The Babysitter: Chapter One free porn video

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Sometimes I guess it’s hard to find ways to make a bit of extra money when you’re home from college for the summer. It certainly wasn’t easy for me looking for work. That’s why I found myself doing a bit of babysitting in my spare evenings. I know, it’s the kind of work that you’d expect from a teenage girl, not a nineteen-year-old guy who should be out living it up at nights. But, it was easy work and it was money.

My parents were very young for the parents of someone my age, I sometimes found it hard to believe that they were younger than I was now when they had had me. This meant that they had a number of friends with young c***dren and all that they needed of me was to be in the house while their c***dren slept. I could just watch TV, eat whatever food they had in the fridge and drink their alcohol. It was a pretty ideal job really, all things considered, even if it did make my friends mock me a little.

It had one other advantage as well. I have to admit that I was a nosey, curious kind of guy, and I loved the idea of looking around the houses of my parents’ friends and going through all their things, even their private things, and getting a greater impression of what they were like. Naturally, it wasn’t long before I discovered that the most interesting place to snoop around was in the wives’ panty drawers.

I’ve always loved women in sexy lingerie and I couldn’t help getting turned on as I went through the underwear of my parents’ closest friends. Now, whenever I saw them I couldn’t help but imagine the sexy satin, silk and lace that I knew lay beneath their clothes. Meanwhile, when left alone in their homes, I loved to touch it, feel their sensual softness and inhale their feminine scent.

One evening, I was babysitting at Joe and Sara Dawson’s house. They were a couple in their mid thirties with twin daughters aged four who had long since been put to bed. Joe and Sara still liked to think of themselves as young party a****ls and still liked to date in bars and clubs. They both kept in pretty good shape too and could probably convince as being a bit younger than they were. I knew that Sara’s wardrobe was definitely that of a much younger good time girl. I certainly knew that she had that kind of underwear.

I knew that because I was right away inside her underwear drawer as soon as I heard their car pulling away. It was a treasure trove of sensual feminine delights. I sighed as I ran my hands through all the sexy panties. I knew that this was really wrong but I couldn’t really help myself. Besides, I was basically alone in the house and nobody would ever know.

I selected a pair of pale blue lacy boy shorts and took them from the drawer. As I buried my face inside the panties, I loved the feel of the lace on my face. I could feel my cock already getting hard at the thought of the panties. Looking around nervously, even though I knew there could be nobody there, I decided to take things to the next level.

I lay back on Joe and Sara’s bed and pulled my pants down around my ankles. My hard cock sprang out. I held the panties in my hand and then began to stroke my cock, rubbing the sexy lace against my hard throbbing flesh. I gasped at the touch of the older woman’s hot undies. Before I could really stop myself, I found myself cumming, shooting a hot, sticky load all over my hands and Sara’s sexy blue panties.

I cleaned myself up by having a shower and then tried to think of what to do with the soiled panties. That’s when the thought came to me. I could wear them! Underneath all my other clothes. It wasn’t too farfetched to move from my love of the look of the sexy panties and the feel of them on my firm member, to desiring to wear them.

I got hard again pretty quickly when wearing the sticky, soiled panties. If anything, the feel of my cum on the lacy material against my skin made me feel even more aroused even as I was a little embarrassed by what I had done. I tried hard to forget and let my erection subside before Joe and Sara returned, but it was hard to do when wearing the sexy undies.

That night, I went home still wearing the panties of my employer and feeling slightly dirty but even more sexy. Back home, I was able to wash the panties and hide them away until the next time I was hired to babysit for Joe and Sara and then I could put them back. I only hoped that Sara wouldn’t notice that her panties were missing in that time.

Fortunately, Joe and Sara went out pretty regularly, and it only took until the following weekend for them to ask me back to watch the girls and the house. Naturally, the only way I could get the panties back into the house without my parents or Joe and Sara noticing was to wear them again under my other clothes. This was something I didn’t regret at all. Ever since the last week I had been thinking about the feel of the panties against my skin and, as soon as I put them on, I began to get hard again.

With Joe and Sara having left for the evening once more, I went back up to their bedroom and stripped out of all of my clothes except for Sara’s sensual blue lace boy shorts. I was somewhat regretful about having to take them off. I looked down at my arse in the cute baby blue lace. My legs were long, slender and hairless and, with the panties on, they looked just like the legs of a hot girl, with her pert arse in sexy panties. That thought made my cock twitch again, making it that little bit harder.

The thought occurred to me that I had plenty of time yet before Joe and Sara returned from their night out. I didn’t have to take the sexy panties off yet. In fact, I could go through the lingerie drawer again and find something further to cover my body. I longed for more soft, sensual girly fabrics against my tingling skin.

Before I could really think about it rationally, I was already pawing through Sara’s lingerie selection, naked except for a pair of her cute panties. I quickly found exactly what I was looking for, a skimpy little babydoll in the same baby blue as the panties. It was made of soft thin satin and opened at the front. The cups were frilled with blue lace like that on my panties. As I held it in my hands and felt the soft satin and sensual lace, I couldn’t help letting out a little girlish squeal of delight.

