The Babysitter (closed)

It was close to midnight when Valerie and I returned home. It was our first adult night out since the birth of our daughter, Katherine. We'd had some shorter outings here and there, but only when Katie started sleeping through the night did we feel comfortable spending a full evening away.

I deliberately lingered getting out of the car so that Valerie would be ahead of me. It had been months since I'd seen Val in anything other than jeans and sweat pants, so I wanted to enjoy watching her butt in the slinky black dress.

"Jacob, are you staring at my ass?"

I grinned. "Why yes, Mrs. Trask, I am."

Valerie giggled like a schoolgirl half her age. "Then why don't you come over here and get a closer look?"

I met her at the door to the house and backed her up against it. Val's long legs and her high heels brought her just shy of my 6'1", so I barely had to bend to kiss her fiercely on the lips. We made out passionately till Val pushed me back and gasped for breath.

"Mmmm, still got it, big guy. I hope you been taking your vitamins. I plan to fuck that huge cock until one of us passes out." Valerie winked salaciously at me, then groaned softly. "Ooh," she murmured, reaching up to cup her breasts. "But first I need to get out of this dress. My tits feel like they're going to explode."

I nodded, not at all reticent for an excuse to look at Val's breasts. She'd always been moderately busty, but getting pregnant had blown her up by a few cup sizes. Since breastfeeding Katie, her breasts had only gained in size. Judging from the mounds peeking out of the dress', she was definitely engorged with milk.

"Okay," I responded. "You go up upstairs and check on Katie. I'll deal with the babysitter."

Our plan set, I let us into the house. Valerie tottered up the stairs - she and I both had enjoyed a few drinks - while I headed towards the den in search of the sitter.

The baby had been no trouble- sleeping silently for hours already, a sweet little angel. I was very pleased with myself, indulging in pleasing little daydreams of the words that the parents would use to describe me to interested friends. Reliable. Capable. Responsible. I smiled to myself- Responsible. That was my favourite. Charlotte is responsible.... It was a nice thought, I needed the confidence. "Painfully shy", as a former teacher had described me.I slouched on the sofa, and drew my legs up to lie comfortably, the denim of my jeans clinging to my long slender legs. My sweatshirt concealed my slim body and firm, growing young breasts.

I fiddled absent-mindedly with my wavy dark hair. A glance at the clock told me it was midnight. I wondered vaguely when they would be back, what they were doing. Enjoying an evening away from their kid, I supposed. It must get hard for them, losing the freedom to go out whenever they liked. And they were such a good looking couple.

I closed my eyes and relaxed even more on the sofa, drifting off into a light sleep.

Something touching my shoulder broke my hazy dreaming, but I stayed in a semi-asleep state for a few more moments. When I did open my eyes, Mr and Mrs Trask were already back, and they were in the room. My first thought was to quickly get up and apologise profusely for falling asleep, but then I saw that Mr Trask was up close to his wife, his fingers closing around the zipper of her dress, slowly pulling it down. I was frozen and silent, the trapped guilt of someone witnessing something that they really shoudn't.

I knew I had to act quickly to avoid embarassment, but I couldn't find her voice. Then it was suddenly too late, I knew, her dress was unzipped, his hands moving.... I had to pretend to be asleep. Stay quiet. Wait until they went away, to their bedroom, to do..... whatever it was they liked to do. I blushed at the thought. I knew i should close my eyes too, but I was transfixed by the show playing out before me....

My ruse hadn't lasted long, and I was woken by Mrs Trask, who squeezed me tightly- I felt the soft swell of her breasts against me. She was in her underwear, pressed against me, Mr Trask watching with interest.

I couldn't believe it when she said that he liked her.... her milk. I couldn't believe it. But I must have heard correctly, because a moment later she freed her left breast- it was large, round and full- she was a beautiful woman with a body that I'm sure Mr Trask loved.I wondered if this was some kind of test- could I be tempted to unprofessional behaviour, or something like that. What could I do? I didn't know what to do!

"Erm, I really have to go Mrs Trask, I...." Something about Mr Trasks expression stopped me protests- his intense stare made me forget my words. "I....I don't understand what's going on...." I whimpered nervously. "What do you want me to do, sir?"

Now I really, really didn't know what to do. Mr Trask had just sipped breastmilk from his own wife's nipples, loving every moment as she squirmed and moaned. She really seemed to enjoy it, collapsing on the couch after what looked like a pretty strong orgasm. I knew nothing of climaxing from someone elses stimulation- my ownfingers were my only way to get off, and I rarely did it..... it always made me feel guilty, dirty.

