting her tight cavern. And at the same time, my other hand played with her clit, rubbing the sensitive nub in circles, up and down, stimulating it, feeling it grow bigger and harder beneath my hand, pulsing with her heartbeat as I stimulated her vag.

  “Oh god!” she gasped breathily, looking down between her legs, eyes wide at the dirty sight, both my hands working her. “Oh god!”

  “Yeah,” I grunted, still dragging that chain out slowly, letting her pussy feel every inch of the emerald as it made its descent down her internal canal. “Jewelry’s so much better once it’s been in your cunt, isn’t that right?”

  And the little girl creamed then, creamed hard as I popped the emerald out.

  “Fuuck!” she shrieked. “Oh god, oh god!”

  And with one last yank, I got the green giant out, the stone exiting with a satisfying wet sucking sound, spattering me with her juice. And sure enough, Lindy’s pussy went wild then, clamping and spasming at the sensation, shivers running through her entire form as I continued to stimulate her clit, pinching it, giving her a good rub all over, the cream gushing from her hole now, covering my hand with that sweet, tangy goodness.

  And fuck, but my dick. I’m not sure how this happened because this has never happened before, not even when I was a gangly adolescent with raging hormones. Because I came then, with no physical stimulation. Oh sure, my hands were on her body, I was touching those sweet curves all over, but she wasn’t touching any part of me. My dick was there one second, hanging in the air, and the next it was spurting wildly, like it’d been in her hand, her mouth, or her pussy, some curvy part of her rubbing on me.

  Because she was so exciting, so responsive that I couldn’t help it, and I came straight onto the little girl’s puss as I massaged her clit, exploding with blast after blast of hot white, spraying that sweet cunt with everything I had to give, spurt after spurt landing in gooey, wet lashes all over her pulsing slit.

  And Lindy loved it. While thrashing in the throes of her orgasm, she reached one hand down and opened up her nether lips so that my semen went inside, the white bubbly inching up into that sweet hole as her fingers caressed the sperm into her folds, pushing it up into herself, moaning and gasping the entire time.

  And fuck, fuck, fuck. But it was so good, so satisfying, so fucking amazing that I could hardly believe a nineteen year-old nymphet had done this to me, a forty-five year old man of the world, turned me into mush. And that was the problem. Lindy hadn’t broken a single rule of mine, she’d played my game fair and square. It was me, I was the one who’d lost my heart and fuck, but I had no idea what was going to happen next.

  CHAPTER THIRTEEN

  Lindy

  “Hey,” I said softly, wheeling my rollerboard behind me. “I’m off.”

  Chris looked up from his desk, blue eyes calm, taking me in, the jacket, the bag, the keys in my hand. There was something in his eyes that made my heart jump for a moment, made me think that he might say something, ask me to stay, but I was wrong.

  Instead the big man got up, coming around the desk to give me a hug, enveloping me in those strong arms.

  “Thank you honey,” he rasped against my temple. “These ten days have been magnificent.”

  Magnificent didn’t even describe it. Mind-blowing, out of this world, a dream come true were more like it, but I couldn’t say those words, they were stuck in my throat. So I just let out a little squeak and forced myself to throw him a smile.

  “Yeah, it was great wasn’t it?” I said lightly, trying to act casual, act like I wasn’t devastated our
ten days had come to an end. “I better get going, my manager at Little Mo’s wants me to be there for the late shift tonight. You know, waitressing and all,” I said. I didn’t want to go back to that greasy spoon, didn’t want to go back to my classes, I wanted to stay here with Chris and live in his mansion, spend my days and nights wrapped around him, but that wasn’t my life. My real life was back at campus, going through the motions even if it didn’t fulfill me anymore.

  And Chris frowned at me for a moment.

  “Little Mo’s?” he growled in his throat. “Seriously honey, are you really going back to that place? You could sell any of the gems I gave you and it’d be enough for a year’s tuition,” he said with a wry smile.

