I had been away one of those pointless team building weekends in a remote location uin the hills of northern England arranged by my bosses at work. Now on the long all-night-drive home the weather was miserable -- cold, windy and raining hard. As I was approaching a motorway I spotted a hitch-hiker holding a out a sign begging for a lift to a town near where I was heading. He was soaking wet and his sign was almost unreadable, so naturally I took pity on him. As I pulled over I thought to myself that each member of my team must have passed this poor soul on their way home and ignored his pleas for help. I guess I'm just too kind.
He looked delighted as he climbed into the passenger seat next to me. Feeling how cold it was outside when his door opened, my warm car must have felt like a tropical island in the middle of his arctic ocean. He was much younger than me -- 18 at the most, I thought, while I was uncomfortably too close to 40 years old. I had been married but my wife left me after eight years for another man. I had very few friends outside of my local pub and I suppose my picking up this lad was as much to give me some company as to be charitable to him.
"How far are you heading?" he asked me.
"I'll take you all the way" I replied, to which he gave me sly grin and a wink that made me feel slightly awkward -- who the hell had I picked up!
We were about half an hour from where I would drop him when he started expressing his gratitude for my help.
"I don't know what I'd have done if you hadn't come along, mister." he said. "There must be something I can do in return... I have no money, but maybe we can come to some sort of arrangement..." with that he leaned over and stroked his fingers up the inside of my leg, lightly digging his nails in as he got closer to my groin.
I hadn't really been listening to him before, but this got my attention! I wasn't sure what to do as he continued his caressing. I had never been touched this way by another bloke before and it was kinda freaking me out. But then, I did feel good. For the whole weekend we had just been on we had to share a tent with a colleague and so I had had no privacy at all for days -- even the showers were communal! This sexual frustration soon began to show as cock began to respond to his stroking. This is not what I had in mind, but there was nothing I could do to stop it. Noticing the sizable bulge growing in my jeans, he chuckled and turned his attention directly to my dick, rubbing it enthusiastically through the denim.
Now it was really starting to feel good. Since my wife left I had had only slept with drunken slags I picked up in town -- none of whom were willing to get me off and ask for nothing in return. I really wanted to enjoy this, so I pulled into the next lay-by I came to. As I turned off the engine and tilted back my seat to give the guy better access to my groin, my previous inhibitions were far to the back of my mind. He eagerly took advantage of my reclined state, and slowly unbuttoned my fly. His rubbing had got me incredibly horny. When he reached into my boxer shorts and touched my cock directly for the first time I could have cum in a second, but managed to hold back the temptation. I lifted my butt from the seat to push my clothes down around my ankles. I could feel his warm breath on the head of my penis. Holding at its base, he watched it quiver in anticipation before I could stand it no longer.
"Suck it" I hissed, through gritted teeth. He took no further encouragement and took half of my ample shaft into his mouth in his first go. His mouth was even hotter than his breath and he drove me crazy as his tongue wiggled rapidly over my head. I grabbed the back of his head by his scruffy hair and pushed him down further onto my hard cock. I held him there for a second, enjoying the depth of my penetration before allowing him to begin bobbing his head while sucking enthusiastically. Hearing his groans and slurps made my cock swell in his mouth. He took this as a sign of my enjoyment and started slurping louder while sucking harder and harder and bobbing faster and faster.
I was in heaven. I could feel myself getting closer and closer to climax. My balls started to tighten and a tingling sensation worked its way up my cock, from base to tip. I began bucking my hips to push my dick harder into this boy's willing mouth. Then it came. My orgasm spread throughout my whole body. I couldn't breathe for the pleasure. I pushed his head down hard and jammed my cock deep to the back of his throat as the first spurt of my cum shot out. I hear him gag and wriggle for me to let go, but I was enjoying it too much to care. I pumped four days of pent up frustration into his throat while forcing my dick harder into his mouth. After my climax subsided I released his head. He ssat up sharply, coughing. Some of my cum ran down his chin and he wiped it off. I just lay back breathing heavily.
"Sorry I got a bit rough there, it'd been a while." I said with one eye open looking at him.
"Don't mention it" he grinned "glad you enjoyed it..."
With that he returned his attention to my now wilting cock. He sucked it back into his mouth, licking it clean.
We said little else until we reached his stop. I didn't know what to do. I didn't want to get into sex with men, but at the same time I knew I had to see him again. I scribbled my home address and phone number onto the back of a business card and handed it to him as he got out of the car. He winked at me and walked away. That was the last time I saw him...
The following week I was on holiday from work and so was at home a lot. One morning I was in the shower, teasing my dick over my experience with the hitchhiker. I was just getting into it when the door bell rang. Normally I would have ignored it for such an occasion, but today I was waiting for a parcel to be delivered. I angrily grabbed the puffiest towel I could find and tied it around my waist to conceal my hard-on. Opening the door wearing only the towel I was surprised to see a girl standing there. She said nothing, but held up the card I had given the hitchhiker with my address on it. Slightly confused, I invited her in. Inside, she confidently told me the hitchhiker had been her brother (a year younger than her) and he'd told her about what they'd done.
"He said you've got a huge dick and gave him your address to get some more sex, so I thought I'd pay you a visit, simple as that." she said frankly. This made me blush. Firstly I never really thought of myself as that well endowed, though I was definitely above average, and to hear it from an attractive young woman was like some kind of wet dream. She was about 19 or 20, very blonde and slim, but with firm, shapely breasts and a pert butt I eyed up as she walked in. She had an almost arrogant air about her that suggested that even if I had protested at my invasion of privacy she wouldn't have cared. Needless to say, protesting was the last thing I had in mind! To check she was serious, I leant over and kissed her passionately while roughly squeezing her butt. As I pulled away, she smiled at me lustfully. I needed no further prompting and hurried her up the stairs to my bedroom -- practically throwing her onto the bed.
