Losing My Virginity
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Losing My Virginity free porn video
Losing your virginity is a moment in life that no one forgets. At sixteen, I had been going through puberty later than most, certainly later than a lot of my peers.
I attended an all-boys school in south-east London, and in the first three or four years, I’d been self-conscious about getting changed for PE lessons because of my lack of pubic hair and small genitals, but by the age of sixteen, I had developed into a proper teenager who was growing a great body; however, I had no confidence where girls were concerned. I’d kissed a couple, awkwardly, at parties or as a dare, but the idea of sex was only in my mind when I masturbated.
My best friend was Alan, and he lived about a couple of miles from me in a large house, in a much better neighbourhood than mine.
During term we spent a lot of time together at school, but in the school holidays we sometimes found it difficult to meet up, because he was shipped off to stay at his grandparents' house in Canterbury while his mum worked full-time.
However, in that particular summer, I was invited to his house to stay for three days at the start of the holidays, before they all went off to Cornwall for their two-week vacation.
With the usual warnings from my mum about 'behaving myself', I was delivered to his house with my bag of clean clothes and washing stuff.
Greeted by his mum, I briefly acknowledged her, and thanked her, before Alan took me upstairs to his room with its twin beds. I knew the house well from previous visits but didn't know that an aunt, Jackie, from up north, was staying for a few days. We rushed past her on the landing as we sought refuge in his room. However, I did have time to register that she was a shapely blonde, a year or two younger than Alan's mum, and just as attractive. At sixteen, in those days, the only pornography was ‘top shelf’ magazines that teenage boys hid under their beds, and Aunt Jackie was attractive enough to be in one of those.
Alan told me we'd be introduced properly at tea, and anyway, she would be 'looking after' me the next morning while he was being taken by his mum to a 'work experience' interview in the west end of London. It was something that had been arranged at short notice.
The rest of the afternoon passed quickly, and when the four of us sat down to tea I found I was sitting opposite Jackie.
She was quite amusing in an irreverent sort of way. Much to the apparent disapproval of her older sister, she constantly made sexual innuendoes about anything, and everything. Both Alan and I found it refreshing, because we were still treated as though we were much younger by our respective parents.
Jackie had large blue eyes, ample breasts and shapely thighs, shown off to advantage in her sixties mini-skirt. My eyes kept sneaking glances in her direction throughout tea. It was one of those 'glances' that Jackie noticed, and when I looked at her again, she held my stare, making me blush cherry red.
For the rest of tea I avoided looking in Jackie's direction, but when we'd finished eating, and Alan and I were anxious to return to his room, she made a point of remarking, "Tom, don't keep Alan up too late, he has an early start in the morning. I'll probably let you sleep in, in the morning, there's no hurry for either of us."
Alan and I amused ourselves for the rest of the evening, looking at his hidden magazines from under the bed, giggling a lot, until it was finally time for bed, rather earlier than we both wanted. Alan needed to be up at the crack of dawn to catch the train with his mum.
I slept well, and only muttered a muffled, "Goodbye and good luck," to Alan from under the bedclothes as he left to go downstairs. I must have drifted back to sleep, and the next thing I was vaguely conscious of was a toilet flushing, and someone moving about along the corridor.
Of course, I remembered that Aunt Jackie was left behind to 'look after' me for the morning.
I lay there in that semi-conscious state we all enjoy if we have nothing immediate to get up for. My mind drifted, and I was aware of being semi-erect, which was always a regular occurrence throughout my teenage years. I was thinking of Aunt Jackie, and the magazines, and the idea of a mature woman with her body, and whether she enjoyed sex. She was divorced and maybe she hadn't had sex for a long time. Did she have a boyfriend?
I found myself squeezing my cock and it becoming harder. In fact, it was very hard. I reached under the bed and shuffled through a few pages of one of the magazines until I found a blonde who vaguely looked similar to Aunt Jackie.
I strained my hearing to see if I could work out whether Jackie had gone downstairs or was still in her room. I didn't want to be caught wanking.
I decided it was okay, and pushed the bedclothes and my pyjama bottoms down. As I leaned on one elbow to look at the photo of the blonde, my cock stood upright while I slowly slid my hand up and down the shaft. I soon half-closed my eyes and my hand moved faster. It was always a mental decision to slowly build or to quickly release the sexual tension. I remember this was an urgent need. My hand was gripping the shaft firmly, but each rise and fall it rubbed the sensitive head, and in just a minute or two a jet of semen spurted into the air and backwards onto my stomach, followed by another, and then another. The release was so good, and I lay there, breathing deeply, the rest of my ejaculate oozing over my thumb and pubic hair.