  Sell that beautiful emerald? The sapphire necklace he’d given me with the matching earrings? Or the diamond tennis bracelet? They were so precious to me that I’d rather starve before I sold one, they were from him after all, they were the only reminder that we’d had this illicit week together, this time of getting to know one another, exploring each other’s minds, bodies, and souls.

  So tears filled my eyes and I choked, but I couldn’t let him know.

  “Oh Chris,” I said playfully. “I like to work,” I lied through my teeth. “And I get free meals working at Little Mo’s, it’s not so bad.”

  Oops that was the wrong thing to say because it only made the big man frown more. He strode behind his desk and banged open a drawer, pulling out his checkbook before scrawling out a check and handing it to me.

  “Take this,” he growled. “I can’t stand the thought of my girl not getting enough food.”

  Oh god, was I his girl? Did I belong to him, were we something more than a drive-by romance? But his gaze remained elusive, so my fingers just closed numbly around the check.

  “Thanks,” I said, head down, taking a long time to put it in my purse so that he couldn’t see the tears welling. Get with it! I scolded myself. You knew this day was coming, you knew this was going to happen. Don’t be a weakling now that it’s over.

  And I was right. I had to be strong, I’d done this for my dad, for my family, so that we’d have a place to live, food to put on the table, and I was being released from the shackles now, my chains were broken, and I was free to go. So why was I so sad? Why had I been dreading this moment in the back of my mind?

  But it was really time to go now so I steeled myself before pasting a bright smile on my face.

  “Thanks Chris,” I said merrily, not quite meeting his eyes. “I really, really appreciate it and come visit me on campus sometime, okay? I don’t think I’m gonna be back until winter break and you know that’s seven months from now, so you come to see me, alright?”

  Chris’s eyes darkened momentarily for a moment, but I guess he could tell that my invitation was just words, there was no place for a forty-five year old man among undergrads.

  “Of course,” he said smoothly. “I’ll miss you Lindy. And I mean it, I’ll miss you.”

  “Not as much as I’ll miss you,” I said merrily, again with that fake smile pasted on my face. I probably looked like a mannequin, my lips pulled into a grimace while my eyes were filled with pain, but it was the best I could do. I couldn’t break down, not here, not with my bags packed and everything ready to go.

  I turned, taking a deep breath, my hand already on the doorknob when suddenly Chris’s big hand landed on my waist, warm, almost hot through my sweater, pulling me back to him, spinning me around so that I was pressed against his chest, the breath gone from my lungs.

  “Baby,” he growled deep in his throat, the blue eyes so meaningful, so sensuous, that I almost lost it then, almost broke down and cried in his arms, begged him to let me stay.

  But all he did was push a tendril of my hair behind my ear, look at me closely, the trembling chin, the warm pools of brown, and sigh.

  “Baby,” he started again. “I want you to know that these ten days meant a lot to me, that being with you was more than I ever could have imagined.”

  Then ask me to stay, I cried inside. Ask me to put down my luggage, don’t let me walk out the door!

  But Chris just shook his head, like he was clearing his mind, before seizing my chin in his fingers.

  “And honey, you’ve opened up so many avenues to me, you can’t even imagine,” he said hoarsely. “I thought I knew everything, I was pretty much the alpha male in control,” he stopped for a moment, his voice rough. “But you, a nineteen year-old girl have shown me that I actually know nothing, that I have a shit ton to learn.”

  What he was talking about? I had no idea, but my heart beat fast, pitter-pattering like it was on speed.

  “Oh Chris,” I said merrily. “I’m sure I didn’t teach you everything. You taught me everything … in bed,” I added with a saucy smile.

  There, make it about the physical again and I was in safe territory, a zone that I could handle.

  But Chris wasn’t going there, he wanted to tell me something more.

  “Baby, you think that this was all about our bodies, and you’re right, it started out that way,” he said seriously, still gazing deeply into my eyes. “But you’ve changed me in ways that I can’t even begin to process, you’ve made me into a new man, a new everything,” he said roughly. “And I’ll always treasure these ten days together. Always.”

