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The Odyssey Of Callie

The Odyssey Of Callie

by paulaapril
19 min read
4.66 (14700 views)
adultfiction

The Odyssey of Callie

PROLOGUE

Dimitri called it the sensory room. One of three rooms at the very top of his business complex. They surrounded the central steps up to the observation spire, a tower topped with a glass dome that was reminiscent of a nineteen fifties-style flying saucer from the ground. Of the other two rooms, one was a bedroom where I slept. The third was... much worse than this one.

"I need you to ride me."

Dimitri was in the swing seat gently swaying back and forth. His naked body was its usual perfect form. Toned and tanned with its light brush of body hair covering his legs and chest.

His cock was hard, pointing straight from his thick bush with his ball bag taut between his thighs.

I was naked as I almost always was. The little girl waiting to please my Master at every command. And that's what I did now.

I stepped forward, holding his gaze, opening my legs to go either side of him. Stirrups hung down at the sides of the swing and I put my foot in one. Placing a hand on his shoulder for support I lifted my other foot. We swung sideways slightly unbalanced until I was secure in both footings.

I lowered myself onto his cock as he put his head back and enjoyed the feeling of entering me.

"Uhh. That's so good." He gasped.

I'd be a liar if I didn't agree. The sex was good. Always energetic. Always deeply satisfying. But also, always without choice. Dimitri Pappas fucked me how and when he wanted. And for me, my only option was complete and absolute obedience.

His hands held my hips as I settled onto him with a twisting, rolling pelvis action.

"Mmm."

My pussy oozed its nectar and lubricated his shaft. A hot, hard rod of meat that filled me completely.

I rocked my hips and the hammock seat swung back and forth with the same rhythm with which I rode his thick, hot cock.

"Uh. Uh. Uh."

Faster and harder, until I was lifting myself to the tip of his crown before slapping my arse cheeks back against his thighs and hips. I knew by now how he liked it. I did everything I should. His pleasure was important. I was conditioned to please him.

Dimitri moved his hands to hold my tits and I was grateful to have their violent bounce reduced to a more gentle roll over my chest.

"Your pussy's so tight and wet."

The fucking became more frantic and I gasped for air, staring upwards in a daze as the swing chair swayed ever more wildly. It was a ride in every sense.

With my legs spread wide it took longer for me to cum. Pressed together with pressure on my clit it was easy, but that luxury was just a memory from my previous life when I'd fingered myself alone. Now I was Dimitri's, and like this, I could fuck for ages. Of course, that is how he liked it. And when I did cum. It was always so fucking intense.

"Oh my god." I cried out.

My body convulsed as the contractions in my pussy gripped his cock. I wanted to clamp my legs together, but in the swing, I couldn't. That just made it all the stronger.

"Uhh."

A wave of euphoria raced up my spine and for a moment my head was in another world, free of my torment. Then in an instant, I was back in the here and now riding his cock hard to be sure I pleased him.

Dimitri went rigid as he approached his moment of release. His face set in concentration, his cock throbbed. And then he exploded with a gasp of relief as though I'd set him free from some earthly dungeon.

"Ahh."

As his warm cum pumped into me, easing our friction I kept my movements up until he was done. Only then did I dare relax.

"Oh, Callie.

That was so beautiful."

His hand brushed down my face with a tenderness that belied my situation.

As our ecstasy subsided, so did the swaying chair. I slipped from his lap and knelt in front of him. I knew what pleased him. And I knew emptying his sack a second time in my mouth was his ultimate delight. I didn't intend to disappoint even though I knew it would be a long drawn-out affair. But what else did I have to do? This had become the sole purpose of my existence.

I took him in my mouth as soon as he climbed out of the swing.

After he'd gone I climbed the staircase into the observation lounge. I didn't know how high up it was. Five hundred feet maybe? A long, long way given the ideas forming in my mind.

I often stood in this glass bowl and stared out across the city. A human goldfish whose world was restricted to this circular view.

There was a wrought iron walkway around the outside. An open framework I could look down through. I'd never once been out there. It was frightening to be so high up and see the drop between my toes. No. I stayed where it felt safe.

