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I was 18. I have always had fantasy's about being picked up by a well endowed, dominant older man and used for sex. His name was Steve, I placed an ad on one of those phone - sex date lines With my stats - White, 18 years old, 6 foot tall, 140 lbs, thin build, 28 inch waist, 36 inch hips, medium length dirty blonde hair, blue eyes, no body hair, 6” cut cock, long thin legs, plump round “bubble” butt, virgin, bottom, love to please, seeking a tall, older, large framed, hung top man for my first time.

He responded ( along with about 20 others ). I picked him because he took charge telling me what he wanted when and how and was very specific (I hate 1 word responses, they demonstrate a lack of enthusiasm to me), was tall (6'6") and well hung (9“). I gave him my # and he called me 2 minutes later (enthusiasm is +++) I had always had fantasy's about men with big dicks but had never even so much as touched another mans cock.

My fantasy's mostly included being picked up, teasing the guy, being eyed like a piece of meat, and generally feeling like a slut, having him manhandle and me, hard as a rock, force me down to suck and worship his massive throbbing cock and then variously fuck me 6 ways from Sunday. Sometimes loaning me out as a gift to his big dicked friends and or neighbors for blow jobs or a whole weekend of fucking and sucking, often introducing me as his virginal nephew or stepson, sometimes in groups or taking rotating turns fucking me in the back of a van while the other (s) drive or tied to a bed like some kind of communal fuck toy.

I have always had a fantasy (unfulfilled) about being fucked in a moving vehicle. We arranged to meet at a local train station near my house at around 8pm, he told me to wear a small skirt, no underwear and the smallest tightest white t shirt I could find. I expressed hesitation about wearing a skirt as I had never been interested in cross dressing, but he assured me it was not cross dressing, just role playing. He said he didn’t like cross dressers, he liked boys in short skirts for the “access“, how their ass looked, and the venerability it made them feel and display and besides, I WAS going to do it, so into my sisters closet I went, retrieving her old plaid skirt from a school uniform several years ago and a white t shirt. I was very skinny when I was 18. At 6' and around 140lb with a 28-30” waist. My hips stuck out from my profile, my ass was round as a peach and with my shoulder length blond hair in a ponytail high on the back of my head I probably looked very feminine from behind. The fact that my sisters skirt was from her 5th grade year didn’t help, it was tight on me and way, way too short, so it rode high in the back, draping over my plump little ass in a futile attempt to cover the billowing flesh beneath .

The bottom of my little round cheeks conspicuously poking out below the thin fabric, bouncing ever so slightly as I moved . I stood under a street light near the curb, shivering nervously under my black leather jacket ( Not what he told me to wear, but it was cold ) skin goose bumped. After about a 1/2 hour a very tall, large framed man with a slight belly, big pecks, thick arms and a strong build walked past I could feel him staring at my ass as he approached and he gave me an "I‘d Like to fuck you senseless" look as he passed. I was wondering if he thought I was a girl, other guys had been eyeing me as they walked out of the station and I could feel their gaze on my over exposed cheeks.

My nipples were hard from the cold and the butterflies in my stomach were getting stronger. Exited, but nervous I tried to look sexy, arching my back and crossing my legs slightly as I leaned against a bus stop pole to make my ass stick out. I watched the stranger walk across the lot. He got into a car and drove around to the curb where I was shivering and rolled down the window. Annoyed that I was being stood up, I didn't realize that this could be my “date” until he called out my name. I nervously walked to the passenger window of his large, dark colored sedan, praying that a security camera wouldn’t see me as my marginally concealed ass became totally exposed when I bent down to the window. “Hi” I said, as flirtatiously as I could, are you Steve? “You must be Matt” he said in a voice deep enough to make my knees wobble.

Eyeing me up and down like a dog eyes a T-bone he said “Why don’t you get in and warm up”. My heart jumped with nervous excitement as I quickly opened the door and stepped forward, eyeing the prominent bulge in his jeans. “Take off the jacket and turn around once so I can get a look at you” he said firmly. I obediently complied, dropping my jacked to the ground and spinning slowly, hoping desperately that he liked what he saw. “Bend down and show me that firm little round ass of yours” he ordered. I gasped slightly and quickly obeyed, the thought of being caught wiped from my mind by arousal, “oh, yeah!” he rumbled, staring at my tiny pink virgin hole. “Get that tight young ass in here”. I picked up my jacket, tugging down on the skirt in a futile attempt to avoid exposing my bare cheeks and giving him a flirtatious look I turned around to sit down in his car and was immediately greeted by a hand, palming my left cheek and staying as I sat down, his hand would squeeze and caressed my ass the whole way to his house.