Mrs Trask was asking me to do as her husband had done. I.... didn't want to refuse and make it look like I thought they were weird, like I disapproved or hated them or something. I wanted to work for them again, I wanted a good reference..... I.... wanted them to like me.

"Erm.... okay Mrs Trask," I said shyly, almost too quietly to be heard. "I guess I could... just try it once..."

She beckoned me closer, and smiled encouragingly. My heart beat painfully fast as she took her breast in hand. I didn't have to lean down, she was taller than me, by a lot in those killer heels. I met her gaze, I was wide eyed, and slowly moved to take her nipple in my mouth. Something felt so natural, so right about it. I sucked very gently, her nipple large and engorged between my lips, and felt warm, sweet milk start to run into my mouth. After a few seconds I broke away, a little of the milk dribbling down my chin. I stared at the floor, crimson with embarassment.

Some of the milk had splashed my sweatshirt, and before I knew it Mrs Trask had whipped it off me! I was suddenly half-unvelied, stood shyly before them in my slim jeans and my dark cotton bra. Mrs Trask left the room to put my sweatshirt in to wash, and I was left alone with her husband..... who had his eyes fixed on me, some kind of.... hungry expression.... that I'd never seen before. I heard him agreeing with his wife that my breasts were nice, and I blushed further, unsure what to do or even what to say.

"I could find you a T-shirt to wear if you're chilly. Or you're welcome to just wait for your sweatshirt to get cleaned. I'm sure it won't take long." He said, a friendly smile battling the hungry stare on his face.

My voice was tiny, almost inaudible. "I'll...... I'll just.... wait here," I whispered- I didn't want to inconvenience him by taking a t-shirt, but a moment later I realised I should have accepted the offer- now I would have to stand there, half-uncovered, while we waited. I avoided meeting his eyes- my gaze swung around the small room, before I couldn't help but notice.... a bulge in his trousers. Was that......?! I looked away quickly, heart thumping. I hoped he hadn't seen me look.

I wasn't used to such direct questioning, on such a subject! She was right, I hadn't seen anything like that. I'd only seen one penis before, and my boyfriend's wasn't anywhere near this size. I wondered what it actually looked like, free of his pants. I swallowed nervously. I should answer, I didn't want to be rude to Mrs Trask.

"Yes Mrs Trask, I have a boyfriend.... I.... I've never been with a girl. Actually, I've never been with anyone other than him." I tore my gaze from Mr Trask's bulging erection, to look at Mrs Trask instead. I smiled nervously, unsure of what would happen next.

"Okay, Charlotte, why don't you take off Mr. Trask's pants so you can get a good look. He won't mind at all," Mrs Trask told me. I was pretty sure, by this point, that this wasn't some sort of test. It was.... real. They wanted me to be involved in some way, but this was all new to me. My instinct was to leave.... but.... her point about my lack of experience touched something in me. She was right.... this was an oppertunity, that I might not have again.... two beautiful, experienced people, willing to show me how to.... well, enjoy myself! Could I do it?

"Like... this?" I asked Mrs Trask nervously, as I awkwardly struggled with her husbands belt, and lowered his pants. His erection strained against his boxers, as if seeking freedom.

"Yes, that's it, Charlotte. Now, why don't you just slip off his underwear. Can't you see how he is straining for release, how painful it must be for him?" I turned and smiled wickedly at my husband, his trunks tenting grotesquely.

His manhood sprung almost audibly to attention when Charlotte slowly, cautiously eased the waistband down over it. She gasped. It was clear that she had never seen anything that big before, and evidently her boyfriend must have been in another league. Minor league. Her face bore an expression of awe and fear.

Jacob stood triumphantly before us, every inch the alpha male. His large hands were at his hips and he seemed to be swaying forward, pushing his erection proudly in our direction. And indeed it was something to marvel. His quivering shaft was long, thick and veiny. Precum already oozed from the engorged head, making it glisten in the half-light. Although he should have looked a ridiculous sight with his trousers and boxers bunched at his ankles, and with his shirt tail partly concealing his heavy scrotum, there was something very enticing about his confidence and lack of self awareness.

"Isn't it a sight, Charlotte. I bet your boyfriend doesn't measure up, does he? This is what a real man's cock looks like, although Mr. Trask's equipment is definitely well above the average," I laughed. All that the young woman could do in response was to nod her head. "Why don't you take it your hands, my dear, feel its girth and power."

I watched as she carefully reached out to touch it. Her tiny hands could barely encircle it. "That's right, Charlotte, grip him more tightly and try moving your hands up and down in a twisting motion. I bet he'll like that."