At one time I'd felt so self-conscious being naked to the sky. I was convinced the city could see me, or that a helicopter would appear from behind a cloud at any moment. Now I accepted the reality of my invisibility. No one could see me up here. Except maybe, if there was anyone out there with a high-powered telescope. Then they'd have a look at Dimitri Pappas's most prized possession. More valuable to him than his entire business empire. His servant and toy. A sad, lonely figure of what he called 'nature's perfection' existing only to pleasure him like he was one of those gods he so often spoke about.

I didn't care anymore if that was what someone saw. For me, this dome had become the only extension to my prison that offered a sense of liberation. I took pleasure in seeing the sky. Clouds forever changing. Sometimes sparse and wispy. Other times dark and angry. Never the same. Always a constant backdrop to the towers of mankind. Engineering marvels of glass and steel that reached towards the heavens. Inside each and every one, people went about their daily lives. Thousands, living, working and loving freely. All of them. Everyone except me.

But slowly, I had formulated a plan to be free. To join the real world once again.

ONE

My story had begun almost a year earlier. A journey into Tartarus, the deepest regions of Hades, the Greek underworld, one step at a time. To a Christian, it was a descent through Dante's rings of hell, a lure that had become darker and more despairing at each level.

A simple application letter for a job after leaving college had led me to my imprisonment. Even now I remember clearly the innocence of sitting in my parent's living room with a laptop balanced on my legs as I completed the application form and uploaded evidence of my right to work. I'd been so hopeful. The excitement of moving into adulthood. Of having responsibility and my own money. That was the promise.

I wasn't a genius and I hadn't studied anything clever. Just basic business skills. I had no mapped-out career path or even a clear idea of what I wanted to do in my life. I just went with the flow and I thought the role of Sales Clerk was an ideal first position. It was advertised as part of a school business partnership. A recruitment path for leavers to begin their work life.

The company was Pappas Industries. A multinational business that specialises in modern heating solutions. Heat pumps, heat recovery and solar systems. That sort of thing. All green and virtuous. Working there would be doing my little bit to save the planet.

I didn't have a clue about any of it technically, despite the numerous talks various engineers and salespeople had given to groups in my school. But then my job was very basic. I only had to answer calls and ask for simple information from a crib sheet. The real salespeople with specialist knowledge took over from me once I'd established a customer's requirements. I was the lowest of the low and I had little expectation that I'd ever be anything more. I didn't even think that far ahead. My head remained in student mode. I had left school, but I was still a sixth former in my thoughts. I took it one day at a time.

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Others from my school had much better opportunities, or at least they were making better use of them. Some had joined the same company, moving into design or engineering apprenticeships. But then they had much better qualifications than me. They were more outgoing and confident. They had career paths mapped out and plans for their futures.

I was more of a coaster in life. I didn't apply myself and I lacked belief in who or what I could be. However, things started to change for me quickly, just the second week in, by the water cooler in the corridor.

"You're the new girl? In sales?

Callie isn't it?"

Wow. The company boss was talking directly to me. And he knew my name. I had recognised him straight away and my face was already turning crimson. He was a well-known figure I couldn't mistake for anyone else.

"Yes sir. I started last Monday." My voice shook as butterflies took flight in my stomach.

"Enjoying it?" He asked warmly.

"It's a challenge. In a good way. I was only at school before. Sixth form. But yes. I'm enjoying it very much."

Dimitri Pappas seemed as if he was assessing me for a moment and I felt my cheeks burning. God, I felt pathetic.

"Well, I'm sure you'll settle in just fine."

He turned to go, his attention back on important things.

"Joe. Bring me those reports on the US."

"Yes sir." The office boss responded to the disappearing figure.

My head swooned a little. Mr Pappas was twice my age but fit as hell. Dark, and handsome enough to grace the cover of one of Mum's dusty old Mills and Boon romances she kept on her bookshelves.

"A big company like this and the top man knows my name."

Ally, the Senior Sales Clerk didn't seem so impressed at my excited announcement.

"Don't be so sure that's a good thing. Sometimes it better to go under the radar."

Joe didn't seem to notice the exchange. He gave me a grin as he walked past with the file. Ally looked serious.

"Be careful what you wish for."

I couldn't understand why she thought it was a problem.

"I'm not wishing for anything.

He's probably like that with everyone." I responded.

That was a little bit of bridge-building on my part and recognising reality.

