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

by Cassandra Dee

  “No Mom!” I gasped, trying to hide behind a chair even as my mom pried my fingers off the back. “No, what are you thinking?”

  My mom just glared at me, her eyes fierce, her breathing coming hard.

  “I’ve sacrificed so much for you, can’t you do one thing for me?” she hissed again. “Get out there! Make the most of what you have!” she commanded, glaring at me, hands on her hips.

  And I almost cried then, hot tears rising to my eyes. But at the same time, I felt ashamed. My mom had done so much for me, worked as a cleaning lady as we tried to get by. And what had I done for her? Seduced my stepdad, that’s what.

  And so I forced myself to get on the pedestal, hoisting myself up before looking around, unsure what to do. I looked at the two other girls still dancing and basically just tried to do what they did. I swayed my hips in small wiggles, kicked a foot out and tried to smile, still blindly looking out into the audience for my mom. I couldn’t see her, the light was too bright but I could hear her voice, hissing still.

  “Dance!” she said. “Dance like you mean it!”

  Like I meant it? Trembling, I tried to do a little more, swiveling a little, gyrating my hips, running my hands up and down my waist.

  “Stop acting like you’re so innocent,” came Lorena’s hiss again. “Dance like your stepfather’s watching!” she commanded, and I almost passed out right there. Lorena knew? She knew about me and Drake? Oh god, oh no. But if she knew, then I might as well make the most of it. I closed my eyes, pretending that Drake was in the room with me, that it was just the two of us, his dark blue eyes leaving hot trails over my body. I blocked everything out and began dancing, just for him.

  It was as if a light clicked on in my head, channeling the dirtiest moves I’d only ever seen on my laptop. Suggestively, I licked the pole once, and squatted, showing off my toned glutes, highlighting my calf muscles.

  I noticed that the other girls were completely nude, and I toyed with my bra straps, softly stroking my shoulders, unsure about next steps. But my mom interjected again, her voice like a harpy, intruding into my dream.

  “Take it off,” she hissed loudly from the sidelines. “Every single piece.”

  Ugh, that didn’t sound good. But I turned back to imagining Drake. He’d told me that I needed experience, right? Well, I was going to get some right here, right now. So slowly, I slid the straps off my shoulders, and then unsnapped the clasp in the back, gripping the lace cups to my torso as a last ditch effort at modesty. But seeing my mom’s glare from the sidelines, I let the cups drop, exposing my Double Ds.

  They were glorious, pale and creamy, jiggling and swaying as I continued to dance. The deep pink areola swung like hard candy, my nips stiff in the chill air of the club. I tugged one hesitantly and it lengthened immediately, protruding like a bullet.

  Oh god, Daddy would love this and I closed my eyes, pretending that we were back in his study, just the two of us, me dancing under his heated gaze. I don’t know what made me start, but suddenly my eyes flipped open and my dreams of Drake went crashing into the ground, bringing me with a thud back to reality.

  Because the two pit bosses, Robert and Lester, had their dicks out and were stroking the shafts, lovingly tracing each bulging vein with male fingers as they stared at me, my nubile, sinuous form. Oh god, oh god. Where was my mom? I wanted to get out of here.

  But I gasped because my eyes had adjusted to the gloom and I caught a glimpse of movement under the table. I watched, shocked, as my mom, now completely nude, got on her knees in front of Lester and took his monster into her mouth. He threw his head back, groaning so loudly that I could hear it even above the pounding music as my mom massaged that staff with her mouth like a champion, her head bucking furiously as she laved it up and down, popping it in and out of her mouth like a delicious lollipop.

  I kept dancing as a shield, trying not to stare at the scene before me, but the most incredible things just kept happening. The dude she was sucking off reached down and grabbed her by the waist, slowly rotating her until her thighs were propped over his shoulders and they were in a vertical sixty-nine. Her mouth never left his dick, indeed she was sucking him off still, upside down in his lap, making moaning noises deep in her throat, her eyes closed as she savored the man meat.

  And the dude made good of the opportunity. He paused for a moment, his gaze focused on the steaming cunt before him.

