Emergency Sitter free porn video

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Kristen needs a sitter... but the situation turns into a wonderful opportunity

I’d known Kristen for almost two years. Our nine year-old sons played soccer on the same team, so we spent many Saturday mornings alongside the field watching them run around after a white ball. We weren’t exactly “good friends”, but we talked every time we met, passed the time of day and consoled each other in our single parent status. My wife had left me for her rich boss and how her husband ran off with a girl from a trailer park. We always laughed about how there was a message in there, but we didn’t know what it was. I liked talking to Kristen, she was always fun and fresh. After all, who doesn’t like talking to beautiful women?

This particular Saturday morning Kristen was looking a little more flustered than her usual self as she arrived at the field and when she finally sent her son off to join the pre-game huddle and unfolded her chair next to mine I had to ask her if she was okay.

“Yes, I guess… fine. Sorry, I’m just a bit out of sorts.” At least she could still smile at me. “On the way over here I got a call from my babysitter, saying she can’t make it tonight. Now I’ve no sitter, no time to find one and a hot date who’ll be stood up.”

Now, I’m no hero, and facilitating another guy being with this lovely creature was not exactly in my nature, but I’m also a sucker for doing a nice lady a favor. “I’ll look after Josh if you like,” I offered. “The boys get on well together, they’ll have fun.”

Kristen seemed a little taken aback at first but her face softened and she asked, “Are you sure?”

“No problem,” I assured her. “I’ll get pizza, we’ll watch a movie or they can play computer games. You know what they’re like. He might as well sleep over if you’re okay with that. Save you worrying about being late tonight. You can pick him up in the morning.”

“I’m sure Josh would have a lot of fun.” She looked over at the boys as they ran on to the field. “If you really don’t mind, that would be great for me.”

I looked into her smiling, brilliant blue eyes and could only feel good that I’d made her happy.

*****

I wasn’t prepared for her turning up at my door dressed as a biker chick.

“It’s a fancy dress party,” she smiled to explain the leathers and torn T-shirt. “We’re going as Hell’s Angels. I tried to get some fake tattoos, but couldn’t find any. You think I’ll do?” She spun on the spot to give me a three-sixty view of her outfit.

Would she do? Well, for me, the tight-fitting leather pants were just amazing. They hugged her thighs and bottom like they were painted on by an expert in perfect female anatomy. Inside her jacket, Kristen’s T-shirt was stretched by her fine chest and I thought I just caught the tell-tale impressions of her nipples that suggested she wasn’t wearing a bra. Her flowing black hair was a little more “up” than normal as she’d worked some vampish body into her normally straight locks. Overall, she looked like a raven-haired version of Olivia Newton-John’s transformation character in Grease.

“You’ll do,” I expressed my approval with an intake of breath. I couldn’t keep myself from imaging how it would be to slide those pants down her silky legs.

Getting back to reality, the boys ran off to the basement to start a digital war on the games console and I reassured Kristen that everything would be just fine and that she should head off and have a great evening. She thanked me with a peck on the cheek and I closed the door behind her feeling like a million dollars. I had just been kissed by Olivia’s double.

I sat in front of the TV and heard the occasional sounds of youthful exuberance as the cyber battle ebbed and flowed below me. It was hard not to let my mind drift off to think about Kristen, dressed to kill and out with another man. Yes I was jealous, but I was the good guy who facilitated my own torture. Or was it my own stupid fault for not asking her out months ago?

*****

She had only been gone an hour or so when my biker chick fantasy arrived back at my door.

Answering the doorbell, I stood there looking puzzled at my leather-clad dream. Kristen still looked stunning, but the exuberance she showed when she last stood on that spot was gone and there were a few tell-tale signs around her eyes that she’d been crying.

Without waiting for me to ask what was wrong she told me, “He didn’t turn up. Can you believe it? There I was in a house with all of his friends, and he doesn’t turn up.” She was trying to put a brave face on it, but failing miserably. “Fucking men. Sorry, I didn’t mean to swear.”

“Don’t worry, a lot of men are assholes.” I tried to smile comfortingly and resist wrapping my arms around her. I couldn’t comprehend any guy who would stand her up. Me? I would crawl miles across broken glass for a date with Kristen. I know, just asking her might’ve been easier, but I never did.

“I thought I’d better come and collect Josh. There’s no point in wasting your time and effort looking after him now.”

I told her it was no problem, and that we’d just ordered the pizza I’d promised for dinner. “Hey, why don’t you stick around and have some with us?”

“What?” Kristen used her arms to indicate her costume. “Dressed like this?” She had brightened up a little though.

I told her it was no problem but she insisted she run home and change. Happy as I was to have my biker chick spend some time with me, I was equally delighted when the Kristen I was more familiar with returned to my door, now in jeans and a gray sweater. Returning her hair to its normal, straighter, style was too much for the quick visit home though, which was just fine for me.

I opened a bottle of wine to have with the pizza which we had in the kitchen, the boys declining to join us in favor of more games in the basement, taking their food with them. Kristen talked about her no-show date. She had seen him a few times and was beginning to think they were headed towards a relationship, but now he was nothing to her. Forty-five minutes after he had arranged to meet her at his friend’s house he called to say he had car troubles and wouldn’t be there. “I thought he was better than most of the others. Why the hell couldn’t he have phoned earlier?” She said wistfully as her second glass of wine emptied. “It’s so hard to find a good partner in this life, don’t you think?”

I laughed and agreed with her. “Just look at us, even when you think you’ve found one, it can all turn sour pretty quickly.”

