Fun With Jack And Jill 3


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February 10th, 2024.

Jack’s diary entry.

“Not too bad if I say so myself.”

My attractive wife Jill studied her reflection in the fulllength mirror and nodded in approval. The theme for the costume party was a school day one, and she had chosen to wear a sassy schoolgirl outfit that displayed her slender figure. Her white shirt was unbuttoned and the tails tied in a bow just under her breasts with a skinny necktie hanging down between her modest cleavage. With her midriff bared her twill skirt in plaid had a low waist and high hem that left acres of bare thigh. On her dainty feet, she wore a pair of plain black shoes and a pair of white kneehigh socks. Her hair was down but then she decided to put it back in a ponytail.

“This should turn a few heads.”

“Agreed. How do I look?”

I spread my hands as I modelled my schoolboy outfit of a red blazer jacket with a white shirt insert, red & blue striped tie, blue shorts, and a cap that was two sizes too small.

“Too cute for words, babe. This should be a hoot.”

We had both been invited to an exclusive swingers costume party, the particular theme being a school outfit. One of my acquaintances from my time at Spurs was Greg Morrissey, an agent who had since properly introduced Jill and me to the world of wifeswapping. He had a y and adorable wife named Sheila who was a beautician who shagged like a vixen. He assured us that every man and woman were to provide a clean bill of health, and we ordered a home HIV test kit ourselves.

I drove us to the place and we arrived on time at ten in the evening at their big house in Hampstead. We were in our costumes already but had a change of clothing in case our outfits didn’t last the distance. I parked the car alongside several others and Jill and I traipsed nervously to the front door. Greg and Sheila greeted us with bubbly smiles and not a whole lot on. He was in a Vneck sweater with an embroidered G on the chest, a red and yellow striped necktie, black framed round glasses, and brown baggy trousers. She wore a y black crop top with a pretty boweffect collar. Her very short red plaid design high waist skirt with pleats was set off by a pair of white stockings. A sign just inside the door read ‘School Daze’ and had a small picture of a naughty girl lifting up her plaid skirt and happily mooning.

“Feel free to wander around and explore. There are several private rooms but the doors must stay open at all times so that anyone can join in or just watch.”

The main room was large and airy with not much furniture or clutter. There were three long white sofas and it was surprisingly brightly lit. A few couples were sitting around kissing and hugging as they imbibed drink. I jumped when Sheila pinched my bum Jack and gave me a saucy wink.

“Catch you later, big boy.”

We were handed drinks and I turned to a wideeyed Jill.

“Shall we explore?”

“You bet.”

I swallowed a Viagra tablet and washed it down. I imagined, hoped even, that the evening would be a long one. I took Jill’s hand and we walked up the stairs to explore what this new kind of club had to offer. We strutted around and saw several couples in the upper area watching us with interest. We sat down in soft chairs and in an instant, another couple joined us with big smiles and a bubbly air. The man had dark hair and an athletic frame under his illfitting white shirt and school blazer. The woman was especially attractive with shoulderlength brown hair swept back over one shoulder. She was wearing a white shirt with the buttons undone and the tails tied off under her big boobs.

“Hi. I’m Dave and this is Tracey. You look new.”

“Does it really show?” said Jill with a giggle.

“Don’t be nervous, babes,” Tracey said with a nudge in my ribs. “Only good things happen in here.”

We relaxed somewhat as we talked further. We learned that they were a married couple that had been into the swinging lifestyle for only a few months. Like many, a married couple or those living together, their life had become stale after the boring lockdowns. Their favourite thing was to be watched as they fucked each other, and then they loved to watch others have at it. I was interested in what they knew as they explained that all the rooms had to have the doors kept open so that others could watch the shenanigans and even join in.

“Go ahead. See what you think.”

“Thanks, maybe we’ll see you again later.”

“Maybe with my legs in the air,” laughed Tracey as she downed her drink.

Jill and I ventured further and saw there were three open doors on either side of the narrow corridor that split off at one corner of the bigger room. We walked towards the first one and tentatively peered inside. There inside on a twin bed was a couple, both completely naked, having  right in front of us. They appeared to be in their late thirties to me and as they became aware of our presence they stopped .

“Just watching or thinking of joining in?”

Jill and I looked at each other and I put my hand up.

“We’re just checking things out, thanks.”

The man shrugged and got back to it. Jill held onto my arm as we became transfixed on them writhing on the bed. It was compelling stuff to see this y couple fuck each other right in front of us. It was such a beautiful sight seeing the woman’s legs in blue stockings around her lover’s back as he continuously rammed in and out of her. I desperately wanted to pull out my rockhard cock and start jerking off right then and there, but I held back. Early days yet.

