πŸ“š chris and his two families Part 1 of 1
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Chris And His Two Families Pt 01

Chris And His Two Families Pt 01

by olderwomenloving
19 min read
4.26 (3900 views)
adultfiction

This is a work of fiction created by the author.

All caricatures involved in sexual acts are over the age of 18.

This story will have many parts.

This is a work of fiction created by the author.

All caricatures involved in sexual acts are over the age of 18.

Hi, my name is Christopher.

I live with my family in a small town on an isolated island near Australia.

Although our town is small compared to the big cities, I can assure you that we have everything we need, and we almost need nothing from the outside world.

To the south of our town is our small international airport. To the west, we have our industrial district and the ocean port. In the east, we have our farms and the woods, and to the north, we have our beach.

I have an athletic build, standing 185 cm tall and weighing 80 kg. I'm also good-looking, with brown curly hair and wide brown eyes.

We live in the suburbs near the farms, where the cream of our society resides.

Our house is a large mansion, which my friends from high school used to call "The Palace." Later, I found out that everyone in the town calls it that. Maybe it's because it's almost like a palace, with its 10 rooms, the servants' wing, a large garden at the front, and a swimming pool in the backyard.

Or maybe it's because we live there with my grandfather, Richard Christopher.

My grandfather is the crowned king of our town. He owns almost half of it, including the farms, factories, shops, lands, and even the companies that run the airport and the port. Nothing happens in the city without his knowledge--and often, without his approval.

He was almost 65 years old when our first major crash took place, he was at that time still in great shape. At 185 cm tall, I was the same height as him--perhaps I had inherited his height. He could break your arm just by shaking your hand. I loved and respected him, but I also feared him, thinking a million times before doing anything that might upset him.

There's no need to tell you that he controlled every aspect of our lives--mine, my mother Carol's, my Aunt Elizabeth's, my twin sister Emma's, and my cousin Jean's. It was almost impossible for any of us to make a decision without his approval.

My mother, Carol, is the kindest person in the world. She is my grandfather's assistant; they are always together. She is his counsel and his right hand in his business. She was blonde, a walking atomic bomb with her 175 cm height and 65 kg weight. Sometimes, I thought she was a perfect creation, with every part of her body in the right place and the right shape.

I always wondered how they could be so close with their different personalities. But Mom once told me that they both needed each other. She stops him when he's getting too cruel, and he stops her from being too merciful. I didn't understand what she meant, but I didn't care either. They both treated me well, and I had almost everything I needed, so why should I care?

My Aunt Elizabeth is younger than my mother. She also helps her father in business, but she is like a smaller version of him, only prettier. No need to tell you that she, too, is tall--just like the rest of my family.

It was always difficult to catch her laughing or even smiling, and she obeyed her father blindly, always taking his side.

My twin sister, Emma, was smarter than me. She left early that year for college in Sydney, studying business in one of the prestigious university, enjoying one of the many scholarships she earned after high school. She visited us every weekend.

Finally, Jean, my 19-year-old cousin, left for her college too studying marketing in the same university with my twin, but she rarely visited us.

I felt stuck in my small town, though I had big dreams of going to college and living on my own for the first time--without the fear of being caught by my grandfather. Unfortunately, I wasn't smart enough to earn the grades needed to attend college, nor was I talented enough to secure a scholarship like Emma and Jean had.

Of course, my grandfather could afford to send me to any college in the world, but to my surprise, he refused. That was when the first clash happened.

Grandfather told me that colleges were for the smart or the talented, not for airheads like me. He said he wouldn't invest his money in me until I proved I deserved every penny. "Nothing will be offered to you on a golden plate, boy," he said.

I didn't fully understand what that meant, especially since he knew that with my academic skills--and even my sports abilities--I didn't stand a chance in a hundred years of getting into college. Strangely, my mother, who had always taken my side in every battle, sided with her father this time.

Before I could even process that disaster, he hit me with another: he cut all my allowances.

Suddenly, I wasn't receiving anything from him--or from my mom. He said it was enough that he let me live in his house, but now I had to work.

"Okay, let's work," I thought when he again blew me with his third decision---he wouldn't hire me at any of his companies. At that moment, I was really fucked.

