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

by Cassandra Dee

  “Ohhhh fuuuuuck,” she cried, throwing her head back, eyes closed, as her pussy sampled its first dick. “Oh god, it hurts.”

  I kissed her then, taking her mouth with mine gently, running my tongue between her lips, soothing the pain, the hurt.

  “I know honey, I know,” I rumbled, “but it’ll feel good soon, I promise.”

  And although it killed me, I held still in her sweet cavern, cock pulsing and tight, letting those swollen folds adjust to the huge monster inside, her pussy imprinted to the shape of my shaft, curving like a mold to my fuckpole.

  “Feel that?” I rasped, rocking my hips just a little. “That’s how good it’s gonna feel when I start fucking you for real.”

  And the brunette clasped me tighter then, rubbing her breasts against my chest.

  “Please Brent,” she gasped. “Do it now, for real, it’s better now.”

  And fuck, but as I began pushing in and out, slowly at first but then growing in speed, the little girl’s pussy began to bloom around me, to fill out like a woman. Her folds grew more swollen, more tight, hugging my dick like a precious gem, riding the shaft more and more vigorously, humping her clit against me with each drag.

  “Ohhhh,” she moaned again, kissing me fervently. “Yeess!”

  And with that, I started going full bore, first time or not. Because Katy’s pussy loved it, I could tell from the wetness, the way she spread her thighs wide, inviting a deep-dicking. And soon I was slamming into her hard, my balls hitting her asshole with every thrust, her little butt lifted in the air with every push, like she was impaled on a spit, moaning and gasping with ecstasy.

  “Yes Mr. Larson,” she panted again, almost crying now. “Yes!”

  And with that, the little girl came. Her pussy clamped down hard once more before exploding in a shower of sparks, clenching and spasming over and over again, female cries of ecstasy ringing loudly in the bathroom. And the milking motion, the feel of a girl erupting on my dick forced me over the edge. A tidal wave started low in my abs, pushing my balls high and tight before I shoved deep once more and exploded, showering her insides with sperm.

  “Fuck!” I roared, my shout ringing out in the bathroom. We were like a fucking symphony, her wails and cries mixing with my own. “Fuck fuck fuck!”

  And between the wet slapping sounds and grinding flesh, boobs flapping and heaving, Heaven appeared. Katy’s pussy clamped down on my dick, practically breaking it as she screamed, tiny teeth buried in my shoulder taking out a chunk of flesh. And I was no better, just as turned on, clutching that fine, curvy form to me, pumping again and again into that tiny channel, spraying her with my cum.

  And holy shit, but my eyes literally rolled back in my head, brain exploding with each pulse of semen. What the fuck? What the fuck had just happened? I’ve fucked plenty of females before, but this was one for the ages, I didn’t usually see stars dancing before my eyes, didn’t come again and again, spurting a girl with everything until my balls ran dry, going on for minutes. What the fuck had this curvy little girl done to me? So I took a deep breath, trying to get my bearings, to be myself again. But then I saw the red handprints on her ass, her waist.

  “Honey, I’m so sorry,” I ground out, eyeing the vivid marks. Oh fuck, I’d done that to her, I’d hurt the beautiful brunette.

  But the girl just laughed, a little wobbly on her feet and we both stopped for a second, watching mesmerized as a great glob of cum oozed out of her pussy and down her leg.

  “Oh fuck,” I groaned again, reaching with a finger to scoop it up, the white glistening wetly in my hand. “Oh fuck.”

  But Katy did me one better. Dipping her head sweetly, she leaned down and slurped it out of my palm, delicately licking her lips, savoring the sweet and salty tang of fresh semen.

  “Brent,” she murmured, looking up at me through her lashes. “That was good. Again, please?”

  And oh shit, but I was a goner. Because this girl whom I considered my ward, a sweet teen with nowhere to go, had me wrapped around her finger … and I couldn’t say no, no matter how wrong it was.

  CHAPTER THREE

  Jason

  School that day was a daze, a blur of images and sounds that I couldn’t remember even if I wanted. I swear, they could have had a fire drill and it would have passed me by, my body on auto-pilot, going through the motions, answering only when spoken to, nodding dumbly like a sheep.

