Treat The Babysitter Well free porn video

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Gwen has been our babysitter for several years, starting from when our son was just a baby. She’s always been very responsible and cared for our c***d like it was her own. We have watched her grow and blossom from a skinny teenager into a buxom redhead bombshell. Now that she is in her first year at college and our son is a little older, we still like the peace of mind that we feel when she is there to take care of him. Although she is a very beautiful young woman, I’ve tried my very best to not be sexually attracted to her because of our relationship. However, it’s hard to ignore her big tits, her hourglass figure and her shapely ass.

One night, my wife, Cindy, and I had been to a big party where she had had a few too many drinks. She was so drunk that she couldn’t even stand up and Gwen even had to help me get her into our bed. In the process of getting my wife undressed and into bed, Gwen’s large tits were pressed up against me at one point and another time her hand passed over my crotch and even seemed to linger there a little too long, but I figured that both incidents were probably accidental. I also notice her sweet smelling perfume due to our close contact.

Since my wife is surely in no condition to drive Gwen home, the responsibility for that now falls upon me. After checking to be sure that our son was still soundly asleep, I tell Gwen, “Okay, let’s go.” Since she now lives in an apartment near her college campus instead of at her parent’s home a few doors down, it’s a longer drive to take her home than it used to be.

We have gone only a couple of blocks when feel her hand on my thigh. I’m a little surprised, but I’m even more astounded when she starts rubbing it. Then she asks, “Mr. Wilson, can I tell you something?”

“Sure, what is it?” I say lightheartedly while trying to figure out what is going on with her.

“Mr. Wilson, I’ve … I’ve ……” she starts to stammer out. At the same time, I feel her hand sliding further up my thigh. “I’ve …… had a crush on you … for a long, long time.” The last part of the sentence comes out in a rush just as I feel her hand on my crotch. I’m shocked, both by her actions and her words. I am trying my best not let my cock get aroused, but to no avail since it has been rising ever since I felt her hand on my thigh. A moment later her hand has found my hardening cock and she is lightly caressing it through my pants. “And … and … I … I … want you to make love to me.”

“WHAAAT?” I burst out in astonishment. She is gently squeezing my now hard cock and I’m so flustered that I almost blow through a red light, causing me to jam on my brakes to stop just in time. But even then, she doesn’t stop her playing, even though there are cars on both sides of us.

As she strokes my cock, she says in a matter of fact way, “I want you to make love to me … to … uh … fuck me. Boys that are my age don’t know how to do it right, all they want to do is fuck and leave … they don’t care about a woman’s pleasure, they only care about themselves. I feel like I’m nothing but a score to them, a notch on their gun, so to speak. But I know that you do care about a woman’s pleasure … Mrs. Wilson has told me so.” When the light changes during her spiel, I try to concentrate on my driving even though she gets a little bolder with her hand.

I am completely flabbergasted … both by her request and the fact that she used the word ‘fuck’ twice, a word that I had never heard her say before. And I wonder what kind of conversations my wife has had with Gwen that she would know that I care about a woman’s pleasure. I still attempt to argue, “But … but … Gwen, I’m nearly old enough to be your father!”

She is stroking my cock firmly through my pants. “Yes, I know that, but you’re not my father … although you’ve seemed to be a lot like him sometimes.”

“I guess that’s a good thing,” I mumble as she squeezes my cock.

“Yes, it’s a good thing, Mr. Wilson. You’ve helped me out a lot over the years, probably as much as my father has. Now I’d like for you to help me out once again. I want to know what it is like to be loved instead of just fucked and left lying there wondering if that is all there is to sex.”

While she’s talking, she is trying to pull down my zipper, but I put my hand on top of hers. “You shouldn’t …… we shouldn’t be doing this! Let me just take you home.” I’m starting to sweat a little while wondering how I am going to get out of this.

She firmly pushes my hand away. “But I want to feel this nice hard cock inside me, Mr. Wilson! Can’t you do it just this once? Take me to my apartment and make love to me like I know that you can. Your wife will never know; she’s passed out drunk. Face it; you know that you won’t be having any fun with her while she’s in that state, but you can definitely have some fun with me now.” In the meantime, her hand has made it inside my pants and it’s working its way underneath my underwear. “C’mon, Mr. Wilson.”

Although my resistance is quickly crumbling, I once again lay my hand on top of hers again and try to dissuade her. “But, Gwen, it is so wrong! You are much younger that I … and I’d be cheating on my wife!”

Once more she pushes my hand away while saying, “I know … but I’ve heard that older men fuck lots better. And your wife doesn’t care about you or she wouldn’t get so drunk that you couldn’t have any fun after the party.” Suddenly, with her free hand, she pulls up her T-shirt to reveal her big tits to me as we pass underneath the streetlight! I’m a little surprised that I didn’t notice before that she isn’t wearing a bra. She says enticingly, “Don’t you want these? I’ve seen you gazing at them. Wouldn’t you like to play with my big boobs? After all, they’re bigger than your wife’s.” She then pulls the front of her stretch pants open and asks, “And wouldn’t you like to see and feel what is in here? Please Mr. Wilson?” Meanwhile her other hand has made it underneath my underwear and is touching my hard-throbbing cock. “See, Mr. Wilson, your cock really wants me!” She grasps it and starts stroking it.

Still totally bowled over at the situation, I mumble, “I’ve got to get you home before this goes too far.” I can’t fight off her advances very much since I’m still driving. And, while I drive, Gwen continues to stroke my cock, even pulling it out through the front of my pants after unfastening them. My resistance is totally shattered … and I still don’t know how I’m going to handle the situation. I’ve never had any woman be this aggressive! I protest, “Gwen, we can’t do this!! It’s not right!! You’re too young and I’m married!”

She quickly says, “No, I’m not too young, I’m of legal age!” I notice that she doesn’t address the fact that I am married. At the next stoplight, she grasps my hand that is nearest to her and slides it down behind her pants while she spreads her legs widely apart. “Don’t you want to feel how wet I am, Mr. Wilson?” she asks as I unsuccessfully try to pull my hand away. Despite my feeble protest, and before the light changes, she has my hand pushed down behind her panties where my fingers are touching her very wet mound. “See how much I want you, Mr. Wilson?” she asks sexily.

