The Babysitter (closed)

I stepped aside so that my wife could embrace Charlotte. Though my wife had admitted to experimenting with lesbianism when she was younger, but her adult experiences had all been with men. It was only after months of encouragement on my part that she'd been comfortable discussing the idea exploring her bisexual inclination.

I was delighted to see her act on her desires. I'd never encountered a woman who exulted in sexual pleasure quite so fully as Valerie. Listening to her giggle and squeal as she climaxed was one of my favorite sounds in the world. If experimenting with another female brought her more pleasure, I was glad to assist.

Still, I couldn't say my interest was wholly self-sacrificing. Seeing my gorgeous wife crushing her big , beautiful breasts against those of our cute babysitter was a huge turn-on. I assuredly wasn't just going to stand idly by.

I stepped behind Valerie and slipped my cock between her thighs. She giggled as the pulsing shaft slid along her smooth flesh to lodge in the V at the top. I could feel her labia spread wide as she rested gently atop the thick shaft. Her warm juices oozed down across my pole as she straddled it.

I looked over her shoulder and watched as she put on a little show for Charlotte. From our babysitter's perspective, Valerie now had several inches of cock extending from just beneath her crotch. Valerie chose to highlight this by taking Charlotte's panties in hand and polishing my shaft.

I leaned in close to my wife and kissed her neck. "My love, if you keep teasing me like this, I think you might scare the poor girl," I whispered. "Why don't you show her just how much you like riding my cock?"
 
Mrs Trask sucked her husbands finger hungrily, tasting my juice, enjoying it. Then she stood, pulling me up with her, drawing me near so that my firm young breasts pressed against her huge tits, our hard nipples rubbing together, and kissed me deeply. Her tongue flicked against mine, our lips joined passionately. My first kiss with a woman, and it was thrilling. She lowered one hand to feel the smooth flesh of my toned young ass.

Mr Trask got behind his wife, watching us, I could tell when I opened my eyes, over her shoulder, enjoying the sight. My shynes was dissolving- boiled away by primal desire, by their wonderful confidence, by the prospect of all that they might show me. Mr Trask slid his massive erection underneath his wife's pussy, rubbing against her wet lips and then protruding, glistening from where it had touched her wet labia. Mrs Trask suddenly wrapped my panties around his cock, rubbing away- I hadn't realised that she had picked them up, and didn't know whether to be embarassed or excited by my panties being abused like this. Mr Trask whispered something in her ear, and I got the feeling that they were going to show me something amazing.....
 
I screamed when Jacob plunged into me. Within a nanosecond he was balls deep. Although my husband had been shagging me senseless for years, it still took me a few moments to adjust to his towering circumference and length. The sudden dart of pain that took my breath away was replaced by the more pleasurable sensation of being filled and stretched to capacity. It also helped that my pussy was well lubricated by this stage.

Grunting, I placed my hands on Charlotte's narrow shoulders to steady myself. Fortunately she was about a foot shorter than I and was strong enough to maintain her balance as I leaned on her. Jacob also managed to anchor me, and take some of the weight off the girl, by holding my hips tightly. Now I was ready.

Craning my neck slightly, I looked at Jacob and shouted "Fuck me you bastard, fuck me hard." (When I became overly excited, my normally elegant language was replaced by a string of expletives and an impatience when I did not get what I wanted, immediately). My young handsome husband needed no further encouragement. Gripping my shanks more firmly he pummelled into me.

The babysitter was looking into my eyes with a odd mixture of pent-up lust and trepidation. She had never been this close to a rutting couple before and her fumblings with her boyfriend had been nothing compared with the assault that Jacob had launched on my cunt. It was also embarrassing for her to be an observer of such intimacy. Looking down to my crotch she could see the blurry outline of his massive root as it cannoned in and out like a souped-up jackhammer.

"Play with my tits, you little bitch," I screamed at her, all pretence of being the caring, mature friend of her mother's gone. Charlotte began tentatively to touch and caress my meaty swinging boobs. The nipples were so hard that they hurt. "I need it rougher, paw then, maul them." With tear-filled eyes, she clasped the weighty bags of flesh in her small hands, and pulled at the engorged teats with a viciousness that I had not expected. "That's it, that's better," I said, more reassuringly this time.

