The Babysitter
- 2 years ago
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I woke to the smell of food and climbed out of bed, getting dressed. At first I thought it had all been a dream until I looked on my nightstand and saw the array of sex toys, the smallest that had been inside me was now clean.
I sat down on my bed for a minute, soaking in the reality that I was no longer a virgin. Not only that, but I lost it to a girl! No, not a girl. A WOMAN. She was a full grown woman and damn she knew how to use her hands and mouth.
I walked out stretching and sniffing the air. I looked at her, Mmm, smells great Jamie, whatd you make?
Jamie turned and smiled at me. She was in her mens clothes but some how they now looked sexy on her. Maybe it was because I knew what lay waiting beneath them. She wiped her brow and leaned down to get something out of the oven.
Oh, youre awake sleepy head. Have a seat Lisa, its lasagna. I made it from scratch. My mouth started watering immediately and I sat at the table. Yummy! My favorite!
Jamie chuckled and it was like music to my ears. She dished it out and sat my plate in front of me with a fork sticking out. I scooped up a big bite and started to put it in my mouth until I heard her clear her throat. I looked up at her and set my bite back down.
She rolled her emerald eyes and sat down. Not before we say prayer. My jaw dropped wider than when I was about to stuff food in it and she busted up laughing, Oh, the look on your face. That was great. Im kidding, go ahead and eat. I just had to see your reaction.
I glared at her for a minute, narrowing my chilly blue eyes, for interrupting my meal then sighed, laughing a little, and started eating. I had no idea how hungry I was until the food got in my mouth. I chewed it quickly and swallowed. Oh my god Jamie, this is AMAZING. Mmm, so delicious. Thank you so much. I wiped my mouth then kissed her cheek. Blushing slightly, I love you.
Jamie smiled gently back at me, I love you too. Now eat, more fun awaits! She said and started eating too.
The rest of our meal was eaten fairly quickly with idle chit chat. When we were finished, I insisted on washing the dishes so that she wouldnt think I was some lazy kid, even though thats what I normally was.
She smiled at me and dried and put away the dishes as I washed them. Soon enough I was done and realized my shirt was soaked. Jamie wrapped her arms around my waist from behind, leaning down to do so and kissing on my neck.
I snuggled into her then started to pull away, to go change into my pajamas. As I did, her fingers slid under the edge of my shirt and pulled it off as she said, You wont be needing this anymore tonight. I blushed at my shirt being so abruptly removed.
I turned to her and tried to remove hers in turn but was too short to pull it over her head. Well then, you dont need yours e… either. I finally got out when she bent forward to let me pull hers off. She wasnt wearing a bra but I was. Just a simple white sports bra. I stared at her tanned breasts as her nipples hardened from the cool air of the house. I couldnt help myself, now filled with confidence, and reached up, grabbing one in each hand. They were each more than a handful. Mine must of looked like pasty white mounds compared to her bronzed globes.
I started massaging and kneading them, as best I could like I did my own. I took one nipple into my mouth like she had done to me and began suckling it, flicking it with my tongue. She moaned a little and leaned her head back.
Mmm, Jamie said, I havent been touched like this in so long. Lets go to the bedroom. She said pulling away from my mouth. I didnt want to stop touching her so I reached around and cupped her ass in both hands, squeezing it and pulling her towards me, looking up into her emerald eyes. I was staring between her breasts up to her face and nodded then walked into the room.
I felt a burning between my legs that I hadnt paid much attention to but had been there since I woke. I fidgeted as I sat on my bed and pulled off my pants as she pulled off my bra. She lightly pushed me onto the bed and got between my legs as she wiggled out of her own pants.
She looked at my tender pussy, Oh my, youre beat red and swollen! She looked up at me worried. I think youre allergic to the toy. Oh no, theyre all the same! Im so sorry honey. She said and licked at my pussy which relieved the burning and slight itching very quickly.
It feels better now though. I think I can handle it again. I said to her, hoping to ease her heart.
No no, I dont want to hurt you. She said sadly and sat up on the side of the bed.
Well then, Ill just do it to you if youll just show me how to put this on. I said and picked up the harness intended for me to wear.
Jamies face lit up happily and she hopped up, pulling me to be standing with her. She took it from me and helped me step into it. She quickly made the adjustments then stepped back, looking at me with lustful emerald eyes. I looked down at what was now MY huge cock. Well, huge to me. I moved around some, getting used to the feel of it. It was like an extension of myself, except without feeling. I reached down and grabbed it which I saw made Jamie bite her lip. Seeing her reaction I shook it a little at her.
I remembered in the porn I briefly watched and my readings that men stroked their members for pleasure so I tried it. My hand skidded across it which just irritated the skin of my palm. I frowned down at it and looked at Jamie who was now on her knees in front of me.
