Big Step Boss: Forbidden First Time Taboo Older Man Younger Woman Office MMF Menage Erotic Fantasy

by Vivian Vixen

  He held my cheeks, pointing my face at the clock. "Now," he said, "What. Time. Is it?"

  I took a deep breath. "Nine... fifty-two." There was a slight pressure added to my neck. "And nineteen seconds." Squeeze. "Uh, twenty-one. Twenty-two. Twenty-three."

  "Stop." He released me. "Stand up." He moved around behind his desk and sat down again. "So, you can be taught."

  I’d never seen this version of my brother before.

  “I guess.”

  “So, why don’t you tell me, sis,” he said, folding his hands, “what should I do with you?”

  I took a breath and pursed my lips. “Uh, I dunno. Dad just said you’d have a job for me.”

  “There’s work to be had.”

  “So what do you need?”

  “Why would I put you to work?”

  “Well, dad said…”

  “You show up late. You’re imprecise.”

  “You said I was a good learner, though, right?” I smiled hopefully.

  “You’re unreliable,” he scowled. “I can find any fresh face out of college who can learn.”

  “C’mon, Alex, stop messing with me.” I was getting exhausted by this weird game of his. “Mom is gonna kill me if I don’t get a job, and dad is counting on me to do this one.”

  “Yes.”

  I sighed. “Just, like, let me get you a coffee or something, and we can go from there.”

  He nodded.

  “I’ll get better, you’ll see. I’ll be a good worker for my big bro.”

  He eyed me carefully, taking in my full form. “You’ve never been to my office before, have you?”

  I shrugged. “I’ve… I mean, I’ve driven past it, sure.”

  “But never inside.”

  “No, I’ve never driven inside,” I said with a chuckle.

  He rolled his eyes and licked his lips. “You have no idea what we do here, do you?”

  “No, Alex, I don’t,” I said. “Why don’t you explain it to me.”

  “It’s unimportant,” he said. “I won’t be having you do anything that could hurt the business.”

  “I won’t…”

  “Sure, that’s fine.” He waved his hand at me. “Listen, I’m not taking any chances with you.”

  “Chances?”

  “You’re not exactly a paragon of reliability.” Alex rapped his fingers on the table, chewing the inside of his cheek. “Well, since you start today, we’ll need to begin by punishing you for your lateness. Then, maybe, we can see about beginning the training.”

  “Punish? What do you mean?”

  He laughed as he stood up and dragged his chair out from behind his desk. “You don’t think I just let my employees do whatever they want with no consequences, do you?” He sat back down. “Come here.”

  I stepped over to my brother, feeling a bit awkward. “Now what?”

  He bounced his knee. “Lay. Face down.”

  “You’re kidding, right?”

  “Questioning your boss is no less a transgression. I’ll let that one go, but next time we’ll start adding on.” He slapped his knee. “Let’s not drag this out.”

  I put my hands on my hips and tried to feign some command of the situation. “No, this is absurd. I’m not…”

  “Five added. Lay down.”

  “What? Five what?”

  “Five more. You’re up to fifteen. Lay down.” His eyes were utterly uncompromising.

  I thought about my options. I could just walk out of there. Of course, then I’d probably get kicked out of the house. I’d have to hunt down another job, and while it might be less…strange…it would be less reliable, less lucrative. I sighed and crawled over his lap.

  As my stomach and ribs settled against his well-muscled thighs, I thought to myself that this wasn’t exactly the worst position I’d ever been in.

  I stared down at the floor as I focused on the feeling of my brother’s long, powerful fingers moving over my back. His right hand came to a rest at the nape of my neck, putting down the slightest pressure. His left hand glided down along the small of my back, then rose up along the curve of my butt and rode down along the back of my sensitive thighs. His hand stopped when it crossed the threshold that was the hem of my skirt, coming to a rest on my bare flesh.

  “No stockings.”

  “I…I didn’t have time.”

  His hand reversed direction, holding down against my skin and slipping under the fabric. I inhaled quickly and bit down on my lip in anticipation. As his fingertips grazed the bottom of my bottom I felt a rush of energy between my legs and a dampness spreading. His hand was relentless and slipped up over my panties and began to caress my cheeks. Then, with a flick of his wrist, he flipped my skirt up over my waist.