  Because the last twenty-four hours had been unfucking-believable. I’d been tapped by Ms. Smith to stay after class, sure, but I could handle our local cougar.

  “Jason,” the middle-aged woman purred once I shut the door behind me, the two of us alone in the empty classroom. “I wanted to talk to you about some extra tutoring.”

  I snorted under my breath. Extra tutoring? Sure, if Ms. Smith meant human anatomy up close and personal, nothing so boring as Math or English.

  “I’m getting a B in your class,” I growled, trying not to look at her. “I’ll be fine, thanks.”

  But the woman got up and sashayed towards me, blonde hair pulled into a bun on the back of her head, glasses perched on the tip of her nose, a white blouse tight on her breasts. If I wasn’t mistaken, the older lady was actually trying to look like a naughty librarian, evoking some kind of MILF fantasy.

  And shit, it was boring. To tell you the truth, my teacher was okay looking, in pretty good shape for someone forty and past her prime, boobs saggy, waist thickening, and maybe if I didn’t know Katy, I’d be into it. After all, it was just too easy, the woman was practically devouring me at this point, eyeing me up and down, licking her lips as she took in my tall, muscular body, the t-shirt that hugged my biceps, jeans that clung to my long legs.

  But the problem was that I did know Katy. Because the brunette was everything that I wanted, curvy, sweet, always the first to jump up and help with the dishes, doing our laundry, folding our clothes, taking good care of Brent and I. And her laugh, her smile, made me feel ten miles tall. I’m not a funny guy by nature, but Katy always giggled at my jokes, always let out a sweet titter, a shy smile even when my gags fell flat and stupid.

  So yeah, I was already taken and faced now with Ms. Smith prowling towards me, eyeing me up and down, the whole thing was pretty gross. Even a little pathetic, come to think of it. Because what cougar goes hunting her own students? It was grounds to be fired and yet Ms. Smith was so desperate she was willing to risk it.

  So when the blonde placed her hands on my chest, those long, red fingernails digging into my pecs, I tried to stay calm, remind myself that this was a woman who needed help. Grabbing her hands firmly in mine, I pulled them away from my body.

  “Like I said,” I rumbled, “I got a B on the last midterm so I’m fine, thanks.”

  Ms. Smith pouted and wiggled her hips a bit.

  “I can make it an A,” she breathed, peering at me over her glasses, licking her red, lipsticked lips. “Or even an A+.”

  Shit, this was really beyond the pale. Not just coming onto a student but also offering to change his grades in return for … ? What exactly? I didn’t want to know.

  “Thanks, but no thanks,” I managed in a neutral voice. “Now if you’ll excuse me,” I said, turning to go. But I could tell it wasn’t over yet because she was still gazing at me hungrily, eyeing my muscular back, the broad shoulders and long legs like she hadn’t heard a word of my rejection. I could tell from the sassy gleam in her eyes that even a direct “no” in plain English hadn’t turned her off.

  But I wasn’t gonna hang out, no way, the sooner I got to sweeter pastures, the better. So I beat feet, crossing the classroom in two long strides and banged the door shut behind me. And once out, I stopped, shaking my head in the empty hallway. What the fuck? Had that really happened? Had my English teacher offered me an A+ in return for sex, in return for hot meat in her body? Holy shit, holy shit, this was so fucked up.

  But I guess it wasn’t that hard to believe. I’m a full-grown man now, with a hard, masculine body, no lo
nger the stretched out Gumby figure I used to be. Now I was an alpha with a commanding presence, newfound assurance and confidence. So yeah, a lot more heads were turning, women scrambling over each other to get to know me, begging for a second of my time, to feel my hands on their bodies. But fuck, I only wanted Katy. It’s so fucked up, I know, we live together and she’s practically like my sister. But what am I supposed to do? There was no one quite like my beautiful brunette with the sassy hips and gentle smile, the breathy little laugh that made my dick so fucking hard all the time, even though it was totally wrong.