It helps if its wet. She said an instantly my rubber cock was in her mouth, her head bobbing back and forth on its now slick surface. Instantly I was wet at the sight, feeling the same tingle that came with being touched.
Oh yeah. I like that. It makes me want to cum. I told her and she stopped and looked up at me.
Oh my my. Youre a butch. I like that. I look like one but can be a femme in the sack. She said and licked the tip which made my pussy tense.
Huh? Whats a butch? Or a femme? What sack? I asked and she giggled again.
Ill explain later. She shoved my rubber cock in her mouth again. I bit my lip and started to thrust a little, out of reflex and she moaned so I did it more. I felt a finger rubbing my clit under the edge of the crotchless leather harness. Between the rubbing on my clit and the sight of her sucking me, I quickly started cumming, grabbing the edge of the bed to keep up right. The cumming made me thrust harder, pushing it deep into her throat. I finally stopped and she licked some of my cum off her hand then wiped the rest off on a towel.
I looked down and there was a puddle on the floor. I laughed a bit breathless then quickly recovered. I decided to follow my deepest instincts. Doing what felt natural, like she said for me to do, I pulled her up by her chin, our lips barely touching as I rotated us in place then pushed her onto the bed.
Jamie laid there, pleasantly surprised at my new found courage. She shifted so she was laying properly on the bed. I stroked the cock and felt it pressing on my clit with each pump and looked at her with a sexy smolder. She was playing with her tit, watching me. It made me feel sexy beyond belief which just boosted my libido and ego more.
I climbed up between her spread legs and got on my knees in front of this beauty worth praying to. I couldnt resist a quick taste before I started fucking her. I started to lay on my stomach then remembered my artificial appendage and just got on my elbows and started lapping at her sweet folds.
I snatched her throbbing nub into my mouth and flicked it with my tongue, sucked, and nibbled. I wanted to see her cum, to feel the pulsing around my fingers. I slid three fingers into her pussy and started thrusting them in and out slowly. Feeling her soft, slick pussy around my fingers and listening to her moan was too much to resist.
She quickly came on my fingers and I groaned more than moaned with her and before I knew what was happening, came too.
Did you just cum Lisa? She asked me, surprise and joy showing in her emerald eyes.
Y-yeah. I dont get it though, nothing was touching me. I was just enjoying hearing your moans and the feeling of you wrapped around my fingers. Mmmm. I shivered and bit my lip then started stroking my rubber cock again.
Oh Lee, She said and sat up hugging me. You dont mind me calling you that, do you?
No, actually I never liked being called Lisa. Call me that from now on.
Jamie smiled at me, Lee baby, its because your heart is butch. Its not a bad thing. It just means you are more like a guy than girl. Well talk more later. She kissed me passionately then grabbed my cock. But now, She said in a seductive voice, Fuck me.
God yes. I said and grabbed her tight ass. I almost lost control and slammed into her, but seeing the desperate, sex craving look on her face made me decide it would be more fun to tease her first.
I reached over and dimmed down the light to set the mood better. It was pitch black outside so no light filtered through my purple curtains. The only light was the pale pinkish light coming from my dimmed lamp.
I pressed the thick cock against her entrance then grabbed it with my right hand, still cupping her ass with my left. It was so big around that my finger didnt touch my thumb from the other side. I rubbed the head on her clit and entrance, just slightly sliding it inside. Watching her squirm excitedly under my touch put a smile on my face.
Just as she looked like she was going to yell at me for not fucking her, I thrust quickly into her as deep as I could, making our bodies be flesh together. She let out a loud, screaming moan that sounded like it may be my name. I grabbed a tight hold on her hips and slowly pulled out and thrust back in, testing my movements.
I had never moved this way so I took my time thrusting in and out slowly. I could tell by her face that it felt like heaven, as if her moaning to the lord wasnt enough for me to figure that out. I knew it wasnt enough make her cum but felt good just the same. I started rubbing her clit with my thumb as I picked up the pace, managing to keep her lifted off the bed with only one hand. Before long I could feel another orgasm coming to me and let it out. I groaned out as the shocks caused me to pound her harder until she came too.
I stopped cumming before her but leaned down to tease her nipples with my mouth, still thrusting a bit to keep her going. A minute or so later she came back to earth with a thud onto the bed, causing my cock to slip out. I let her catch her breath but I was far from done.
As soon as she looked coherent again, I slid back into her, causing her to moan out again. My thigh muscles protested at me but I ignored them and started fucking her again.