  My heart just about broke again, I wanted to scream. But what my heart felt and what I could actually say were two different things.

  “I know,” I said lightly, with that fake smile still on my lips. “Me too.”

  And with a quick peck on his cheek, I disentangled myself, pulling my luggage after me.

  “I gotta roll now otherwise my manager is really gonna have my ass,” I joked. “Little Mo’s is going to be serving some Lindy stew if I don’t get going. Bye now,” I said with one last smile, and with that, I was throwing my suitcase into the backseat, jauntily opening the car door before blowing him one last kiss.

  “Bye Mr. Jones!” I trilled merrily, hopping into my Jetta and zooming off. But as I drove down the long drive, I looked into my rearview mirror out of habit more than anything and saw the big man standing there, watching me drive off, his hands in his pockets, expression brooding, moody, his shoulders hunched, tense and still. If I wasn’t crazy, I’d think that he was miserable, that watching me drive off was like watching his heart roll away, the meaning of his life disappearing with each mile.

  But I shook myself, forcing myself back to reality. I was dreaming, I was living in a fantasy land where a forty-five year old alpha male fell head over heels in love with a nineteen year-old know-nothing, and clearly that wasn’t happening. Chris was my dad’s boss, and I’d only agreed to our arrangement so that he wouldn’t be fired immediately, so that my family could save up a little while making the transition.

  And suddenly, I really did break down. Right there, in the middle of traffic, my little Jetta going about twenty-five on a local street, the tears started rolling and a tearing, wrenching sob erupted from my chest. Because I’d left my heart behind with the big man … and there was no getting it back.

  CHAPTER FOURTEEN

  Lindy

  “Hey,” I said disinterestedly to my roommate Kara. “What’s up? You’re back early.”

  It was summer break still and I hadn’t expected Kara to be at the apartment, I thought she was still going to be on vacation with her family, summering in Cape Code or Nantucket, wherever it is rich people go. Frankly, I found it hard to care. The last ten days had wiped my mind of everything but Christopher Jones and it was going to be hard to pick up the pieces, to get back in the groove. But I had to, I had to reconnect with my old life no matter how difficult it was, no matter how painful.

  So I forced myself to smile at Kara again.

  “How was your break?” I asked again.

  But Kara ignored me, her head still buried in a book.

  I sighed. We’d never gotten along but still, Kara’s silence was so rude. I’d asked her a direct questio
n and she was ignoring me, pretending me like she didn’t hear.

  But I had other things on my mind, so I ignored my roommate and started unpacking, my hands slow as I pulled open my rickety bureau and placed my clothes in, my faded jeans and plaid t-shirts plain and frumpy. Next up was my underwear and I reached into my luggage, only for my hand to come out with a black g-string. One of the special black g-strings, the ones I’d worn for Chris’s eyes alone, parading around the mansion in nothing but this and skin.

  Suddenly my eyes filled with tears again and I dropped the lingerie like a hot potato. I couldn’t stand the sight of the lace, the skimpy fabric. So hurriedly, I rezipped my bag and threw it under my bed, taking a deep breath. I’d do my toiletries instead, yeah that was pretty safe, what could go wrong?

  But as soon as I unzipped my cosmetics bag, it popped open to reveal the designer lipsticks and eyeshadows he’d bought for me, a tube of the good stuff costing fifty bucks from the department store. Chris had been generous, pushing me to buy it even when I’d protested.

  “Drugstore stuff is fine,” I said, shaking my head when we were in Saks. “The make-ups all the same, anyways, they make it at the same factory.”

  But the big man shook his head.

  “Even if it’s the same, I want you to feel special when you’re putting it on,” he growled under his breath so that no one could hear. “I want you to get dressed up, get made up, knowing that it’s all for me.”

  And I’d reddened then, my breath coming quickly.

  “And if I refuse?” I challenged, my brown eyes sparkling.

  “Well I’m gonna pick it out for you then,” he said with a smirk. “So better you pick the colors, otherwise you’re going to end up with, let’s see … this green eyeshadow looks good, don’t you think?”