by Sophia Banks
Tyler placed a hand under my chin and bent down to brush his lips against mine. “You look amazing, Kara. How come you don’t dress like that at work?”
I stepped back and gently spun around. “I can dress like this if you like. Whatever makes you happy. You’re the boss, after all.
Tyler smirked. “On second thought maybe you shouldn’t. I doubt I would get anything done.”
I giggled and blushed. “How was your day?”
Tyler placed a hand on the small of my back and led me towards the living room. “It seemed to drag on forever. Meeting after meeting when all I wanted to do was be here with you.”
I placed my wineglass on a coaster and smiled. “Do you mean that or are you just trying to seduce me, Mr. Kingston?”
Tyler pulled me close. “Both. How am I doing on the second front?” He planted another kiss on my lips, this one a little more intimate than the first. My body began to warm and the apprehension began to fade away. Somehow this all felt right. “You’re doing just fine,” I replied. “Although some of that may be due to the wine I’ve been drinking.”
Tyler smiled and gripped me by my elbows, pulling me in for another kiss. This was a grown up version and our tongues met for the first time. After initially prying my lips open and entering my mouth he let me lead the way. If there was one benefit of being a virgin at such an older age it was that you certainly knew how to kiss. Tyler’s hands crept up my bare arms and found my shoulders. He brushed the back of his thumbs against my skin and then dragged his hands down my back. When he reached my hips he gripped them and pulled me snug. His hard on pressed against my belly and I let out a soft moan. “
Tyler,” I gasped. “I have something to tell you.”
He stayed pressed against me but leaned his head back. “What is it, baby?”
Baby? I glanced up into his aqua eyes and nearly fainted. “It’s nothing bad but…well, don’t quite know how to say it.”
He leaned foreword and kissed me on the forehead. “Say it however you want. I’m not going anywhere.”
I took a deep breath and extended my belly against Tyler’s rock hard cock. “Are you sure? I might scare you off.”
“Go ahead and try."
I looked up into my boss’s eyes and sighed. “It’s just that, well, this is going to sound ridiculous but I’ve never been with a man before.” There was an awkward silence and I took a step back, alternating glances between the floor and Tyler’s magical eyes. “See, you think I’m a little girl now, don’t you?”
Tyler smiled. “As a matter of fact I do think you’re a little girl but that’s mostly because I’m so much older than you. I sort of like the feeling, to be honest. I like feeling like something of a mentor, so to speak. A teacher of some sort.”
I took a deep breath and smiled. “So you’re not turned off or anything?”
Tyler stepped forward and took my hands in his own. He kissed the back of both my hands and then placed one on the shaft of his cock. We both looked down to watch what he was doing and I began to massage him with gentle strokes. Our eyes met and we shared a smile.
“How does that feel?” Tyler asked.
I glanced back down and watched my little brown hand move up and down Tyler’s pants. “I like it. Do you?”
Tyler kissed my forehead again. “I do. I guess I’m going to have to teach you a few things, aren’t I?”
I nodded and then began to unbuckle Tyler’s pants. “Yes, but I’m a quick learner.”
Tyler watched me undo his pants and pull his prick up and over his silk boxers. “I can see that.”
I looked up at him and smiled. “Will you be patient with me?”
Tyler nodded.
I ran my hand up to his crown and squeezed. A thin stream of cum dribbled from the slit on his head. “Can I taste it?”
“Have you ever tasted it before?”
"Nope, never.”
Tyler grinned. “Hel yourself.”
I kicked off my heels and knelt in front of my boss. “Am I doing okay?” I asked.
Tyler eased his pants down to his ankles and smiled. “You’re doing great, baby.”
I licked my lips and then extended my tongue until it touched the tip of Tyler’s cock. I looked up at my boss and flecked a puddle of cum off his crown. He groaned I knew I was doing a good job. Without further instruction I ran my tongue down the length of his cock, following a thick vein to the bottom of his shaft. Tyler shuddered and I squeezed even tighter, working my way back up his length and then taking him in my mouth with one big gulp.
“Jesus,” he gasped.
I took my time and worked as much of my boss inside my mouth as I could. Then I took my time pulling him back out, making sure to keep my eyes on Tyler the whole time. With a loud smack I pulled his cock out and wiped my lips. “Was that okay? For my first time I mean?”
Tyler placed a hand on the top of my head and smiled. “You’re a natural.”
I giggled and then popped his prick back in my mouth and repeated the same process again, this time faster, just like Ashley had told me. The key to sucking dick, she’d told me, is that you gotta want to do it. You gotta want to suck that cock more than anything else on this planet. You gotta want that nut like you ain’t never wanted nuttin else. And don’t forget to look in his eyes while you do it. Make sure when he looks down on you he sees a woman who wants nothing else but to please her king. You get those things right and you own a man.