My fingers can’t help but rub against her pussy lips that are slick with her wetness. Since I don’t feel any hair, I figure that she must shave her pussy. “Damn, Gwen, if you keep this up, I might just have to fuck you right here in the car!” I burst out before I even think about what I have said.

“That might be fun sometime, but my apartment is only a couple of blocks away,” she replies while she’s still holding my hand against her mound as the light changes. “Your fingers feel so good on my pussy, Mr. Wilson.” A couple of moments later, I pull into the parking lot of her apartment building, none too soon since I’ve really been unable to concentrate on my driving. I maneuver the car into a parking place and turn the engine off. Before I can protest or even do anything else, she leans over and begins kissing the head of my cock. She sucks on the head for a couple of minutes or so before she says, “That’s to give you a sample of things that could happen if you come into my apartment.” She strokes my cock some more with her hand before she looks at me with puppy dog eyes and asks, “Please Mr. Wilson? You are the only older man that I trust.”

Suddenly I can no longer resist her begging … or the chance to make love to this gorgeous teenager, so I give in. “Okay, just as long as Cindy doesn’t find out.”

“She won’t find out from me,” she says in a matter of fact way as she pulls her top back down over her big tits. “Zip up and let’s go inside.” Once out of the car, she almost drags me into her apartment. As soon as we walk in, she stands on her tiptoes and gives me a kiss. “Thank you for doing this, Mr. Wilson.”

I place my hands on her shoulders and say, “Please call me Jim. Mr. Wilson is much too formal for this.”

“Okay, Mr. … I mean Jim.”

Suddenly becoming more aggressive, I slide my hands down her back until I am cupping her firm ass. I squeeze her cheeks and pull her toward me, letting her feel my hard cock pressing against her belly. At the same time, I start kissing her very passionately. She moans into my mouth and returns my kiss until our tongues are having a duel within our mouths. Moments later my hands are sliding behind the waistband of her pants and beneath her skimpy panties so that I can grip her bare ass cheeks. She moans at the feeling of my hands there and moans some more when I push her pants partway down, as far as I hands will reach without breaking the kiss. Then I play with her bared ass cheeks some more. At about the same time, she slides her hand between us and grasps my cock.

Releasing my hold on her ass a few moments later, I start lifting her T-shirt upwards to expose her tits. Without a word, we break our kiss just long enough for me to pull her shirt off and toss it aside. We start kissing again and I begin playing with her tits while she plays with my cock through my clothing. It doesn’t take long for her to have her hand back inside my pants again, though. She starts stroking my cock and then a moment later, I realize that my pants are falling around my ankles. Then she pulls my underwear down enough to set my cock free. “Oh Mr. Wil … I mean Jim, your cock is so BIG!!”

After stroking it a few more times, she drops down to her knees. She oohs and awes over it while she strokes it a few more times. Then she places several kisses on the tip before sliding her luscious wet lips over the crown. She licks and sucks on it while still stroking the hard shaft with her hand. I moan from the pleasurable feelings that she is generating on my manhood. I look down at her to see that she is looking up at me while she begins to slowly take my cock further into her mouth. I can’t believe that I am watching our lovely babysitter sucking on my hard cock!!

And she is damn good at it too!! She is taking it into her mouth as far as it will go while using her tongue all along the underside and then sliding it back out so that she can kiss, lick and suck on my balls. Then she slides it back into her mouth again, going deeper each time, sucking hard on it. While she is doing this, she looks up at me quite often and I smile down at her each time. “Oh gaaawwwd, Gwen!” I moan out as she takes it deep enough to almost gag on it. “That feels so fucking good!” I exclaim. She seems to smile as much as she can with a cock stuck deep in her mouth.

My compliment also seems to give her new energy and she starts really bobbing her head up and down on my cock while she plays with my balls. I wonder where she learned to suck cock like this. With her expertise, it doesn’t take long for her to get me to the point to where I am just about ready to hose down her tonsils with hot jizz. Reluctantly, I reach out and gently push her off my cock. Immediately she asks, “Wasn’t I doing a good enough job of sucking your cock?”

“You were doing too good, Gwen … you were doing such a good job that I was almost ready to shoot my hot cum down your pretty little throat,” I answer factually. “And I’m generally good for only one orgasm a night.”

“Oh, okay … but sometimes I would like to do that for you.”

Even though I think that this should be only a one-time fling, I say, “We’ll see.” Then I say, almost demanding, “Take me to your bedroom.”

She chuckles and says, “Yes SIR!” I quickly kick off my shoes so that I can pull off my pants. We head off to the bedroom with her in the lead and my cock sticking straight out toward her and waving in the breeze. She stands next to the bed and asks, “Are you going to fuck me now?”

“No, not yet,” I reply. I take her tits in my hands and start massaging them and running my fingers over her nipples, which harden almost immediately. I take them between my fingertips and gently roll them. Then I lean in and take one of her hard nubbins into my mouth and suck on it while I continue playing with her boobs.

“Ooohhh, Jiimm!” she moans out. After a while, I change sides and suck on her other nipple while she almost continuously moans. While still playing, I slide one hand down and push her pants the rest of the way down, since they’ve been stuck at the base of her ass cheeks ever since we were kissing. Then I help her to step out of them so that I can gently push her legs apart to caress her wet pussy lips. They open almost immediately at my touch and I caress the super soft pink flesh inside, reveling in the warm wetness. She moans at the touch of my fingers on her most private place and pushes downward a little with her hips.

“Lie back on the bed,” I instruct her a few minutes later, “and place your ass near the edge.” I notice that she is shaking a little as she lies down, and I hope that it is from excitement. Just to be sure, I ask, “Are you okay?”

“Yes, I’m okay,” she replies in a somewhat shaky voice. “I’m just … excited!”

I stare down at her and say, “You are so beautiful, Gwen!”

“Thank you, Jim. You are pretty handsome yourself!” A moment later, I spread her legs and kneel between them. After that, I start teasing her by kissing her inner thighs from her knees to just shy of her womanhood and back down again, never touching her sex. After a few more passes she says, “Please kiss me down there.”

“Kiss you down where?” I ask teasingly as I kiss one of her knees.

“You know …… down there … on my pussy.”

