I’ve always had a reasonable memory, but I’m still unsure of exactly when my kinky journey started, or exactly what triggered me to go beyond fantasy.
There was no sex education when I was attending school in the 50s and 60s, so when I reached my teen years, my understanding of many things related to sex was hazy at best. Neither of my parents were comfortable talking about the facts of life to me or my siblings, which was strange, since they had four children, so those same parents had no problems with the sex act.
My earliest recollection of a sexual encounter was with my best friend. His name was Raymond, and we were about 13 or 14 at the time. We would often acknowledge to each other when we thought a girl was pretty, and occasionally we’d agree that an older woman was attractive. To us, of course, an older woman was any woman aged 18 or more, but I was keen on much older women.
I recall that at that time, I was besotted with our female art teacher, who was in her 20s, and our music teacher, who was in her 30s or 40s. I suppose the point I’m making here is that I didn’t find boys or men attractive in any way whatsoever, so I thought I was growing up normally.
To return to my first sexual experience, Raymond and I were out walking in the countryside, as we often did, if not out on a cycle ride. The dirt track we were on was narrow, running through a stretch of woodland, and about two miles from the nearest civilisation.
Raymond said, “It’s funny to think we’ve been friends for nearly ten years.”
“Have we really?”
“Yes, we met when we started school and got on well straight away.” He put his right arm around my shoulders, which was unusual, but it didn’t worry me. “You can put your arm around my shoulder, Stevie.”
It sounded like a perfectly reasonable suggestion, so I draped my arm across his shoulders.
As we continued strolling, he lowered his hand from my shoulder to my waist. A few minutes later, his hand slipped under my T-shirt, and his thumb or a finger hooked into the waistband of my sports shorts. We were dressed the same, but I had no desire to mimic him. I remember clearly that any interest I’d had in conversation had ended the moment he’d tucked his finger or thumb into my shorts. I was shy at the best of times, so my thoughts were in turmoil.
Without a word, Raymond next eased his hand inside my shorts and my underwear. He spread his fingers out and gently squeezed my right buttock.
“What are you doing?” I asked with a trembling voice.
“I want to feel your bum,” he said without turning to face me. “That’s okay, isn’t it?”
“Yes, I suppose,” I said, confused and intrigued.
We continued walking in silence again, and Raymond’s hand moved to my left buttock where once again, he squeezed gently. By this time, I wasn’t sure what to think or how I felt, but he was my best friend, so I didn’t stop him. It had to be something that best friends did sometimes.
“You have a lovely bum,” he said, still without turning to look at me. When I didn’t reply, he moved his open hand over the middle of my bum and eased a finger into the crack between my buttocks.
“Raymond, wha—”
“Shh,” he said. “You’ll like it if we stand still for a minute.”
We stopped in the middle of the narrow track, me with my arm around his shoulder, and him with his finger squeezed between my buttocks.
He wrapped his other arm around my waist. “Move your feet apart.” When I obeyed, wondering what pleasure I could possibly gain, he pressed his fingertip firmly against my bum hole. He next moved his other hand down into the front of my shorts and held my dick, which was probably about the size of one of my fingers. He closed his fingers around what was down there and smiled.
Raymond’s lips were close to my ear, and he whispered, “You can’t pretend you’re not enjoying this.” He prodded my bum hole gently with his finger a few times. “Since you’ve let me do this, when we get to the big park, I’ll buy ice cream for us. He was panting as he prodded and squeezed.
I gasped, “What if someone walks along here and sees us?”
“Okay, that’s enough for now,” he said, and removed both hands from inside my shorts.
It was half an hour with very little conversation when we arrived in our favourite park, and as promised, he bought us both ice creams, and we went to sit on a bench for a while.
He licked his ice cream and put a hand on my thigh. “I bet you wouldn’t like anyone to know what you let me do earlier.”
“No, I wouldn’t. Please, don’t tell anyone.”
“Okay, but remember, sometimes best friends do special favours for each other.” He licked his ice cream. “If you still want us to be best friends, I’ll buy us chocolate when we leave here to go home.”
I licked my ice cream and nodded. “I want us to stay best friends.” His parents were in good jobs, so he always had pocket money and regularly bought sweets, chocolate or ice cream. I didn’t realise that I was learning about sex, blackmail, and what would years later be called grooming.
*
It was the next weekend that my best friend would introduce me to the next step in his idea of doing favours for each other. On a Saturday, both of his parents were at work, and Donna, his 17-year-old sister, would be away somewhere with friends. He suggested that I go around to his house on my bike and we could go off on a cycle ride somewhere.
