Boss Man 4
Michael intertwined his fingers with mine and lead me to where I'm guessing is his room.
We entered his room and it's beautiful and spacious.
(There is multiple different pictures of people claiming is his bedroom online. I'm going to be honest, I'm not quite sure what his bedroom looks like.)
"Oh wow Mr. Jackson, you have a beautiful bedroom." I started walking around in the room admiring every little detail that was shown.
"Thank you, but seeing you in here, makes it even more beautiful Miss. Bradley." He said right behind me.
"Sit down on the bed for me please, Miss. Bradley."
While I took a seat on the edge of the bed, Michael took his shoes off. Michael bent down in front of me, taking my heels off.
"Did I ever tell you Miss. Bradley that you look mighty marvelous in that dress? Because you most certainly do." He rubbed my calf up and down, then kissed each of my ankles.
"T-thank you, s-sir."
"You are so very welcome, babe."
My heart started racing as soon as he called me babe. Then he started placing kisses up each leg causing this weird unfamiliar feeling in my lower region.
He stood up and towered over me. He cupped my face in both hands and kissed me. Michael laid me back until my back hit his velvety comforter.
"Raise your butt up a little bit."
I did what he said and he hiked my dress up to where it was above my waist.
"I love your lace baby." Michael took his thumb, rub it up and down over the lace.
"Let's see if your bra matches it." Michael raised my dress up even higher to where it was resting above my boobs.
As soon as he seen that it's a matching set, he groaned.
"God girl you are trying to kill me." He opened my legs, resting himself between them.
I most definitely felt his half hard piece in his pants. How do I know that? It's because those gold pants of his is no joke and those black pants that he wore for his bad tour.
"Let's take this sexy dress off. We don't need it anymore."
I raised my arms up and he took it off of me, throwing it somewhere in the floor.
Somehow or another, my confidence boost took over, and I was reaching up to unbutton his shirt.
I only got down to about the third button and he stopped me.
"This is about you babe, not me."
"I want to see you, Michael. Please?"
He let me finish unbuttoning his shirt. He took it off doing the same he did with my dress.
"You are so sexy Michael." I told him, he deserves to know the truth.
"Thank you, I can say the same about you." He smiled a genuine smile.
He kissed me again and I took that as the opportunity to deepen the kiss. I ran my fingers through his soft curls - pushing his head closer.
His tongue touched my bottom lip to ask for entrance, I didn't deny him of that. The deeper the kiss got, the more he started rocking those famous dancer hips against me. Hitting all the right areas making me tingle down there.
I didn't notice that he snuck his hand beneath my back, unbuckling my bra, pulling down the straps, flinging it somewhere.
His mouth moved to my cheek giving it a kiss, before moving to my neck, and across my chest, before he found his target.
Michael blew cool air on both of my nipples causing them to harden. Then he attached his mouth to my left one. He sucked on it like I was breastfeeding him, flicking his tongue rapidly over and across it. And then moving onto my right one, doing the same. He looked up at me and seen that I was falling apart right underneath him.
His magically touch didn't things to me. My lower region couldn't handle the sensation he was giving me.
His hand traveled down south, until he hit the place that was severely aching.
Michael ran a single finger up and down over my panties that were soaked.
"Holy shit you are soaked, baby. Do I do that to you?"
"Y-yes.." I breathed out heavily through my nose when he pushed my panties to the side and started rubbing my throbbing nub.
This was all a new type of feeling and experience for me. I have never ever felt this way. Some may call me a liar, but I don't even pleasure myself. I never have.
He got impatient and slid my panties off of me, leaving me fully open and exposed to him.
"Oh my god, you have a goddess body. So fucking perfect, it's all mine."
He places kisses on my lower abs, moving down to my lower region. He blows cool air against my tender folds and soft bud. I tremble right underneath him, burying face into my arm, to stop me from moaning so loudly.
He didn't like that so much. He removed my arm, raising them above my head.
"I want to hear you moan. It lets me know how you are feeling." Michael began kissing my outer folds. My legs started to shake from the feelings of his warm lips. He wrapped his arms around my legs, holding my inner thighs open wide for him.