“You mean like this?” I ask just before I kiss her warm wet flesh and the run my tongue up and down her wet gash.

“Yeeessss!! Just like that! Oh gaaawwwd!” I start kissing, licking and sucking on her pussy lips and the soft tender flesh inside. I slide my tongue up over her clitoris and her hips jerk. She moans.

“Oh, you like that, huh?” I say as a tease.

“Yeess!! Please don’t stop!!” And I don’t stop, but I make oral love to her luscious pussy and she rewards me with even more of her juices. I slip my tongue into her opening and tongue-fuck her for a little bit. Then I slide up until I can take the hard-little nubbin of her clit into my mouth. I hear a sharp intake of breath when I start sucking on it. A moment later, I start playing with her hole with my finger before sliding it inward. I am slowly finger-fucking her while she moans her approval. After stretching her out a little, I slip a second finger inside her tight fuck-hole. Twisting my hand around somewhat, I search out her special place inside. As soon as I start rubbing it, she moans even louder and places her feet on my shoulders so that she can push her hips upward. “Ooohhh, gaaawwwd, Jim!! That feels soooo good!!”

“MmmmmMMmmmm!” is all that I can say since my mouth is rather busy. I concentrate on giving her pleasure … maybe more than she’s ever felt before. My tongue lightly flicks over her sensitive nubbin while I suck on it. The slightly rough patch of her G-spot gets even larger from the stimulation. Her body is moving around, and her head is rolling from side to side in pleasure. Then suddenly she is still, and I can feel her tensing up.

I know that she is close to orgasm when she says, “Jim, I’ve got this funny feeling inside me! Oh, Jim stop, I must pee. …… No don’t stop!! Oooohhhhh, I don’t know what I’m feeling!” Well I do know what she is feeling, and I am determined to take her over the top. “It feels so good, don’t stop!!” A moment or two later, her hips lift off of the bed and she starts a wordless wail. Then her body starts shuddering and shaking and suddenly my face becomes super wet. “Oh Jim, stop, I’m peeing on you!” she says a couple of moments later.

But I don’t stop … instead I keep going with my activities with my mouth, tongue and fingers. She keeps conflicting herself, first telling me to stop and then begging me to continue. Her hands finally come down on my head and she winds her fingers in my hair while she holds me in place. Then comes that wail again, a little louder this time and I wonder if the neighbors are hearing her. Her pussy gushes all over my face as she slides over the orgasmic cliff and into her second climax.

I’m smiling inside; I’ve made her cum … twice. Perhaps I’ve given her more pleasure than she’s ever experienced from those boys that she was talking about. This time she is pretty limp, and her hands gently push my head away. She is breathing hard and at one point she says just one word, “WOW!!” I sit back on my heels and watch her lovely pussy rhythmically pulsate. After a few moments she says, “That was so wonderful!! Cindy was right … you do know how to please a woman! Will you fuck me now, Jim?”

Suddenly remembering my responsibility, I ask, “Do you have any condoms?”
“No, Mr. Wilson, I mean, Jim. We don’t need condoms … I’m on the pill. I want to feel your bare cock inside me. Fuck me bareback, Jim!” She scoots up on the bed and I crawl up between her legs. I look at her, lying there like an angel … but such a naughty angel.

“Are you sure that you want this?” I tease as I hold my big cock in my hand.

“YES, Jim, I want your big cock inside me. Please put it inside my needy pussy! I need to feel you!”

I come up close enough that I can swipe my cock up and down her sloppy wet slit. “Okaaaay!” I say, “here it comes … ready or not.” I place the head of my cock against her fuck-hole and start pushing inward.

She requests, “Oh, Jim, go slow, you’re so big … much bigger than the boys!” I do as she asks, slowly fucking her in rather short strokes, sliding in a little more with each inward push. The further that I slide in, the longer my strokes are. “Oh, that feels soooo good, Jim!!” she exclaims when over half of my cock is inside her. “You are filling me up so much!”

“And you are going to take it all!” I say as I slide my cock a little further into her tight wet pussy.

“Yes, I want it all, Jim!! Give it to me!! Oh fuck!! Your big, hard cock feels so good inside me … just like I knew that it would!!” It isn’t long before my whole cock is inside her incredibly tight pussy. I still can’t believe that I am really fucking our babysitter. I wonder once or twice if I am dreaming! I am still fucking her slowly with long strokes, letting her feel every inch of my invading cock. She is moaning and pushing up with her hips, meeting my strokes. “Oh yeah, Jim, just … like … that!!” She repeatedly tells me, “Oh, that feels so good!!” Then, after a few minutes she asks, “Will you fuck me from behind?”

“You mean doggy style?” She nods her head. “Yes, we can do that.” Although I try to turn her over without uncoupling, I don’t succeed. But moments later I am sliding my cock back into her warm and juicy pussy. I love how her beautiful ass looks and feels as I grasp her hips and start fucking her a little harder.

“Oh … yeah, Jim … just … like … that!!” she repeats. “Fuck me!! Fuck me!!” she says over and over. Once again, she pushes back to meet my strokes, making our bodies smack together. “Oh, that feels soooo damn good!! Don’t stop!!” I have no intention of stopping before I make this lovely creature cum and fill her cunt with hot jizz. While I’m fucking her, I try to make sure that my cockhead is dragging along her special place inside. It must be working because a few minutes later she says, “I’m getting that funny feeling again.”

I tell her, “Rub your clit for me!” She shifts position so that she can reach down and rub her clit. I feel my balls bumping up against her fingers on each inward stroke and her pussy tightens around my cock. Soon, I urge her, “Cum for me, Gwen. Cum all over my cock!” I guess that is all she needs because her body tenses up just before she explodes in orgasm. Warm fluid splashes against me as I continue to fuck her through her orgasm. Her body is writhing around from her climax. I really want to go on, but her pussy clenching tightly around my cock is too much and a moment later I’m groaning and saying, “I’m cumming!! I’m gonna fill your pussy with hot cum!”

“Yeesss … give me … your cum … Jim …… fill my pussy!!” she nearly shouts out. Again, I wonder about her neighbors are hearing this. But it doesn’t stop me from pumping her cunt full of man juice. When I am finally done spurting, I just hold her tightly against me to keep my cock from being pushed out because I want to feel her pussy pulsing around it with her aftershocks. We are both breathing hard. No words are spoken and none are needed. I look down at her ass cheeks, still not believing what just happened. Soon she starts to slide down until she is lying flat on the bed and I follow her down while trying not to crush her into the mattress.