I didn’t have to think about what I was doing: as quickly as possible, I had put the babydoll on and was enjoying the feel of the soft satin on my chest and brushing against my arse and the tops of my thighs. This must be how Sara feels all the time in this underwear, I thought enviously, as my cock began to create quite a tent in my panties. I wondered how she ever got anything done, she must be horny all the time.

I couldn’t pretend that it was just the sensual feel of the feminine fabrics on my male body that was turning me on. I was starting to imagine what it felt like for a woman in this lingerie. Not only that, I was running my eyes admiringly down my body and picturing it as a woman’s body, picturing myself as a woman. I had always been slight and thin.

I had always regretted not being as masculine or muscular as the other guys, but now I couldn’t be happier with how my body looked as I looked down at my soft, hairless slender form in the girly babydoll, with my long legs poking out beneath. Hell, I had the kind of cute, girlish body I liked to see in a woman!

I couldn’t help myself any longer, any thoughts about how weird and wrong it was to sneak into my employer’s bedroom and try on her sexy underwear had completely gone from my head. I was hot and horny and I just had to touch myself. I rubbed my dick through the thin lacy material of the baby blue panties. My other hand slid inside the cups of my babydoll and caressed my nipples, imagining I had a small pair of perky teenage breasts.

That was the thought that sent me over the edge and had me filling my panties once more with my warm sticky cum. It was the best orgasm I had had in ages, completely flooding right through my body and shooting out more cum than I had thought myself capable of, and I had achieved it all on my own. Well, just me and my new feminine alter-ego. Aside from the rock hard cock, I actually started to feel like a girl wearing all these pretty, frilly things.

Once again, I had completely stained Sara’s panties. Not only that, but my hand was covered in the warm, milky juices of my orgasmic moment. I don’t know what possessed me, maybe I still had it in my head that I was a sexy girl, but I was suddenly overcome with curiosity about the taste of my spunk. I took my fingers from my cock and stuck them in my mouth. It tasted pretty good, warm and salty. I couldn’t help myself, soon I was licking my fingers clean, going down on them like a hard cock.

I stopped myself before I got hard again and filled my panties with even more cum, but by now I had crossed a line that there was no going back from. I had enjoyed dressing up in women’s underwear, imagining myself as a sexy girl and eating cum. I had never considered myself as anything other than an ordinary straight guy but I guess that I would have to start thinking a little harder about that.

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Babysitter Worth Keeping 12

Babysitter Worth KeepingBy Wonder_Dad - Story #12It was quite a stroke of luck after attempting to find a babysitter that would satisfy our requirements for our two k1ds for so long. The girl, Justine, a young girl of 17, whose jet-black hair complimented lily-white skin, was finally hired. I knew little of her, but was learning quickly thanks to advice of her mother, Tatyana. Justine was truly a carbon copy of her mother in looks, but not in actions. I will not digress and re-tell my previous...

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
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
2 years ago
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Bobby the Babysitter RevisitedChapter 3

Since the job at the beach was over at 2PM in the afternoon each day, I kept up my babysitting jobs because they were a good way of meeting horny mothers and sometimes older sisters too busy with homework to take care of the small ones. Most of the girls on the trash collection duties at the beach were not in the category of the lifeguards with their suntanned, perfect figures. Still I met a couple who were willing bend over in the restroom for a hot dog and a drink at lunch. I was funny the...

3 years ago
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Naughty Babysitter

Introduction: 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...

3 years ago
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my new babysitter

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...

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...

2 years ago
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The Punishment of the Babysitter Chapter 2

Rose was struggling worried if this girl thought she was some kind of freak. She had woken her up kissing her and the poor girl woke and tensed up so much. She was about to stop the kiss but wait. . . she was relaxing, she was kissing back. Rose felt her heart beat faster she didn’t stop, she kissed her more passionately and to her delight the young woman didn’t resist at all. She felt her husband there just a few inches away, but he was snoring and she hoped he didn’t awaken. She...

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
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
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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My Daughter Is a BabysitterChapter 2

That first fill-in job for my daughter as a babysitter was a delight because of the perks of having the handsome horny husband go "around the world" in all my openings like my husband used to do on our honeymoon. I think it was the fact that his spouse was passed out from too much wine in the upstairs bedroom that filled him with the determination to show me his best moves in an illicit performance. I gave my daughter the hourly wages for the assignment because I knew she needed the money,...

2 years ago
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My Daughter Is a BabysitterChapter 3

The last time I substituted for my daughter on a baby-sitting assignment I had made her regular salary plus a hefty tip that I stuffed into cookie jar knowing I was the only one in the house that liked cookies. I had a sizable amount in there now because my daughter was either getting lazy or she was humping her new boyfriend every which way but Tuesday and hopefully using a condom each and every time. My useless husband was away on another of his “road trips” that seemed to occupy most of...

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