On the ride to his place it started with him grabbing my hand and placing it on his thigh, I proceeded to rub and caress his inner thigh while resting my head on the seat back next to his shoulder, turned towards him, sideways on the seat with my right leg crossed over and my foot rubbing the inside of his calf. My ass stuck out into the air slightly, only half covered by thin pleated fabric. It drove him crazy. I lightly ran my fingers up his inner thigh and began to tenderly massage and rub the ever-increasing bulge in his pants while at the same time delicately tonguing and blowing in his ear. He almost drove off the road when he took his hand off the wheel to hurriedly undo his jeans, but I happily relieved him of that duty, pouncing on his crotch. I scooted over on the seat and leaned down toward his bulging groin, sliding my soft cheek across his chest as I tugged at the buttons to unwrap what I had been yearning for.

The hand that had been firmly grasping my ass let go now, as my ass was now sticking up in the air, totally uncovered as I half kneeled, half lay on the seat, one leg in the floorboards. If anyone was next to us in the lane they got a great view of my taut rosy ass, trembling in all its unspoiled glory. The hand came back, firmly slapping, then squeezing my bare ass and sliding down my back to my head and grabbing my cheek length, multi colored hair near the back of my head. I had no Idea what I was doing, but I knew that what I sought was behind those jeans. I fumbled with his belt, finally getting it out of the way, buttons undone, I expected it to pop out on its own and when it didn’t I went in after it. Thrusting my hands into his jeans I located the root of his cock and hastily pulled, causing him some discomfort. More gently on the second try I ran my hand down the shaft to the end and gently slid it up out of the jeans. I gasped sharply, exclaiming “Oh my god!”, in that moment his cock was the biggest thing I had ever seen, Eiffel tower eat you heart out !

My eyes were as big as plates, my chest heaved and my breathing turned heavy, drool poured from my lips as I sat awestruck, staring at this monster. He didn’t wait long for me to figure out what to do. Grabbing the back of my head as we swerved between lanes he shoved my mouth onto his cock. “It’s too big, it wont even fit in my mouth” I thought, but undeterred he stretched my little mouth around his throbbing member and thrust it into my throat. I tried not to gag but the reflex was too strong, as he continued to thrust deeper my body went limp. He let up for a second and pushing against his arm I pulled his cock out of my mouth. “You are SOOO big” I said, “I cant take it all at once, let me get used to it a little“.

He objected at first but eventually agreed to stop forcing it in… for now. After wiping my mouth and taking a breath or two I headed back down. It took both of my hands to wrap all the way around his throbbing shaft and I began to gently lick, kiss and suck my way from the tip, down the shaft to his balls, then back up again, squeezing the base with both hands, I liked my lips and sucked the head of his cock into my mouth, running my tongue around the head.

He was thick, my lips stretched so tightly around his shaft that they stung and my jaw started getting sore almost immediately but sucking on his big, hard cock made me so hot, and getting hotter by the minute that I wasn’t going to stop. My own cute little 6” cock was rock hard, throbbing and turning blue pressed against my stomach and rubbing against the corner of the velvety seat when we pulled into his driveway. If he had lived another 15 minutes away I think I would have cum just sucking his cock, I was so hot, I was practically delirious. He pulled my head out of his lap by my hair and forcefully kissed me, thrusting his tongue into my mouth and pulling me onto his lap with his free arm. I inhaled sharply and let out a load gasp as I straddled him, ass pressed against the steering wheel, our cocks grinding together under the hiked up skirt.

We kissed and fondled each other in the drivers seat of his car, door half open, middle of the driveway. The thought that the some tall, older, horse hung neighbor of his might be watching as I moaned and writhed on his lap with his tongue down my throat drove me over the edge and I came, followed shortly by him. He pushed me off his lap and as I stood up in his driveway I tried to readjust the skirt, but I was a little premature. He stood up, closed the door to the car, pants still unbuttoned and cock still hard, bouncing as he stood up. He turned towards me, placing his hand on the top of my head, Pushing me down to my knees. He was so strong, and so big, I was a rag doll. He told me to clean his cock with my mouth and don’t miss a drop.

There I was, kneeling in a strangers driveway with my ass hanging out of a stolen skirt, gleaming in the moonlight. He pulled my head closer to his dripping cock, I wondered what his cum would taste like as I moved closer for my first taste. My female friends had told me it was salty which is a taste I like in foods, “like a salt bagel with avocado”. I eagerly wrapped my lips around the head of his cock and … almost gagged. It didn’t taste anything like I thought but I knew by the way Steve carried himself that he wasn’t going to take no for an answer, so I suppressed the urge to vomit and started lapping up his musky seed. I tried to act like I enjoyed it but he knew, and made me take my time because of it. Once I had thoroughly licked him clean he quickly buttoned up his pants, said “come on” and started walking up the driveway toward the front door of the house. I followed, trying to adjust the skirt to cover both my ass and my half hard cock, which proved impossible.