We lay like that for a while until my deflating cock is pushed out of her pussy. I then roll over onto my side and start caressing her back and ass, reveling in the soft skin there. A few moments later she rolls over to face me. “That was incredible, Jim!! Thank you so much for showing me that sex is much more than ‘wham, bam, thank you ma’am!” She leans in and kisses me on the mouth. “You are wonderful!” she whispers.

“You are pretty wonderful yourself!” I run my fingertips around her areola and watch as it crinkles up. “You did a great job sucking my cock.”

“Did I really?” she asks, and I nod my head affirmatively. I really meant it when I said that I want to make you cum with my mouth sometime.”

“Yeah … well maybe sometime, we’ll see. It’s getting really late, I need to go.”

“I understand, Jim. But promise me that we will do this again sometime … maybe another time when you wife gets drunk.”

Even though I have misgivings I say, “Sure, we can do this again,” while in my mind I have my fingers crossed. Right now, I must get out of here and get home before I lose control again. “I’ve got to go, Gwen.” I kiss her passionately and give her naked body a final caress before I quickly dress to leave. Fearing that my wife could wake up at any time and realize that I’m not back yet, I don’t even take time to clean up.

When I get home, my wife seems to be lying in the exact same position as she was when I left. I quietly get undressed in the dark and carefully crawl into bed. I snuggle up next to her and d**** my arm over her while thinking about all the events that occurred earlier with Gwen. The next thing that happens makes my blood run cold. My wife’s voice comes clearly out of the darkness, “You fucked her, didn’t you?”

“Wha … what … who?”

“You fucked Gwen, didn’t you?”

I am silent while I try to figure out what to say and how to get out of this. Then I start to say. “No, I ………”

She interrupts me and says, “Don’t lie to me, Jim. You were gone far too long to have just driven her home. And furthermore, I can smell her pussy on you.” There is no slurring of her words and no signs of her being drunk like she was before. I can’t believe that she sobered up that quickly!! I’m silent while I’m thinking, ‘Damn, I should have taken a shower.’ I start to see the whole future scenario flash through my brain; I see her filing for divorce and dragging my infidelity in front of the judge and taking everything that I’ve worked so hard for. She says firmly, “Just be honest with me, Jim. Did you fuck Gwen or not?”

“I decide to come clean and I reply in a voice choked with emotion, “Ye … Yes … but she seduced me … she begged me even.”

She turns over to face me. I can only see her silhouette in the dim light from the nightlight in the hall so I cannot see the emotion on her face. She says, “Thank you so much for being honest, Jim.” She pauses while a thousand things go through my mind. A moment later, I feel her reaching down and grasping my cock, which is still very limp at this point. Even though she does this, I feel like my life as I know it is probably gone. But then she surprises me when she gives my cock a little squeeze and says, “I’m not mad or upset, Jim …… in fact I put her up to it.”

“Whaaat?” I say incredulously.

“Yes, before we left for the party, I told her that I wanted her to try to seduce you when you drove her home. This was all a plan …… I wasn’t really drunk when we came home; I only had one alcoholic drink all night. It was all an act … I pretended to be drunk so that you would have to drive her home.” I feel a load coming off my shoulders as she explains, “The last time that she did babysitting for us, we had a long talk while I drove her home. She told me about her frustration with how many guys, especially the younger ones, just don’t know how to treat women in bed … how they just want to fuck and run. And during the conversation, she inquired about our relationship and I told her some highlights about how you treated me.”

“So that is how she knew,” I say softly.

“Knew what?” my wife inquires.

“She said that she knew that I care about a woman’s pleasure … and that you had told her. I had no idea that you shared anything like that with her.”

“I hope that you’re not mad because I talked about our sex life to her … but many times she seems like a younger sister to me.”

“How can you be worried about you talking about our sex life when I did something far, far worse … I cheated on you with her?”

“Yes, but you didn’t know that tine that you had my blessing to do so. I told her to keep after you until you caved in … and it must have worked.”

“Yes, it did work, but she got pretty aggressive and she had to use all of her tricks … and do a lot of begging.” Cindy asks me to tell her how she seduced me, and I haltingly start to tell her everything that Gwen had done in the car on the way to her apartment. And then, much to my shock and astonishment, she asks to hear all about what happened in her apartment, so I go ahead and tell her everything. I even tell her how Gwen made me promise that we could do it again and how she wants to make me cum with her mouth.

All during this time, Cindy is stroking my cock, which has gotten hard again. After I have told my story, she brings the fingers of her other hand up underneath my nose. I smell the scent of her arousal and I realize that she must have been playing with her pussy while I talked. Hungrily, I grasp her wrist and put her fingers into my mouth to suck them clean.

Without a word, Cindy then changes position on the bed so that she can take my cock into her mouth. She sucks on it for a few moments and then moves herself so that she can straddle my face with her hips. While she sucks on my cock, she lowers herself downward until her pussy lips touch my mouth. I have no complaints since I really like 69 … but I’m really surprised that she has initiated it. Soon I am grasping her hips with my big hands and pulling her down on my face so that I can attack her cunt and her clit with my tongue.

The only sounds in the room are our moans as we lick and suck each other. She slowly rides my face back and forth. After a while, I reach up and grasp onto her tits and start playing with them, rolling her nipples firmly between my fingertips like I know that she likes. She is doing a great job on my cock and I hope that I am doing as well on her pussy. It turns out that I must be doing well, because after a few minutes, her body tenses up. Then she starts shaking all over as her orgasm engulfs her. She stops her movements on my cock during her orgasm, although it is still rather deep in her mouth. My face is quickly covered in her juices as I try to suck up as much as I can from her pussy. Then I pull her even tighter to my mouth and keep sucking on her clit until she has still another orgasm. A few moments later, she collapses forward to where I can no longer reach her pussy with my mouth and my arms are trapped between our bodies.

