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Dirty Diaries

"Confessions, cravings, and the chaos of desire, shown in diaries of 3 different girls"

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2.7k words 2.7k words

Author's Notes

"Welcome! This story follows three characters, each leaving entries in their own diaries for your entertainment. While it’s diary-style, it also flows like a story, so think of it as peeking into their secret confessions. I hope you enjoy the ride! Feel free to share your thoughts, complaints, suggestions, or just love. I’d be happy to hear it all."

Julia

06.09.2025, Saturday, 10 AM

I barely managed to shake the sleep from my head when a message popped up. Mr. Ashford knows my schedule so well. I’d told him not to bother me before 9:30, yet he waited until 10, knowing I’d rather still be asleep. I could easily sleep until noon, but soon my roommate would be knocking. It’s Saturday, which means cleaning the flat.

The message, however, had me wide awake within seconds. Mr. Ashford invited me over tonight, maybe even to stay until tomorrow. And… it was just too tempting to resist.

I call him Mr. Ashford, even though he’s told me a million times to just call him Max. But for me, it’s hotter this way. All my friends—and my parents—know him as Max. They certainly have no idea what he looks like or how old he really is.

I know it’s not entirely fair, but I can’t shake the feeling that I’d be judged if anyone knew the truth. Part of me still flinches at doing something so… bold.

I grew up surrounded by rules and expectations branded onto me: strict parents and endless reminders about what was ‘proper.’ Even now, I sometimes hesitate and feel ashamed of my own actions. Even if I met Ana—who is completely the opposite—and don’t mind her living the way she does, I still feel guilty for wanting to live like that myself. But... even though a little guilt lingers, I can’t help but enjoy the thrill of being naughty.

Once everything is cleaned up, I’ll just catch a train to Lichfield. My roommate, Ana, surely won’t be home tonight either.

Saturday, 3:00 PM

I managed to catch the right train and even snag a seat. Double victory. The stations are always such a mess! It’s a miracle I didn’t get swept away in the tide of people with my small size.

Mr. Ashford promised he’d be waiting for me, and butterflies exploded in my stomach. It’s funny how I trust someone I barely know… someone who could be my dad. Or maybe that’s exactly the reason. I love being with him because he’s patient and mature. He doesn’t push me, never does more than I’m comfortable with. I simply feel safe with him.

And no, we aren’t a couple. Not officially. We’re in this awkward discovery phase—let’s call it that. We hug, and I melt in his arms. He lets his hands squeeze my waist—or my butt—and, b-but it’s just playful. Nothing serious.

Now I’m blushing and giggling like an idiot on the train, and people are staring at me. Or maybe it’s just my imagination. Anyway… I hope this ride ends soon.

Saturday 8pm

I’m already in his flat.

So much has happened, I can barely contain my excitement, but I’ll try to write everything down in order. So… Mr. Ashford is in the kitchen now, preparing dinner and pouring us some wine, so I have a moment to spare.

So, to spill the tea: yes, he did wait for me at the train station. With an umbrella, of course, because it just had to be raining. By the time I found him, I was completely soaked, with the material clinging to my skin and turning transparent. I was wearing a collared white shirt and a black leather skirt, paired with cute black-sheer heart stockings. The forecast promised sunshine, but clearly, luck wasn’t on my side today.

The rain wasn’t really the problem, though. I… might have been wearing a pretty red bralette underneath. The lace was thin enough that it was clearly not made to cover nipples.

I chose it for absolutely no reason other than to feel confident, of course!

But instead, I ended up feeling embarrassed and utterly humiliated, clutching my bag to my chest, so the whole station wouldn’t get a free strip show.

Mr. Ashford shook his head and chuckled, seeing me like this. Then he wrapped his strong arm around my shoulders, keeping me close, the umbrella shielding us both as we walked back to his home. His coat smelled faintly of expensive cologne—I’m pretty sure I could catch it on his neck too—but I was too shy to do anything besides hold his hand. He’d shaved his beard, keeping it classy, neat, and well-groomed. Handsome, as always.

He lives near the train station in a pretty quiet neighbourhood. Luckily, we didn’t have to walk far. The moment I stepped inside, I rushed to the bathroom to dry off and look presentable.

But he stopped me. And that’s when things started to get… interesting.

I am still shivering thinking of it. Let me indulge in recalling it, savour it like fine champagne.

