Dear Diary… (fantasy story)
Hey again! I’m on a roll lately, back with a new one.
I do want to point out that while this is written in the style of a diary entry, it’s still a fictional story. It was inspired by a conversation I had recently, and then I started fantasizing.
Anyway, enjoy!
Dear Diary…
No, that doesn’t sound quite right.
Dear slutty diary, maybe?
That’s probably more fitting.
I mean, that’s what I’m here to talk about, isn’t it? My slutty little adventures, the ones I would never tell anyone else. Only you, my diary.
I finally did it.
I know, I never thought I would do it, either. I thought I’d chicken out like the last few times. I mean, it sounds absolutely crazy. Meeting a complete stranger from the internet, and letting him have his way with me?
To my credit, I’m not completely crazy. We did verify each other’s identities and established a safe word before we met, but even with those precautions in place I was nervous. I had no idea what he had in mind after we met at the airport, no idea what he had planned for me.
I dressed up a little, a low-cut top and just enough makeup to make my eyes pop. Not wanting to leave my car parked at the airport, I opted for an Uber; the middle-aged man driving me to what he probably thought was a meeting for a nice date. If only he knew, I thought, watching him pull away as I scanned the packed parking lot.
Silver car, silver car…there, a few rows back. Gathering my courage, I stroll towards it, knowing there’s no turning back now. He’s probably already watching; and sure enough, moments later I feel a strong hand wrap around my wrist.
“Into the backseat,” he orders, shoving me against the car. “Don’t struggle, if you know what’s good for you.” I tumble into the backseat, his hands reaching in and slapping a piece of tape over my mouth. Before I can react, he grabs my hands, cuffing them behind my back. “Onto the floor,” he commands, forcing me down with his boot.
I cower on the floor, my head ducked down, half terrified and half excited. Out of the corner of my eye I see him smirk, before he pulls a length of black fabric out of his pocket and tying it around my eyes. I feel the door shut, and moments later the driver’s door opens. I hear him get in, getting settled and buckled in, closing the door behind him and staring the car.
“Last chance to back out before the fun begins,” he says softly over his shoulder. “Want to keep going?” I nod, somewhat reluctantly, but unable to stop myself.
“What a stupid whore,” he taunts, before turning up the radio loudly. The car begins to move as I sit there, bound, gagged, and unable to see. Helpless, for all intents and purposes.
After fifteen minutes or so, I feel the car begin to slow down before finally stopping. I sit up a little as I hear him exit the car, but he doesn’t come around to my side right away. It takes a few minutes before I feel the door open behind me, and his hands pulling me out. He drops me roughly to the ground, and I feel sharp pine needles on my bare legs. The air smells fresh, woody, leafy, but I don’t have long to focus on that before he’s lifting me again, forcing me to my knees and ripping the tape from my mouth.
“Open that whore mouth,” he commands, slapping me across the face as I shake my head. “That wasn’t a question,” he growls, grabbing my jaw and squeezing until I relent, opening my mouth, immediately forcing hi hard cock inside. I gag as it hits the back of my throat, sputtering and coughing. He twines his big hands into my loose hair, grabbing hard and using his grip to start fucking my throat. I hear a low groan of approval as he forces his thick cock down my throat, cutting off my air, nearly choking me with it.
He rips off the blindfold, and I can feel my carefully applied makeup already streaming down my face. He laughs, withdrawing from my throat and forcing me back up to my feet. I try to make a break for it, seeing woods all around, but I only make it a few steps before he pounces, knocking me to the ground. The grass is longer here, with dead leaves that crunch under me and sharp pine needles that poke at my skin.
“No, you don’t,” he scolds, raking up my skirt and delivering a hard smack to my ass. He grabs my panties, ripping them off in one motion, before reaching up and forcing them into my mouth. I hear the unmistakable sound of tape ripping, and before I can protest, he tapes over my mouth again.
To my horror, I feel his big hands spreading my ass cheeks, and his cock pressing urgently against my ass. He leans down, grabbing my hair to force my head back for a moment, just long enough to growl in my ear.
“I told you, you stupid whore,” as he begins to press forward, the tip of his cock beginning to force my tight hole open. “I told you I was going to rape your ass in the woods, and you still got in my car. You dumb fucking bitch,” he slaps my ass one more time before roughly shoving himself inside, making me scream into the tape covering my mouth.
“That’s right, whore. Fucking take it,” he commands, grabbing my hips with both hands as he begins to plow into me over and over, groaning quietly. It hurts, more than I expected, and I try to crawl forward, only managing to squirm slightly in the tall grass.
“Had enough?” He asks, feigning concern, withdrawing from my aching hole. I nod desperately, pleading from under the tape. He grins, an evil, cold grin, and lifts me roughly from the ground, hoisting me over his shoulder. He carries me back to the car, but then stops, tossing me back onto the ground behind the car. Before I can get to my knees, he pops the trunk, grabbing my shoulders and forcing my top half into the trunk, pinning me against the backside of the car.
I scream into the tape; the trunk is dark, hot, and musty. I feel him spreading my legs and spanking my ass again before he once again forces his way into my asshole, the car rocking slightly from the force. I scream again and again, the tape blocking most of the sound as he grips my waist, forcing me down further into the trunk as he fucks me. His speed becomes frantic, his cock twitching inside me, and moments later I feel his cum filling me, shooting deep inside me as he groans.
“You’re not a bad fuck,” he says, giving my ass one last, approving smack. Then he rolls me into the trunk, slamming it shut before I can even react. Moments later I hear the door open and close as he gets back in, and the car takes off once again.
I’ll save the rest of that weekend for the next entry, though ❤️
Posted Jul 19, 2025, 7:51 PM UTC