Even though I can no longer reach her pussy, and her mouth has been removed from my cock, she continues to lightly stroke my hard shaft with her hand. After a few minutes, I am surprised once again when she lifts herself off me and moves around so that she can straddle my hips. Then she rises, takes my cock in her hand, aims it at her pussy, and starts settling down on it. Her warm and very wet pussy is soon engulfing my cock. She has never initiated like this!! I wish that there was some more light so that I could watch her face, but I must be satisfied with watching her silhouette. She sits on me for a little while, just moving her hips in a small circle, letting her pussy get used to my cock. Her pussy feels so good wrapped around my hard shaft. She asks, “Does this pussy feel as good as Gwen’s?”

“It feels even better than Gwen’s, Baby. Your pussy is the best!!” After that, she starts slowly bouncing up and down on my cock. “Oh, that feels so fucking good!!” I say as she slides her pussy up and down the length of my cock. A little while later, she leans forward and places her hands on my chest for balance so that she can start moving her ass up and down more rapidly. “Ooohhhh gaaawwwd, Baby!!” I moan as encouragement. I reach up and grasp her tits and gently squeeze them while she fucks herself on my cock.

“I love your cock, Jim!! It fills me up so much!! Oh gaaawwwd, yes!!” Her motions get wilder as her arousal rises. I find her nipples and pinch them rather hard, something that I know that she likes in the middle of sex. Then she says something else surprising, “It feels so good to be fucking your cock, Jim, the very same cock that just fucked Gwen!!”

“Your hot wet pussy feels so good!! Fuck that cock!! Fuck that cock hard!!” I urge. And she does just that. “I love your hot wet pussy wrapped around my cock, Baby!!” In the low light I can tell that her hair has fallen around her face as she now frantically rides my cock. “Oh, fuck yeeessss!!” I moan out. It all feels so good …… too good! A few moments later, I warn her, “I’m gonna cum soon, Baby!”

“Oh yeah, cum inside me. Shoot your hot cum deep in my belly!!”

A minute or so later I do just that. I moan out, “I’mmmmm cuuummmmmming!!” just as my cock begins spurting deep inside her.

“Oh gaaawwwd, I can feel you cumming. I’m cumming too!!” Her orgasm slams into her and her rhythm goes to hell. I’m forced to hold her hips in place while I drive my throbbing, spurting cock into her from below. All too soon, it is all over and she collapses down on top of me again. We are both breathing like steam engines going uphill. “Am I … crushing you?” she asks.

“No, you are just fine!” I reply as I wrap my arms around her and hold her tightly to me. I whisper in her ear, “I love you so much, Cindy!”

“I love you too, Jim!” she replies. While I’m holding her, my shrinking cock slips out of her pussy and I can feel warm liquid leaking out of her onto my belly. It makes us both chuckle. A few minutes later she rolls off me and surprises me again by licking my cock and balls clean of our combined juices, something else that she has never done before. When she is done, she says, “Mmmm, that was good! By the way, I liked the taste of Gwen’s pussy on your cock along with your cum. Next time, I’d like to taste it fresh.”

Her statement amazes me. “What are you saying, Cindy?” I ask.

She astounds me even more with her reply, “I’m saying that someday, I’d like us to have a threesome with her. Then I could suck your cock as soon as it came out of her hot, wet, just-fucked pussy. And then I could eat all of your hot creamy cum out of her cunt too.” Although I knew that my wife had had some girl-on-girl encounters while she was in college, I didn’t know that she still harbored feelings like that. I’m silent for a while as I process this information, so she says, “I shocked you, didn’t I?”

“I’ve been shocked all night and I’m wondering what you did with my wife. But that does sound like it could be fun … as long as you don’t get jealous.”

“I won’t get jealous as long as I’m either there or I know exactly what’s going on …… because I have you all of the rest of the time. And you have just proven that you are good for more than once per night.”

“Yes, I have, I guess,” I say with a chuckle.

And a few weeks later we do make that threesome happen …… but that is another story.

Same as Treat the Babysitter Well Videos

2 years ago
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Pamela was 19 and wise beyond her years. She was not only smart, but also extremely devious and was one who got what she wanted one way or other. Most called her Pam and the closest person in her life was her twin brother, Paul. If there was such a thing as identical twins who were of the opposite sex, Pam and Paul were it. Each would do anything for the other and often did because of their love for each other. Paul was the typical guy and was horny all of the time. Pam on the other hand loved...

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Spanked By Her Babysitter

Katie Hartwall shuddered as she heard the front door close quietly. She sat on the sofa and tried to look like she was watching what was on the TV. The seventeen-year-old tried to do anything to take her mind off what was coming her way in the next few moments when her mum would walk into their comfortable living room. Katie Hartwall began to play with her long, brown hair, which she had tied up neatly behind her head, listening all the time to the sounds made by her mum who was undoubtedly...

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1 year ago
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An Unexpected Threesome With The Babysitter Part Three

After finishing up my vacation with the kids, I dropped them off at my parent’s for the weekend. Rex was entertaining clients and would be home later in the evening. I wanted to have a sexy weekend with my husband. I had been thinking about Sandy, the babysitter. My husband and I had a threesome with her for our anniversary. I wanted to surprise Rex with another threesome with her. I couldn’t stop thinking about our threesome. Sandy and her squirting orgasms made me hot. Several times on...

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1 year ago
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Babysitter Makes Me Lose Control

The k**s were screaming, and my wife was out back, smoking another cigarette. Sometimes I can't wait to get out of the house, even if it means spending more time with Shelley, who's been growing meaner and colder as we age. It was going to be about ten more minutes until our new babysitter came by. The last one went to college last week—we'd used her ever since our oldest was born about six years ago. The old girl was so sweet, and was going off to study educational psychology. She was great...

4 years ago
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A Babysitter Gets Control

Pamela was 19 and wise beyond her years. She was not only smart, but also extremely devious and was one who got what she wanted one way or other. Most called her Pam and the closest person in her life was her twin brother, Paul. If there was such a thing as identical twins who were of the opposite sex, Pam and Paul were it. Each would do anything for the other and often did because of their love for each other. Paul was the typical guy and was horny all of the time. Pam on the other hand loved...