First, he told me to go to the bathroom while he fetched one of his shirts for me to wear at home. I started to unbutton my wet shirt, taking my time—waiting for him, reluctant to be fully exposed in front of him. When he returned and saw me hesitating, my cheeks burned red, sweat clinging to my skin.

“Are you feeling alright?” His voice was soft and full of concern. “Maybe you’re getting sick?”

I could feel the sweat dripping down my neck, slipping into the open collar, grazing between my breasts. I didn’t feel sick, but… he was so close, and I was so exposed. My imagination started to run wild, and I couldn’t even concentrate on answering him.

“Let me take it off for you,” he murmured. I couldn’t speak, but a soft moan escaped me—accidental, of course—when his hand brushed against my chest. I caught the smirk tugging at his lips, the faint twitch of his eyebrows, and my stomach fluttered.

When my shirt was unbuttoned and my red bralette fully on display, I curled my shoulders, trying to make my breasts look a little plumper, more appealing. I don’t know why I did it—I probably should have been covering myself—but instead, I found myself looking at him like a girl who needed someone to notice, to compliment her.

Mr. Ashford first cupped my cheek and brushed it with his thumb, then let his hand slide lower… till it cupped my small breast and squeezed gently. I gasped, grabbing his wrists without thinking. I guided both his hands to press closer, desperate to feel him against me. He lowered himself to my face, leaving kisses on my forehead while his hands fondled my breasts.

It was the first time he touched me like this. Confusion, excitement, and a raw, needy ache coursed through me. His hands were warm, capable, and perfectly aware of how to make me shiver, and my body, so starved for touch, didn’t let him stop. He even chuckled at one point, pinching my nipple through the fabric, causing it to erect, pressing on the fabric.

“Let me take it off. It’s all soaked,” he said, referring to my bralette, but I giggled, imagining he might mean something else entirely.

As he reached for the clip of the bra, a sudden wave of shame made me cover my chest with my hands.

“Wait, wait! Don’t look! I’m not really confident…” I mumbled, with my cheeks heating up.

He silenced me with a finger to my lips, then tapped my red cheek twice, getting me to look at him.

“Shhh… don’t hide from me,” he murmured against my ear, “I love them… every inch.”

His hands cupped my breasts gently, thumbs brushing over my nipples. I felt my shyness melt under his gaze—he wasn’t leering, he was adoring. And yet… he wanted me to feel it, to show me just how much.

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“See?” he whispered, leaning closer. “There’s nothing to be shy about. Not with me.” I just let out a gasp, and then I bit my lip as he continued. “Don’t be insecure, love. I can touch them but not look at them?”

When he put it that way, I did feel silly. I’m sure I was also blushing like crazy.

“I’ve never exposed myself like this…” I whispered. He stroked my hair gently, pressed a soft kiss to my forehead, and then gestured to the shirt he’d brought. “Change into this, then bring your things to my room. I’ll get us some wine…”

And that’s exactly where I am right now! Ugh, trying to put this into words is impossible—I just keep thinking about the way his hands felt on me.

I can’t wait for him to come back. Tonight… tonight could be a very special step in our situationship.

Alright, he’s on his way… I can’t even… I’ll write about it later!

Sunday, 9:30 a.m.

Oh my, oh my. Where do I even start?

Mmm… maybe with the wine. We drank together, sitting on his bed while some movie played on the TV. It was just background noise, neither of us cared. I downed my glass a little too quickly. I was sitting on my knees, and when I leaned toward the nightstand to set the glass down, I arched my back like a cat. My leather skirt slid up, exposing my underwear—red panties to match with the bralette… leaving little to the imagination.

Mr. Ashford understood the hint. He lay on his side, propped up on one elbow, his gaze never leaving my backside. Then I felt it. His fingers grazing the sole of my foot, trailing up to my calf, and climbing higher, slower… teasing me with every inch.

When I finally turned to face him, I saw his hungry eyes. And I think I must have looked exactly the same to him.

His fingers grazed my inner thigh, it was a funny feeling… that made my pussy all tingly out of sudden. I was already warm and wet; I knew he could see the damp patch from where he lay. Somehow, my shyness slipped away. I knelt in front of him, thighs spread wide, and begged in a trembling voice: “Please… touch me more. I need you.”