  “Rob, get in here and help me for a sec,” he commanded his friend.

  The little weasel stopped beating his dick for a moment and stood up, positioning himself behind Les so that he had a perfect view of my mom’s vagina. Like a trooper, she hadn’t stopped sucking this entire time, the slurping noises loud and resonant.

  “Pull her apart will ya?” asked Lester, and Rob obliged. With two hands, he reached over his friend’s head and tugged my mom’s cunny lips apart, revealing that deep pink interior, moist and glistening with vaginal juices.

  “Man, she’s just as beautiful as the day we met her,” Robert reminisced. “What was she then, eighteen, nineteen?”

  Now I completely stopped dancing, taken aback by the stunning revelations before me. Not only had my mom known these guys at a tender young age, but she’d evidently been showing her cunny for over twenty years! I knew I shouldn’t have been blindsided, but I was. It’s always a shocker to realize that the woman who gave birth to you is a tramp, even if the evidence is unmistakable. She’d probably been sucking and fucking at the Donkey as soon as she hit adolescence.

  Shaking my head, I started to sway my hips again, trying to let the music take over, desperate to get back to my dream of Drake, but it barely seemed to matter given that neither of the guys was watching anymore. Instead, as Robert held Lorena’s pussy lips open, Lester tasted Lorena’s cunt, causing her to squeal around his dick, her body shivering, her pussy twitching visibly. The man was gross, but he knew how to lick a vagina. His tongue went flat first, covering as much area as possible, tracing every nook and cranny of my mom’s darkly pink snatch. He then contracted it into a sharp spear and tongue-fucked her hole, moving his head in and out, jabbing it again and again into her sensitive spot before licking and sucking her clit, loving that tender bundle of nerves.

  Just when I thought I couldn’t be surprised anymore, my mom came, a low moan emanating from down below, her breasts squashed against Les’s torso, an earthquake overtaking her body so that her pussy literally shook itself free of the man’s mouth. And I watched, astounded, as a fountain of female ejaculate spurted over both men, hitting Lester and Robert in the face as she orgasmed, like a lawn sprinkler gone out of control, jetting creamy white drops everywhere.

  “Awww, fuck,” groaned Les, throwing his head back, neck muscles strained, a look of ecstasy in his face. Judging from the choking sounds emanating from his groin area, he’d just creamed into Lorena’s mouth, filling her with his cum, spurting that jism down her throat.

  And the other dude erupted as well, his hand like a piston at his waist, palming himself until his dong exploded in a shower, droplets spraying in Lorena’s hair, coating her with a sticky film of white.

  “Ahhh, fuck fuck fuck!” he panted, his wrist still moving up and down that fuckpole, the jism dripping off the tip of his dick. “Fuck!” he said once more for good measure.

  And with a sigh, the trio relaxed, all of them sated and satisfied from the dirty encounter. My mom went limp, the tension gone from her body as she slithered downwards, only to be cradled in Les’s lap.

  She smiled flirtatiously at the men, purring deep in her throat.

  “Still as good as when I was eighteen, hmmm?” she said slyly.

  And both men grinned like Cheshire cats.

  “After that star performance, I think we can guarantee your daughter a job, right Les?” rumbled Robert, cleaning off his dick. He shook his snake, white droplets spattering everywhere on the floor. No wonder this place had sticky floorboards, it probably had all sorts of sex fluid in every nook and cra
nny.

  And Lester was no better. This dude literally squeezed his own ball sacs, grunting a bit as the last drops of semen erupted from his dickhead, pearling at the tip before dribbling to the floor, joining the expanding pool of jizz before him.

  “Yep, after that star performance, we can guarantee your daughter a job, no problem,” rumbled Les, his dick still erect despite his efforts. A trail of white slime ran down from the tip, and Lorena swiped it lazily with her finger, bringing it up to her mouth for a taste.

  “Thank you,” she smiled slyly. “I promise Cleo’s just as talented as me. Now gentlemen, shall we move to part two? You know I haven’t taken you inside yet,” she purred, teasingly stroking Robert’s cock with one hand while reaching for Lester’s shaft with her other.