Reaching for my handkerchief, I heard the sound of feet passing the door, which was open by a few inches after Alan had left.
Had Jackie heard me wanking? Had she heard the inevitable grunt I had uttered when I came? Indeed, had she been watching through the gap in the door?
Of course, these were teenage fantasy thoughts, and she’d probably been totally unaware, and unconcerned.
I quickly cleaned away the evidence of my wank session and put the magazine back under the bed before sitting up. I realised that Jackie was showering in the bathroom, so I waited until she’d padded her way back to her room before gathering my wash-stuff and towel, and peering around the door to see if it was clear.
I walked quickly to the bathroom, passing Jackie's bedroom door, noticing it too was ajar, but I kept my eyes straight ahead, and I knew, with a distinct smell of spunk on my body, I definitely needed to shower.
At sixteen, although it may seem strange these days, shyness with all girls was a worry, let alone older women that I barely knew, but teen boys have vivid fantasies, mostly those that don't come true. I was very much out of my comfort zone, but somehow I remember enjoying the apparent thrill of being alone in a house with a relatively unknown woman.
I showered, stared at myself in the full-length mirror, and felt refreshed. Wrapping the towel around my waist, I made my way back to my room.
On the way, I slowed as I passed Jackie's bedroom door. It was partly open, and I dared to look in. Amazingly, in the mirrored wardrobe doors on the left, there was a reflection of Jackie sitting on a stool in front of the dressing table drying her hair.
I couldn't help taking a step back to get a better view. She was dressed in just a bra and panties, a cerise colour. I stood frozen to the spot taking it all in. I was trying not to move, not to breathe, not to make a sound.
But Aunt Jackie had seen some sort of movement in the double reflection of dressing table and wardrobe mirrors.
"Tom, naughty boy!" she shouted out, almost mockingly.
I'm not sure what I replied. A stammering, muttered apology. Something like "I'm so sorry, I didn't mean..." but I didn't finish the sentence.
"Hey, don't be a silly boy, come back here," she called, as I walked on quickly down the corridor.
I was frozen in mid-stride yet again.
"It's OK, I really didn't mean to spy," my speech was pretty garbled.
"I said come back here. I won't bite," Jackie's voice was assertive.
I slowly turned, clutching my towel around my waist, and my wash bag under my arm.
As I got to the door, she opened it wide, and stood there in nothing but her bra and panties. I must have been open-mouthed, and probably blushing, not knowing where to look.
"Don't be silly, come in. The house is empty. It's a good chance to get to know one of Alan's friends."
I slowly stepped inside the bedroom; it smelt like a totally feminine room. The waft of perfume, and there were so many dresses, makeup items, brushes, shoes all around.
The bed was dishevelled from her night's sleep. Jackie pulled the bedsheets roughly back into position and sat on the bedspread.
Almost inspecting me as I stood there, she asked if I was nervous, a strange question it seemed at the time, but I said, "Yes, I guess so."
I remember her saying, "Well, don't be. You’re almost a grown man. I can see that."
It was only then that I became aware of my cock beginning to press against the towel wrapped around me, and I realised what she was getting at.
Jackie beckoned me closer, and told me to sit on the bed beside her. I was almost visibly shaking, and there I was, sitting just a few inches from this semi-naked woman, not being able to take my eyes away from her cleavage, her thighs, her luscious lips.
Jackie, of course, was well aware of this; in fact, I soon realised that she must have been enjoying it. She stared at me with her saucer-like blue eyes, her mouth pouting, and half a smile that would have melted icebergs.
The moment of understanding had arrived, and it was Jackie who had obviously decided that my apparent innocence was going to be a thing of the past. She pushed the conversation a bit further.
"Tell me, Tom, do you like my body?"
I blushed deeply. "Of course I do... er... Jackie."
Saying her name out loud seemed to embolden me, and I clumsily added, "Who wouldn’t?"
"Then let me show you more.”
Slowly she reached behind herself and unclipped her bra, letting it fall into her lap, revealing two ample breasts and two pert, pink nipples.