"I'm nothing special," I added.

What was she getting at? Was she jealous because I was young and pretty? I'd seen him talk to her just the same, so if it was that it was in her imagination.

"Not with everyone." She retorted.

I wanted to point out that she was someone he did. I'd noticed how he always stopped at her desk when he made his way through the office. I'd seen her little smiles and the flirty toying with her pen.

Senior Sales Clerk. A posh title for someone who didn't do a lot more than me as far as I could see. She spent most of the day preening her nails and brushing her hair. I just found her a bit snooty.

I chose to ignore her. I was neither strong enough to argue, nor willing to make an enemy so soon after starting.

Instead, I looked to the window to watch the cleaners squeegeeing the glass from their platform. Two young men oblivious to us as they worked. How anyone stood out there on that rickety little platform at the heights this building reached was beyond comprehension. A tiny area to stand on hanging from frighteningly thin cables while the wind, especially at higher levels buffeted them around. And almost every day they came back in a continuous cycle of cleaning and maintaining the outside of the gleaming structure.

"Mr Pappas likes everything to look just so." Joe had told me.

"Like it's new."

That went for our desks as well. No untidiness and everything packed away when we finished for the day. A clear desk policy that Joe enforced religiously.

The platform moved on to the next floor away from my sight. No. I could never do their job.

I don't know why, but I expected the boss of a large company to be a faceless exec who only the important people got to see. Someone who sat in an office on the top floor where a menial like me might catch a glimpse from a distance once in a blue moon.

Mr Pappas wasn't like that at all. He was around almost every day. Chatting to employees no matter what their position. He had charisma, and it was evident everyone loved him. Especially Ally. She seemed to wait on his every need and he appeared quite close to her. She was the one he looked for.

But that was changing quickly as the days went by. Inexplicably it was me that Mr Pappas began to single out to ask how I was getting along. Then there were the little enquiries about family and friends. My nights out. Not that I had any. I was a loner, happier in my own company with a good book, or surfing the internet for interesting drivel. The height of my social life was watching TikTok videos of others having fun.

Slowly I lost my fear of him. I was still in awe. But that queasy terror of saying the wrong thing waned. In my head, I started to imagine he might like me more than the others. I fantasised about chance meetings that ended in romantic liaisons. Slowly, but surely, my head was being turned by each exchange.

By the end of the month, those fantasies had reached into my bedroom. I was like any other young girl. I was awash with hormones and thoughts of boys. I just didn't have an outlet for it, other than with my little finger vibrator.

Mum and Dad were watching a drama on TV while I kinda half watched and played on my phone watching silly videos. Neither really held my attention. That was lost in thoughts of imaginary conversations with Mr Pappas. Dimitri. Hot ones that awakened my libido and left me feeling uncomfortable and fidgety until I had to do something about it.

"I'm going to bed."

I slipped from under Jack, letting him down to the sofa carefully. The sleepy Spaniel hardly noticed me departing.

"Already?" Mum asked surprised.

"It's only nine o'clock."

I glanced at the wall clock. It was early, but the feeling between my legs needed answering. It wasn't going to wait patiently for the magic moment of my usual ten o'clock bedtime.

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"I know. But I'm tired. Been a hard day."

"Okay, love. See you in the morning."

"Nite," Dad added without lifting his eyes from the screen.

I hurried up to my room and closed the door. I was gripped with the madness of a teenage desire to get off. My few friends mostly had boyfriends. They had an outlet and were pretty vocal about what they did.

I was the one who was too shy to find someone. I had only my thoughts, Pornhub, and the one little toy I'd sneaked from Lovehoney when I'd had the house to myself for a week last summer. Mum and Dad had gone away to the coast. Their first holiday without me after I'd elected to stay home. I still remember the fear that the delivery would be delayed, embarrassing me by turning up after they came home. It hadn't though, and it'd been my constant delight ever since.

"Oh fuck."

I took a breath to settle my head and kicking my moccasins away, I pulled my panties down. The dresser was ideal for what I wanted. An enactment of the fantasy I'd been silently engrossed in downstairs. That chance meeting with Dimitri. The visit to his office where he popped my Cherry over his desk.