  Holy shit, there was a part two? Where the dudes would put their shafts in my mom’s tight cunt? Evidently so because my mom seized Robert’s cock in her mouth again, her cunny trembling as Les shoved two fingers inside, making her squeal and squirm. Holy shit! I needed to get out of here, and I ran to the coat check, seizing my jacket before stumbling outside. Where was Drake? my heart cried. I needed my Daddy now, more than ever.

  CHAPTER TEN

  Drake

  I haven’t seen Cleo in ages. She disappeared after that “girls’ night out” with Lorena and never came back.

  The morning after, I’d expected to wake and find Cleo snuggled against me, hopefully nude, willing and wet, the way I loved my little girl. But instead I’d woken up alone, stumbling downstairs to find Lorena waiting for me, slinkily sexy in a silk robe.

  “Where’s Cleo?” I ground out. At this point, I still had no idea that Lorena knew everything.

  “She’s in the city,” said Lorena airily, sliding a plate of scrambled eggs and bacon before me. Now I knew this was a trap. Lorena never cooks because we have a personal chef and yet she’d gotten up early to put something on the grill.

  “What do you mean, in the city? She has school on Monday and needs to study,” I ground out. “Cleo’s going to college and needs to make a last ditch effort to bring up her grades.” Both of us knew that our daughter was terrible at academics but my connections could probably get her into some small private college. When you have unlimited funds, even the most elite, snobbish schools throw open their doors.

  Plus, I’d been doing some planning of my own. I was seriously contemplating buying a condo near wherever she matriculated. Hey, if I wanted to see my little girl, what was wrong with having a love nest nearby where I could fuck that little pussy to my heart’s content?

  But Lorena rudely interrupted my reverie.

  “Oh college,” she sighed, waving her hands vaguely. “Cleo’s decided not to go. We stopped by a modeling agency in the city and they loved her Drake! They signed her immediately and she’s boarding with some other girls until she gets her first job. Just wait,” bragged Lorena. “You’ll see her face in all the magazines!”

  I frowned. Okay, my little step was definitely beautiful enough to model, but I thought fashion types were six feet tall and thin as whips. My little girl was about five four, and luscious everywhere … especially in the places that mattered.

  “There’s a revolution going on in the fashion industry,” rushed Lorena. “They like girls with personalities even if they’re not skinny and Cleo was the perfect fit, just so photogenic with that glorious hair. You know,” she added helpfully, “redheads are especially in demand right now.”

  I didn’t keep up with fashion but it sounded right. I mean, those tall thin girls weren’t sexy, all bony elbows and knobby knees, and I was already completely head over heels with my curvy nymphet. If I found her irresistible, why wouldn’t the world?

  “Don’t worry, Cleo will be home to visit soon,” said Lorena soothingly. “Now my love, why don’t we talk about finances? I need a little more, ten thousand a month just isn’t enough,” she pouted. “There are so many things I need to pay for, the landscaping, our pool cleaners …”

  I sighed. I knew she was fucking the pool boy Carlos but I didn’t give a shit. Lorena could do whatever she wanted now that I had Cleo’s curvy red pussy wrapped around my cock each night, she was no match for that teen twat, its tight, willing, wet warmth. In fact, now whenever I looked at my wife, I just wanted her gone. Shit, that ugly pool dude was doing me a favor keeping her out of my hair. With a grunt, I got out my checkbook.

  “Fifteen thousand enough?” I rumbled.

  “Make it twenty,” Lorena purred, and I silently made out the check, tearing it out and handing it to her.

  “Thank you my love, I’ll make sure Cleo gets part of this as her spending money,” she said. “Now eat your eggs and behave,” she scolded teasingly.

  Glumly, I turned back to my breakfast. It was cold and soggy now, but when my stepdaughter came back … I had visions of slipping eggs into her pussy, scrambled and whole, those lips stretching elastically, her juices lubing the way. The thought made me perk up, and I chewed with more enthusiasm.

  CHAPTER ELEVEN

  Cleo

  Two weeks later …

  I miss my Daddy. I’m a star dancer here at the Donkey Club, but I still think back to Drake sometimes … that incredible build, the Crest-white smile, the massive shaft. We’d only had two weeks together before my mom whisked me off to the club, but the memories of that time haunted me still.