By now Jacob had started to slap my plump buttocks as he continued to grind into me. Gentle, playful strikes at first, and then a series of blows with the palm of his hand rained down upon me, leaving a pattern of red marks on my pale skin. I groaned loudly and my breathing became shallower.

Suddenly, I grabbed one of Charlotte's hands and thrust it down towards the cock that was violating me with such a ferocity. "Frig my clit, bitch, until I cum," I demanded of her. My voice had a strange guttural tone to it. I was close.
 
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I swung my cock between Valerie's thighs and positioned the thick head between her pink labia. Her pussy was now dripping wet. I could feel her warm juices trickle over my glans as I rubbed it against her entrance.

Standing behind her, I couldn't see her face. Still, I could guess at her expression. Valerie loved how big I got. She loved seeing that massive bulge in my pants and knowing it was driven by my lust for her. But when that huge head was right up against her tight entrance, she'd begin to doubt. That massive club was unquestionably far too big for her. How could it possibly fit? What if this time it didn't?

The first few inches always took some effort, so I put some effort into it. I guess all that teasing and the presence of Charlotte had me a bit more keyed up than I realized. Rather than ease up into her, my cock plowed into her vagina like a freight train. The giant knob slammed into her cervix like a battering ram. My wife stepped up on her tippy-toes as I lifted her off the ground for a moment.

I stood still for a time to let her adjust. A steady litany of moans and profanity tumbled towards me as she reacted. I could sense within that diatribe a hint of pleasure and awe.

I could see I'd also impressed Charlotte. She reached out with her hand and traced my wife's abdomen. Though she was too shocked for words, I knew what she was doing. Engorged as I was, no doubt Valerie's belly now had a noticeable cylindrical bulge extending from her crotch.

Valerie at last turned to me and directed me to fuck her hard. Experience told me what she wanted. Most nights Valerie liked to ride me slow and easy. She could coax herself to multiple orgasms and the gentle pace left her with only a mild ache as a reminder the next day.

But every so often, she wanted to be fucked mercilessly. She'd scream and sob as I pounded her pussy, but she'd only beg me to continue if I stopped. Her orgasms would make her convulse like she was having a seizure. Eventually she'd just collapse from sensory overload. The next day, she'd limp around the house, barely able to move. But that was exactly what she wanted.

Consequently, that was exactly what I gave her. I rammed into her as if I was going to power right through her pussy and bury my cock in her womb. My body slammed into her hard enough to bounce her gorgeous tits like basketballs. Her body shuddered with every stroke and she howled for more. God, she was amazing.
 
My whole body went into spasm when I orgasmed. "That's so fucking good, ahhhhhhhhhhh," I cried. Charlotte had become more emboldened as I reached the crescendo. With one hand, she twisted the hard nub of a nipple, and with the other she briskly rubbed the equally swollen protuberance of my clit. I detected a naughty smile on her face; she was warming to the exercise.

Jacob bit into my neck as he came. I could feel his forceful ejaculation hit the back of my cervix with great splashes. His gooey semen began to overflow my pussy and stream down my inner thighs. Charlotte's hand became saturated with the stuff.

My legs turned to jelly and I found myself collapsing more of my weight on the young girl. She stumbled to the floor, with me on top of her. Exhausted I embraced her, our large breasts cushioning against each other.
 
I had been working Mrs Trasks clit as firmly as I dared, aroused and more-than-slightly scared by the hammering she was taking from her husband's huge tool. I was worried for her- it was a ferocious pounding, I was concerned about the damage that massive cock could be doing inside of her..... did people get problems from something like that? I had no idea, the issue had never been relevant before to me. I hoped Mr Trask didn't think he might be able to fit that thing inside me!

Mrs Trask suddenly came, hard, crying out, as I twisted her nipple and rubbed her clit. A moment later Mr Trask exploded inside of her, groaning as he unloaded into her- it overflowed, oozing down her leg in a thick goo, over my hand, sticky and warm. Mrs Trask keeled over as he withdrew, falling onto me, bringing us both to the floor, her huge breasts pressed against my firm chest, Mr Trask's seed running out of her to drip onto my stomach.
 
As Valerie went into a major climax, the three of us wound up on the floor. Valerie landed atop Charlotte, her legs spread wide over the babysitter's lower abdomen. I was buried inside my wife, my scrotum just above Charlotte's own moist pussy.