He kisses up to my tingling throbbing bud, nipping at it causing me to moan loudly. Which caused him to chuckle slightly.
His glistening tongue, parts through his lips, stroking my sensitive bud all so slowly. I jerk at the sudden reaction, and then he places his whole mouth over my area, slipping his tongue through and all over my soft folds. I moaned so loudly, that it caused him to groan against my sex, which it vibrated my region, making me even more wet. He sucks and licks all over taking all of my wetness into his mouth.
"Oh my god.. Michael.." I moaned.
"That's right baby, moan my name."
He brought his finger to my entrance and started moving it around before slowly pushing it inside of me. It hurt, that's only because nothings been in there before. Only monthly feminine products.
He sucked my bud into his mouth once again while moving his finger in and out of me. There was this weird feeling that was building up inside of me.
"M-Michael.. w-what is this feeling?"
"It's your orgasm baby. Let it take you over. I'm going to insert another finger, okay? Let me know if it hurts you." I nodded my head.
He entered another finger inside of me, it hurt but not a lot. Nonetheless it felt good. Especially when he did the come hither motion.
Michael raised up and studied my facial expressions.
"Are you okay baby? Am I hurting you?"
"N-no.. it feels good." Which it really did. He leaned in close to my face and kissed me.
"Are you going to come for me? Is my baby going to come for me?" Michael cooed.
I raised my hips off of the bed, he was following my every move not stopping.
"Come for me baby. Let it out, it'll feel good, I promise." His fingers moved fast and he was firmly hitting my g-spot.
I've heard a lot of girls talk about it, and they are right. It feels so fucking good.
My legs were shaking, my whole body was shaking, and I felt myself explode around his fingers.
"Holy fucking shit! Oh my god! That felt so good." I was breathless, breathing hard. Like I just ran a marathon.
Michael took out his fingers and they were glistening with my come. He put his fingers up to his mouth and sucked them clean, shutting his eyes moaning.
That was so hot.
Michael unbuttoned his pants slipping them off along with his underwear.
My eyes literally popped out of my head. I blinked a few times staring at his large, erect length, feeling nervous and afraid. I blush intensely, staring at his beautiful, supple, smooth and slender physique. While staring at me deeply, he stroked himself slowly, climbing on top of me.
I take noticed of his chiseled soft features. His soft silky curls rubbing my face, tickling it, as he hovers over my face. His plump lips glistening with my wetness. He bends down and attaches his lips to mine.
"Do you taste yourself, sweetheart?" He whispered deeply, looking through my eyes, as if he were taking my soul.
I nod blushing, biting my bottom lip.
"Tastes good doesn't it?" He asks, smiling sweetly at me.
I look down and see him stroking himself between my legs. Tingling heat flares up throughout my body, especially my lower region. But his eyes never left mine.
He studies my expression.
"Are you comfortable baby?" He asks, his facial expression, filled with concern.
I look into his piercing eyes and nod my head. He grabbed both of my wrists, placing them above my head, while landing a soft kiss on my lips.
"Relax." He whispers.
He rubs the tip of his dick gently and slowly between my folds, getting it wet. Continuing doing so, he moves it to my sensitive slip moving in circles.
I squeeze my eyes shut and moaned loudly, from the way his shaft was stimulating me.
"That's right baby, let me hear you." He groans, leaning down, hovering my face to look deep into my eyes. His tip travels down to my entrance, massaging it gently.
"Relax baby, the more you tense, the more it'll hurt."
I nodded my head and tried to relax my tensed muscles. I look down between my legs again and suddenly tense up once again. He takes notice, placing his hand on my cheek rubbing it gently.
"Look up at me baby. Let me see those pretty blue eyes of yours." As soon as I looked up at him, he jerked himself inside of me, officially taking my virginity.
I cry loudly, tears seeping from my eyes, down my cheeks.
"Shh, Ivy, it's okay. It's over now." Michael coos holding my head at the crook of his neck. I tremble against him, feeling the urge to just punch him, make him feel the same pain I am feeling, but I didn't.
