I was 21 and had just started a new job. It was 6 months after my first breakup. I had only ever slept with my ex boyfriend a couple of times, I didn’t have much experience with sex, and he wasn’t satisfying at all. I found myself playing with my pussy nearly twice a day. I wanted, needed to be penetrated again. My 5’2″ hourglass figure – 34Ds and a fairly sizable backside – was desperate for cock. Fingering myself wasn’t enough.
My boss was in his 40s. He was tall, about 6’3″, athletic. He had dark hair and even darker eyes. He was very controlling, often rude to employees, and made at least 6 figures. He was feared, respected, and a complete mystery to most of our peers beyond being a strict, quick-witted boss.
One night, I got drunk and brave (drunk and stupid). I texted him, we flirted. The next morning I was nervous, did he think badly of me? Would he let me go? Did he like the flirting? He let me wonder and worry until just before noon.
He walked up to my desk to show me some data. Without hesitation he put his hand down my blouse. He didn’t say a word about it, just fondled my tits while he talked business. “You see this peak here? We need to focus on it”, he said, as he traced my now hard nipple with his finger. I was instantly aroused and curious, trying not to let out a moan or move to alert any suspicion. He traced my cleavage as he pulled away. He left my desk and went to his lunch meeting as if nothing had happened. Another C level walked past just as he left. We almost got caught.
Later, no one else was in the immediate area. On a whim, I walked past his office door and bent over. My pencil skirt pulled tight over my plump, round ass leaving little to the imagination. I heard papers slide as he stood to see me over his desk. As I stood, I unbuttoned my top and exposed my perky breasts to him. I felt the cool air, my nipples gave away my arousal. Without a word, just a slight smile, I let him know I’d fuck him. He looked me up and down, he fucked me with his eyes.
That night after work he called and asked to take me to dinner. He picked me up, we had a nice evening and some wine. He fed me dessert. He watched intently as my lips curved around his fork. I licked my lips while holding his gaze. I leaned towards him and whispered “I’m not wearing any panties.” I wanted to see his reaction, but he kept his composure. He drove me to his place. We stepped inside and immediately he shoved his tongue into my mouth, hard. His kiss was deep and full of lust. He groped my ass, pushed his erection up against me and broke away telling me to follow him to his room. He started undressing…
When we got to his room he ripped my dress off. He picked me up, threw me on the bed facedown and told me to get on my knees and press my cheek to the mattress. I heard his belt buckle hit the floor… He stood next to the bed… He placed his hands on my hips.
“Ah, oh, mm, ah” I murmured involuntarily as he slid himself, big and hard, into my small slit. I had never felt this much cock before. I blushed, I wasn’t sure if I could handle him. I had wanted sex but suddenly and intensely I realized I was in over my head. He shoved his dick into my nearly virginal pussy, thrusting hard, but to my surprise he pulled out slowly. He placed his now wet cock between the lips of my pussy, and teased my clit with his head. He was throbbing, rock solid, and 8 inches long. He repeated this two or three times. He knew I wanted him, he just wanted me to beg for his cock. I blushed hard, looked back towards him, “Please?”
Before I could utter another word, I felt my pussy stretching around him as he plummeted his shaft into me. I let out a gasp and a deep moan, pump I was lost in his thrusts pump his grunts were feral and full of intent. pump He smacked my ass. I jiggled hard and felt him squeeze my fat ass pump, pump, pump now decorated with hand prints. My ass was jostling with his movements, he thrust harder. “Ah! Ah!” his dick felt amazing pump, pump, pump. My tits were bouncing back and forth with force. My nipples, hard, lightly brushed the cool bed sheet, sending a tingling sensation down my spine. pump, pump, pump. All I could hear was “Oh, oh! You’re so fucking tight!” pump I blushed as he groped my round cheeks, his thumbs spreading me open. pump, pump, pump “Ahh, yes!” he moaned, he was breathing heavier, panting. He moved his hands to my hips pump, pump, pump I could feel his balls slap my clit over and over, it was incredible. pump, pump, pump. One hand on my hip, the other, he used to find my nipple. I felt his fingers tug and I moaned deep, my breasts thumping his palm. pump, pump, pump. I felt my vagina squeeze around his stiff cock, an intense wave of pleasure, pump, pump I dripped down his cock. pump, pump “Cum for me baby! Yeah, I like that! Cum baby!” he grunted through rough panting breaths, he sounded feral, wild. pump, pump, pump, pump. He was riding me harder, faster, his body hot and sweaty, his hands tight around my bucking hips. pump, pump, pump, pump. His deep voice, moaning and grunting caused waves to crash over me. He smacked my ass again hard, I felt myself clap, he grunted with pleasure. Knowing I’d aroused him, I felt my pussy gush with cum again. pump, pump, pump, pump His balls slapping my clit roughly, he put both hands over my shoulders. pump, pump, pump, pump. He applied pressure, pulling his big dick further into me, deep, so he could feel my tightness at every inch. pump, pump, pump, pump He got so deep my pussy started to stretch feeling his base at my opening. I was quivering, he was in so fucking deep, I was crying with pleasure pump, pump, pump I released again, this time I screamed his name in ecstacy, my toes curled, and my back curved. pump, pump, pump, pump “Yeah, good girl! Cum!” His guttural noises tightened me so much that I screamed, I was losing control. pump, pump, pump, pump. My hands gripping the sheets for dear life, I was panting, I was moaning, screaming, I orgasmed a fourth time, spraying his dick, balls, and upper thighs with a hot stream of cum. I was shaking violently, cum covered my thighs and dripped down my legs, I felt electricity along every curve of me. pump, pump, pump, pump. “Yeah, baby! That’s it! That’s what I want! Cum!!” He was humping me so fiercely, so roughly, I was pressed hard to the mattress pump, pump, pump. He pulled my hair as I tried in vain to mumble “I’m cumming, I’m cumming” I was being fucked so hard the room was spinning, my entire body in shock, waves of pleasure overtook me, I gave in completely. He owned me, I was his. pump, pump, pump, pump, PUMP. I felt his hot breath in my ear as he leaned down into me, cock throbbing hard. pump, pump, pump. The hair on my neck stood up. He was in complete control, his breathing was so intense, heavy, forceful, “you sure you can handle this load, baby?” …I moaned deep, loud. pump, pump, pump, pump.
Writhing, my legs shook violently about to give under my own weight. He put his hand around my neck, let out a loud, manly, bellow “Ah! Ah! …Here. It. Comes.” PUMP My eyes closed. My toes curled again. My pussy tightened so intensely, it ached. My back arched. My nipples stiffened. I let out a deep purr. I felt his white hot fluid flood into me, he filled me and then some! His jizz rushed into me and drizzled out onto my pink lips and finally covered my thighs. I was drenched in cum, shaking, I was in absolute bliss, it was like being high, drunk, and at complete peace all at once. I laid there for what seemed like years. Ecstacy was mine.
… I felt a soft kiss on my nipple, “I’ll start a shower.”…
I’d never cum so hard in my life. I’d never been fucked like that before. No wonder he was the boss.
The next morning, he drove me home. I needed to change clothes before work. We arrived one after the other at the office a little early, only a couple of coworkers were around. He called me into his office and instructed me to sit down. He stood behind me, nippled my neck, reached into my blouse and fondled my breasts… as I breathed heavier, aroused, his breath on my neck once again, “Get on your knees.”
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