3 years ago
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When The Babysitter Came Part II

“Slowly, Mr Daniels," instructed my mother after Dean sank to his knees and began licking and slobbering over her like a rabid dog."Start with my feet and work your way up,” she instructed patiently. “Take your time and do it properly. Makes things more exciting... for both of us," she added as Dean instantly followed her guidance.I didn't know what was more erotic: watching him perform or listening to her order him what to do. "Oh yes, a little higher, that's it, don't forget the back of my...

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4 years ago
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Dont Tell Mom The Babysitter Feminizes

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2 years ago
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Having Fun With The Babysitter and her Boyfriend

“Okay, Samantha, we’ll be gone for about four hours. Once you put Lauren to sleep you can call your boyfriend to come over. But, I don’t want him here until our daughter is asleep.” “Don’t worry about anything. Everything will be fine.” “If you want to go into the pool, just bring the baby monitor outside so you can hear the baby in case she wakes up.” “I have your phone number in case of a problem. Go have some fun you both deserve it.” My husband Jerry and I left to go out to dinner with...

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3 years ago
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Thats My Babysitter In That Porn Video

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3 years ago
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Spanked By My Babysitter 4

I still keep in touch with my babysitter Lori. I'm in college and it seems that she thinks I need her to keep me in check because of my behavior. She always promises me discipline punishment and spanking to keep me from screwing off. To refresh the memory, Lori is about seven years older than I am and she has been my babysitter for a long time. I am now nineteen and in my freshman year of college. Lori about twenty-six years old.Lori gives me the usual discipline punishment and spanking routine...

Spanking
4 years ago
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The Punishment of the Babysitter

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3 years ago
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Bobby Becomes Pussy the Babysitter

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3 years ago
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The Babysitter

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4 years ago
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The Babysitter and the Nudist Campers Chapters 1 3

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1 year ago
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When The Babysitter Came

"Andrea, Susan, can you two come down here for a minute?"I heard mum calling us and felt my cheeks flush angrily. I know Susan was still young but I wasn't a child anymore and didn't want to be treated like one."Andrea, don't start young lady, my taxi's here." The neutral tone couldn't hide her impatience and I could picture her looking at her watch whilst standing at the door, waiting for me to show myself. Knowing she wouldn't leave until I'd done as asked, I resignedly sauntered to the top...

Voyeur
2 years ago
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Engaging The Babysitter

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3 years ago
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An Unexpected Threesome With The Babysitter Part Two

A month passed since my wife and I had sex with our babysitter. I couldn’t stop thinking about that amazing night. I know it’s very wrong, but I have to be with the babysitter again. I haven’t told my wife about these thoughts. I don’t want to cheat on my wife, but I cannot forget the feeling of fucking Sandy’s young pussy. I have had dreams about her body and how it felt to be inside of her pussy. I don’t want to share Sandy with my wife ever again. I want to have sex with her all by myself....

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2 years ago
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The Babysitter Chapter Two

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4 years ago
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Over the next few weeks, I could hardly think of anything but the idea of wearing girly clothes and how sexy it would feel. Every house I babysat at now, I would not just go through the underwear, I would dress up in it. I began to build up quite a collection of soiled panties stolen from the women of the neighbourhood. Some I would wash and return, others I kept as souvenirs.It began to grow beyond just panties, babydolls, bras and basques. I began completely to dress in a feminine fashion...

2 years ago
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Propositioning the Babysitter

Jack Niles was married for the last twenty years. He and his wife were best friends. They were each other’s soul mates. They had a healthy sexual relationship and pleased one another. Jack also had secret desires which he didn’t share with his wife. Jack was obsessed with breasts. His wife had a small chest. He begged her to get implants, however she was scared about her health. She would get real mad at her husband for ever suggesting that she needed implants. Jack’s obsession with breasts...

2 years ago
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Sunbathing Babysitter

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3 years ago
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Our Babysitter Watches Us

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4 years ago
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Babysitter Gets Dismissed Then The Anniversary BreedingTaboo Begins

Introduction: After Kayleen got schooled and dismissed, Jimmy & Beth teaches the twins how to fuck a REAL woman. FROM THE AUTHOR: This is really the fourth & final installment of Babysitter Gets Caught, Babysitter Gets Schooledseries. After Kayleen leaves, thats when the twins decided to help breed their mom. So their dad teaches the pm a lesson on how to seduce an older woman. Be sure you read the EPILOGE at the end of this story. There might be a spinoff, depending on the reviews. Thanks and...

2 years ago
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Babysitter Gets Caught Then Gets Schooled

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4 years ago
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Blonde Mom Fucks Black Babysitter Pt 1

Introduction: This series will include the babysitter fucking mom with a strapon. Like so many times before Loren Wright had picked up Alex her babysitter. Loren was a 32 year old single mom, but still gorgeous with shoulder length blonde hair, a slim tight body and a perky ass that didnt show a hint of sag. She also had firm breasts that were small still firm and round. Loren was also a lesbian so didnt mind giving her babysitter a ride as the fourteen year old was so hot Loren got a thrill...

2 years ago
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Babysitter Makes Her Move

Ashley chose her outfit carefully. She wore a simple white blouse with buttons. It was tight, but Mr. Brenner couldn't tell since she kept her sweater on till after he left. Her skirt was loose and short--well above the knees. She decided against a plaid, thinking it was cliché and, instead, went for bright blue. She completed the outfit with a pair of pink ankle socks. She was going for a look that was both innocent and sexy--just short of slutty.And she succeeded beautifully.At the same time,...

4 years ago
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my babysitter my teenage whore

My wife and I had been married for five years and had some good sex before our twin daughters were born, then our life in the bedroom began to taper off some.It wasn't that Lisa wasn't attractive any more; she was hotter than ever with the few extra curves she put on after she had the girls.I don't know if she was self-conscious about the ten extra pounds she had on herself or worn out from the girls, but she didn't seem as interested in sex as she used to be.On a good month, I may have gotten...

2 years ago
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The Babysitter

The Babysitter She gave a light tap on the door, knowing that there was a baby in the house probably trying to sleep. The tapping was loud enough to alert the child’s mother who was sat in her living room. The house had been silent so the sound startled the young mother who, up to now, had been playing through the infinite possibilities of the night ahead in her mind. The more she thought about it, the more nervous and edgy she made herself. At least her 3 year old son, Callum, had drifted off...

