Living my dream

by SissyBoi

16 Apr 2020 7580 readers Score 8.8 (33 votes) PDF Mobi ePub Txt


It was quite different than i imagined. I thought of it as a dark place with dim red or blue lights, but it wasn’t. It actually looked like a normal club, dancefloor to the left, bar to the right and tables a few meters in front of me where i headed for first. 

I sat down right at the first table i came across and soon a very handsome and muscular bartender shouted from behind the bar: Hey sweetie you want a drink or two? he asked with a deep voiceSure thanks bring me something i answered with a cute smile.

It was when he went away to fetch me a drink when i noticed a big man, 30 to 40 years old, tight black t-shirt and black jeans with a dark brown belt and a silver watch around his huge wrist, coming towards me. He’s got money i thought to myself while i watched him get closer and finally getting in reach where i could hear him normally over the music. Looks like that seat is free was the first thing he said to me before he sat down. Only then was when i noticed how big and muscular he actually was, with his biceps thicker than my thigh and his beard had more hair than me on my entire body (except for my head). He was dripping with pure testosterone and he smelled so good! So fresh! So manly.

First time, isn’t it? Im Rowan he introduced himself and my little cock began to pulsate after i once again could feel the vibrations of his deep dominant voice swinging through my girly petite body that looked even smaller next to this giant that was talking to me. Im Aidan and yes, it is. Any tips? I asked with my voice which now sounded way to high for an 18 yo boy in comparison to that of the man sitting to my left.Tips for what? He asked smiling, revealing his perfect white teeth.

Well, getting a guy to… do stuff with me… i answered him innocentlyWell what stuff he asked, almost laughing. He was mocking me. He knew exactly what i wanted but he wanted to hear it from behind my own sweet pink lips, and i obediently said Well to have… you know, sex with me.

He looked down at my girly thighs and laid his big hand on my left one, massaging and squishing it. My tiny cock grew harder with each pulse and soon had reached ist full length of 5“, which as tiny as it was didn’t escape the eyes of my new friend Mr Masculine. I could almost feel his look on my crotch. He knew i liked how he feeled and squished my thighs.
Well you’re so cute boy i dont think you need any tips at all he said smiling and taking his look of my thighs. Aww thanks handsome i giggled back with my cutest smile. After my drink arrived we continued chatting and making compliments about each other, he told me about himself and i learned that he had a mansion just a few kilometers outside the city. I joked and said Perfect tell me when we’re going but he took it dead serious and answered back What about now? I need to stop by at a friends place in a few minutes anyway so now would be perfect. I froze for a second, was this really happening, will i have sex with a man this night? With this man? I was in heaven.

After one more drink and a bit of talking we went to his car and drove down the street, through a short part of forest until we came to a ranch. I didn’t ask any questions and just watched curiously. He parked the car in front of a wooden house and went to the door, ringing and waiting. Now in comparison to this door i really could see just how big he was. I would say a normal door is about seven foot high, at most! Well he needed to lean down in order to get through when he entered after an older man, about 50, opened the door and waved him in.

A few minutes passed and all i could hear were horses from the other side of the car. Just when i started fantasizing about the horses and these myths about their huge cocks the drivers door opened and ripped me out of my dream.Alright, let’s head to my place he said, effortlessly turning the car as he talked to me, his biceps flexing while moving the steering wheel, veins being visible all over his oversized arm. Soon a big yellowish white house on a small hill became visible through the light nightly fog of the forest, a few stars already shining behind it. It looked awesome, huge driveway and multiple garages.

Five minutes later, he handed me a drink after walking through his huge luxus garage with multiple cars more expensive than most houses, wandering down a huge hallway to a very modern living area with a huge couch island in the middle, a fireplace to the left and a huge TV hanging from the ceiling to the right, in the middle, pillows, couch and blankets. I sat at one corner off the huge couch island. As i took the glass from him i was on eyelevel with his crotch which was bulging, but certainly not hard yet as i could tell by its shape and how it lay inside his pants, looking like he had stuffed two beer cans glued together in there. Remember when i said i was in heaven earlier, well, take that times 100 and you got this!

Have this Little, its whisky a friend of mine brought with him from Scotland he said as he reached me the glass. We drank a few more glasses, tho i think i had way more than him, but i enjoyed it. Being the slut getting filled up till she does everything her filler commands turned me on so much! My head getting hotter and denser, all i could think of was getting my sweet crossdresser hole destroyed by my new Daddy!

Almost like instinct, prove that i was born to suck cock, my head slowly approaching Rowan’s crotch. Finally my lips touched the thick fleshy snake lying inside his pants. My lips kissing it from base to the tip, feeling it growing on my way down kissing it. Now it was at least 13“ long, slowly growing thicker and longer compressed by Daddys ever thighter growing pants.