Jill was transfixed by the fellow’s stiff prick as he snorted and pumped hard into the woman over and over. She turned her head and looked over at us. She clearly loved to be watched as she winked at us cheekily. We lingered a while and then slid off to the next room, which, although of the same size, was crammed with naked and halfnaked guests. The only thing in the windowless room was the large bed.

There was a slender female in the middle of the bed, and an equally naked man kneeling behind her and giving her one. Another was feeding his hard cock into her mouth. There was a woman dressed in a classic St. Trinian’s outfit who was on her back with a topless girl between her legs and licking her pussy whilst another man was behind her and her doggy. Jill and I watched as the two threesomes made out with heavy panting and moaning. Jill started grinding her bum back against me as I stood behind her watching the scene unfold.

“You want to jump in?” I whispered, and she nodded eagerly.

“What shall we do?”

“You decide.”

“Let’s you and me fuck and see how it goes.”

x

Jill’s entry.

I was glad that Jack found this pleasing as I was now as horny as hell. Jack stood behind me and untied my shirt to let my tits tumble free. As he played with them, I put my hand to my pussy and found my panties to be quite damp. In front of us, the lusty scene continued.

Jack’s erection strained against my bottom through the cheap fabric of his blue shorts. He hoisted my shirt skirt up and at the same time, I dragged my underwear down to my feet. I lifted one leg and stepped out of them. I spread my legs so that Jack could frig me as we watched the others. I clamped my hand on top of his and pressed it firmly on my wet pussy.

The scene in front of us continued in a mad ual frenzy of naked bodies writhing together. Jack was staring directly at the woman on all fours being ravaged by the man behind her. In his excited state, he was rubbing my pussy rather aggressively. It was time for us to make a move. I got on the bed on all fours with my skirt hiked up over my lower back.

Jack came behind me with his boner out and lined himself at my pussy opening. He pushed himself slowly inside me and I gaped hard at the familiar feeling of his big cock slipping inside me. He grabbed onto my bum cheeks and started to pump the full length of his rampant prick in and out of me.  

Now we were closer to the others, we could hear the wet sounds of flesh on flesh and cocks in cunts. The man the woman sucking on another was going like the clappers, and his groin slapped loudly against her backside. He casually looked over at us and he started to fuck his lover even faster. The woman moaned on the dick in her mouth and was pushing back into him with each thrust.

As we fucked doggy, I focused on the woman who was eating out the one on her back. She had tilted her head far back onto the mattress and her mouth gaped open mouth. I saw her toes curl in her aroused state as her lover buried her face in her snatch. Jack was thrusting in deeply, and he held me by my hips in a tight grip as we rocked back and forth. My eyes were half closed at this point, and so when a fat knob forced my mouth open, it came as a shock.

“Owmm!”

The cock tasted of a woman as I licked and sucked on the bell end. I then had the odd sensation of air as Jack had pulled out of me to leave me hanging. But in the bat of an eye, somebody stuffed me with dick, and I was lifted up by powerful lunges from behind. This man was not as big as hubby but he knew how to push upward with uplifting pelvic thrusts.

I was utterly thrilled to be the filling in a twoway fuck by strangers I had never met, and my muff leaked profusely as a result. The guy in my cunt was now pushing in and out of me with long, deliberate strokes. With each inward thrust, I groaned on the cock in my mouth. This one held my head steady as he fucked my face. Both men were relentless, slamming into me from either end. My shirt fell from my shoulders, and my socks had fallen to my ankles as I was fucked silly.

Then, just as suddenly as I had been taken, the men faded away. I looked up with spit all over my chin as the two men thanked me and walked out of the room. With my skirt bunched up around my midriff, I opened my eyes and looked around.

“Alright, babe?” said my husband with a broad grin on his face as he lay on his back with a big boobed blonde riding his stiff prick.

She was writhing in his lap with her hands behind her head, and her tits jiggled wildly as she bounced up and down. Also on the bed were two girls in white shirts and red and black neckties and both were naked from the waist down. One was on her back while the other was straddling her face, making her lick her pussy while fingering and licking her at the same time.

I noticed the man with them was Greg, still wearing his sweater with the big G on the front, but he had lost his pants. I then realised it was his wife Sheila who was wanking his hard cock with one hand. He had his hand between the other girl’s legs and fingering her as he French kissed his wife.