2 years ago
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The Babysitter

The Babysitter She gave a light tap on the door, knowing that there was a baby in the house probably trying to sleep. The tapping was loud enough to alert the child’s mother who was sat in her living room. The house had been silent so the sound startled the young mother who, up to now, had been playing through the infinite possibilities of the night ahead in her mind. The more she thought about it, the more nervous and edgy she made herself. At least her 3 year old son, Callum, had drifted off...

Lesbian
3 years ago
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The Busty Babysitter

Rachel was just pulling her coat on when John came down the stairs. He handed Rachel her payment in cash."Thank you, Mr. Greene." Rachel smiled in gratitude."You're welcome," he replied. "You deserve every penny. Kathy and I are very happy with you. There is no one that we trust the k**s with more than you.""Thank you, that means a lot. I love them like they're my own. I would do anything for you guys." Rachel was starting to blush and was having a hard time meeting John's gaze. For his part,...

3 years ago
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Sara The Bad Babysitter

Mr. and Mrs. Crudele were going to have a much needed night out. Since the arrival of their little bundle of joy four months ago they hadn’t had a night out together and in fact they rarely had a few hours sleep in a row. But tonight they had plans for a quick supper followed by an evening at their favorite club. Mr. Crudele had obtained the name of a young woman from a subordinate at his company who said that she was very reliable and came highly recommended. He had called her and she was...

4 years ago
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The Babysitter

Introduction: A fifteen-year-old gets to babysit two incredibly hot twin boys My name is Mark. Im fifteen, with light brown hair and brown eyes. Im just an average kid, 57, 150 lbs. I think Im into guys, but Im not sure. I mean, I dont want to be gay, but sometimes I catch myself staring at some guys ass, and I think I might be. I know that younger boys turn me on. Theres one family across the street that has two of the hottest boys Ive ever seen. Theyre twins, and they look about ten or...

1 year ago
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Bedding The Babysitter 3

Note 1: All characters are at least 18 years old. Note 2: Although I recommend you read parts 1 and 2 first, here is a summary of this series so far... Part 1-Megan, a dominant but caring lesbian, seduced her cute and innocent babysitter Jenny. Part 2-Megan takes her new submissive lesbian shopping, makes a fantasy come true with a cheerleader that Jenny had dreamed about forever and took her to a special lesbian only bar. Bedding the Babysitter: A Cheerleader's Recruit What a weekend. Jenny...

Lesbian
3 years ago
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The Sins of a Submissive BabysitterChapter 2

Six full months have passed since the new babysitter entered into the household of the most esteemed Reverend John Stiffworthy and his somewhat flirtatious and definitely disobedient wife Gloria. The Reverend’s move to the smaller and more isolated parish was at the request of the Bishop until the dreadful rumors about things of a sexual nature with the Boys’ Choir had died down sufficiently for him to return to the center of the church’s headquarters without controversy. It was actually...

3 years ago
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Our Babysitter Julia

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1 year ago
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Babysitter Worth Keeping 12

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3 years ago
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Naughty Babysitter

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3 years ago
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my new babysitter

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2 years ago
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The Babysitter Rules

Jessie Flanders checked the time on her cell phone as she neared the elegant Carter home. She was a minute early for her babysitting job. As she made the turn onto the Carter’s front walk, a cab pulled to the curb and blew its horn. She reached the door and was about to ring the doorbell when it popped open. A good looking woman in her late thirties dressed in dark slacks and sweater peered at her over her glasses. “Are you the babysitter?” she asked. “Yes I am,” Jessie said. “The sitter’s...

3 years ago
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Engaging The Babysitter

I walked towards the door and saw her through the small window. 'Oh, there she is the barely legal dazzling brunette I have babysitting my son. What I wouldn't do to give a ride, and I don't mean in my car. Shit, she is wearing a dress like that to a babysitting gig? Is she trying to turn me on now?'I opened the door and saw her through the glass storm door. She just smiled and waved for a few seconds, and I had to return the favor.I opened the storm door too. "Hello, Alli, you are looking...

Taboo
2 years ago
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The Babysitter II

The following is a continuation of the original story "The Babysitter" previously published on this site under the Taboo category. If you haven't read the original story, please do so before reading this one, as it will introduce the characters and circumstances so this one will make more sense. * The extra week that my wife was gone stretched into two. Amy had gone to her sister's to help her while she and her husband were having troubles. They had split for a time, and Amy's sister was...

Taboo
1 year ago
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Somebody Had To Take The Babysitter Home

Mike’s night was falling apart.“But honey, this is supposed to be a romantic evening with,” he struggled to phrase it with finesse, “an intimate ending. How are we supposed to do that if you end up falling asleep before I get back home? Can’t we just call her a cab?”His wife, Cindy, sighed in response. “Sweetie, someone needs to bring Megan home, and I’ve had too much wine, so it’s going to have to be you,” she explained as she looked at him with a face depicting the annoyance of telling a...

Oral Sex
2 years ago
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BlondieDennis The Menace The New Babysitter

Blondie/Dennis The Menace: The New Babysitter (Or When Dennis Meets Blondie)by Sniper32One Friday night Dennis was introduced to his new babysitter, a nice younglady named Blondie Bumsted. She was a 35 years old friend of his mother, shewas a stunning 5'9, slimmed hipped, long legs, a nice ass and a perfect setof 38c breasts.Denise's parents Henry and Alice were going out for dinner and dancing fortheir anniversary and would be gone most of the night.Now as everybody knows Dennis is a handful...

4 years ago
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Missy My Babysitter is A Horny Little Slut

I couldnt believe I was staring at a picture on my computer of my 18 year old babysitter's naked pussy. Leaning back behind my desk in my home office, maximized on my monitor, was a picture of Missy lying on her back nude with her legs spread, and a perfectly shaved, glistening pink pussy pointed at the camera. Wow. I mean -- wow. It was the second of the fifteen pictures that I'd opened. The first pic, ME, had a nice smiling photo of her sitting on the bed wearing a bra and panties. And, of...

3 years ago
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Jessicas LiveIn Babysitter Part 1

Jessica's Live-In Babysitter - Part 1 by CutePatti ________________________________________ Sam had doubts about Becky's idea when she had broached it to him over lunch at the office. Sam and Becky had known each other for many years and had even had a serious relationship at one time. But that was long over and they were able to remain friends since they worked for the same company. "I have a problem," she said, "and I think you're the perfect solution!" She went on to explain...