  I’d wanted to come home after one week.

  “Mom,” I said patiently into the phone. “I’ve learned all the basics of dancing, in fact management lets me get up on center stage now, even when the place is packed.” I didn’t add that Robert and Lester had made multiple passes at me, all of which I’d rebuffed.

  “Honey,” my mom’s voice trailed. “That’s not the elite level. You know the best girls at the Donkey Club don’t just dance … they fuck,” she said conspiratorially. “The fees are astronomical baby, try to be selected for the Donkey Service.”

  My head was whirling. My mom wanted me to become a whore? It was enough that she’d already put me in this strip club, where I took off my clothes each night for money. I mean, it’s not what most women encourage their eighteen year-old daughters to do, but I get it, this was Lorena’s line of work, and mothers sometimes want their daughters to follow in their footsteps.

  But whoring? That was different. That was prostitution, hands down.

  “Ma,” I said slowly. “That’s not reasonable. I appreciate that you’ve paid for a nice apartment for me, but I shouldn’t have to put out for the Donkey overlords as well.”

  But my mom completely missed the point. Instead of acknowledging that prostitution was illegal, not to mention the long-term damage to my emotional and mental well-being, she focused on the money.

  “Honey, you’re not really working for the Donkey Club if you join their escort service. They take a small set-up fee, but the commission is yours to keep. When I was doing it,” she confided. “I made about five hundred per hook-up, but I hear the fee now is two to three thousand. Plus, there are so many handsome, rich men … you know, your cousin Liliane met her patron this way.”

  That was the other shocking revelation in all of this. Evidently, almost all the women of the Jones clan had taken a turn at the Donkey Club, including my mom, my three aunts, and my five female cousins. I’d thought my cousin Lili had met her rich boyfriend at some bar, but actually the Donkey had been the connection. It was shocking because Preston, Lili’s boyfriend, was a waspy dude, someone descended from Thomas Jefferson who wore madras shorts and liked yachting in his free time. I would never have guessed that he’d been to the Donkey Club, much less hooked up with one of its strippers for a long-term relationship.

  I sighed. Against this backdrop of sheer insanity my mom would never be convinced that stripping and escorting weren’t right for me. But then she said something that stung my heart.

  “Drake’s moved on, baby,” she said softly. “I know you miss him, but Drake has someone else.”

 
I sputtered. I’d only been gone two weeks! How could my stepdad have met someone so quickly?

  “You mean you?” I asked sarcastically.

  But my mom didn’t take offense.

  “No baby,” she said slowly. “We were never his only ones. Sure, we were handy because we lived in his house, but he’s a male slut and has been his whole life. You know Marie? The girl who walks his dogs?”

  Of course I knew Marie. We’d been somewhat friendly, Marie coming by twice a day to make sure Otis and Marlo, our German Shepherds, got their exercise. The girl was cute but not stunning. A blonde, petite, maybe twenty five with nice tits.

  “Cleo,” said my mom slowly. “Marie is pregnant with Drake’s child. She’s due in a few months.”

  My hand flew to my mouth. My daddy had been fucking another girl the whole time? And she’d been pregnant with his baby? My mind spun furiously. Sure, Marie was athletic looking, but I didn’t recall seeing a curve to her stomach or the glow of pregnancy. She just looked normal, the same as always.

  But I realized how naïve I’d been. I gasped, my heart hurting, my chin trembling despite my best efforts to look impassive.

  “Honey,” said Lorena slowly. “Drake wanted you to move out. He’s had his fun with you and wants to fuck another woman but didn’t know how to tell you. So he asked me to let you know, bring you to the Donkey to see if you could get a job. Of course,” she said hastily, “he’s a generous man and isn’t tossing you out on your ass with nothing. He’s asked me to make sure you find a nice apartment, get some decent clothes. But honey, this is not the time to come home. Marie’s moved in, big as a beachball, and Drake’s doting like a new dad already. He’s always wanted a child, and with Marie that baby’s a reality.”