I arrived, leaned my bike against the fence in his garden, and went to the door.
“Come in, Stevie,” Raymond said, and closed the door behind me. “I can’t use my bike because there’s a problem with the gears.”
“We could go for a walk—”
“I’ve got a better idea.” He nodded towards the hall and led the way to his room, which I’d seen before. I shared a room with my brothers, so the idea of a room to myself was a dream for me. I went into Raymond’s room and stood looking around in wonder. This was a place where he could close the door and have privacy.
“What’s your idea?”
“I thought we could take a look through one or two of my dad’s dirty magazines.”
“Your dad’s dirty magazines?”
“Yeah, I know where he hides them. Wait here a minute, and I’ll fetch a couple.”
He returned carrying a bath towel and two magazines that were bright and colourful but only about half the size of a regular magazine.
I said, “What’s the towel for?”
“When I’m lying on my bed looking through these, I like to cover the duvet with a towel.”
“Okay,” I said, although I was mystified, and stood back while he spread the big towel and then dropped the two small magazines on top of it. I turned to him. “Why are you undressing?”
“You can only look at these with me if you take off your clothes.”
“Undress?” I was even more confused, and not sure I wanted to do that, even with Raymond.
He paused in his underpants. “Come on, I know you want to see those magazines.”
I felt my face warming, and looked from him to the brightly coloured magazines with the foreign titles. I could just about make out a semi-naked man and woman on the cover of one, and I pulled my T-shirt off. I tugged down my sports shorts and pulled off my socks. “Everything?”
“Everything,” he said, grinning, and started to pull down his underpants.
I half-turned away, pulled my underpants off and climbed onto the bed to lie face down.
Raymond was lying beside me within a few seconds. “I haven’t seen these two yet.”
“Have you seen others like them?”
“Yeah, there are some with men and women, some with two women, and some with two men.”
When I thought of a man and woman, it meant romance, but as for the other two categories, I didn’t know what to think, but I wasn’t about to tell my friend, who seemed to know a lot more.
Raymond turned the first page, and it showed a man and woman sitting on a sofa fully clothed. The opposite page showed the same couple, but they were embracing and kissing. The dialogue in the speech bubbles was in a foreign language, so it didn’t make any sense to me.
I said, “How are we supposed to know what they’re saying?”
Raymond laughed. “You’ll soon see that it doesn’t matter what they’re saying.” He turned the page, and things became more interesting. On the left page, the couple were in their underwear, and seeing them like that reminded me of my mum’s catalogue, which I enjoyed flicking through. It was the only time I’d seen a woman partially undressed.
When Raymond turned the next page, I wasn’t sure why, but the images stirred something deep inside me. I stared in wonder at the couple who were naked. They were embracing and kissing, but the woman was holding the man’s big cock. I could even see veins on the part not covered by the woman’s fingers. The man, meanwhile, had one hand at the junction of the woman’s thighs, and instead of a cock, she had a slit. I’d never seen a naked woman, but again, I said nothing.
Raymond said, “I’ll turn the pages, but you’ll have time to get a good look at the action.”
He turned the next one, and the woman was lying back on a bed with her legs wide apart and using her fingers and thumbs to squeeze her nipples. Her breasts were huge. The man was kneeling with his head between her legs, and while holding the folds of flesh of her slit open, he was sticking his tongue inside her. On the next page, the woman had the man’s cock in her mouth, and on the next two pages they were performing what I later learned was a sixty-niner.
After gazing at each scene and turning the pages, most of the second part of the magazine showed the couple fucking in a number of positions. I was amazed to see the man licking the woman’s bum hole and slipping his finger inside it, so the entire story in the magazine was mind-boggling for me. I didn’t fully understand what I was looking at, but something in my brain liked it. There was a definite, pleasant sensation between my legs. I was unconsciously working my hips.
Raymond whispered, “It’s good, isn’t it?”
“Yes,” I gasped, and tried to stop rubbing myself on the towel under us. “Where are these from?”
“My dad brings them home, and I overheard my mum telling him not to hide his disgusting magazines under the bed, which is how I discovered them when I was at home alone.”
“Are they all like this?”
“They all have the same detail, but as I said, some are couples, some are men, and others are women, or groups of people.” He pushed the first magazine away and pulled over the next one.
I said, “This one won’t be as good because it looks like a picture story of two young men.”