I pushed him back and looked down. There was blood everywhere.
"Don't worry baby, the blood will stop soon." He whispered while rubbing my cheek.
"Do you want to continue?" He asks sweetly, kissing my forehead.
I nod my head swallowing hard.
He slowly began moving his hips, and I winced every time he did. The discomfort it gave me, but he was so loving and caring. By the way I was pulling his hair to at least make him feel some type of pain was an understatement.
He studied my facial expressions every time he moved in and out of me. I bit my lower lip hard in discomfort with furrowed brows. He kissed the corner of my mouth.
"Relax baby, relax." He leans down and kisses my passionately.
After a while it started to feel good. I started to feel so pleasure.
I quietly moaned and he smiled against my lips.
"Does that feel good baby?" He asks slowly and passionately thrusting inside of me.
He grabs each one of my legs opening them a little wider for him, burring himself deep inside of me. I started moaning as loud as one could.
He groaned against my chest when I opened my legs wider for him. The sounds that our bodies were making, sounded like music of its own. Our sweat dripping down our bodies. You could smell my cum in the room.
He strokes himself faster and harder against me. I pant
loudly, whimpering in pain and pleasure.
"Tell me how it feels baby. Tell daddy how it feels."
I blushed, not knowing exactly what to say. When I didn't answer him, he slammed right down to the bottom, moving his hips faster and harder.
I screamed so loud, I'm sure the people downstairs heard me. I opened my eyes hazily, meeting his and whimpered.
"It feels so good daddy. Fuck it feels so good."
He furrowed his eyebrows, seemingly turned on by my words.
"Fuck." He mutters under his breath.
All of a sudden I'm on top of him. Making me sit on his length. I toss my head back when he holds my hips and pounds himself inside of me. He takes my hands into his and holds them in front of me.
I squeeze my eyes shut taking the impact of each stroke.
All of a sudden he does thrusts up sharply, holding himself there. It took my breath away.
"Tell daddy you want more." He said through furrow brows.
I pant looking at his eyes hazily.
"Give me more daddy. I want more." I whimper, literally panting as if I ran a marathon.
"Oh my god, you are so sexy baby." He grabs my hips moving me over his erection in circular motions. His shaven supple skin hit my bud each time, causing that feeling of my build up again.
I gasp lowly now grinding myself over him.
"Mic-Michael I'm going to come baby. Holy shit I'm going to come." I threw my arms around his neck, and he holds me tight against his body. Kissing me deeply and very passionately.
I continue getting myself off on him, by grinding on top of him.
"Oh my god I'm going to come.." I groaned loudly. Breathing heavily.
"Go ahead baby, come for daddy." He whispers in my ear while still holding me tight against his body.
"Come for me, Ivy." He said once more, and that's all it took for me.
My walls clench tight around him, my whole body is sensitive and jerking around, while I tremble against him.
He made me ride out my wave by thrusting as hard and as fast as he could. He groans and moans, his cute face scrunched up, as he brings himself closer to his release. With one hard stroke, he releases himself deep inside of me. Still moving his hips around, making sure I got every last piece of him.
I laid against his body, our sweaty chests combining with each other. He wrapped his arms around me, rubbing my back soothingly, as we laid here breathing hard.
After minutes of silence and catching our breaths, I moved off of him, wincing noticeably, as his now flaccid member slipped out of me.
Michael gave me the most beautiful experience ever. I wouldn't want to experience my first time with anyone else.
It just makes me a little upset, that it was only a hook up, and that's all it will ever be is just hook ups when needed. Between the boss and his personal assistant.
I just remembered that I was his personal assistant and that I have a job to do. I went to get out of the bed, only made it to where I was standing up, until he grabbed my hand.
"What are you doing?" He asked me.
"I'm getting dressed, I do have a job you know." He pulled me back in bed, wrapped his arms around me, snuggling tight. As if it were cold outside.
"I do believe I am your boss and I haven't given you any assignments yet. Don't think about work, enjoy this moment with me."
That's exactly what we did.
I just hope I don't forget to take my birth control pill tomorrow.
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