I decided it was time to finally let this meaty fleshsnake break free. I undid his belt and slowly pulled down his pants revealing his veiny still soft and fleshy meatpole. It almost hang down to his knee, i began to salivate and grabbed his huge cock with both hands because one was to small, and it was way to heavy to lift it with my tiny girl arms. I watched as it outgrew the diameter both my hands could grab around, feeling it getting harder and harder.

I sucked the top with my squishy boy lips and greedily inserted more and more of his still inflating cock into my mouth which was like trying to get a soft beercan inside your mouth but sideways, but through his intensifying fucking motion he managed to somehow shove more than half of it down my throat. 

I deepthroated his giant cock for about ten minutes until i was drooling and gurgling with his precum and my drool.

His cock now dangling in front of me, too heavy for the erection to support it, was now at least 16“ to 17“ long and thicker than my fist. Turn around little slut and let me see that cute sissy ass! Rowan demanded with his alpha voice and i obediently turned around, shoulders and chest laying on the couch while my big squishy ass was sticking up in the air, my pink-white-striped panties clearly visible through my black leggings, the fabric stretching because of my well trained ass from years of swimming and jogging. Like this Daddy? i asked him submissively, feeling that he is smiling because i called him Daddy.

He pulled down my leggings along with my panties, letting my two smooth contained bubbles of cute soft boy flesh spring free. He played with my ass for a few minutes, clearly enjoying it made clear by his deep and manly moans. Time to stretch out that little boycunt of yours!Yes Daddy, please wreck my hole with your amazing cock and make me your personal cumdump! i begged. I often play with dildos but my biggest one wasn’t that long or thick by far, but i wanted it, i wanted to feel his huge cock inside me!

As you wish baby he calmly said while slowly pushing forward, his cock lined up with its head resting at my boyhole, slowly pushing his first few cm inside my sweet boycunt, already stretching me quite wide! I loved it, every single second i could feel every cm my asshole was stretched wider open to take in Daddys monstercock. I pushed my ass against his entering fuckpole and concentrated on my breathing, deep in, dont stop breathing in and slowly decrease the amount of air you inhale and the speed you do it with for as long as you can, then exhale and repeat. Think of like inhaling like a curve that flattens over time. It’s a trick i learned for taking big things up my hole.

Finally we reached the thickest part of his cock and he slipped it in right to his massive balls from there on, must have been thicker than a beercan! Slowly he began fucking my poor stretched out boycunt with increasing force and intensity. Oh fuuuck Daddy yeeesss fuck my hole open until it won’t close ever again! i begged him with all my honesty. He responded by driving his cock out all the way and slamming it back in, stretching my hole out every time he drilles back into my already gaping loose sissycunt.

Yeah you really are a bitch aren’t you little boy, a slut that likes being stretched beyond limits and be a white sissy boyslut for older superior alpha males like me and my friends! he said while pulling my head back holding my ponytails, and i never heard a better description of what i want to be for the rest of my life than just now! I love my Daddy and his huge cock!

Rowan pulled out his cock and went to a shelf nearby, leaving me there, ass up and hole gaping open, wide enough to stick a beer bottle inside without touching its walls. He came back with a bucket of white gluelike stuff which i identified as lube! What is he going to do? My boycunt lubricant and his precum were already enough i thought to myself.

He kneeled behind my butt again and poured a quarter of the lube inside my gaping ass, i could feel the gluey mass flooding every inch of my cunts insides. This sensation was soon disrupted by Daddys huge prick now easily sliding past my stretched out hole pushing the lube even deeper in my cunt. I loved it, it felt so wonderful, i wanted more!
And as if he could read my mind, he slid one of his lubed up fingers along his cock, alone his finger being thicker than my pathetic excuse for a cock. He soon added another, then another and soon he was fucking me with four of his fingers and his cock. I was so stretched out i thought i had to wear diapers for the rest of my life in fear my hole would not close up again after this wrecking abuse.

He withdrew his cock and fingers and i turned my head around to see what he was up to, and what i saw made my heart go wild and my boypussy clench together as thight (loose) as it could after this intense stretching, but what i saw back there was an insurance that Rowan was far from done wrecking my hole…


Hey there hope you liked the second part of my story. I have to say, the first part was real, a true story, but this one here was sadly just my imagination which hopefully comes true really soon. If you want to give me personal feedback, ideas for the next part or just chat ;) you are more than welcomed to contact me here:[email protected] you had fun reading and are looking forward to Part 3, perhaps with custom ideas?

*kissies*

by SissyBoi

Email: [email protected]

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