The first week of my final year at Norton HighSchool and I was determined that, with my new-found confidence, I would, at last, get to screw Jan Vickley, who I’d lusted after for months. She was the school certainty according to my school mates, who boasted at how they’d parted her thighs so easily.
Jan was no raging beauty, but her face, with full lips and a sultry glint in her green eyes, supplemented by generous breasts, curvaceous hips and provocative posing, just screamed a promise of sex. But during the last school year, I just hadn’t the nous to break through her thin veil of resistance. In fact, on one occasion, she had laughed at my insipid attempts at seduction.
The pre-graduation ball was always a feature of the first week of the new school year, and that, I saw as my opportunity to make it with Jan. So, that first Thursday evening, the school hall was, as always, crowded and with a rich array of lustful young men viewing nubile girls, most of whom were, I guessed, professional virgins.
When I finally spotted Jan Vickley, she was, not surprisingly, in a group consisting of her friend, Mandy Summers, and a gaggle of wide-eyed guys. From time to time she would be up on the dance floor, swaying provocatively.
In a bright red flowing skirt and a low-cut black blouse, Jan's voluptuous body was certainly eye-catching. But just getting near her was going to be the challenge.
However, at one point she and her friend slipped away to the toilets and I lingered near enough at that end of the hall to ask her for a dance as they returned. Her face showed some surprise.
"Asking me to dance, Jack? Aren’t you being the brave one?" She obvious remembered my pathetic efforts during the previous year.
On the dance floor, Jan certainly knew how to project her sexuality, coming in close her thighs meshing against mine until the natural happened, and her eyes widened as she said with a wicked smile, "Oh, dear, I’m making it hard for you."
Taking a deep breath, I quietly asked if we could take a walk afterwards. She frowned, "I've already promised Jake Regis." And as my disappointment showed, she quickly added, "But meet me outside anyway. You could be up for it—” Sly pause, "-this time.” And, with a flick of her skirt, she walked away.
Later, I waited among the dispersing crowds outside. Jake Regis was hanging around too. Jake was one of the big talkers about his conquests, tall and, I suppose, fairly good looking with his fair hair and blue eyes.
Jan arrived, with all the swagger of a female who knows how her movements affected men. Jake moved towards her. So did I. Her green eyes viewed us together before she said, "I suppose I can handle you both. Come on."
And like a pair of sheep, we followed her provocative sway down to the river-bank, which was always a popular courting area.
"Since there's two of you I'm just doing handjobs tonight, but you can see my tits."
Kneeling on the grass, she unbuttoned her blouse to reveal two melon-sized breasts, all brown tipped and snuggly looking.
We kneeled on either side of her, "I'm first," Jake said, scowling at me. I shrugged at Jan and she proceeded to open Jakes flies to reveal an only semi-erect penis. "Needs work," she commented and proceeded to stroke it gently. Then her hand jerked with greater vigour.
That did the trick, for, in less than a minute, Jake was groaning, and Jan had released him to spurt his load into the grass. He lay back with a satisfied sigh, as Jan’s head shook contemptuously.
The anticipation from my holiday experience had given me a lift so that when Jan unzipped my flies my erection lunged out solidly like a striking cobra. I was pleased to see, by the widening of her eyes, that she was surprised and impressed. Her hand grasped it firmly and she began tugging.
I reached out my hand and stroked down the side of her face. Her eyes flashed to my face and there was a little frown of uncertainty on her brow. As she pumped away at my cock, I allowed my fingers to glide down her neck and under her open blouse onto the start of the hillock of her breasts.
"I said, just for looking."
"You're giving me pleasure, " I replied. "I'd like to return the compliment."
My index finger was tracing over one of her nipples and I felt it rising under my touch. Spreading my hand over the ample breast, I applied all I had recently learned to the movement of my fingers and hand. I knew from Jan's breathing, the look on her face, and the tug of her hand on my cock, that I was getting results.
Encouraged, I lowered my mouth to her breast and began gently tonguing her nipple, while my fingers continued to flutter over the other breast. She didn't stop me.
Jake had sat up, "You didn't let me do that," he grumbled.
Jan was shuffling from the kneeling position without stopping her hand action on my iron-hard cock. Now her legs were splayed out in front of her and the invitation was just irresistible. Without checking my mouth's pampering of her breast, my hand trailed down over her belly to the waistband of her skirt.
It was elasticated. My hand slipped easily underneath, over the swell of her lower belly and under her panties.
"Steady," she gasped.
"Should I stop?" I asked, raising my head from her breast.
In the dark, our eyes held for a moment. Then she moved her face closer, and our mouths came together, tongues searching. I took this as a positive sign and my hand continued its journey to romp through her pubic hair, which felt particularly thick and bushy compared with Mary Maddison’s
"Hey, I didn't get that?" Jake protested, getting to his feet.
Jan broke away from my lips to growl, "Oh, just fuck off, Jake."
I saw Jake drift away in the gloom but fancy he lingered on the edge of the clearing. My fingers began gliding into that mellow groove when she shuffled again and said, "Just a minute." She hoisted up her skirt and almost in the same movement slipped her panties off and even in the evening darkness, I could see that her thick dark bush was indeed expansive.
