I used to hitchhike around England for something to do on weekends. On one such trip, I was picked up by a man in a sports car, a rare two tone pale blue Austin Healy 3000. As he drove, he told me his name was Jeff, I told him mine was Mark, we continued to chatted about things in general, when he asked me to open the glove box and take a look inside.
When I opened it, all I saw a magazine folded in half. ‘Go on, take it out Mark and have a flick through the pages’ he said, and as I lifted the magazine out I saw that the front cover had a picture of a woman, sucking a man’s prick. Blushing, I began flicking through the pages, as I looked at a picture of a woman squatting on a table, legs spread wide showing a clear view of her open pussy, my prick started to grow hard. One page had a set of images showing a man wanking in front of a woman’s face, the first image showed her sucking his balls into her mouth, in the next one, she had her mouth open and was licking the swollen head of his prick, and the last shot, showed his cum dripping over her face.
Jeff smiled at me, and asked ‘Ever done that Mark?’ I blushed, saying ‘No, I’m still a virgin, haven’t even kissed a girl yet, never mind seen a pussy or had sex, but it looks like fun.’
As we drove on, he put his hand on my leg and started stroking my upper thigh through my jeans, asking if I liked what he was doing. I was getting hard as his fingers moved up over my crotch, and I looked at him, saying, ‘Yes, it feel nice.’ His finger started to press firmer over the outline of my hard prick when he said, ‘Why don’t you take your prick out Mark, I can stroke it for you if you like.’
I thought about it for a moment, and as his hand gently squeeze me through my jeans, I began to undo my belt. But before I could pull my zip down, Jeff slowed down, turned into a quiet lane, then into a field, and reversed parked the car behind high hedge before turning the engine off. Climbing out, he turned to me saying ‘It will be easier for us to undo our jeans if we got out.’ Then Jeff motioned for me to stand next to him at the back of the car and as he opened the lid of the boot, said ‘Now we can’t be seen from the road or gate.’
He began to undo his belt, nodding with his head that I should do the same and as I undid my jeans and took out my prick, Jeff leaned into the boot picking up a small bottle. He said it was lube and it would make us both hard and easier to stroke, then unzipped his jeans, letting them drop to the ground around his ankles. I looked across and saw his prick. It was huge, and thick. I remember seeing a few prick in the showers when I was still at school, but nothing like what I was looking at now.
I look up at Jeff smiling at me, and even though I was no where near his size, his smile showed me he approved of what he saw. Opening the bottle, he took my hand and showed me how to spread it over his shaft and balls, and then how to stroke him, by pulling down on the foreskin and holding it tight at the base. Jeff spread his legs telling me to put some lube on my finger and spread it over his arse, and as I touched his hole, he moaned and pushed back letting my finger slide in. ‘Run your finger along the ridge till you can feel a small lump Mark, like a walnut in size, then press against it and massage around it’.
I had never touched another prick before, never mind a hard one with a deep purple colour swelling head leaking clear fluid I knew was not piss. It all felt strange, almost surreal and yet exciting at the same time. Here I was, having my first sexual experience with a male, in a field, wanking a total stranger, with my finger buried in his arse.
Jeff turn sideways to me, moaning as he told me to keep stroking, keep fucking his arse with my finger, then he stiffened and I could feel his prick throb against my fingers and felt it swell in my hand. He pushed his hips forwards, trapping my finger in his arse, and as I pulled his foreskin down on the shaft and held it tight at the base, just like he’d shown me, then let go and watched as Jeff started to cum. To this day, I have never seen anyone cum so much, he just kept shooting, more and more.
When he started to relax, I was able to pull my finger out of his hole and felt his prick soften a little. I ran my fingers up his shaft, slowly squeezing as I moved up to the head, and with cum dripping from the eye, I ran my hand over the tip, making him shudder. I was curious how he tasted and brought my fingers, now covered in his cum, to my mouth and licked them clean. It tasted ok, nothing special, a little bland if anything, but it was my first taste of cum. I looked at him and smiled.