Christ, what was happening to me, I thought to myself. Here I was practically naked, my massive breasts barely restrained by the new black lace bra that I had only purchased this morning, and the matching high-cut panties sodden from my earlier orgasm, encouraging our young babysitter to stroke my husband's cock. Neither of us had ever played around during our short marriage. It must be those damn hormones I thought, not to mention the considerable quantity of wine that I had drunk during dinner. Suddenly all of my usual inhibitions had evaporated. Ever since I had become pregnant, my body and moods had changed. My boobs had filled up with milk, my cup size expanded from a 34C to 36DD, the nipples became uber-sensitive, and I wanted sex all the time. Gladly Jacob was more than happy to oblige. My friends had told me that it would never work when I had married a man eight years my junior, but I had come to appreciate his virility and amazing powers of recovery. After Katie finally arrived, I expected my insatiable lust (and my distorted body) to return to more manageable levels. Despite being 40, the birth had being an easy affair. In fact, my hormonal rushes as I called them increased in the weeks afterwards. Just the other day as I was using the breast pump my whole being was racked by a tremendous convulsion and I climaxed with gusto. I was so embarrassed that I cried.

Now I stood next to the babysitter admiring her curves and the swell of her tits. Her hands had quickened their pace and were moving swiftly along his rock-hard stem, from base to tip. I could hear her breathing becoming deeper and more measured. With great restraint, I resisted the urge to plunge my hand into my panties. I was getting so turned on. It had been years since I had been last with a woman - mostly some awkward encounters in college - and I longed to wrap my arms around this young vibrant creature. Get a grip on yourself Valerie, I thought. Charlotte is the daughter of your best friend, after all. This cannot happen.

I obeyed Mrs Trask meekly, taking her husband's huge cock in hand.

"That's right, Charlotte, grip him more tightly and try moving your hands up and down in a twisting motion." She said to me softly. " I bet he'll like that."

I followed her instructions, if a little hesitantly. His tool was veiny and hard, strong in my fingers. Thick. I couldn't imagine..... being penetrated by something like that. I shook the thought from my head.A drop of something was easing out of the tip, I knew it must be cum, I'd never seen that before ejaculation. And my boyfriend was very careful, always using condoms, so I never really saw the mess that men could make. I blushed to see a hint of it now. I was on my knees on the carpet, and to my further embarassment, I realised that my jeans had ridden down, and my pink cotton panties were on show.

I slowly moved my hands up and down his throbbing shaft, feeling him harden even more in my hands. I wondered how if felt for Mrs Trask, having this meat slammed into her.... I swallowed nervously, and looked to her for aproval as my hands beat a slow, steady rhythm.

As much as I tried to resist, I knew it was useless. I was on fire and I urgently needed relief. This time I craved for something different. Yes, it was great to have Jacob service me, and boy did he do a great job of that, but I wanted to push the boundaries further, to dip my toe in a darker, more forbidden pool.

Watching my best friend's daughter manipulate my husband's swollen tool was more than I could bear. I had witnessed Charlotte grow up and blossom into this attractive eighteen year old. It was only recently that I had started to notice her lithe, tight body, which was slim but full of womanly curves. She was really getting caught up in the hand job that she was giving, varying the rhythm of the strokes - quickening the pace and then slackening off - and caressing the engorged mushroom head with one thumb. When I saw her panties come into focus as she bent forward, I found myself sinking to my knees beside her. As a tactile person, I had always been easily swayed by the sight of lingerie, even if hers were everyday cotton pants.

"You're doing so well, Charlotte. I think you're ready for your next lesson. Isn't it about time that you learnt to suck cock, young lady? I'm sure your boyfriend would appreciate that skill in a woman. All men love it and Mr. Trask is no different". I looked up at Jacob and leered.

Charlotte was blushing madly and became speechless at this development. I, on the other hand, was salivating at the prospect of initiating her into some of my pleasures. Ignoring her discomfort, I forged ahead. "Perhaps it might be best if I demonstrated and gave you some pointers," I said, grabbing Jacob's fuck meat from her. "Watch carefully. I expect you to do exactly what I show you in a few moments," my tone sterner now. I was enjoying the schoolteacher role. "The important thing to remember is to be gentle at first and absolutely no teeth".