I was temporarily at a loss as to what to do and just watched the blonde glide up and down onto Jack. I could see his cock vanishing in her wet slit over and over, and I fingered myself as I looked on. I was relaxing nicely when I became aware of another in the room. I saw a tall woman with red hair in an aweinspiring St. Trinian’s fancy dress costume, comprising of the classic short black pleated dress, white shirt, red and black striped tie, and a traditional school hat with red and black striped trim.

“You look like you require a little company.”

Before I could gather my wits, I was on my back with the woman on top of me in a hot . Above my face, I had a close view of her pussy slit which was parted and lightly covered in ginger pubes. I ran my tongue over her wet mound as she thrust two fingers right inside me. She used her pointed tongue to lap at my clit as her probing digits slipped in me. My nose moved upward, and I inhaled that delicious sniff of female juices. I eagerly lapped at her cunt as my hands held onto her thighs. I wiggled my tongue inside her soaked muff and dribbled from the corners of my mouth.

“What a beautiful pussy you have, my dear,” said the redhead as her tongue parted my inner folds and slid within.

I wondered if Jack was watching us as I continually stroked the woman on my face with my lips. Through the haze of my lust, I heard both male and female groans, and the heady scent of perspiration and filled my nostrils. The woman began to rotate her buttocks, which meant that I was between licking her cunt and the valley of her lush cheeks. For a minute I loved being licked out but then she raised upright above my head, and my legs were drawn out by male hands. A thick cockhead nudged my folds open and I was shafted. The unknown man ground in me a couple of times, and then he started to slam in and out at a fair rate.

“Fuck her, darling. Push it right in her.”

My ears picked up the familiar voice of Sheila Morrisey, and I presumed it was her hubby Greg who was me. I recalled the last time we had done it and he was on form tonight as he slid in and out of my slippery pussy. I was in heaven at that moment. With a cock and a cunt to enjoy we fucked and sucked in sheer delirious pleasure. Just as I thought Greg might unload inside me, he whipped his dick out and sprayed his spunk all over my undulating stomach. The woman on my face together with Sheila began to lick all the cum off of my peachy skin. We all sat up and grinned with satisfaction. So far, I had been screwed by three different men, including Jack, and had enjoyed the oral pleasure of another woman. Good start! I looked around the room for my other half, but he was gone.

x

Jack’s entry.

I left a seemingly happy Jill and took a wander to one of the other playrooms. My Viagrafueled dick bobbed happily in front of me as my shorts had long been tossed. I opened my shirt and felt bloody good. I heard the sounds of females moaning in one room just ahead and decided to check it out. I peered in and saw a shorthaired blonde turn to see me at the permanently open door. She was on her back with a skinny brunette between her splayed legs eating her out. Close up I could see lips and mouth working sensuously, pleasuring the blonde orally.

“Hi. Nice cock. Do feel free to join us.”

The blonde had an educated voice as she spoke. The woman with her face buried in her muff moved away and I accepted the invitation. I laid on the busty blonde and thrust my rigid pole straight up her. We kissed hard as she hugged my body to hers. I ran my hands up and down her smooth thighs then gripped her hips as I made firm pelvic thrusts.

“Fuck me, fuck me,” she purred as her feet came up onto my lower body.

She was so wet my cock just drove in and out like I was butter. I just gave it to her hard and fast. No buildup, I just pounded her into the mattress. Her joyful moans and tight grip confirmed my choice of rut. The brunette pulled my head firmly to hers and she kissed me long and hard. She lay back and opened her legs for me. She had a neatly trimmed minge and her cunt hole gaped open. I slipped out of the blonde and moved to my left. I started sliding in and out of the darker one slowly, enjoying the sight of my cock pulling from her and then pushing back in.

“Come on, fuck me harder,” she whimpered. 

My cock glided in and out of her easily and I put my hands on her thighs and held onto her as I thrust into her harder. I looked down at the unknown woman and she looked back at me. Her long hair hung about her face and shoulders as I fucked the mystery women alternatively.

“I want to be on top,” said the older one with the short hair as she got up on her haunches.

I lay on my back, and she straddled me reverse cowgirl. Her hand pressed my length to her quim and she let out a short gasp as she dropped onto it halfway. The experienced woman flexed her stomach muscles and rolled her hips as she shunted back and forth on my throbbing member.

This one knew her way around a cock and the way she was rolling her hips caused my cock to rub and pull against her clit, and within just a few minutes, she was climaxing.