Jeff smiled back at me, reached for the lube telling me to spread my legs so he could slide his hand between my cheeks. He touched my rear entry with a lube cover finger and I immediately felt a warm sensation spread it over the hole. Then he rubbed lube over my balls and shaft, and after pumping me a few times I began to throb in his hand. ‘Can I suck you,’ he asked, but before I could say anything, he dropped to his knees, put me in his mouth and began to suck me, pulling me into his face, fucking his mouth with my hard prick.
I started to shake as I felt a new sensation, like I needed to have a piss. I asked him to stop, but he just pulled me deeper, and with his tongue rubbing against my head, I couldn’t hold on any longer. I began to tremble, then let go stream after stream of creamy cum, filling his mouth and throat as he swallowed.
Slowly let me slide out of his mouth, Jeff began to lick me clean and he smiled at me asking if I enjoyed that. Still shaking I nodded yes. My balls felt like they were on fire, my shaft throbbed hard and the head was still swollen and leaking. I had only even wanked myself a few times up to that point and dribbled a little cum. So I am certain there was something in the lube, because I have never been that hard or cum as much again.
Still kneeling in front of me, Jeff started to stroke me again and when he pushed his lubed finger into my arse, I began to get that same feeling as earlier and involuntarily started to shoot cum everywhere. It shot over his chest, arm and then over his face. I was still shaking when he asked if I liked his finger in my arse, I smiled back at him and yes it was very nice. I asked him what he had done do to make me cum so much, and what was in the lube. Jeff started to explain about my prostate and how, if you massage it, you can cum more and the lube he said, had an special additive that makes you stay hard.
Just then we heard a car coming down the lane, so we pulled up our jeans and got into the car, just in case, but after a few moments, it drove passed us. Turing towards me, Jeff asked me ‘Would you like to do more of the same Mark or perhaps try something new?’ I was still trembling, hard and leaking into my underpants, but I said, ‘Yes, but perhaps another time, it’s been a lot to take in for my first time.’ He understood and started the engine. Just before we drove out of the field, I leaned over, unzipped him, took him into my mouth, running my tongue around the head, like he had done to me. Almost immediately he was leaking onto my mouth, but asked me to stop, saying ‘I don’t want to cum on your mouth just yet, lets save that for next time.’ I sucked him one last time, drawing a drop of cum onto my tongue, and sat back, enjoying his taste and the experience.
A few weeks later, I was hitchhiking again, and Jeff drove past me going the other way, he slowed down, turned around and pulled up next to me. I climbed into his Healy and as we chatted, I leaned over and began to touching his crotch, his prick hardening every time I grazed my fingers over the outline.
Jeff moaned as I teased him and asked if I was interested in more of what we had already done or try something new. Before I could answer, he managed to unzip my jeans, had his fingers wrapped around my hard prick, gently stroking up and down the shaft. Running a finger over the tip and into the eye, I shuddered as I felt my balls shrink and cum begin to rise. He must have sensed my impending explosion because he stopped all movement till I stopped throbbing.
I looked over at him smiling at me and said, ‘Both, more of the same and perhaps something new.’ My prick throbbed and leaked over his fingers. Jeff slowly pulled them away and licked them clean, ‘Mmmmmm you do taste sweet Mark’ he said, ‘I am going to enjoy swallowing you again.’ We then drove back to his lockup garage, reversed the car in, closing the doors when we got out. ‘Mark, how do you feel about fucking my arse, but just before you cum, pull out and spray over my face and in my mouth?’ He asked. I looked at him for a moment, wonder what I was getting myself into, but I was also curious, so I said, ‘Yes, happy to try.’
We both stripped naked, and as Jeff sat down on a single bed that was up against the back wall, he slowly started to rub the same lube we had used before over my balls and arse and began to wank me slowly as he lubed up my shaft. I grew hard between his fingers.
Laying back on the bed, Jeff lifted his legs up in the air and over his head. Holding his cheeks opening, he begin explaining how I should fuck him. First put the head of your prick against my hole and slowly push in, until it slides past the inner ring, but don’t penetrate too deep initially, keep the head just inside the hole, that way it will massage my prostate. Then slide in a little deeper, pull back and massage the gland again, sliding in deeper each time until you are deep enough, your balls slap against mine.