But my mother came through for me. Thanks to her, I found a job at one of her best friend's restaurants. I was honored--to become the new delivery boy for the place.

At first, I was furious. How could I explain this to my friends? Or better call them my high school mates, because I had no actual friends at that time, The idea of delivering food to their houses made my ego ache. I seriously considered leaving the house and heading to Sydney to start my own life.

"It's only a start, Chris. Believe me, this will be good for you," my mother tried to reassure me.

Good for me, MY ASS, was that all what she could say instead of battling with her father for me.

"It's just a matter of time until he hires you in one of his companies. Believe me, just don't fight the storm until it passes," Mom said on another occasion.

"Mom's right, Chris," my twin sister, Emma, chimed in.

"Sooner or later, we'll inherit that stubborn old man's empire. He'll have no choice but to hire you. If not for you, then for his image in society."

Honestly, I didn't have many other choices. Even leaving for Sydney to start from scratch didn't seem like a smart idea. At least here, I was guaranteed a roof over my head and three meals a day.

So, I started my new job. And, between you and me, I actually began to enjoy it.

It suited me well. I was always on the move, bouncing from place to place, meeting new people every day. More importantly, I was out of the house almost all the time.

But before you start thinking I'm just an airhead like my grandfather always said, let me set the record straight: I'm smart--really smart--but not a hardworking student.

I was athletic, in excellent shape, but again, I couldn't bring myself to put in the effort required to win championships or secure a scholarship.

You've probably heard my problems by now, and maybe you sympathized, maybe you didn't. But that wasn't my real problem.

My real problem was that I was 19 and still a virgin.

I used to think I was good with girls, but the truth is, I've never been with one intimately. I've never even seen a naked woman in real life. The closest I've gotten was with my girlfriend--or maybe she's my ex now; I'm not sure where we stand anymore. Just before she left for college, we shared a moment of intimacy, a hand job, but nothing more. Since then, she hasn't come back home, or may be she came but didn't call, I'm not sure too.

My body feels like it's betraying me these days, especially my cock. It refuses to settle, constantly reminding me of its frustration by standing tall under my trousers. No matter how hard I try to ignore it, it insists on making its presence known, creating an embarrassing tent that I can't hide.

Today, I decided to take a risk--a big one. I've become obsessed with the idea of being with a woman. Just thinking about it drives me insane. The word alone--fucking--sends shivers down my spine. It's not just a thought anymore; it's a dream I need to make a reality soon, or I'll lose my mind entirely.

So why haven't I found someone yet? The answer, strangely enough, lies with my grandfather. No, I'm not trying to shift the blame onto him, but because of his influence in the city, people have always treated me and my family with caution.

Even back in high school, our classmates were hesitant around us, wary of stepping out of line. It created a barrier I could never quite break through, and that hesitation followed me into adulthood.

Even the teachers were careful around us. They believed that upsetting us meant upsetting the king, and no one wanted to deal with the wrath of royalty.

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To give you an example, when my twin and I turned eighteen, we held a grand party in what our classmates called "the palace"--our home.

Everyone showed up, bearing expensive presents, but most of them left within half an hour. No one wanted to linger in the lion's den or play with his cubs.

So I decided if I can't find my luck with girls in my age why don't I try my luck with older women.

All what I had to do is planting seeds everywhere and wait for the harvest.

Collecting all my courage I decided to put my desperate plan in action.

I entered our kitchen and started,

"Good afternoon Mrs. Monica,"

Mrs. Monica was our housekeeper--or, as she preferred to call herself, the "house manager."

She'd been working in our house for as long as I could remember, managing everything with the help of two maids, Jasmine and Lilly, and Samuel, the gardener.

She's the kind of woman who blends practicality with quiet strength, her appearance humble but put-together. Somewhere in her early-to-mid forties--though you couldn't pinpoint the exact number--she carries herself with the calm assurance of someone who's managed both chaos and calm with equal grace.

Her face is soft and kind, with gentle lines forming around her eyes from years of smiling, frowning, and managing life's daily surprises. Her brown hair is neatly kept, shoulder-length with a few silver strands that catch the light. Her figure is average, neither slim nor heavy--just real and lived-in, the way a woman who gets things done tends to be, but honestly not a woman that attract attention to a young man like me, but I was desperate.

