Family Holiday

I had known I was gay since I was thirteen. It sort of came naturally to me, over the course of about a year. Seeing boys in the changing rooms at school, half naked, was the main trigger point. Life was easy for me. I lived in a small rural village in the countryside, a nice house, and a large garden. My only worries were getting up in the cold dank morning to catch the bus along the icy country roads, the usual for a teen my age. I had a bit of bullying, moved school. That was tough for me, but not something I could not handle.

It was a few months after I turned 18 that we went on a family holiday with some family friends. There were eight of us in total. Me, my brother, and my parents along with their family of four, with Emma and her older brother Henry and their parents. Henry was my age, eighteen, and Emma was sixteen. We stayed in two little cottages just next door to each other with a beautiful view of the bath canals, and a slight breeze from being on top a hill.

One day, we all decided to head out to a restaurant. It was cold, middle of November, and we were all wrapped up in thick jackets with woolen gloves. I ended up walking next to Henry. He was taller than me by about three or four inches, although he did wear shoes with raised heels. He had perfectly kept sandy blonde hair, with a streak of white at the front which he had had ever since we were just kids, and his skin a smooth frosty white. He was always the fashionable friend. Designer jacket, genes, glasses with no lenses. He would make me look like I had just walked out the sewers.

We ate our meals. I had sat opposite Henry on the table, next to his sister. Me and Emma had always been close. We would film funny and stupid little movies together as kids, and joke around even now about the time she fell into the river Thames from a boat. In many ways, she was part of my family.

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We headed home in the end, skipping out on desert. I walked next to Henry again along the icy cobble pavement and we chatted about video games a bit before we arrived back at our cottages. Their family ended up coming round our cottage for a glass of wine and a chat, while me, Henry Emma, and my younger brother Seb went into the kitchen to get some drinks. I settled on a glass of coke, while Henry made himself a small coffee. Eventually, we got bored from sitting downstairs, so me and Henry headed up to my bedroom to watch a movie. We both laid down on my bed and got comfy.

We must have been about halfway through the movie when I felt something against my leg. I glanced down to see that Henry had rolled on his side and his leg was touching mine. I looked at him. He was staring right at me, his crystal blue eyes piercing through my own. I quickly glanced back at the TV pretending nothing had happened and concentrated hard on the movie. Eventually, the movie finished, and Henry headed back to his cottage to sleep for the night, as did I in my own bed.

I woke up the next day to the sun beaming through the skylight above me. Still half asleep, I took a sip of my water and tried to process what had happened the night before. Had he made a move on me? While I might have that stereotypical "gay voice", I was still very much closeted to everyone, so even If he did make a move, he was taking a massive risk. What if I was not gay? "He probably just rolled over and touched me by accident" I thought.

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  • first-time
  • friendship

We ended up going on a bike ride that day along the canals of bath and over the aqueducts. It really was just as stunning as it is shown to be in paintings and pictures. The cool country wind whipping through my hair as I cycled under the leafless trees made me feel alive. Eventually, we arrived back at the cottages. I immediately stripped and got in the shower. I poured soap on my hair and ran soap down my body to my butt. There is nothing better that nice warm shower after being outside in the fresh winters air. Eventually I finished up and dried myself off with a towel and pulled on some boxer shorts and hopped onto the bed. I slowly closed my eyes and drifted off into a deep sleep.

"Hello" I heard. It was Henry's voice. I opened my eyes feeling refreshed after the kip. I looked around the room, Henry was stood at the door, his lean muscular figure cast a shadow onto my bed. "I was just wondering if you wanted to watch another movie" he said. I was not going to blow my shot this time.

"Sure, what were you thinking" I replied. I could feel the butterflies in my stomach, but I took no notice.

"I don't know, let's just see what's on Netflix" he said. He came and laid down next to me. He was wearing shorts this time, I guess our cottage must have been too hot.