  That was the end of the niceties. He grabbed roughly at my panties and yanked them down around my knees. I didn’t even have a chance to protest before his hand swung up and down.

  SMACK.

  My body jerked reflexively before I even registered the searing pain. Just as the red hot sensation reached my brain, the next slap followed.

  SMACK.

  I cried out as tears filled my eyes. The hand at the nape of my neck held me in place as the next spanks came in rapid succession.

  SMACK SMACK SMACK.

  “That’s for your tardiness,” said Alex, coolly.

  I sniffed through my tears. “I’m-I’m-I’m sorry!”

  “Now, we need to punish you for talking back.”

  “No!” I cried and kicked.

  SMACK.

  “Stay still, little sis,” he said, rubbing my warmed tush. “It’ll be over soon, and you’ll have learned your lesson.”

  SMACK.

  “S-s-stop!”

  SMACK.

  “You don’t have a right to do this! You’re not my father!”

  “In here I am.”

  SMACK.

  I sobbed. “Please. Stop.”

  “Do you still want the job?”

  I hesitated. “Yes.”

  SMACK.

  “Five more.”

  “Can they hear this in the rest of the office?” The thought had occurred to me just then and made my face almost as red as my butt at the idea of being heard like this—humiliated, demeaned.

  “No idea,” he said. “We’re almost done. Relax.”

  It occurred to me that I was becoming rather numb in the bum. I tried to zone out as the next series of spankings rained down on my rear-end.

  When it was over, my brother gently caressed me. It felt good. “There, does that feel better,” he asked.

  “Yes,” I said through a sniffle.

  “You’re a good girl, Rachel.”

  “No,” I said. “That’s why you spanked me, isn’t it? Because I’m not a good girl?” I turned my head around to look at him.

  He smiled at me. “Don’t be silly. You made a mistake, and you were punished for it. Slate’s clean now.”

  “O-okay.”

  “Ready to start work,” he asked.

  “Not so fast!” A third voice in the office—and I’d thought we were alone.

  Even Alex spun his head around in surprise to see the intruder. “Oh, dad! Hey!”

  “Dad?”

  “Hey pumpkin!” Dad walked over to me and Alex, towering over my naked butt, holding a bag. “Listen, Alex, you can’t just put her to work like that. We need to train her right.”

  “You’re probably right,” said Alex.

  “I love your mother,” said dad to me, “God knows I do, but she just didn’t raise you right. We’re going to have to start from scratch.” He tossed the bag on top of my back. “Go ahead and stow that for me, Alex.” He paused for a moment, looking me over. “Wow, you really gave her a tanning, eh?” Daddy pressed his warm hand against my little bum and rubbed up and down. His fingers slipped down between my thighs as he rubbed, moving further down with each rub, getting closer and closer to… “Oo, well then. I’d say she enjoyed herself quite a bit.”

 
Daddy slid a finger along my soaking wet slit, caressing me up and down until his finger reached my clit and I jumped. He laughed over me and pressed my little button again, sending a shock of pleasure through me.

  “D-d-daddy,” I mewled. “I-I don’t think you’re supposed to be… to be touching me there.”

  “Hush, Rachel,” he scolded. “You just let the grown-ups take care of you now.”

  “Okay.”

  He rubbed my clit in little circles and my whole body tensed up over my brother’s thighs. I moaned as my father pushed me closer and closer to an orgasm.

  But it was not to be. Not yet. He slipped his cum-soaked finger up to my other, tighter little hole and pressed his finger inside. “Mmm, hot and tight. You’ve never had anything in here before, have you?”

  “Uh-uh,” I moaned.

  He pulled his finger out and his hand away. “Lay on your back on the desk.”

  I got up off of my brother’s lap, standing on shaky legs. My panties fell down around my ankles and I kicked them off completely.

  Alex pushed the papers off his desk, making ample room for me to lay out. I slid back onto the desk.

  “Feet up.”

  At the command I lifted my heels onto the table, my skirt once again falling back around my waist, opening me up for the world to see.

  My father stood between my legs. “We’ll have to clean up this naughty girl before we do anything else.”