"Lie back," I told her, without comment she did as she was told and I immediately stooped my head to that dark furriness and my tongue searched into the open crevice, already moistening. Back and forwards along the swelling labia, I operated the very tip of my tongue until she was gasping.
With just another deeper flick my tongue encountered her clit, and I concentrated on that, enjoying the sounds of her laboured breathing. Then I moved my fingers ahead of my tongue so that they could probe for that secret place and it was no problem. Two fingers sank deep into her opening and she began to make squeaking noises, hips lifting to meet the ministrations of my tongue.
"Oh, God I'm cumming," she squealed. Next second, she was bumping and heaving so much that I lost my place and could only sit back and watch her ecstatic movements.
As she quietened, she raised her head, "I'm sorry. I didn't think it could be so quick. And I haven't made you cum. Do you want to fuck me?"
Ah, the question I’d dreamed of her asking. I lay over her, "If you want me to," I whispered, "The best is yet to come."
Lying between her thighs, I placed my cock head against her soaking opening, "I've never come twice," she said apologetically and gave a little gasp as I slid easily into her moistened depths, allowing my rod to plunge right to her upper reaches.
Very slowly I retracted, then plunged. And continued like that for a while, slow retraction, swift plunge, slow retraction, swift deep plunge. I listened for her breathing, heard it quicken. Then, raising my body slightly, I made sure that each forward stroke, faster now, was riding over her clit. Her vaginal walls began drawing at me and her breaths became low grunts as our rhythms merged.
When I felt the timing was right, I changed to a series of rapid hard thrusts and knew I was close to climax and saw from the tossing of her head and her gasps and moans of delight that she was almost into her second orgasm.
With my balls about to explode, her hips heaved up from the ground and a strangled scream escaped her lips, as with two final hefty strokes I erupted inside her, sure that my cock head struck against her cervix as we heaved and grunted in those final ecstatic throes.
As we lay cooling down she said, "I know I have a reputation, but I've only ever gone all the way twice before tonight. But it was nothing like that. Why haven't I heard about you before?"
What could I say? I'm just a learner? Hardly. Secretly elated, I just said tactfully, "I save myself for the best."
After we'd lain there for a short while she murmured, "Could we do it again sometime?"
I placed my hand over her pubic mound, "What about now?"
She sat up in some surprise, "You could do it again?" Looking down at where I deliberately made my rising cock twitch. Would I become such a show-off? "He looks interested."
"Oh, God, this is terrific."
And the second time around it was.
When we parted, she was still rambling about how wonderful it had all been, while I was feeling simply thankful that Mary Maddison’s tutelage had worked out better than I could have hoped.
That tutelage came about because during school holidays, I had taken a lone ten-day cycling tour of the east coast. I had intended a one-night stay in the Highbow Boarding House in Felixstowe.
The landlady, the sensuous Mrs Mary Maddison, was a widow in her mid-forties, whose voluptuous body had quickly caught my virgin eye. Maybe my lustful glances had prompted her into arriving at my bedroom door that first night, clad only in a see-through robe, my shock, and nervousness were quickly turned to delight, as she offered to “help me sleep.”
What I learned from her that night, with several references about how ‘well endowed’ I was, led to her convincing me that my one-night stay should extend to five. I didn’t take much convincing, as each extra night was full of wild abandon, and Mary Maddison’s guidance through the nuances of sexual technique on pleasing a woman.
And here I was having proved that my five nights in Felixstowe servicing and being serviced by Mrs Mary Maddison could well pay dividends.
Those dividends began to show the next day when I learned how quickly reputations can be formed. Quite a few girls treated me to up and under glances or turned away giggling. A couple of the guys in my year came up to me and one of them said, "Jake tells me you really qualified big with Jan Vickley"
When I went into class, there were a couple of whistles and, did I imagine it, or did Miss Orry, our class tutor, give me a long hard stare? I'd had a secret passion for her, with her trim little figure and curling blonde hair, since she'd arrived at the school three years earlier.
But the first real indication of what lay ahead of me was when Mandy Summers, Jan's friend approached me as we changed sessions. "I know this sounds awful," she began tentatively. "But Jan's told me about—well, you know." She licked her lips and I waited, admiring the swell in her sweater and her long hair. "It's just that—Oh, well, Jack, I’ve never had a real orgasm."
Just a little shaken, I tried to remain calm, "You think there's something I can do about that?"
"From what Jan's told me—yes. Would you, Jack?"
Would I? My hesitation was brief. I couldn’t yet surmise what was to follow, but in no time we'd agreed to meet that night. The nights had been warm, and to my mind, the sand dunes were high, wide and as private as you could get. And I was about to do a young lady a favour, I hoped. Yes, I still had some lingering doubts about my own ability
But, by nine-thirty that evening, with Mandy, having jerked squirmed and moaned when my tongue licked her clit, now giving out groans and little squeals of pleasure as my iron-hard cock thrust deep into her, all doubts were gone.