We eventually settled on a movie and sank into the spongy mattress. "I'm feeling a bit chilly" he spoke with a sensual tone to his voice, "Would you mind if I got under the covers?".

At this point, I knew what was coming. "of course you can" I replied without hesitation. He slowly moved his legs up and under the duvet, and I felt a waft of cold air filling the covers as he did so.

We remained like that for a short while, relaxing in the warmth. I could feel the heat from his body where I was laying, radiating out from his muscular, now exposed chest. His hand worked its way slowly round the back of my head, and as if we were both on autopilot. we turned to face each other. I admired his face in a way that I had never seen it before. His perfectly sculpted jaw line and straight white teeth, his ocean blue eyes looking back at me. Slowly, we leaned into each other and he started to caress my lips with a steady rhythm, and he pushed his hips forward until I could clearly feel his penis through his shorts pushing on my leg. We leaned in for the kiss, his warm moist breath flowing all over my face.

It was dream like. Something like this had only ever happened in my wildest dreams. His tongue slivered its way into my mouth, and before I knew it, we were engaged in full French kissing. I could feel his heart beating in his chest, it was beating fast and his breathing was accelerating. He pulled me in tighter and rolled over with me on top. I reached my hand down beneath the covers and slipped his shorts down. His now rock-hard penis had already started leaking precum from the head, lubricating my chest. I grabbed it with confidence and started to slowly massage him, his dick pulsating in my hand.

As if it was a choreographed dance, he carefully rolled me onto my side and pulled down my boxer shorts. "I've wanted to do this for a loooong while" he said, to which I did not reply. He gently lifted the covers off both of us and moved into a 69 position. Seeing his penis right in front of my face was nearly enough to make me cum. Its perfectly shaped head hung there begging for more. I clenched tightly to his cock and slid it into my mouth. I was not going to go easy on it. I moved my face closer and closer, until I felt it rubbing against the back of my throat. He let out a small moan of pleasure.

What came next caught me completely off guard. Just as my lips began to touch the back of his penis, he slipped his warm, saliva coated tongue into my ass. I let out a small yelp as a wave of pleasure flowed through my quivering body. I'd never felt anything as nice as this before. He began to slide it in and out, sucking on my hole as he did so. It felt incredible. His large cock in my mouth, and his tongue in my hole.

"Please, give me more" I moaned, in a trance like state. Obediently, he rolled me onto my side once more, and started to slowly rub his precum coated dick over my now saliva lubricated ass, teasing me more and more "Put it in, please".

He began to move his slippery, rock hard penis down to my hole. I could feel it massaging my ass down there, and he very slowly started to push it in. It felt amazing. I could feel his precum leaking inside of me, and my insides pulled tight, pulling him in. He began to make thrusting movements, which I welcomed. His thighs hit into mine, and an audible slapping noise filled the room, and waves of pleasure fluctuated throughout my body. He began to speed up, each thrust more pleasurable than the last. I could feel my penis getting ready to ejaculate. He let out another moan.

"I'm going to cum inside you" he barely said, desperation filled his voice. Suddenly, we both began to shoot our loads. I could feel his spunk filling me up as he pushed his cock as deep as it could go, pulling me tighter and tighter from behind all while his penis throbbed and pulsed inside of me. We both moaned out loud like animals. My cum was shooting over the covers as his filled me up. I barely knew what was happening. I was so lost in a sexual trance that I could not think straight.

We stayed in that position for some time as we caught our breath. He hugged me tightly and ran his fingers through my hair. He slowly pulled his penis out from my ass, letting cum drip onto the duvet covers bellow. "I've never cumed that hard before" he whispered. "Me neither" I replied, my voice still shaken from the orgasm. Before anyone else saw us, we showered together, our penises touching as we rubbed soap other each other's bodies and rinsed the cum off our selves. We dried off and kissed once more before he pulled on his clothes and headed back to his cottage, leaving me in my room.

We had many other experiences that holiday, and many more after then, but they can all be saved for another time.

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written by dnamaster10

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