I stayed inside Valerie for a minute till she started to mew for release. Even post-orgasm, my cock stretched her available space. Trying to contain that plus my considerable jism and Valerie's copious juices strained her battered vagina to the limit. She whined softly for me to pull out. I waited a bit just to demonstrate my control, then pulled out.

A fair amount of fluid followed with my cock. The warm combination of our mutual cum seeped out onto
Charlotte's belly. Feeling mischievous, I dipped a pair of fingers in it and smeared the mixture on Charlotte's own labia. The babysitter twitched at the touch, but she could do little with Valerie atop her.

That in turn gave me an idea. Charlotte, while Mrs. Trask rests, let's have some fun," I announced.

I took my cock just beneath the head and rubbed it into Charlotte's pussy. Though I'd softened a bit post-ejaculation, I was still firm enough to insert.

I'm not sure I could have managed it if I'd been fully erect. "Fucking hell!" I grunted as my head sunk inside her. "You're fucking tight, Charlotte!"

I definitely wouldn't be going balls-deep on her in one stroke. I wasn't even sure I could go that deep before I bottomed out. I grabbed hold of her hips and forced another couple inches into her.
 
Jacob was a freak of nature. Even after he had cum - and ejaculated profusely - he did not immediately go soft, and neither did his energy levels diminish. My husband simply did not do flaccid. Immediately after orgasming, his cock lost some of its rigidity, but not all of it. Within a short time, it would recover to much firmer, iron-rod levels and he would be ready to go again. On this occasion, he was so excited by our fresh-faced guest, that he did not even leave an interval.

I rolled off Charlotte when I sensed Jacob creep between her slender legs. As much as he loved my pussy, I knew that, like every man, the prospect of trying something different was more that he could bear. I looked over and saw the terror in her eyes. Although she was obviously aroused by the show we had put on for her, she was still uncertain of how she could accommodate such a monster. Even in its semi-erect state, it was still a formidable challenge, the purplish head almost as round as the palm of her hand.

But I knew Jacob, he would be gentle - at first. He smeared the cockhead in the mixture of his sperm and my juices that he had just rubbed along her vulva and eased himself in, a fraction at a time. Charlotte gasped noisily. I took her hand and squeezed it. "Relax, honey, and enjoy the ride. Mr. Trask knows how to use that big thing of his," I whispered reassuringly.
 
Even generously lubed up by the afters of his ravaging of his wife, Mr Trask's massive cock was straining my tight young pussy to its limits.I couldn't see how he would get it all in, and for my own safety I secretly hoped he would give up on it. Mrs Trask whispered comfortingly in my ear, telling me to calm, and I did so, listening to her soothing tones, and my opening relaxed a little more, allowing more of it in. I almost unconsciously raised a hand to rub my nipple, starting to enjoy this initiation of sorts.
 
Charlotte eventually calmed down, which made things a little easier for me. Her pussy was still tight, but she wasn't fighting
against me quite as much.

I kept plowing into her, trying to go as deep as possible. Charlotte, however, lacked my wife's accommodation. The going proved tough, and not altogether pleasant.

"I think that's as far as I can manage without hurting her or me, " I grunted. I glanced down, noting the inches of me still remaining, then turned to Valerie. "Sorry babe, but no one handles my cock like you do."
 
"Nonsense, darling. You know that she can take more," I barked impatiently.

I knelt by my husband, who was still partly impaled in the teenager's twat. Helpfully I grabbed a cushion and eased it under Charlotte's pert ass, so that her lower body was more at an angle. "That will make it easier for Mr. Trask to sink in to you. Remember that the vagina is an exceptionally elastic organ, my dear. It can expand to an incredible degree - one day, I hope, a baby's head will pass through yours. I know that my husband's horse dick may seem colossal to you, but you can take it. Believe me. You just need to remain calm and keep trusting us. You can do that, can't you, Charlotte," I said, smiling warmly at her.

"Good girl. Now let's get you a little more lubricated. I crouched over her pussy and spat liberally onto Jacob's cock. Large droplets of saliva dribbled down his shaft and became matted in her pubic hair. She had a surprisingly full bush and had not even bothered to trim it. (A smirk crept across my face when I suddenly remembered that she came from a long line of hairy women. Her mother rarely engaged in "lady gardening" either I recalled. It had been some years since we last fucked but she used to love it when I pulled on her pubes as I ate her out. I wondered if her daughter had the same predilection.)