“Oh Kara,” Tyler moaned. “Don’t stop, please!”
My neck was killing me but when I looked up at Tyler and saw his head ached back, a look of intense pleasure plastered on his face I dug deep inside and willed my way on. Cum for me, sir. Fill my mouth up with your seed. I cupped his balls and massaged him while I tugged away. Tyler’s cock was now covered with my spit and I could feel the excess moisture dripping off my chin. I looked up and locked eyes with my boss. Cum for your little innocent girl, go ahead you big, strong man. Cum for me!
Tyler bore his fingers into the back of my head and began to fuck my face. I gagged and began to feel sick but a second later his prick swelled and his whole body tensed up. “Fuck!” he bellowed. “I’m cumming!”
Warm ropes filled my mouth and I struggled to free my head from Tyler’s grasp but he wouldn’t let go. Ashley had warned me about this but I still felt unprepared. I gagged and finally Tyler let go. His cock was still spurting when he pulled away. I swallowed as much as I could and let the rest dribble from my mouth. I suddenly felt guilty, like a dirty little whore. I barely knew this man and here I was with his cum dripping off my face. Still, I couldn’t help but feel a sense of pride. I knew I had done a good job.
Tyler composed himself and began to take his shoes off. A second later he kicked his pants to the side and then began to unbutton his shirt. Apparently we weren’t done with my education.
“That was amazing,” he said. “Are you sure that was your first time?”
I stood up and shrugged. “I asked my friend for some pointers. She told me as long as I tried my best to please you it would work out fine.” I wiped a dribble of nut on the back of my hand and put on a shy face. “How did I do?”
Tyler kissed me on the head and laughed. “You did great, baby. Now go clean yourself up and meet me in the bedroom, okay? You deserve a little reward, don’t you think?”
I giggled and then ran to the bathroom, eager to rinse my dirty mouth out. I turned on the bathroom light and looked at myself in the mirror. You’re a hot mess, Kara. Look at you. Hair is all a mess, face covered with your boss’s cum. All grown up now, huh? I nodded my head and smiled. Yep, I’m almost there!
6
I rinsed my mouth out and did as good a job as I could fixing my hair. Satisfied that I still looked good I made my way back to the living room but it was empty when I arrived. Tyler’s pants and shoes were in one pile, my heels next to them. No boss, however.
“Tyler?”
“I’m in the bedroom,” he answ
ered back. “Down here.”
I walked back down the same hallway as earlier and came to an open door. The scent of freshly lit candles filled the air and I made my way into the room. Tyler was naked and holding two glasses of wine. He handed one to me and smiled.
“I missed you,” he said.
A tingle worked its way through my bod. “I was just down the hall.”
“I know, but I still missed you.”
I took a sip of wine and then placed the glass down on the dresser and hugged my boss. “Are you going to be gentle with me tonight?”
Tyler placed his glass down next to mine and placed a hand under my chin. “Of course I am, Kara. I would never hurt you.” He ran his hand alongside my face and moved a stray hair behind my ear. “You’re my little princess.”
“I am?”
He nodded. “Do you want to be?”
I pretended like I was thinking things over. So far tonight had felt like a dream. Me waiting at home in a luxury penthouse for my man to come home so I could please him. Show him how much I appreciated him. I had to admit, it felt great. I now understood why I was still a virgin. I was waiting for a man to come along in my life. Someone who deserved what I had to offer him. Someone who gave me a life I couldn’t give myself. A man worthy of my affections and unwavering loyalty. Someone like Tyler Kingston. But would this last? Was Tyler everything I hoped he was? Or was I just the latest in a long line of naive secretaries?
“What does being your princess mean?”
Tyler shrugged. “Right now it means we enjoy each others company. Provided things go well, and I don’t see why they wouldn’t because you’re amazing, eventually it will mean that you will never have to worry about anything, ever again."
I smiled and batted my eyes. “Do you mean that?”
Tyler nodded and then bent down and kissed me on the lips. "Are you ready for this?” he whispered in my ear.
I nodded. “Yes.”
His brushed his lips along my jaw line and worked his was slowly up to my ear lobe, nibbling it gently when he got there. “I’ve wanted you since the moment I laid eyes on you,” whispered.
“Yeah?”
He moved hair away from neck and began to work his lips down toward my shoulders. His hands fell to my hips and he gently pulled my top up and over my head. After tossing my blouse on the floor he stood back and admired my still covered breasts. “You’re so sexy, Kara.”
I blushed and then reached behind to unclasp my bra. I watched Tyler’s face as my bra came undone and fell to the floor. He licked his lips and then reached out to caress me. His touch sent spasms through my body and I trembled. Gently he ran the back of his fingers along my mounds, working towards my nipples in a circular motion. Finally he reached his destination and he gently squeezed. I shuddered and let out a small gasp.