  So striding to my truck, I heaved my stuff in, trying to clear my head. I wanted her, yeah, but it was wrong, right? I mean, it’s wrong to feel this way about someone whose bedroom was literally next to yours, whose panties hung right next to your boxers on the clothesline. But I couldn’t help it, and my mind took off in perverted directions, thinking only of Katy’s shapely body, how much I wanted to have some alone time with my best girl, bask in her presence, enjoy her smiles, her words, gaze upon that sweet, curvy form without another man in the room. So with a grunt, I took off, ready to lay eyes on the little beauty.

  But once at the trailer, alarm bells started jangling in my head like fucking fire alarms. Because what the fuck, the trailer was actually rocking, bouncing up and down on its shocks. I shook my head, confused at first. Brent’s a well-to-do guy and the place we lived in was top-of-the-line, costing tens of thousands of dollars and solid as a tank. So what the fuck was happening, was this an earthquake?

  But in the next second, the mystery was dispelled. Because a long whine rang out, a breathy feminine, “Ohhhh Brent!” followed by the unmistakable sound of a deep kiss.

  And fuck, but the blood drained from my body then, I was rooted to the floor, unable to move, my heart beating like thunder in my chest, arms and legs weak. Because could it be? Could Katy and Brent be … oh shit … I shook my head, disbelief in my eyes.

  Because then there was the unmistakable sound of wet flesh slapping and Katy’s sexy little shrieks, little cries of “Oh oh oh!” punctuated by a deep growl from Brent, a hoarse rasp of “Yeah baby, come for me.”

  And I ran. Like a coward, I turned and fled, long legs pumping, chest burning, breath minty in my throat. There could be no mistaking the sounds. Brent was fucking my girl, the girl that I wanted so bad, the girl who’d been in my dreams each night since she moved in, taking over every waking thought, every lucid moment. And fuck, but Katy was eating it up. She was there of her own volition, her own free will, begging Brent for more, asking him to take her, to make her his.

  And so I threw up, hurling chunks everywhere. I was so heartsick, so shocked and broken at the realization that they were together, that another man had taken Katy’s pussy cherry, that I lost my cookies like a schoolboy, the vomit pouring brown, green and ugly from my mouth. I choked and rasped, heaving, bent over double, the surprise making me numb, unable to move, do anything except keep hurling.

  But slowly shock passed and rage seeped in to take its place. What the fuck? What the fuck had happened? I’d been ready to talk with Katy about starting something up, maybe dating, a relationship, exploring each other, getting to know one another physically, but I’d been beaten to the punch. What the fuck? He’d beaten me by how much? Two months? Two days? Two hours even? I’d thought about revealing my heart to Katy today, and the tiny margin made me tremble with rage, big body shaking with fury.

  So I kept to myself for hours, alone in the field, stomping up and down, punching trees and letting out godawful shouts that rang out in the wilderness. It was only at ten that I could handle myself, that I could possibly go back without letting on that I knew their secret. So I strode silently into the trailer and thankfully it was quiet, Katy and Brent silent in their rooms. They were definitely up, there were thin slits of light under each of their doors, but at least they were in their respective rooms and not snuggled up in Brent’s big bed. Thank god they had the courtesy to act normal for a little while longer, like they hadn’t been going at it like rugrats just a few hours before.

  And slamming my door, I got in bed, tossing and turning for hours, unable to fall sleep. I could hear Katy in the room next to mine, her breathy whispers as she dreamed, the light, moaning cries she sometimes let out in sleep. And fuck, but despite everything that had happened, I still wanted her, I wanted that curvy body wrapped around me, her pussy wet, willing and open for my dick, welcoming me inside, begging me to take her.

  So I shut my brain off, forcing myself to slumber. And it worked because the next morning when I woke, something had changed. My mind suddenly felt clear, everything lighter, more transparent because there was still a way to win, to reap my rewards. Because my gorgeous girl had given her pussy cherry to another man … but that ass cherry could still be mine.

  CHAPTER FOUR

  Katy

  “Ready?” I asked Jason.

  He didn’t look at me, instead getting into the cab of the pick-up without a word, slamming the door shut behind him. Okay, someone was in a bad mood, someone had woken up on the wrong side of the bed for sure.

  So shrugging, I got into the passenger side, swinging my book bag onto the wide leather seat, turning to look at him once more, that perfect profile with its straight nose, the mobile mouth and strong, clenched jaw.