Stooping further, I found the hard nub of the babysitter's clit and flicked it with my tongue. I felt her tremble and her hips buck slightly. Reaching up to her chest, I pinched one of her nipples. Licking along the labia and folds, and leaving a trail of my moisture, I encountered Jacob's solid knob imbedded in her hole. I bit and lapped along his pole, and sensed it grow and harden. Good, I thought to myself, he wouldn't consider throwing the towel in when he is this excited. The teenager is in for a hell of a ride.

I knelt up again, but left one hand at her crotch, gently rubbing her clitoris. Placing my other hand around my husband's waist, I said: "I think that you're ready to be fucked Charlotte, don't you. Time to become a woman, a real woman." And then raising my head to Jacob I said: "Why don't you oblige the little tramp, darling." He just grinned and brought his lips to mine, pushing his tongue into my mouth and kissing me deeply. At the same time I could feel his hips starting to sway as the pumped into the girl.
 
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I bit my lip- mrs Trask was right. It was time to become a woman, even if it was painful. I couldn't compare sex with my boyfriend to being impaled by Mr Trask. I didn't kind being called a tramp. I was....learning. Mr Trask kissed his wife with a lustful passion, and began to push into me rhythmically, the spit-lube helping somewhat. I surrendered to it all, the strange situation, the beautiful older couple, the perverse blend of pleasure and pain.
 
OOC: Sorry for the delay. I've been on the road.

Charlotte moaned and whined as I forced myself into her a few more inches. Even with my wife's help, I was clearly too much for her. The only question was whether the pain was enough of a turn-on to override her suffering.

Val, however, was was clearly turned on by Charlotte's struggles. She kissed me passionately as the babysitter writhed beneath me. Her breasts bounced off my chin, the hard nipples tracing across my chest and leaving warm dribbles of her milk behind.

I couldn't resist my wife's entreaties. I buried as much of my cock as would fit in the teen's tight snatch, but still came up short. I shrugged. "I'm as deep as her vagina goes, honey. Guess I'll just pound her little cervix till either I cum or I wind up fucking her womb." I grinned wolfishly and began slamming Charlotte hard.
 
Mr Trask's words scared me deeply, but before I could open my mouth to protests, he slammed his cock into me, smashing brutally into my cervix, making me yell with the pain. I screwed my eyes tight shut, oblivious to all else around me as he began to pump me mercilessly with his monster cock. It hurt- it hurt so much, but I knew I just had to take it. Take it to become a real woman, like Mrs Trask had told me. My breasts bounced with every pounding thrust that he made into my tight young pussy.
 
Watching my wife's reaction as I plowed little Charlotte was priceless. She clearly adored watching me wreck our babysitter's pussy. Every squeal and mom from Charlotte as I pounded her seemed to push Valerie closer to her own climax.

Still, as the pressure in me built, I realized that in our lusty haze, we'd not discussed birth control. I wasn't wearing a condom and who knew if Charlotte was on anything. I suspected that Valerie might find it amusing to see Charlotte's belly bulging with a child, but I suspected Charlotte might not be so eager. Moreover, I expected Charlotte's
parents would definitely not approve of their teenage daughter getting knocked up.

I was not so kind as to stop mid-fuck to ask Charlotte. I was too close to completion to stop now. Instead, I settled for a half-measure. As the familiar ache in my balls set in, I pulled out of Charlotte. Using both hands, I pumped my throbbing shaft vigorously and grunted as the first gush of thick cum jetted onto Charlotte's tits.
 
I gritted my teeth as Mr Trask slammed into me.

" You're... ruining.... me! " I groaned, Mrs Trask watching intently. Pleasure and pain fought each other in my body as the well-hung man had his way with me, wondering vaguely if he was enjoying my tight young sex-organs. Suddenly I felt his cock pulsate, and he pulled out of me, with a slick popping sound- before pumping his meat with his hands and sending hot white cum spurting out, covering my breasts. He stroked himself a little more to ease out the last jets of cun- hitting my chin and neck. He groaned deeply, squeezing his hand up his shaft to release the final drop of cum. I looked down at my chest, rising with my heavy breaths, coated in Mr Trask's gooey seed.

" What... what happens now?" I gasped, looking from Mr Traks to his wife and back again.
 
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