  “Oh yes, absolutely,” my brother agreed—to what, I hadn’t the foggiest idea. “Why don’t you get her started for me, dad?”

  “With pleasure.” My dad got down on his knees in front of the desk and moved his face further up between my legs until I could feel his breath on the inside of my thighs. The warmth of his moist breath cascade over my pussy and electrified me.

  Then, his lips were on mine, face pressed into my cunt, tongue dashing out to lick up along my dripping slit. He pressed inside me, fucking my pussy with his long, nimble tongue. I groaned as he filled and explored me.

  Suddenly, he pulled away. “You’re a virgin?”

  “Uh-huh.”

  I could feel my father’s smile against my pussy. “Good girl.” He sucked on my labia, and nibbled ever so gently at me. His tongue flicked up and over my clit, ravaging the nerve-filled button and making me wriggle on the desk. His hands clasped around my thighs, holding my hips steady. He slowed down and flattened his tongue out, taking long, luxurious tastes of my sex until he’d licked away all of my cum. “I think she’s ready,” he said to Alex. “Okay, off the desk. Hop off it, come on.”

  I stood up.

  “Nope, sis, on your hands and knees.”

  Oh, god, this was out of control. Nevertheless, in order to avoid a repeat of the previous unyielding exchanges, I simply lowered myself to my hands and knees, hair draping down around my face and hiding my red cheeks.

  “Crawl,” my brother commanded. “In a circle. Crawl.”

  I could only do as I was told. With no small amount of reluctance, I began to crawl. It seemed preposterous how easily the whole thing came to me. How could I seem to remember the act of crawling so well? I moved myself around the office at least three times before my brother flicked his foot out in front of me, the toe of his polished shoe curling under my chin and turning my head to him.

  “Now, crawl to me.”

  I kept my head lowered, looking only at my hands walking, one after the other, in front of me. My brother's shoes came into view in front of me, his slacks rising up in front of me like foreboding pillars.

  "Open your mouth, sis." I heard a zipper overhead. I didn't dare to look.

  "Open up for your brother," said my dad.

  I opened my mouth hesitantly, but kept my face pointing downwards.

  "Come here," said my brother. "Bring your head up to my lap."

  I slowly moved upwards. I felt a strange tingle run through my whole body as his cock, thick and heavy, came into view. I swallowed... hard.

  "Now, put it in your mouth."

  I pressed my lips together and shook my head. "Mm-mm."

  "Open up," he said sternly.

  "What does this have to do with making me a good employee," I asked.

  My father wound his fingers through the back of my hair and turned me to face him. "Only naughty girls question their elders. Are you a naughty girl?"

  "No."

  "Because naughty girls get punished."

  "I don't...I don't want to be punished again."

  "Good. Nice girls get a nice, tasty treat to suck on. You want that right?"

  There was only one correct answer. Somehow, it seemed easier to simply act, than to say it out loud. I pulled my head free of my father's hand and lowered my mouth my brother's cock, slipping my tongue under the pulsing head and scooping him into my mouth.

  I closed my mouth around him and began to suck, sliding up and down on his hardening member. I pressed my tongue firmly into the underside of his cock, rubbing him in circles. I brought my mouth up to the tip of his cock and let it go, then flicked it quickly with the tip of my tongue, working his sensitive little slit. He groaned above me and grabbed onto my head, squeezing me reassuringly.

  Without an ounce of warning, there was another warm, hard bit of flesh poking me in the cheek. I turned my head with my brother's cock in my mouth and saw my father with his massive dick in hand, holding it out for me.

  I switched off, grabbing bro with one hand, jerking it while I slid my mouth down over my daddy's cock. If I was going to have to do something this insane, I might as well do it well, right? I wanted to make sure my dad and my brother came as hard as possible. I was determined to suck them dry.

  Daddy's cock was even a little bigger than his son's. It filled my mouth absolutely perfectly, and slid down the back of my throat with a bit of effort. He tasted wonderful. No doubt he'd been preparing for this. I bobbed on him eagerly, eliciting moan after moan.

  I switched back to my brother, finally beginning to appreciate this sexual abundance. It was a unique and encouraging experience to have two incredible cocks ready to be service by my skillful tongue.