Dressed for her role as a house manager, she wore a tidy button-up blouse tucked into practical slacks. Sensible shoes. Nothing flashy, but always clean, coordinated, and ready for movement--whether she was organizing staff, taking inventory, or handling a last-minute issue with steady efficiency. A watch on her wrist, a pen always nearby, and a voice that was firm but never harsh.

There was no drama in how she looked--just a grounded presence, the kind that made a household run smoothly and gave people around her a sense of calm.

"Afternoon, Chris. How can I help you?" she asked as I entered the kitchen. It was just the two of us.

"I was wondering if I could have an orange juice before dinner," I said, trying to sound casual. My throat was dry, and my heart raced.

She gave me a curious look, then nodded.

"Of course, Chris. I'll have Lilly bring it to you in five minutes."

I nodded, turned to leave, then hesitated. I looked back at her.

"Mrs. Monica... have I ever thanked you for taking care of us all these years?"

Her expression softened. She blinked once, and her cheeks flushed a light pink.

"It's my job, Chris."

I stepped closer and offered a small, sincere smile.

"And you do it perfectly. Thank you."

She looked at me--just for a moment--then turned away, busying herself at the counter.

About thirty minutes later, I returned to the kitchen with the empty glass in hand. She was still there, her sleeves rolled up now, focused on preparations.

I placed the glass in the sink and turned to her.

"The juice was delicious, Mrs. Monica. I wish I could have another."

She smiled faintly, not meeting my eyes.

"I'm sure we can arrange that--after dinner."

I stepped closer, careful not to crowd her.

"Can I talk to you again? Maybe after everything calms down tonight?" I asked gently.

She paused, hands stilling as she set down a knife.

"Chris..." Her voice was quiet. "That wouldn't be appropriate."

I held her gaze, not pushing, only asking.

"I just want to talk. That's all."

She looked at me for a long second, uncertainty flickering across her face. Then she gave the slightest nod.

"After dinner. Briefly."

I smiled, grateful for the trust.

"Thank you, Monica."

And with that, I left the kitchen--this time, not looking back.

About thirty minutes later, I returned to the kitchen with the empty glass in hand. Mrs. Monica was still there, busy with preparations. I placed the glass in the sink and turned to her.

"The juice was delicious, Mrs. Monica. I wish I could have another," I said with a playful smile.

She didn't look at me right away, but I noticed the corners of her mouth twitch. Her voice came out low and composed.

"I'm sure we can arrange that--after dinner, Chris."

Encouraged by her tone, I stepped a little closer, keeping my posture relaxed.

"Maybe after dinner, we can talk. There's something I've been wanting to say."

That made her pause. She finally looked at me, searching my face.

"Chris," she said gently, "I think you're feeling something that's... complicated. And I don't want you to mistake kindness for anything else."

"I'm not," I said quietly. "But I get it. I just--wanted you to know I appreciate you. Genuinely."

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Her eyes softened. She gave a small nod and turned back to her work, but not before I saw her expression shift--something uncertain, maybe even tender.

"I'll bring you another juice after dinner," she said. "And... maybe we can talk for a few minutes."

"Just talk," I promised. "Nothing more."

And I left the kitchen, the silence between us charged with something unspoken--but understood.

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Monica served dinner with the help of Lilly and Jasmine. I tried to appear casual, but inside, I was a wreck. I couldn't shake the fear--what if Monica told my grandfather about what happened earlier in the kitchen? I could be kicked out of the house, or worse, humiliated in front of the entire family.

But there was no undoing what I'd done. I hadn't acted with sense--I'd acted on impulse, driven by something I didn't fully understand. Or control.

At dinner, my grandfather eventually excused himself to his home office, calling my mother and aunt to join him. That left me alone in the living room, as usual.

Lilly and Jasmine retreated to the kitchen. I watched Monica from a distance, unsure what she was thinking. She never once looked in my direction.

Later that night, I took a quick shower and changed into a plain T-shirt and shorts. Sleep felt impossible. My mind raced with guilt, curiosity, and a strange hope I didn't want to admit.