  Wait, clenched? Why? So I exhaled again as Jason started up the car and tried appealing to him once more.

  “Jase,” I said, my voice open and inviting. “It’s seven a.m. for crying out loud, what happened this morning to make you so mad? What is it?”

  The man wouldn’t even look at me, those blue eyes fixed on the road as we drove to school, through an abandoned lot before pulling onto the local road. Corn fields rolled by, the first kiss of frost on the golden stalks, a couple cows mooing here and there, aimlessly turning to look at us as we passed.

  “Jase,” I tried again. “Was it Ms. Smith? Look, I know this is really awkward, but I can tell from the way she looks at you. I know she asked you to stay after yesterday for some bullshit meeting, so seriously, tell me if she’s doing something inappropriate! Everyone knows Ms. Smith is a cougar, tell me, tell Brent, tell the administration, tell someone, don’t keep it locked up inside.”

  And Jason’s hands clenched the steering wheel even tighter, knuckles white, still refusing to look at me.

  “Seriously Jase,” I sighed again, looking out the window as my fingers drummed against my thigh. “I can’t do anything for you if you won’t tell me. If you won’t tell me, at least tell Brent,” I harrumphed, referring to our guardian.

  And Jason’s head snapped towards me then, those blue eyes fierce, so bright that I literally jumped in my seat.

  “Tell Brent,” he snarled. “What a great idea. I can tell that you have all the answers, Miss Goody Two Shoes,” he sneered.

  I drew back, hurt. I’d only been meaning to help and Mr. Larson had been so good to both of us, what was the harm in confiding in the big man?

  “You need to be more grateful,” I said disdainfully, refusing to look at him as we zipped along the road. “Brent’s given us both a place to sleep, put food on the table, heck, even set you up with the union for a job after graduation. You know how hard that is to get? Tons of people want to join the union, you’ve got to know someone to get in and Brent put in a good word for you, pulled some strings. So yeah, what’s wrong with telling Brent?”

  Jason just shook his head disgustedly.

  “Seriously Katy, you have no idea what you’re talking about,” he ground out. “Don’t even start.”

  And that made me angry. I whirled to face him in the seat, my shoulders tight, eyes flashing with brilliance.

  “I do know what I’m talking about,” I said furiously. “Brent gave me a place when I had none, he’s helped me this last year because my mom’s in the loony bin. And I know, I know he’s done the same for you. Sure, you’ve never told me about your family situation but it can’t be good!”
/>   Jason turned to glare at me again.

  “Shut up, Katy,” he ground out between clenched teeth. “Just shut up.”

  And at that I lost it.

  “Shut up?” I screamed, my voice deafening inside of the truck cab. “Shut up? That’s all you have to say? After all Brent’s done for us, that’s all you have to say? Fuck you!”

  And it was then that Jason pulled off onto the shoulder of the road, the truck cab jolting up and down as we rumbled over a dirt track before stopping. And for the first time ever, I was scared. Jason had changed a lot in the past year. When I moved into the trailer a year ago, he was a gawky teen boy, ten miles tall and lanky, with arms and legs like windmills. But somehow in the last year he’d filled out with thick, solid muscle, his chest broad, those legs so long. As he glowered over me, I shrank back, aware of how wide his shoulders were, how strong his arms, those muscular thighs like tree trunks.

  “Jason,” I said, my voice wavering, eyes wide. “Please calm down.”

  And the blue eyes just turned up a notch, ice fire boring into me.

  “Katy,” he ground out. “I heard you last night,” he said accusingly.

  I was stock still, eyes wide and puzzled. Because what was he talking about? Was he referring to Brent and me in the shower? I know we’d been loud, but he couldn’t have overheard us having sex because it’d been four thirty when it happened and Jason hadn’t come back until ten last night. I’d heard the front door open myself, heard him stride into the trailer without a word, banging shut his room door and locking it too. So what was he talking about?

  “Heard what?” I asked, biting my lip tentatively. Jason was so close, so masculine, so big that my body sizzled in his presence even though I was still achy from Brent’s touch. Oh god, what was wrong with me? I’d just lost my virginity to an alpha male, a man I adored, and yet not twelve hours later, here I was, cheeks burning, pussy wetly moist in the presence of another.