Jeff then asks me ‘Mark, are you sure you want to try this, we can always wank and suck each other. Arse fucking is not for everyone.’
‘I am sure’ I said, and with that I start spreading a reasonable amount of lube on, and in, his hole, over his balls and onto his shaft. Slowly wanking him hard as I ran my fingers over my own prick. I moved closer, my prick like a rod of steel, and as I touched his hole, he gasps, pushed out, his hole opened and the head of my prick slid in. First a little bit, like he said, but then he moaned ‘Ohhh Fuck me, Mark, fuck my arse hard, go on fuck me deep.’
I began to stroke his prick in time with my thrusts. He pushes his hips up to meet me and very soon we were both getting very close. He must have felt me swell inside the dark chamber of his arse, because he moaned saying, ‘I want your cum in my mouth and over my face. Cum over my face Mark, cum on me.’
Those words were enough to take me over the edge and I quickly pulled out of his hole. He moved on so his head hung over the edge of the bed, and I straddled his face, aiming my prick at his open mouth. Geff reached up under me, his fingers still covered in lube, pulls me into his mouth as he slides two fingers in my arse, finds my prostate and pressed hard against it as he sucks. His mouth and fingers take me straight over the edge. Now buried deep in his throat, I throb and begin to cum. Stream after stream of warm cum flows into his belly as he sucks and fingers me while I shake as my orgasms take control.
After what seemed like forever, I stop pumping and fall forwards over him. Still shaking and trying to get my breath back, I feet his tongue push against my hole as his hands spread my cheeks open. ‘Relax, push back and open your arse for me Mark,’ he said, and suddenly I open and feel his tongue slide past my ring and lick inside. My prick throbs, cum still dripping from the eye as his hand wraps around my shaft and he begins to wank me. My legs spread wider, I push down on his tongue as it fucks my hole and soon feel a warm sensation rise through my toes, up my legs to my balls and I cry out I am going to cum again.
When he replaced his tongue with two fingers and begin to fuck my arse with them, I lose it and began to shooting cum over his belly and hard prick. Squirt after squirt covers his shaft and balls and as he wanks me dry, Jeff takes the last shot of cum in his mouth.
Still shaking, I leaned forward and started to stroke him. Geff spread his legs open and asks me to finger his hole. Pushing his hip up and opening his arse, I slipped a second finger in and began to massage either side of his prostate, feeling it throb between my fingers. Then I lowered my mouth onto his throbbing prick, close my lips over the swollen head, tasting his cum as it oozed from the eye, mixed with strands of my cum that covered his shaft.
He moans ‘Oh fuck Mark, your making me cum,’ and he starts shooting into my mouth. I tried to swallow as much as I could, but there was too much and it spills out over his balls. Like a crazed animal, I licked his balls, sucking cum from around his shaft, trying to get as much of it as I could in my mouth, tasting the two of us as I swallowed.
With my knees either side of his head, both spent, we slowly got our breath back before I managed to stand up next to the bed. Still laying there, Jeff looked up at me and asked could I piss on him, wash my cum of his face and prick. I looked at him and wondered what else he had in store for me, perhaps he wanted to fuck my arse or something. I said, ‘Maybe next time Jeff, I can’t just piss like that, I need to drink lots of water beforehand.’ He smiled and said, ‘Ok, next time.’
There was a wash basin in the corner, we used that to clean up, got dressed and he dropped me off close to my house. Sadly I never saw him again, even though I often used to hitch-hike the same roads we first met. I once borrowed a scooter and rode to where his garage was, but it was empty except for a wash basin and a single bed up propped up against the back wall. On the door was a sign, ‘For Lease.’
But I still had the memories of my first shared wank, my first blowjob, my first taste of cum, my first arse fuck and my first arse to mouth experience. Not a bad way to start your sexual adventures. Next in line were the ladies.