  My brother slid his hand down my stomach and between my thighs, fingering my pussy. God, it felt good to have him in my mouth and my pussy at the same time. I think I nearly came from just that. His fingers were thick, and long, and gentle. I was absolutely gushing, and could feel my lips getting wet from my womanly juices.

  "How's that lolly, baby girl," said daddy.

  "I love them," I replied. "They taste amazing."

  I popped them back into my mouth, one after the other in rapid succession, sucking and slipping off and diving back down.

  "I think she's ready," said Alex. "Look at this Pops." He pulled his hand out of my pussy and showed his soaking fingers to dad.

  "What do you say we make your sister a woman?"

  "Sounds good, dad."

  What? Make me a woman? Did they mean... take my virginity? No, they couldn't possibly... This was all incredibly bizarre, and even the blowjob thing was a bit over the line, but they couldn't really be thinking about fucking their own family!

  My brother pushed me back and moved his hands under my arms, lifting me up onto the desk and laying me back.

  "Lookit all that cum, Alex! Wow, your sister is a bigger slut than I thought!"

  Alex laughed. "Seriously. That's impressive." He spread my legs over and bent his head down to take a quick whiff of my cunt. "Amazing."

  "Do you want to go first," my father asked Alex.

  He shook his head politely. "I couldn't. After all, father knows best."

  My dad chuckled. "Alright, alright. Well, you'll get your turn."

  Dad stepped up to the desk, rock hard cock in hand and began to rub the head up and down along my sticky slit, pausing for extra emphasis at my clit which exploded with taboo pleasure at the forbidden cock pressing and rubbing against it.

  He slipped his cock forward, pressing into my hole until the pressure of my hymen
resisted too strongly. "You ready baby girl?"

  I smiled weakly at him. "Yes, daddy."

  "I love you, you know that?"

  "I love you too, daddy."

  He smiled and pressed forward, tearing through my little flower and burying himself balls deep inside me in one long, smooth stroke. I gasped as my hand flew out, fingernails digging into his sides. I took a deep breath and relaxed. The tear had hurt, no doubt, but being so incredibly filled up, in my most sensitive area, was a wonderful sensation beyond anything else I'd experienced.

  “Oh, god, you’re so tight, Rachel,” he said through gritted teeth.

  I squeezed his cock inside me, and then relaxed, getting used to the size, bit by bit. I rolled my hips slowly, sliding his cock out of me, and then back in with measured care. He bottomed out against the very end of me, and I shimmied my hips against his, trying to get my fill. I wanted all of him.

  He seemed to realize, at last, that I was ready for more. His hands came down around my waist and held me strongly as he began to pump in and out of me. Our hips clashed as the sweat pouring down my back lubricated the table and we slid over the lacquered surface.

  He crushed my clit as he fucked me, harder and harder, filling and withdrawing, rubbing and pressing me, until finally I felt the ecstasy explode and I came harder than I ever had in my life. My dad reached up and cupped a handful of my breasts as he came too, flooding my pussy with his hot, thick cum. His cock jumped inside me as he poured his seed deep into my unprotected womb.

  He sighed and pulled out of me, a glob of sticky cum falling out of my well-stretched hole. Alex wasted no time. He stepped right into place and grabbed me, flipping me over onto my stomach and pulling my hips back so that my ass was presented to him. He spit into his hand and rubbed it on my tight rosebud.

  “Ooohhh, no, you can’t,” I said weakly.

  He wasn’t listening though. And, besides, my protest wasn’t serious. In for a penny, eh?

  He pressed his throbbing cock against my unyielding hole. I tried to relax and finally he popped inside. I squeaked out in pain. But, again, the wrongness of the whole thing overrode my better senses and felt the next orgasm rising inside me as he pushed further inside my bowels.

  Finally, his long hard cock bottomed out in my bottom and he began long, luxurious strokes in and out of my ass. His hand snaked up my back to my neck and wrapped around my throat, yanking me up until my shoulders were pressed to his chest. He choked me, holding me so the breath couldn’t come. He pulled my mouth to his and kissed me, his tongue sliding inside my mouth like silk.