By midnight, I'd given up. I turned off the lights and lay in the dark, replaying the day. I knew I owed Monica an apology--if she'd even speak to me.

Then I heard it: a soft knock on my door.

My heart leapt.

"Come in," I called, sitting up quickly.

The door creaked open. Monica stood there, backlit by the hallway light. Her hands were clasped tightly in front of her.

"Are you decent, Chris?" she asked softly.

I nodded. "Yeah. Come in."

She stepped inside and closed the door behind her. She didn't move closer, staying near the entrance.

"We need to talk," she said.

I stood but kept my distance. "Okay. I'm listening."

She took a breath. "What happened earlier... that can't happen again."

"I know," I said quickly. "I crossed a line. I shouldn't have--"

"You made me uncomfortable, Chris," she interrupted, gently but firmly. "You're not a child anymore, but that doesn't mean you get to test people's boundaries."

"I wasn't trying to hurt you," I said, my voice low. "I just... I think I read something that wasn't there."

Her expression softened, and she nodded slightly. "You're young. Curious. But I'm not someone you can experiment with. This house is my job, my home. I can't afford mistakes--not like that."

"I get it," I said. "And I'm sorry, Monica."

A long silence hung between us. Finally, she sighed and said, "Goodnight, Chris. Thank you for listening."

"Wait," I said as she opened the door. "If I ever made you feel like I didn't respect you--I didn't mean to. You've been kind to me since I was a kid. I just... confused gratitude with something else."

She looked back, her eyes thoughtful. "That confusion happens to a lot of people. What matters is what you do with it."

Then she left, closing the door gently behind her.

I sat on the edge of the bed, staring at the closed door. The air still felt charged, but it wasn't lust anymore. It was something quieter. Respect, maybe. Growth.

Or the start of something that might take much longer to understand.

--------------------------------------------------------------------------------------------

I woke up at 10 a.m., my shift starting at 11.

After a quick shower--pouring what felt like gallons of cold water on my persistent morning boner, with no success--I got dressed and had breakfast, which Jasmine had prepared. I didn't see Monica, and honestly, I didn't care.

Grabbing my motorbike, thanks god that my grandfather didn't take it back from me, I headed out to the restaurant.

Once there, I changed into my uniform just in time for Mrs. Emily, the morning manager, to assign my first delivery.

The order was for Mrs. Kathryn Greenfields, a widow who lived alone in a charming house few kilometers from the Palace. She was one of our most loyal customers, ordering from us at least four times a week.

I arrived at 11:30, finding her lounging in her garden, basking in the warm sun.

She wore a revealing outfit, her aging frame unapologetically on display. She lies sprawled on a sun-worn lounge chair in the unkempt corner of her garden, the heat settling heavy over her. The short, transparent camisole she wears clings to her body in places and hangs loose in others, the fabric stretched thin and nearly slipping off. Her large breasts push against it, unsupported, barely covered, as though she hadn't noticed--or didn't care.

Her blonde hair, once likely styled with care, is tangled and wild now, falling over her face and shoulders in uneven strands. Her legs are long and bare, covered in coarse hair that glints faintly in the sunlight, her underarms the same--untouched, unapologetic, though not out of rebellion, but weariness. The black panties she wears are the only thing that seems deliberate, and even they look like an afterthought.

There's a heaviness to her expression--a blank, distant stare that drifts somewhere far from the overgrown garden. Once, her beauty might have turned heads. Now, it lingers like a faded memory beneath the lines, the tiredness in her eyes, the way her body rests as if it's given up trying. She isn't trying to be seen. In fact, she hopes no one is looking.

"Good morning, Mrs. Kathryn," I greeted her cheerfully. "Where should I put your meal?"

She raised her eyes to me and replied in her granny voice,

"How are you, boy? And how's your greedy grandfather?"

Mrs. Kathryn, like many in the city, wasn't fond of my grandfather, but unlike most, she wasn't afraid to say it.

I smiled politely. "We're both fine, Mrs. Kathryn."

She raised a bare arm, exposing her unshaven armpit, and pointed toward her house. "You know where to put it, boy."

Nodding, I carried the food into her kitchen, placed it on the counter, and grabbed her bag before returning to her.

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