Her nails clawed at my back, the pain shocking me at first. It felt so good I thrusted harder which made her drag her nails down my back as she moaned my name out through another orgasm, making me cum with her again. I was determined to give her as many as I could before I stopped. She fell back to earth and I could feel a little blood running down my back from where she had clawed through her ecstasy.
I grabbed her ass and lifted her up again and thrust into her, taking it slower this time until I remembered what a friend had taught me about dancing. I started swaying and swiveling my hips, knowing it was making the cock swirl around inside her. Jamie moaned out even louder, begging me not to stop so I kept it up until she came again.
My muscles locked as soon as I stopped thrusting but I wanted to please her more. I pulled out as soon as I was sure she was done and fell back onto the bed, even with my knees uncomfortably bent under me. She crawled up beside me and hugged me then kissed me deep.
Oh Lee, you are so amazing. Were you lying about your virginity? She said as she snuggled close.
Nope, I just followed my gut. Knowing how great it was to make you cum made me keep doing more to see you cum more. I looked down at the rubber cock sticking straight up in the air and laughed. I cant move but I still want to fuck you. I said, whining a little.
Then Ill do it. Jamie said and sat up. I had no idea what she meant until I watched her pussy slide over the cock again.
It was almost like I could really feel it, the sight so pleasing. I groaned and grabbed her ass. Helping her lift up, she started sliding up and down on me. I watched her tits bounce about and grabbed two handfuls of them. As tired as my legs were, I managed to meet her thrusts as she picked up pace and soon we were both cumming again.
I spun around and sat up so I could explore more of her while she bounced on my cock. Jamie started again and I alternated between watching her face, her pussy, and sucking her tits while our moans made an erotic song of pleasure. Her nails dug into my shoulders again as she reached another climax.
As soon as she was done cumming she got between my legs and started licking my pussy, stroking the cock coated in her juices. Between the pressure and rubbing on my clit from the leather, seeing her hand wrapped around it, and feeling her tongue in me, I came.
She crawled up beside me, obviously satisfied. I smiled at her, knowing she would be happy if we stopped now but just happy wasnt enough. Get this thing off me. I said and she looked up at me surprised and started removing it. When she was done, she dropped it by the bed. I scooted down to be laying with one pillow under my head.
She started to lay beside me before I shook my head, Gimme that pussy, I aint done with you yet.
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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...
LesbianI was in desperate need of a night out so I asked my husband if we could get a babysitter for the boys and go to dinner. He happily agreed and called the neighbors to see if their daughter, Susie, was available. Thankfully she was so we set it up for Saturday night. Saturday came around and I was more than ready to go out and look sexy for my hubby. I chose a short black fitted dress that hugged my hips and was low in the front to show off my C cup tits. I threw on some 4in black heels and let...
I was in desperate need of a night out so I asked my husband if we could get a babysitter for the boys and go to dinner. He happily agreed and called the neighbors to see if their daughter, Susie, was available. Thankfully she was so we set it up for Saturday night. Saturday came around and I was more than ready to go out and look sexy for my hubby. I chose a short black fitted dress that hugged my hips and was low in the front to show off my C cup tits. I threw on some 4in black heels and let...
BisexualIntroduction: OK readers, here comes a LONG story that I have been working on for a while. I dont think this will become a series unless I get requests for it. Tina comes home early and finds a surprise in her bedroom, the babysitter masturbating on her bed. She could just fire the girl, but decides to punish her, while living out one of her fantasies. Paul and Tina have been married for about 6 years, and have a 3 year old daughter. Instead of taking their daughter to a daycare, they have a...
The new babysitterAt this time i want to tell you a story of when i got a new babysitter.one evening my parents chatting and came up with the idea of going out on a romantic dinner for two being they were married for about 11 years and didn’t get the chance to go out much for some alone time for a long time now,being i was sick often and hadand therapy and other activities and a baby sister my mom had her hands full.my dad brought up the idea of perhaps having dinner just the two of...
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 SexI 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...
TabooThe 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...
TabooBlondie/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...
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...
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...
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...
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...
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...
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...
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...
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...
This is a chronicle of the most important two weeks of my life. First things first, though. I should warn you about this story. For, while the title is certainly accurate… and while this tale really IS about me hypnotizing the babysitter… and while it really IS about how this girl’s head was filled with all sorts of enticing and passionate suggestions… and while it IS about how these suggestions led her to engage in extremely arousing and exotic sexual relations with me… I feel obligated to...
Chapter 1Chelsea, our regular babysitter for the last five years had recently left for college but recommended her younger sister, Angela, for the job. Chelsea told us that Angela had graduated high school a year early with honors but was taking a year off before she went to college on a full academic scholarship and would welcome the income, and she also loved kids.So, about a week ago, my wife Janice arranged for Angela to watch our five-year-old son for a couple of hours so that we could go...
Teen