I squeezed my tits through the blouse then leaned forward onto the piece of furniture. Reaching behind I lifted my skirt and let the cool air of the room tickle my bare, wet pussy.

"Mmm."

I closed my eyes and imagined my hands were his hands as they caressed my bum cheeks and reached toward my crack. I spread my feet as a quiver left my knees weak.

"Mmm."

In my head, I saw Dimitri. He was handsome in the extreme. Dark hair, dark eyes, and an olive Mediterranean hue. How could any girl not be attracted to him?

"Uhh."

My fingers were just reaching my slit where I reached behind myself, easing their way back and forth in the leakage that coated my small soft flaps.

My other hand came up to pull my pullover up, letting my tits roll onto the wooden top. A cold surface that excited my nipples. It was Dimitri's desk in my head. And behind me, he was undressing. Then his cock was at my pussy, pressing into it.

"Uh."

In reality, it was only my fingers. No one had touched my pussy. I hadn't even seen a cock in the flesh. Rare at eighteen I know. But I was shy and boys just didn't seem to ask me out. They went for the brash girls. The ones who promised to do things I was more coy about. Being pretty wasn't enough it seemed.

"Boys are intimidated by girls who are too beautiful" Lucy had said to me.

I didn't consider myself beautiful. I knew I looked nice, but I didn't have flowing locks, or wear makeup and revealing clothes. I was fairly plain and a little old-fashioned in my mind. But perhaps that was what Dimitri liked.

"Oh god."

My heat was expanding so fast with my mind having a focus. My fingers were inside me from behind as I gripped the dresser with my other hand. Fast and faster I pushed into my warm hole as my juices gushed and soaked my hand. I was going to come without even needing to rub my bean.

"Aw fuck."

There it was. I hovered momentarily on the plateau.

"Uhh."

My fingers pressed deeply as my thighs snapped together. That beautiful feeling washed over me like a warm sea on an exotic beach. All the while I kept my mind fixed on that image of Mr Pappas.

When I was done I went to the bathroom to clean up before undressing and climbing into bed. That'd been a great feeling. One of the best with someone fresh and real to focus on. I felt calm and relaxed. I glanced at the time. It was only nine thirty and I wasn't tired. I couldn't exactly go back downstairs. Not now, with a flushed face.

I decided on repeating my pleasure and I reached into the back of my drawer and retrieved my toy from where it was hidden under my pile of thongs and panties. I was intent on trying to match that release once again before I slept.

This time it was less rushed. I kicked away the cover and I sat up with my feet apart and my legs bent at the knees. I played with myself, teasing my soaked pussy with the promise of that purple, latex dildo. I sucked it first, warming it before sliding it up and down my slit, letting it rub against my bean.

"Mmmm."

It felt nice. Tingly.

I kept that up for a while, squeezing my nipples at the same time. Then I pushed it in.

"Uhh."

My head went back sharply at the sudden feeling of being filled. Was a man's cock really like this? Would Dimitri's feel so good? I was gripped with need and the thrill of the thrust my toy elicited as it went deep into my pussy. I felt its texture as it glided in and out of the little pleasure palace nature had bestowed on me.

"Fuck." I gasped trying to keep my noise down.

Oh yes. It felt so good.

Faster and faster until I had to press my thighs together. My pussy was tighter, clamped around the dildo. I dragged the top of it over what I'd decided was my G-spot on each out-stroke before pushing it back in forcibly so that the vibrating pad buzzed over my bean.

"Uhh."

I clamped my legs as I came. I shuddered and bounced my arse on the bed.

"Yes."

I slowed with the toy, just moving it gently to intensify the final little quakes in my muscles.

"Mmm."

I was done when I let it slip out. Not quite down from my high enough not to suck my juice from the dildo, but enough to feel the need for sleep creeping up on me.

I used a wipe to clean up my toy and the cum covering my pussy. I could hear Mum and Dad moving about and didn't dare risk the bathroom again. Hiding the dildo back in my drawer I turned the light out and pulled the covers over me. I felt relaxed as I closed my eyes. The pressure and frustration that'd troubled my groin all evening had finally been released.

My only regret was that it was just play.

It was another month before my world turned upside down. Joe had been upstairs with Mr Pappas all morning. When he came back down I was called to his office immediately and given the news that would change the direction of my life.

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