Tyler pulled me into his arms and kissed me deeply. His now hardened cock rested between us and I began to think of it filling me with its width. I trembled in apprehension. Tyler picked me up an carried me towards the edge of the bed, laying me down and pulling my skirt down around my ankles. My panties followed and I was soon naked on the bed. Tyler stood before me and stroked his cock. “Open your legs,” he instructed.
I did as I was told and slid a hand between my legs. “Like this?”
Tyler nodded. “Are you wet down there?”
“Uh-huh.”
“Show me.”
I spread my legs further apart. “Can you see?”
Tyler knelt at the side of the bed and pulled me close to him. “Put a finger inside.”
He watched me intently as I slide a finger into my depths, letting out a gasp as I did.
Tyler began to kiss my ankles, then my calf muscle. Slowly he worked his way up my leg.
Just as slowly, I worked my finger inside my hole. When Tyler came to my upper thigh he reached out and pulled my finger away from my pussy. He admired the sheen on my fingertip a moment and then guided it towards his mouth, sucking on my digit as he locked his eyes on mine. I began to rock my hips in anticipation. I knew pain was coming but I didn’t care. I didn’t know what the word desire meant until that very moment.
“You taste so innocent,” he whispered.
I bit my lip. “That's because I am innocent.”
Tyler grinned and then pulled me square to his mouth. “Not for long.”
His tongue flecked against my lips and I let out a squeal. I thrashed my hips but he held me still and gently kissed my ache. I watched my man eat me and let the pleasure wrack my body. Tyler took his time, licking me gently and then sucking me, with care at first and then a little harder. Soon he slipped a finger inside and I let out a cry. It was the biggest thing that had ever been inside me yet only a fraction of the size of Tyler’s cock. How was I going to handle the pain?
Tyler worked my depths, sucking on my clit as he burrowed his digit deeper and deeper. Just as I got accustomed to the intrusion he slipped in another finger and spread me wider. This time I screamed at the top of my lungs.
“It’s okay, baby. I’m right here with you.”
I arched my back and Tyler buried his fingers inside me, curling them upwards and hooking my g-spot, just as I done on countless occasions. He rubbed my ridge with his fingertips and then used his mouth to cover my clit, creating a tight suction over my flower. My whole lower body numbed and just like that I was on the edge. I reached down and grabbed two handfuls of hair. “I’m cumming!”
He sucked harder.
“Tyler!” I made two tight fists and yanked his hair. My world went black and I wrapped my legs around Tyler’s head. Time stopped. I gasped and let my pleasure flow unencumbered.
A second later Tyler was nestled between my legs and inserting the crown of his cock inside me. At first I felt nothing, still numbed from my orgasm. A second later, however, hot fire burned through my body. I yelped in pain and Tyler fell on top of me.
“It’s okay, baby. I’m right here.” He moved sweaty strands of hair from my face and kissed me. “I’ll be here the whole time.” He edged forward and I wrapped my hands around his back,
“Tyler!” I screamed. “It hurts!”
He kissed me and burrowed deeper. A tear ran down the side of my cheek.
“Shh, baby. It’s almost over.”
I dug my fingers into his back and looked into his eyes. “Tyler!”
He kissed my lips and fell into a soft rhythm. Slowly the pain lessened and soon all that was left was a consistent pounding. If this was as bad as it would get I would be okay.
Tyler rose to his knees and watched his cock enter and exit me. He looked up and smiled. “You’re so tight, Kara.”
I loved hearing that. I glanced down and watched his cock penetrate me. It looked so big and I couldn’t believe I was accepting him. Tyler picked his pace up and I took two handfuls of linen and my knuckles whitened with strain.
“I’m close, Kara!"
I dug my teeth into my lower lip and whined. “Come for me!”
Tyler grunted and arched his back. A second later his cock swelled and then he pulled away and started tugging on his cock. Instantly I felt relieved and I got up on my elbows to watch him cum all over my chest.
“Fuck!” he bellowed and a rope shot up to my chin. I loved every second of what I was seeing. I did this! I caused all this pleasure!
Tyler continued to moan and jerk himself. His cock dripped with cum and I reached up to massage it onto his shaft. Tyler pulled his hand away and watched me finish him off. When I was done he collapsed next to me and I cuddled up next to him. He caught his breath and then looked at me. “Are you okay?”
I looked at the smile on my man’s face. “I’m just about perfect, thank you.”
We fell asleep in each other’s arms. When we woke up in the morning Tyler took me again. And then again. After than we finally got around to eating those steaks.
Turns out Ashley was right about a couple of things. One, it never hurt as bad as the first time a
nd two, I couldn’t get enough of it once I had my first taste. Tyler Kingston turned me out, but just for himself of course.
I was his little princess, after all.
The End
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