She stood in front of me and rubbed the obvious bulge under my towel -- I guess I didn't conceal it that well after all. I reached over and unbuttoned her loose top, then removed her skirt, then her bra. She stood before me in only her skimpy silk knickers. I allowed the towel to drop to the floor and she jumped at the chance to see my "huge" dick for herself. "He wasn't kidding" she whispered to herself. By her eyes I could tell that it was the biggest she'd ever held in her hand. I guess my age gave me an advantage over the teenage punks she was used to fucking. I tenderly stroked her all over her body - up and down her chest, gently flicking over her stiff nipples as I passed. Her breathing got heavier. She was much smaller than me. I stood perhaps eight inches over her head. I dropped to my knees as I pushed her knickers to the floor. Her legs parted as she stepped out of them and I wasted no time in taking the opportunity to delve into her crotch.
I didn't go straight for her slit. I teased her, kissing around her inner thighs and licking around the folds of the tops of her smooth legs. For a couple of minutes I teased until she moaned for me to go deeper. She had only a light covering of blonde pubic hair, so it was easy to get my tongue between her lips. She gasped as I quickly found her clit. She was already wet, and as I continued gently flicking my tongue over her most sensitive place, she started to drip down my chin. She ran her hands through my hair as she grinded her groin into my face. I pulled away, to her obvious disappointment. I picked her up and laid her on her back on the bed, with her head just off the edge towards me, which made her tip it back. I lent over until my face was back between her legs, which presented my now oozing cock in front of her face. I gasped as she took its head into her mouth for the first time -- sucking hard and licking it all over. I tried not to concentrate on the pleasure and resumed my now furious licking of her pussy. She raised her legs up to angle herself at me. With my hand I squeezed her firm buttocks, spreading her flowing juices all around.
I could stand it no longer that so much of my dick was outside of her mouth. I pushed forward, fucking her mouth. My first few thrusts were restrained and tender, but soon I rammed my cock right down her throat. With her head tipped back, it was easy for her to swallow and she didn't seem to mind -- she was clearly no stranger to giving head. She wrapped her legs around my head, squeezing it to her pussy. Only my tongue could move, which somehow managed to carry on flicking her clit. She bucked her hips and started to tense her whole body and let out a high pitched whine. Then I stopped, with her seconds away from her orgasm. As much as anything, this was a control thing, but I also really wanted her to cum on my cock. I pulled my dick out of her mouth and flipped her around so she was on all fours with her pussy towards me.
"Have you ever had a cock this big?!" I growled at her.
"Just put it in! I can take anything you've got!" she hurriedly replied. This sounded like a challenge...
I pushed the tip of my throbbing cock against her pussy lips. I held it there, enjoying the anticipation of being inside her. She made the first move and rocked backwards, forcing herself onto my solid member. It stretched her tight. For a second it wouldn't fit in, but I pushed roughly and it slid in, helped both by her saliva covering my organ and the wetness of her own. Within a few thrusts I was all the way inside her. Her jaw had dropped and she was breathing heavily. I gripped her petite hips and pulled her back onto me. My pumping quickened. She was moaning loudly and I felt her juices running down onto my balls. The wet squelching sound accompanying every thrust was mind-blowing. I reached forward to pinch her nipple with one hand. I cupped her young breast in my hand as squeezed. I gave her a series of really hard thrusts which sent her over the edge. She gave a moan that sounded as much one of relief as pleasure. I felt her pussy tense and squeeze my dick while her hand reached back to push me out of her. She flopped forward onto the bed and breathlessly said "that was fucking amazing... just give me a minute...".
I had no intention of giving her anywhere near a minute. I pulled her back so her butt was hanging off the edge of the bed. I got on my knees and pushed my tongue through her ring. She gave an annoyed moan, as if to say Please Don't, but had nowhere near the energy to follow it up. Instead she obediently cooperated as I worked first one, then two, then three fingers up her glistening asshole. So as not to be totally selfish, I reached into a low drawer by the bed where I found vibrator my ex-wife had left. She perked up when she heard the buzz as it came on. I simultaneously rested it against her nipple with one hand, while my other directed my hard cock towards her puckered hole. I moved the vibrator down her body until I found her clit. She moaned happily and I took the opportunity to push forwards. My wide member entered her butt slowly. It was much tighter even than her pussy had been. I sighed satisfiedly and began pumping her butt. I was already close to climax, but tried to hold it off. The relentless buzzing on her clit almost took her mind off the discomfort of what I was doing to her.By now, however, I cared little for how she was feeling. I let her take the vibrator and continue on herself, while I used both hands to get really push into her. I felt my orgasm welling up inside me. My fucking got harder as the feeling in my cock increased in intensity. Her own moans got louder as she too approached her second orgasm. As one, we both came. She screamed and thrust the vibrator deep into her pussy. I felt it on near cock inside her and it was too much. I let out a rough yell and stood up sharply, lifting her clean off the floor. Her orgasmic scream turned to one of pain and she was practically impaled on my throbbing cock. I pumped wave after wave of cum into her before letting her back down. Once back on the bed, I grinded hard into her once more, pinning her to the bed. I kissed her neck and cheek before pulling out of her.
She said nothing to me after that. Just went to the bathroom to get cleaned up, got dressed and left, stopping only to kiss my cheek as she passed. I guess she discovered she couldn't take whatever I had... I felt slightly guilty for being so rough with someone so young, but it had been one hell of a fuck.