I held my husband's throbbing penis at the base and flicked out my tongue at the purplish head, savouring the salty taste. Running my wet tongue along the entire length, I could feel him twitch. He was enjoying not only my delicate touches, but having an audience of one to watch us. "It's vital that you keep your lips moist. A good idea is to apply lip gloss before you begin. Your lips must be soft and smooth, and well lubricated," I said, looking seriously at the babysitter, and licking my lips. "Now it's time to engulf him with your mouth, slowly, taking it in an inch at a time. You probably won't be able to fit much of him into your mouth at first without gagging. Concentrate on getting accustomed to its bulk and to breathing comfortably with something that big in your mouth. Relax. It's not easy and takes practice."

I started to bob my head up and down Jacob's shaft. He groaned loudly. While I had never been a great expert at deepthroating, I found that I was able to swallow more of him in recent months. It was amazing how an increased libido can make you forget your gag reflex.

"It's not just about sucking his dick or seeing how deep you can go. You need to use your tongue around the ridge directly underneath the head. This is the most sensitive spot on the penis. And you must never forget the balls. Cup and squeeze them lightly as you give head."

Turning to Charlotte I said: "Now let's see what you've learnt my dear."

Charlotte, pretty eyes wide and mouth agape, watched Mrs Trask pleasure her husband, licking, sucking, bobbing up and down on his huge cock. She covered it with saliva, Charlotte could see it drip off it when it came out of her mouth- slick, oozing. Mrs Trask took it deep into her throat, not managing all of it, which seemed impossible, but bravely raking most of it, to the obvious lustful pleasure of her husband.

And now... she expected Charlotte to do it?

The eighteen year-old's mind worked in overdrive as Mr Trask turned to her. The carpet was scraping her knees, her blood rushing in her ears. But she wanted to try. She was desperate to impress, to show that she was an attentive listener, a fast learner. She grapsed his penis again, now wet with saliva, and gingerley leaned in, giving it the slightest of licks with the tip of her tongue. She followed the instructions, teasing the underside of his cock-head, whilst fondling his balls in her fingers, rubbing them very gently.

Gaining confidence from Mrs Trask's encouraging words, she dared to close her ruby-red lips around the tip, slicking it with spit as she had been told. She slid down his shaft a couple of inches, being careful with her teeth, her tongue at the bottom of her mouth, rubbing the underside of his cock. She sucked at it and repeated the bobbing motion that she had seen, but much more shallowly and slowly. Mr Trask seemed to be responding, his rough breathing giving approval, his hands in her silky hair. She glanced over to Mrs Trask as she worked, and saw a smile of approval.... and more, a strong hint of lust.

Hmmm I thought, Charlotte is a quick study. She was following my instructions to the letter. Delicately she fondled Jacob's ball sac, jiggling it, and weighing it in her tiny palm. Then, with slight trepidation, she leaned forward and slipped her tongue over the bulbous cockhead. She licked at the precum seeping from the narrow slit, spreading it around the spongy surface until it gleamed with slickness. Suddenly she could wait no longer and opened her mouth wider, sucking in all of the throbbing knob. I could see her tongue lapping around the sensitive underside where it connected with the shaft, as I had advised. Good girl, I thought. Slowly she began to take more of him into the confined space of her small mouth, but I could tell that it was a struggle. Moving her head up and down a couple of inches of his shaft, as I had demonstrated, her saliva mingled with mine and my husband's pre-seminal fluid.

It was obvious that the teenager was desperately anxious to please us both. Putting all thoughts of her mother out of my mind, I was happy to find ways that she could do so.

"You doing remarkably well, Charlotte for a first-timer, or have you been practising on your boyfriend, naughty girl? You're a natural. But there was one thing that I forgot to mention. Men are very visual. As well as looking up directly at Mr. Trask while you suck him, he also needs to see more of your body. You don't mind if I unclasp your bra and let him admire those beautiful pert breasts of yours, do you?" Not waiting for an answer, I reached across and unhooked her pretty pink brassiere. A pair of remarkably large tits spilled out, oddly out of proportion with her thin frame. "Oh my" I exclaimed "those are exquisite."

Again, not hesitating for an invitation, I knelt behind her and reached around to take her heavy swinging boobs in my hands. Twirling the bullet-like nipples between thumb and forefinger, I said: "Your breasts are delightful, my dear. Look at the affect that you're having on Mr. Trask. He seems to have grown another inch, if that's even possible!"

I couldn't believe it when Mr Trask bent his wife into a V position on the couch, her ass in the air, exposed and vulnerable. He slipped off her panties, owing the carelessly aside. They landed on the floor by the armchair. I realised that I was staring at them. I dragged me nervous gaze back to the couple, in time to see Mr Trask open his wife's legs, spreading them, exposing her further.

