I remember when I was a young lad, I didn’t have any friends, so I used to hitchhike around England for something to do on weekends. On one such trip, I was picked up by a middle-aged man in a sports car, a rare two-tone pale blue Austin Healy 3000. As he drove, he told me his name was Jeff, and I told him mine. We continued to chat 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 was a magazine folded in half.

“Go on, take it out and have a flick through the pages”, he said, and as I lifted the magazine out, I saw the tittle “Ladyboy Delights” on the front cover and a picture of a woman, sucking a man’s prick. I began flicking through the pages, blushing as I looked at a picture of a woman squatting on a table, legs spread wide showing a clear view of her balls swinging free under her hard prick. Another page was the same pose but from behind and she was holding her cheeks wide open so you could see her dark arse hole.

One page had a set of images showing a man wanking in front of this woman’s face, she had her mouth open and was licking the swollen head of his prick, the next showed her sucking his balls into her mouth, the last shot showed cum dripping over her face. Very risqué for that period.

Jeff smiled at me, and asked “Ever done that?”

I blushed, saying “No, I’m still a virgin, haven’t even kissed anyone yet, never mind seen a pussy or had sex, but this 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 feels nice.”

As his finger pressed firmer over the outline of my hard prick he said, “Why don’t you take your prick out, 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, reverse parking the car behind high hedge and turned the engine off. Climbing out, he turned to me saying “It will be easier for us to undo our jeans if we got out of the car.” Then Jeff motioned for me to stand next to him at the back of the car and opened the lid of the boot, saying “Now we can’t be seen from the road or gate.’

He then 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 and picked up a small bottle. He said it was lube and it would make us both harder and easier to stroke, then unzipped his jeans, letting them drop to the ground. I looked across and saw his prick. It was huge, and thick. I remember seeing a few pricks in the showers at 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 nowhere near his size, his smile showed me he approved of what he saw. Opening the bottle, he asked me to spread some of the lube over him. He took my hand and showed me how to spread it over his shaft and balls and then how to stroke him. Jeff spread his legs and told 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 so my finger could slide in. “Run your finger along the ridge till you can feel a small lump, like a walnut, press against it and massage around it.”

It all felt strange, almost surreal and yet exciting at the same time. I had never touched another man before, never mind a hard prick, the head swelling a deep purple colour. Yet here I was, having my first sexual experience with a man, in a field, with a stranger, my finger in his arse, wanking him, my own prick, hard as steel wanting release.

Jeff turns 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 finger and felt it get swell in my hand. He pushed his hips forwards, trapping my finger, and as I pulled his foreskin down on the shaft and held it tight at the base, just like he’d shown me, 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 and it wasn’t mine own. I looked at him and smiled.

Jeff smiled back at me, reached for the lube telling me to spread my legs making room for his hand to slide between my cheeks. He touched my hole with a lube cover finger and I immediately felt a warm sensation spread it over the hole. Then he rubbed the 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 as his tongue rubbed 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 was a very late started where sex was concerned, I had only even wanked myself a few times up to that point and dribbled a little cum. But I am certain there was something in the lube, because I have never been that hard since.

Jeff started to stroke me again and I began to get that same feeling as earlier, and when he pushed his lubed finger into my arse, I involuntarily started to shoot cum everywhere. It shot over his hand, arm and when he directed my prick up towards himself, all 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 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 cum more and the lube he said, had an additive that makes you stay hard.

Just then we heard a car coming down the lane, so we quickly pulled up our jeans and got into his car, just in case, but after a few moments, the other car drove passed us. Turing towards me, Jeff asked me “Would you like to do more of the same 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, but just before we drove out of the field, I leaned over, unzipped him, took him into my mouth, and ran my tongue around the head, like he had done to me. Almost immediately he was leaking onto my mouth. Jeff asked me to stop, he didn’t want to cum in my mouth as he wanted to save that moment for next time, so I sucked him one last time, drawing up a big drop of cum onto my tongue, sat back, and enjoyed his taste and the experience.

A few weeks later, I was hitchhiking again, and Jeff drove past 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 and 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, I would like to do both, more of the same and perhaps something new. My prick throbbed and leaked over his fingers. Jeff slowly pulled them away and sucked them clean, “Mmm Mmm you do taste sweet,” he said, “I am going to enjoy swallowing you again.” He then drove back to his lockup garage, reversed the car in and when we got out, he asked how I felt about fucking his arse, but just before I was going to cum, pull out and spray over his face. I looked at him for a moment, wonder just how dirty he wanted to get, but I was also curious, so I said, I was 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 as he lubed up my shaft, began to wank me slowly as I grew hard between his fingers.

Lay back on the bed, Jeff lifted his legs up in the air and over his head. Holding his cheeks opening, Jeff begins explaining how I should fuck him. First put the head of my prick against the hole and slowly push in, let it slides past the inner ring, not to penetrate too deep initially, but to keep the head just inside the hole, that way I will massage his prostate with my prick. Then slide in a little deeper, pull back and massage the gland again, sliding in deeper each time until I am deep enough, my balls slap against his.

Jeff, once again asks me “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 hard shaft. Slowly I wanked him as I ran my fingers over his shaft. Then I moved closer, my prick like a rod of steel, and as I touched his hole, he gasps, pushed out, his hole opens and the head of my prick slide in.

Jeff holds his legs up, and I begin 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 his dark chamber of his arse, because he moaned and said, “I want your cum in my mouth and over my face.”

Those words were enough for me and quickly pulled out of his hole with a loud pop. He moved so head hung over the edge of the bed, I straddled his face, then aimed my prick at his open mouth. Jeff 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. 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 and I shake and spray 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,” he said, and suddenly I open and feel his tongue slide past my ring and lick inside my arse. 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 wide, 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 lost it and began to shooting cum over his belly and hard prick, squirt after squirt covers his shaft and balls, 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. Jeff 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 as I lowered my mouth onto his throbbing prick, closing my lips over the swollen head, tasting his pre cum as it oozed from the eye mixed with strands of my cum that covered his shaft.

He moans and he starts shooting into my mouth. I tried to swallow as much as I could, but there was too much and it spilt out over his balls. Like a crazed animal, I licked his balls, sucking his and my cum from around his shaft, trying to get as much of it as I could in my mouth, tasting the two of us as the cum mixed in my mouth.

With my knees on either side of his head, both spent, we slowly got our breath back before I managed to stand up next to the bed. Still lying there, he looked up at me and asked if I would piss on him, wash my cum off 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 do something else. I said, “Next time, I can’t just piss like that, I need to drink lots of water beforehand.” Besides, I was totally spent. 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 drove me back to where he picked me up.

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 against the back wall. On the door was a sign, “For Rent.”

Disappointed, and strangely hard, I wanted to go inside, pull my pants down and wank into the basin, but thought better of it. But I still had the memories of my first shared wank, first blowjob, first taste of cum, first arse fuck, first arse to mouth and my rimming experience. I then rode to the field where Jeff and I first played, and yes, I took off my trousers and wanked. I also pissed on the same spot we both once stood. Not a bad way to start your sexual adventures. Next in line were the ladies.