She fell off me onto her right side and the thinner of the two took her place and sank down onto my cock. Equally energetic, the horny brunette rose and fell on me gradually increasing motions, grinding my cock around in her pussy. I focused on her bum and how the cheeks tightened as she took my all inside her.

“Donkey ride, donkey ride!”

I reached out to grab her hardnipped tits, and their modest size filled my palms. She moaned and pressed herself onto my dick with some robust smacks of her bottom.

“I’m going to…to…cum!

Her body snapped forward and she shook with dramatic shudders. Her pussy spasmed sporadically as she kept my knob inside her pussy. Thanks to the Viagra, I was still rock hard, and I still hadn’t cum either. The two well fucked women sodded off without a look back.

“You’re welcome,” I snapped, feeling slightly deflated.

That was when I noticed for the first time the others who must have joined us without fuss or introduction. They were a young black couple who was oblivious to me and I turned to watch the naked sucking her lover’s thick cock with y yummy sounds. She wore a straw boater on her head and white ankle socks, presumably some sort of a nod to her school days.

I have fucked lots of women, and all of them were white. So I was fascinated by this beautiful ebonyskinned woman who caught my eye. From my point of view, her backside was simply perfect. They seemed to have noticed my presence now as she quickly got on top of her partner and impaled herself on his slick black log. They shifted with her firmly in his lap and as she started to fuck him his hands caressed her fantastic bum. Her buttocks shook and jiggled as they moved and I was most impressed at how she wiggled her hips and rolled her hips from side to side.

“Like what you see, babes?”

I was momentarily dry throated, but I managed to croak a definite yes. She was stunning from behind, and her spine had a graceful curve. Just above her cheeks were two little dimples that just screamed adorably. I shuffled a little closer and looked intently at the guy’s midnight black prick sliding into her pinklipped cunt.

“Want to test drive?”

The woman of about twentysomething hopped off of her man who rolled away voluntarily for me to take up the reins. I imagined they were experienced swingers with a touch of the voyeur about them. I was glad when she took up the doggy stance and seeing her bubble butt wagging at me made my cock nod back at her in approval. Spreading her legs a bit further apart with mine I knelt behind her and pressed the flared head of my cock between her taut buttocks. Her hands formed fists as she grabbed the sheets, and I slid in to the hilt. I was not as big as her lover, but my penetration still made her gasp. I pulled back and looked in awe at my slick cock half in and half out of her fuck tunnel. Her dark skin contrasted erotically with my pale thighs and dick.

“Fuck me, puppy!”
I grinned and pushed back in, grabbing onto her hips for guidance. I began to build up a series of languid strokes, which made her tap her foot on the bed by my side.

“I said fuck me!”

I picked up the pace. The woman’s single driving thought was for me to fuck her hard and fast. Her man stretched out and watched which did not faze me in the slightest. By this time I was a fullyfledged swinger and I welcomed the audience.

“How is he, Veronica?” he asked as he stroked his dick. His cock was truly awesome, standing out from his wiry pubes about ten inches in length. A large, pulsing blue vein ran down the underside of his ebony shaft.

“I like it, Daddy.”

I pulled her hips up and paused for a second. Daddy? For real? Or just a pet name? Her hat toppled off as I drilled into her. Her back glistened in a sheen of sweat and my groin slapped her cheeks will loud smacks. Daddy moved up and offered her his cock. She let out a deep wanton moan as she eagerly took him into her mouth.

“Suck it hard.”

Veronica trilled in delight as we doubleteamed her. We quickly built a rhythm. He drove into her throat again and again, and I piston fucked her from behind. All three of us raced towards our respective peaks. Finally, after I don’t know how long, I pinned her hips against mine, and I came with a wicked gushing. My cum coursed through my rigid shaft as I filled her with my heavy load. Veronica was next, and at precisely the same time, she came. Her legs kicked and trembled, and her hips rolled as she panted hard. Daddy’s cock slipped from her open mouth as she inhaled deeply. I went back on my haunches and wanked off my stillstiff dick.

“I said suck it, bitch!”

The burly black fellow grabbed the back of her head and forced as much of his cock into her mouth as she could take. She moaned around his cock as he fucked her face. She gagged and spluttered as he erupted down her throat. He pulled out in mid ejaculation and his white cum bathed her face in great globs. She drooled big time and long streams ran down her chin and dripped onto her tits. She cleaned off his cock with her tongue, and then he turned to me and winked.

“Thanks, man. Bloody good sport!.”

x

Jill’s entry.