Reaching forward, Jackie took my hand and placed my palm onto the nearest breast.
My whole body tensed as I held my breath, feeling the softness of her skin, and the hardness of her nipple against my fingers.
Her hand dropped down and rested in my lap, and a moment later she squeezed my cock through the towelling.
"My word, Tom, you're not a boy any longer!"
Half standing and leaning forward, Jackie pressed her breasts into my face. I managed to take a nipple in my mouth, but almost as soon as I'd started to suck gently, she lowered herself to her knees in front of me, pulling my face towards her, and kissing me on the lips. She probed into my mouth with her tongue. It was like heaven, making me get even harder.
Her hands tugged the towel apart, revealing my cock standing to attention, and I watched disbelievingly as she lowered her head, feeling a sensation that was totally new to me. The wet softness, and her tongue, which seemed to be so alive.
Jackie’s head moved slowly up and down below my chin. I heard myself gasping and moaning and wasn't really sure what to do next. I was gripping the bedsheets either side of me, glad that I’d gotten enough self-control after my wank in bed. I wasn't going to cum quickly, but I couldn't last forever.
Just as my resistance was slipping away, Jackie stood up. She slid her panties down right in front of me, revealing a closely clipped pubic area that seemed to emanate heat. She was in control, and with a shove she pushed me back on the bed and climbed astride me, with a knee on either side of my hips. Reaching behind her to guide me, she lowered her body down, and I felt myself enter her wet pussy. Her eyes closed, and as I looked up at her face, I heard her groan, "Oh fuck."
Her hips ground down against me, rotating round and round. She started to almost gurgle and to breathe faster, the gasping became louder, and I knew I was going to cum.
I remember gripping her thighs with both hands, and watching her breasts swinging above my face.
I couldn't hold on. The first spurt must have triggered her own orgasm. My cock was jerking deep into her, and her pussy seemed to grow very wet. I could feel a wetness soaking my balls as she shouted out, "Jesus!...Oh fuck... fuck... fuck...!”
I felt the last of my spunk seeping out inside her, as she collapsed onto my chest
"Was that really your first time?" Jackie finally whispered in my ear, breathing rapidly.
"Yes," I replied, "it’s never happened before.”
We fell apart, and we both realised what we’d done.
At that very moment, the phone in Alan's parents' bedroom started ringing.
Jackie quickly got up and went to their room to answer it. It was her sister checking if things were okay, saying that she and Alan would be home by 1pm.
When she returned I noticed that it was now just after 10am, and we were still glowing with what had happened between us.
Jackie started to say it shouldn't have happened, and began to apologise, insisting that no one would ever know, hoping that it was our secret. Strangely, she kissed me on the cheek, and we both got dressed and went down to have breakfast.
I remember the conversation being oddly polite, but there was an underlying electricity. I’d lost my virginity to this much older woman, and now I felt quite confident and emboldened.
Breakfast finished, we set about washing up, Jackie at the sink and me with the tea towel. I kept taking the plates from the draining board, and having dried them, placed them on the Welsh dresser. As I walked back each time to collect the next plate, I stared at Jackie's ass moving from side to side as she washed the dishes. My cock had already recovered its desire, and I looked at the clock. There were still two hours before Alan and his mum would get back home.
As I placed the last plate down, I walked over to Jackie, and pressing myself up against her ass, I reached around and cupped her breasts, one in each hand.
Kissing her neck, I heard her say, "No, we mustn't,” and she tried to pull my hands away.
But I was in control now. I knew she didn't really mean it.
My cock was rampant again. I unzipped myself, pushing her forward over the sink and sliding her mini-skirt up. I pulled her panties aside, and bending at the knees, slid into her again.
I remember thinking how crazy it was. Here I was, fucking a friend’s auntie over the draining board, in front of the kitchen window, for the second time in an hour.
Jackie was starting to make her panting sounds again and saying, "Don't stop, Tom...don't cum yet."
The next half hour (was it half an hour? I can't remember now) was a blur. We moved into the lounge, first on the sofa, then on the carpet. Me on top, her on top, me feeling that I was king of the world, giving her another orgasm, until I emptied myself inside her again.
And so that day was my first-ever fuck.
We never met again; I lost touch with Alan and his family, but Auntie Jackie will remain a part of me forever.
Jayla
- 02.09.2022
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- First Time