The thing barely came down past my balls and as I walked my cock would lift up the front so I gave up and walked through the doorway hoping that no one else was home to see me prancing around in a mini skirt too small to cover my ass and a skin tight white T shirt that only came down to the bottom of my ribs. Thankfully, we were alone. Steve walked into the kitchen and offered me a drink which I accepted, not realizing he meant alcohol but I was so nervous that I quickly drank it down anyway, which seemed to please him. He walked toward the large wraparound couch in the living room carrying his drink and said “come over here and have a seat, make yourself comfortable”. I walked toward the couch and as he sat down he hungrily looked me up and down, fixating on my ass, spilling out from under the skirt. He patted his thigh and said “come sit right here”.

I walked over trying to be cute and sexy, sticking my ass out and wiggling it a little as I walked, which he seemed to like despite the fact that I had no Idea what I was doing. I started to sit next to him on the couch but he wrapped his hands around my waist and pulled me across his lap sideways. I liked it. He ran his hands up my smooth leg, fingers on my inner thigh, up to my hairless groin and squeezed my thigh. With one hand still fondling my thigh he rubbed my ass with the other which by now was popping from under the skirt and asked me if I wanted to smoke a Joint. I blushed and meekly nodded in agreement. He wrapped one arm around my waist, and holding me on his lap, leaned forward and took a joint and lighter from a box on the coffee table. Leaning back again he lit it, took a deep hit and passed it to me. I inhaled deeply, taking a large hit in an attempt to quash the jitters and coughed, allot. He chuckled and told me to take it easy, we had some time to kill while the hot tub warmed up. He handed me his drink which I gulped down quickly.

We passed the joint back and forth slowly for a while during which Steve continued to fondle my ass and thigh and the bulge beneath my lap continued to grow larger still. I don’t know if it was the rum or the joint or both but within a few minutes I had lost any inhibitions I had. The skirt started to feel strangely arousing, making me feel sexy, almost delicate as his strong hands slid underneath to grasp and squeeze my ass. He told me to stand up and turn around, he wanted me to dance for him and shake my ass in his face. As I spread my legs and stuck out my ass, waving it at him he slapped it hard and I gasped with pleasure. He told me to bend over, calling me a slut and started to kiss and grope my ass. The skirt was good, I felt like a slut, an object, a toy, a piece of ass and I liked it. He turned me around, stuffed my head in his crotch reached over and slapped my ass while I gasped with pleasure and kissed, licked and sucked his cock. I started kissing him all over his neck and fondling his pecks. My shirt was gone, I don’t know how. I was straddling him again with one hand on his cock and the other on the back of his neck, tongue down his throat, grinding against his lap. His hands left my waist and grabbed my ass, pulling me close.

He put his hands under my ass and picked me up. I was so surprised, I let go of his cock and grabbed his shoulders with both hands. He lowered me, sliding down his chest with my groin until I felt the thick tip of his huge cock press against my tight pink asshole. He tried to push it in, but with no lube, a big dick and a very tight hole, it was hopeless. He tried to use spit, to no avail and gravity, tossing me onto the couch with my legs in the air and pressing down with his weight but it wouldn’t go in, so he walked around to the other side, dragged my head over the edge of the couch and fucked my mouth until his cum was running down my chin. Either the rum or the pot had dulled my sense of taste so this time his cum wasn’t bad. I lovingly lapped up every drop until I had licked his cock totally clean, as ordered. He laid down across the couch and took off his shirt, when I crawled on top of him and started to kiss his chest, he pushed my head down to his crotch. We laid like that for a while, I brought him a drink and laid down with my head in his groin and kissed, licked and brushed his cock, balls and stomach while he sipped his drink and watched T.V.

After an hour or so, he got up, went to the bathroom and seeing me sprawled out on the couch with my ass in the air, came over to rub it and started to get noticeably hard. I dutifully rose off the couch and kneeled in front of him, grasping his hardening shaft around the base with both hands. As I started to tongue the head of his cock inside my mouth my jaw started to hurt and I stopped. He suggested we shower and then get into the hot tub to “loosen up my tight muscles”. I had forgotten in my delirium that he wanted to fuck my ass also and didn’t catch the reference. He warmed up the shower and told me to get in while he went to get some towels. I started lathering myself in the hot shower and was rinsing the shampoo out of my hair when I felt something warm, and hard press against my back and hands on my shoulders.

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