I left that room in just my socks and shoes. My outfit for the night was forgotten and discarded, and my cute ponytail had come undone. As I walked along the corridor between the playrooms it didn’t take long for me to attract the attention of a few of the other swingers. I stared at one shirtless goodlooking fellow in a pair of schoolboy shorts and a necktie who aimed straight at me. I was so hot and horny I did not object when he took me in his strong arms and proceeded to snog me. He ran his warm hands over the whole of my nakedness as he pressed himself close to me.

“I’m Jeff,” he whispered as he blew in my ear.

“Jill,” I purred as I snogged him back.

“And he’s Johnny.”

I gulped as another pair of hands stroked my thighs from behind me. Jeff explored my wet pussy and I went on tiptoe as he expertly manipulated my quim. I squirmed between them as I was bumped from one to the other in a frenzy. Johnny went down on his haunches and parted my bum cheeks so that he could tongue my muff from anus to clit. They drove me nuts until my juices were running down my inner thighs. I was lifted up and we crashed into a room with no occupants. I was tossed onto my back and my legs were spread out wide as Jeff settled on top of me. He pushed my love lips open with his big knob and in no time he was pumping in and out. Johnny was on my left and his hard dick filled my mouth. I sucked on him heartily as we three made out.

“Room for another?” A middleaged man entered the open doored room and settled on the bed beside us. “Good evening, I’m Roger.”

I hummed a sort of hello as I dribbled on Johnny’s dick in my mouth. Jeff slid out of me and I was roughly pulled to my right by a good twelve inches. The sheets rucked up my bum as Roger lifted my legs and shoved right in. He made loud snorting sounds as he fucked me and my shoes pointed up to the low ceiling as I was treated like a toy. His strokes gained speed and rhythm, and he drove deeper and deeper inside me. Johnny hovered close at the foot of the bed and sure enough, I was dragged to my left by my ankles and he took me as well. Younger and more vigorous even than Jeff, he rammed into hard. So hard my teeth rattled! Then they switched again and Jeff was back up me like a rat up a drainpipe.

As I was being screwed and used, a group of about three men had gathered to watch. All in varying states of undress, And all as aroused as each other. Suddenly there were hands all over me, rubbing my arms and pawing my tits. A sticky cock slapped my left cheek and I sucked it right in. My right hand was opened so that a long dick could be placed in my palm. Over and over my cunt was vacated and then stuffed as several of the guys took their turn in me. I shook violently as orgasm after orgasm racked my weary body. At least four of the men ejaculated. Some in my pussy and some on my belly.

The room thinned somewhat but two men lingered as they eyed me up. They both had erections and I brazenly put my hands around their throbbing cocks. I began to stroke them together, working along their shafts from root to tip. They both looked about forty and were white, although one of them had a darkerskinned dick than the other.

“Care to taste, lovely lady?”

I chose dark cock first and I let the spongy head of his cock press against my lips. I let my tongue dart out and I had a searching lick over his helmet. It tastes quite good. He must have had recently as I got a hint of that sweetness of a female on my tongue. I turned to the other and this one I sucked in. More of that womanly taste spilled over my tongue. Presumably, they had doubledteamed the same female. He loomed over me as I bobbed on my haunches by his feet. He gripped my wrist and started to use my fist to wank his shaft as I blew him. Back to the darker dick, he started to suck my mouth and my left cheek hollowed accordingly. I felt a light tapping on my shoulder and saw that my darling Jack found me.

x

Jack’s entry.

I was pleased to find Jill and more than a little surprised to see how used and abused she had become. Her hair was lank and her naked form was covered with sweat and dried cum. She was now in the process of sucking off two fellows at the same time. She gagged and choked as one of the naked men battered the back of her throat. Thick strings of spit escaped her mouth to spatter his length and balls. In moments of brief respite, she passed from one cock to the other.

Her breasts bounced as she moved her head, deepthroating them alternatively, her spit making her tits dazzle in the overhead lights. The one who had a darkerhued dick thrust his hips forward and erupted. Thick streams of cum poured straight down her throat and turned her scarlet lips white. The other took his place and he jerked his cock furiously, aiming at Jill’s flushed face. His splashed across her mouth and cheeks, even going so much as to glue one eye shut.

“Tata for now,” said one of the chaps with a big grin on his face.

Everything seemed to have been in slow motion. Jill had a glorious look of what I presumed to be ecstasy on her face, even though her curvaceous body had been ravaged. She searched my face for approval and I took her up in my arms and hugged her until she dropped off exhausted.

END