He grinned. “We won’t know until we look, and you can turn the pages in this one.”
The first page showed a dark-haired man and a blond man sitting on a sofa fully clothed, drinking and chatting. On the second page, they were partially dressed, embracing and kissing. I turned the page eagerly and stared in disbelief.
“Wow.” I was having difficulty believing my eyes, because I’d only just worked out the male and female interaction, and now I stared at the two young men lying on a bed together. The dark-haired guy was on his back with his legs wrapped tightly around the waist of the blond man, who was lying on top of him, kissing him.
“Turn the page,” Raymond said. “Unless you like those pictures too much.”
I turned the page and stared at the two men in a new position. The dark-haired man was lying face down, like us, with his legs apart. His buttocks were being stretched apart by his blond friend, who was kneeling between his legs. On the next page, the blond was dribbling saliva between his friend’s buttocks onto his bum hole. Once again, I didn’t know what to think.
I wasn’t aware of the hand on my bum until one buttock, and then the other, were gently squeezed. I realised that my friend might be leading up to what he’d done when we’d been out walking in the countryside, but this time we were naked, and on his bed with no witnesses. I told myself it would be okay, because the last time, Raymond promised he’d never hurt me.
“Move your legs apart,” Raymond said. “We have to try that.”
“No, please,” I said, panting and rolling over onto my back to stop him.
He climbed on top of me. “Okay, we’ll do the first position. Wrap your legs around my waist, and hold me tight.” He smiled and started to work his hips to rub himself on me.
When I felt our small cocks being squeezed between our bodies, and against each other, it gave me a thrill, and I couldn’t resist bringing my legs up to wrap them around Raymond’s waist. Just as I was wrapping my arms around him, he leaned into me and began rubbing more firmly. His lips brushed my ear, and he was panting heavily. When he tongued my ear, it added to the excitement, and then he reached down and touched my stretched bum hole with a fingertip, and it was heaven.
“Raymond … Raymond … I think … I’m gonna ….”
He laughed quietly into my ear and teased with his tongue again as he rode my body with his.
“Ray—” A wonderfully intense sensation went through me, and my little cock spurted fluid.
“You’ve come,” he gasped in my ear.
“I what—”
“Now you have to lie face down like the guy in the magazine.”
“Why—”
“I haven’t had my fun yet, so just do it, and … turn the page.”
I turned over, having glanced down at the sticky mess on my belly, and when I was face down, I turned to the next page. “No, you can’t do that to me—”
“It’s okay, I won’t put it inside you … I’ll just use your buttocks.”
I stared at the next page, which showed clearly that the blond man had the tip of his cock rubbing his friend’s bum hole. On the opposite page, he had his entire cock inside the other man. Once again, while I’d been preoccupied by the magazine, I wasn’t thinking about my best friend’s intentions. I felt something wet between my buttocks, repeatedly pressing against my tight little bum hole. I wasn’t worried because I thought it was Raymond using his finger again.
“Keep still,’ Raymond panted, and leaned his whole weight on my back as he rode my bum, and he was gripping my shoulders with both hands. He continued for a few more minutes and then nibbled my ear and sighed, which was at the same time as me feeling something wet and sticky between my buttocks. He got up and suggested we go to the bathroom and clean ourselves.
When we returned to the bedroom, I didn’t know what to say, and I hadn’t spoken since he’d come over my bum hole, but he was busy telling me that there were other things we could try. He said his 17-year-old cousin, Peter, had done some things with him, and we could try some of those things during the remainder of the summer holidays. He must have thought it was reassuring to tell me that his parents and sister were often away from the house at the same time.
Towards the end of the school holidays, we only got together at his house a couple of times, but just as he suggested, we did some of the other things his cousin had done with him.
About two weeks after the next school term started, Raymond’s family mysteriously moved away without telling anyone why or where they were going.
As I slowly got accustomed to school life and my private time without my best friend, I often wondered about the things we did together, and what people might say if they knew. I decided in the end that I’d put it all out of my mind, because none of it was important, and Raymond had, at least, kept his word, because whatever we did together, he never hurt me.
I was 17 before I became more worldly-wise and started going out with girls. I didn’t expect to repeat anything Raymond and I had done when we were experimenting, but I was wrong. It would be a few years, however, before the memories of my fun and games with my best friend returned.
Over the years, I often wondered whether Raymond’s fun with me influenced my future.
***
Katya Cumming Erotica 