2 years ago
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Michelles New Babysitter

       I love my wife.  One of her best qualities is how she let’s me treat her thirteen year old daughter, Michelle.  My first treat was when she informed me that I should be the one spanking her, and that she would be stripped first.  I went along and spanked her thinking it was just the way they did things in their family; the fact that I was enjoying myself I kept to myself.  Than one day I came home to see that my wife had invited all of her friends over and had Michelle in diapers on the...

3 years ago
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B Is for Babysitter

It's never easy for a child when his parents split up. Circumstances affect circumstances and usually for the worse. In Billy Bonds' case, his parents' impending divorce was all the harder because he knew deep down that, despite what they always say, he was the cause of it all. He wasn't, of course. But what's a 14 year-old boy on the edge of puberty and teenage defiance, painfully self-aware and utterly confused about everything supposed to know about life? You could say Billy was a...

3 years ago
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Abigail the Babysitter

This is my first try… Leave comments to what you think could be improved! * * * It was six oclock on Friday night when Abigail began to make her way down the street towards the OLachlan house. She grumbled under her breath. There were plenty of things that she would rather be doing on a Friday night that didnt involve babysitting two teenage brats. Her mother had pressured her into babysitting the OLachlans kids, though Abigail didnt see why they needed babysitting. The oldest, Jacob, was...

3 years ago
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Babysitter Gets Caught Then Gets Schooled Lessons Two Three

Introduction: After Jimmy takes Kayleens innocence, breeds & seeds her. she gets set for another lesson- swallowing protein. Then Jimmy teaches Kayleen how a real man pounds a real woman. And then.., all hell breaks loose. Me, Beth and Kayleen took a breather to catch our breaths. Then Beth says to Kayleen, Now that my husband filled you up by shooting his pearly-white spunk deep inside your young, fertile womb, youre gonna give him a blowjob. Then I chimed in by saying, And not only are you...

2 years ago
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Naughty Babysitter

Instead of taking their daughter to a daycare, they have a babysitter come in to watch her during the day. They had just recently hired a new babysitter, Jennifer, an 18 year old freshman at the local university. Jennifer only took afternoon and evening classes, so she was able to babysit until Tina or Paul got home. Jennifer stands average height, with an average build. She did play sports in high school, along with being a cheerleader. She was excited about finding the babysitting job so...

4 years ago
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Naughty Babysitter

Paul and Tina have been married for about 6 years, and have a 3 year old.Instead of taking their daughter to a daycare, they have a babysitter come in to watch her during the day. They had just recently hired a new babysitter, Jennifer, an 18 year old freshman at the local university. Jennifer only took afternoon and evening classes, so she was able to babysit until Tina or Paul got home.Jennifer stands average height, with an average build. She did play sports in high school, along with being...

4 years ago
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Babysitter Wife Dad MotherinLaw and Me

Originally published as Best Father's Day Gift Ever but due to low response I am re-posting under a different title. True storyIf you have read our earlier posts, you will know that nearly 6 years ago my dad, Liam, had done a nude painting of Babs, which she gave to me for my birthday. You will also know that Babs and my dad have had sex before also on more than one occasion. My dad and I look very much alike so it wasn’t difficult to see why Babs fancied him so.Last year, Bab’s mom Helen was...

2 years ago
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The Babysitter III Question

I awoke the next morning after a night of intense lucid dreams with no recollection of how I had ended up in my own bed. All I remembered was venting my unmet desire to get laid with a quick, loveless wank. It took me a while to realize Emily had come to my room to wake me up.She was gently rubbing my cheek with the back of her hand when she spoke, “Rise and shine, sleepyhead. Breakfast is ready?”I looked at her through half-closed, drowsy eyes and mumbled something unintelligible about...

Teen
4 years ago
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The Punishment of the Babysitter Chapter 2

Introduction: This is the continuing story of Rose, her husband Ron and the babysitter Jenny. Rose had just recently found the opportunity to dominate another and to even punish and be sadistic. She found it a rush and it was changing her life. Jenny lived with so much guilt because of an over religious mother. Their story continues. Rose woke up first and realized it hadnt been a dream. Here she was in the bed with the 16 year old babysitter Jenny and her husband. She could hardly believe the...

2 years ago
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The Babysitter

My wife, Amy, had left to go see her sister for a few days, apparently her and her husband were having some marriage troubles and she wanted to be there to support her. That left me at home to watch our two little girls Sarah, who was three and Paula, who was five. They were good girls and helped Daddy as much as three and five-year old girls can. My wife was supposed to be gone for a week but maybe longer, it would depend on what happened with her sister.  I didn't mind her going, I try to be...

Taboo
3 years ago
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Ditz the Babysitter

In a sudden delusion caused by two simultaneous synapses crossing each other, I thought, "Gee, wouldn't it be keen to tell the story of how I, Harvey Marcus, got started with all of this screwing around. I mean, it didn't just happen out of nothing. Everything has a cause, a spark, an ignition. So, here's my first Official Retrospective. Appropriately, it is my Origin Episode, how I involuntarily got sucked into a campaign of accidental sex with all of the world's eighteen-year and older...

3 years ago
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Bedding the Babysitter Ch 04

Introduction: Submissive babysitter Jenny seduces her sexy teacher. Bedding the Babysitter 4 Brief Summary: Jenny attempts to fulfill an order from one of her two Mistresses, when she meets with her unknowing teacher to finish a seduction she had slowly been doing all week (a brief sub-plot in Bedding the Babysitter 3). Note 1: I recommend you read parts 1-3 to know the complete story of Jenny from shy, nervous in the closet lesbian to submissive, sexy cheerleader and seductress. That said,...

1 year ago
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The Babysitter

Falling victim to the fashion trend of the tight black leggins, left almost nothing to the imagination, as her legs, small hips, and the tiny gap between her thighs, were open-season for anyone who dared to view them for more than two seconds. She was not the first babysitter Mister I would have chosen to watch his k**s, since Teagan was just a k** herself, yet he also didn't dare to tell his wife that he found her to be somewhat of a distraction as well."The k**s love her," she always said,...

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