He was stunned for a second, and I bit my lower lip trying to control my breath. The next thing I knew was his body, still in clothes, pressed up against mine. He pushed me against the pillows, kissed and sucked on my neck, overwhelming me with sensations… I was never with anyone; I was always so scared of any intimacy. And somehow it felt so good to spread my legs in front of him. I felt safe in his hands. And he seemed to love the attention I was giving him, too. And my moans… I couldn’t stop myself from making noises.

He traced his thumb over the wet patch on my panties, then pressed and rubbed it in circles, teasing the hole underneath. I caressed his hair and ears, melting at each movement. He pulled my panties to the side, and I squeaked.

“It’s okay, baby. Just breathe. You’re a big girl, aren't you?” He whispered against my skin, while my thighs were shaking slightly from the sensation. I wanted to slap him for babying me like that, but I also really wanted to hear more. He traced his finger all over my pussy, up and down. He found my clit under the hood and rubbed it in slow circles that made me squirm. I mumbled to take it slow, that it’s my first time, and he just chuckled at that. Not cruelly. More like… ‘stop being silly’ kind of way. His finger circled my entrance and gently pushed inside to test the waters. I pinned my nails on his shoulders, tensed at first, then slowly started to relax. With each slow movement of his hand, I was relaxing more and more.

He finally gave me a moment to catch my breath when he rose on his knees. I watched him take off his shirt and unbuckle his pants. My cheeks flushed as I took in his well-built body—small belly, chest thick with hair. And the huge bulge in his boxers… I stared shamelessly, biting my lip while he teased me by pulling the boxers lower.

“Do you want it, Julia?” He asked, leaning closer to my lips, “If you let me, I’ll give you all you ever wished for.”

My chest rose in anticipation, lips barely brushing his when I whispered, “I want you. I want you so much...”

He smiled and bit my lower lip, pushing me more onto the pillows.

I’m no expert, but for me… he was really big. Or maybe I’m just not used to it. He even had a condom ready, which made me raise my eyebrows.

‘Excuse me, sir—were you expecting me to give in?’ …is what I thought. I didn’t voice it.

He placed his cock against my pussy lips and slowly rubbed it there. I rocked my hips to his movements, closing my eyes and letting my head fall back. He sucked on my nipple while his thumb played with my clit. I was a trembling puddle, melting in his arms.

Until he started pushing in. Then I actually tensed and gasped. He breathed out that I felt so tight… and I moaned back that he’s just too big.

‘’It won’t fit, n-no…’’ I started to panic a little, and he just kissed my lips and gently caressed my hair to calm me down.

‘’It will. Trust me.’’ Those simple words actually worked like magic. His confidence made me feel more comfortable.

Slowly, patiently, and with tons of hot kisses in the meantime, he eased himself inside me. I felt so stretched and full, but in a good way. He gave me a minute to adjust to his size, and then he slowly started thrusting.

My hips moved along with his movements while our bodies were rubbing against each other. Sweat dripped from us, and I was pinned under him, small and pressed. I spread my thighs as far as I could, still not able to hug his waist fully. My feet slid over his back with every thrust, and a shiver ran up my spine, stoked by the low groans he breathed against my ear.

He never stopped rubbing my clit and giving attention to my breasts. I could feel his fingers pressing and nudging on the sensitive bud, trying to be gentle, but clearly, he was too excited to keep himself in check. He caught my bouncing breast in his mouth and licked my nipple, getting me to scratch his back with my nails to the point it probably could hurt. My head was getting cloudy, and heat was pooling deep inside me, building higher and higher…

I came hard, my body trembling like I’d never felt before, and he followed right after, shuddering against me. We clung together, riding the waves of ecstasy, my chest heaving, my mind dizzy with the intensity of every first-time sensation.

We spent at least an hour cuddling and talking afterward, naked with the TV still on. I got hungry and completely forgot about the dinner he was making. He just grabbed me some crisps and biscuits instead. Lying on his chest, munching on snacks, the last thought that crossed my mind was… what would my parents think of all this?

Stupid thought. I’m an adult. I can do what I want. And his hand, tracing my back and shoulders, made me feel like I’d made the right choice.

Okay, I probably don’t remember every little detail—or exactly who said what—but I had to capture my mental version of it. I want this memory to stay with me forever. Even now, my heart races just writing it down. I can’t wait to tell Ana about it later today. She sent me some messages this morning and seems to be having some issues. I’ll check on that later.

Published 
Written by Zanya
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