"Now her vulva is already slightly puffy and her labia are pinking up, so she's already a bit aroused, so that's good," He said."But when you're going to take on a really big cock, you need to make sure that her pussy is warm and wet; otherwise, it will really, really hurt."

It seemed to me that it must hurt either way- how could it not? That thing? In there? I supposed it must.... on some level, in some way.... work. They must have done it hundreds of times before, after all. But I felt I would have to see it to believe it. A fearful curiosity urged me on, breaking through my normal, often paralysing, shyness.

"Charlotte, lick your finger and then run it along Mrs. Trask's pussy. Start at the outside and work your way inside. I'm sure you've done this to yourself, so just touch her like you do yourself."

I felt strangely embarassed that Mr Trask had guessed that I sometimes touched myself. Hesitantly, slowly, I gathered some saliva and ran my wet tongue over my finger. I ran it gently up her lips, then down again, and then between them, spreading her natural moisture, mixing it with my added spit.

He encouraged me further."That's it, just tease her labia as you work your way towards the center. Good girl." And I continued, the touch of my fingertip subtle, more from timidity than deliberate technique. Mrs Trask's breathing was deeper, faster, looking at me, looking at my breasts pressed up against her legs as I worked on her. I looked up at Mr Trask, my eyes wide, hoping for validation.

"Am I doing it right, sir?"

"Now slip in the finger to the next knuckle. Good. Now twist your hand so that it's palm up. Now rub up against the inside of her pussy with your finger. Gentle, firm pressure. Yes."

I did as Mr Trask said, pushing a little deeper with my slender finger, and rubbing as he said to. Mrs Trask responded, squirming and clearly enjoying it. I was concerntrating hard, all of this new to me, my brow furrowed in focus from my desperation to please. Suddenly I became aware of Mr Trask behind me, his massive erection pushing up against my little ass. The surprise made me jump a little, but I quickly got back to my task, giving my ass a wiggle against Mr Trask, hoping to please him too.

He took my panties and pulled them down to my knees, lifting me and leaning me forward, my ass pointed towards him. I felt myself become soaked in anticipation of what he might do to me. A moment later I felt his finger teasing my enterance, rubbing around it before slipping into my tigth young pussy. I gasped at the feeling, his finger easing in and out of me, mimicking my attentions to Mrs Trask. My heart raced as I wondered what all of this would lead to....

I shivered when Charlotte slipped her finger inside me. it was not long before I felt myself clench around her gently probing digit. Automatically my hips began to sway back and forth, rubbing my clit against her upraised palm. The sweet stench of my arousal was overwhelming and fluid leaked from my gaping slit. My breathing had become ragged as I played with my tittles, licking a finger and teasing my fat nipples to erection.

My own urgency was matched by that of my husband. I loved the masterly way that he had taken charge and repositioned me on the couch. His great big swinging dick bobbed in front of him as he pressed his body against the girl's, on the pretext of instructing her. Charlotte's enthusiasm, her determination to please and learn, was such an aphrodisiac. It was mixed with an innocence and uncertainty which was equally alluring.

I increased my gyrations when I saw Jacob quickly ease down the panties over her hips and I noticed immediately that the gusset already had a broad wet spot. When he slid his finger into her and started to move it in tandem with her own fingering of me, I grunted loudly. My face was flushed with excitement and expectation.

"That's it, Charlotte, you're doing so well," I said encouragingly. "Look at how Mr. Trask is imitating your rhythm. Doesn't it feel exhilarating to have his thick finger trapped inside you? I bet you just love to be penetrated, don't you? Don't deny it. I'm sure that underneath all that diffidence, there's a bad, nasty girl just waiting to get out. Shhhhssss, there's no need for shyness, there are no secrets here."

"I want to taste you," I exclaimed. Turning to Jacob, I demanded "give me your finger." Reluctantly my husband extracted his finger from her tight snatch and brought it to my face. I leant forward and sucked on it greedily, my lust-filled eyes constantly fixed on Charlotte, who blushed several shades of crimson. "Pure nectar," I concluded, never letting her gaze go. Then I raised the babysitter up to her feet and kissed her deeply, our breasts crushing together, my hands tracing patterns on her back and finally coming to rest and cupping her slender buttocks.

I noticed that her panties had become entangled at her knees and I bent down to help her out of them. They were soaking and, almost as an afterthought, I brought them to my nose, her warm aroma filling my nostrils. "Charlotte, poor girl, you're on heat. We must do something about that. And look at Mr. Trask! How hard you have made him, he can hardly contain his excitement." To her horror, I encased his gigantic rod with the flimsy panties and began to stroke him with them.