It was easy to talk to Kristen, and even easier to imagine being naked next to her. Despite the platonic nature of our evening, it was impossible for my fantasies not to arrive at regular intervals as her face brightened with our conversation and not having to spend the evening alone after the pain of her ill-fated date.

As the clock approached ten I thought I’d check on the boys and was surprised to find they had taken it on themselves to unroll sleeping bags in the basement and crash out on the carpet. I called Kristen to come see them asleep. “I never did tell him his sleep over was cancelled,” she giggled.

When we got back upstairs I poured the last of the wine into our glasses and we sat back down at the kitchen table. “That’s neat for Josh.” Kristen smiled as she sipped at her glass. “I think he’s had a really great time.”

“I hope your own evening has improved a bit too?” I asked with a smile that tried not to be too provocative.

“Yes. Thank you.” Kristen smiled and lit a fire that had been missing from my world for too long. “I’ve had a nice time. I think I’d even managed to forget about the disaster of the party,” she laughed.

I had enjoyed having Kristen around and wanted to prolong the evening, so I suggested that if she wasn’t in a rush to go she might like to watch a movie with me. With a wide smile she eagerly agreed. I ushered her to the DVD shelf and left her to choose while I cleared up our pizza debris.

As I loaded the dishwasher I couldn’t help but glance over and see Kristen bent over examining my DVD collection, that shapely bottom of hers that had been so evident in her biker outfit now back on display. When I saw her like that time stopped while I imagined my hands running over those incredible curves. I thought how delicious it would be to slip a hand between her thighs and press myself up against her while I held her hips.

She chose an action comedy and while the movie was starting to play I arrived with a fresh bottle of wine. We sat on a sofa each, separated by a small table, where I placed the wine and a bag of nachos. Kristen’s eyes widened as I started to pour. “Josh won’t be the only one sleeping over if I have any more. I’ve already had too much to drive home.”

“No problem,” I said lightly. “There’s plenty of room.”

We got lost in the movie for a couple of hours, two hours during which I wondered if there was any possibility Kristen’s sleepover might just include sharing my bed. But it all seemed so far-fetched; the thought that she would be anything more than a friend, someone to share some chat, a pizza and a movie. Still, as I glanced over and saw her comfortable pose on my sofa and her smiling face in the half-light, it was hard not to imagine slipping that sweater over her head.

As the credits rolled up the screen we mutually stretched from our relaxed positions and took our glasses into the kitchen. “Are you sure it’s okay to stay over?” Kristen asked sleepily. “I can just crash on the sofa if that’s okay with you.”

I assured her it was okay and that she should sleep in the spare room upstairs. Without listening to her protests of not wanting to be any trouble, I led her upstairs, showed her the room, showed her the bathroom and got her a fresh towel and a new toothbrush. Kristen smiled sheepishly, thanked me and wished me “goodnight”.

I went downstairs to switch everything off and lock up but when I got back upstairs Kristen was standing in the doorway of the bathroom still holding the towel and toothbrush. It was almost like she was waiting for me. I slowed up as I approached her, not sure what to expect.

She tried to smile and appeared to swallow hard as she spoke. “You know, I hope you don’t think this is terrible . . . but it’s been a long time since I’ve been with anyone… and, well, I’ve had a lovely time with you and… I’d really like to spend the rest of the night with you.”

“That’s not terrible.” I slowly approached her, opening my arms to wrap them around her. “That’s a very beautiful thing.” As I folded her in my arms Kristen let her cheek come to rest on the top of my chest. “Anyway,” I gave her warm body a friendly squeeze, “it’s been a long time for me too.”

I led Kristen to my room and she sat down on the bed while I brushed my teeth. She was still clinging to the towel like it was a comforter, when I came back and sat beside her. I could see she was nervous and unsure what to do, but it was easy to sympathize as I was in the same situation. I suggested we simply get on the bed and talk a while. Kristen agreed, and crawled over the bed to lie. I noticed that she’d left the towel behind.

We didn’t talk too much, just nervously mentioned a favorite scene from the movie and giggled a little as I worked my arms around Kristen. We were so close our noses touched as we spoke and the dim light eased some of our nerves as we got used to being close. My senses were heightened to every curve of Kristen’s body as she snuggled to me allowing our thighs to interlock and her chest to warm mine. I was already very excited as she let her hand wander along the side of my torso and I couldn’t resist any longer when I traced my finger across her cheek, I kissed her.

Those first few small kisses of gently pulling at each other’s lips were divine. As we began to taste each other for the first time and out hands caressed more urgently I could feel a lot of the tension begin to leave the air. Looking into Kristen’s beautiful face I whispered, “Shall we take these clothes off? I’d love to feel you next to me.”

She nodded and smiled. She started to reach down and unzip her jeans but I stopped her. “No. Let me do that,” I insisted. “Stand up and let me undress you.”

Giving me a sensuous kiss before she moved, Kristen slowly eased herself off the bed and waited for me to follow her. I stood in front of her for a few moments before I placed my arms around her waist and pulled her close. I’m sure by now she could feel the bulge in my jeans and I let my hands wander over her bottom before retracting them and taking hold of the sides of her sweater and raising it up over her head. This was the moment I’d been thinking about for hours.

Against her tanned skin the white bra she had on underneath the sweater stood out in the half-light. I made no attempt to avert my eyes as I smiled down at her nicely shaped breasts that were being pushed up by the bra. I gently fingered the lacy top edge, feeling the softness of her skin almost tingle under the touch of my fingertips. “You’re so beautiful,” I whispered. All the time I’ve known you I’ve thought that. I’m so glad you’ve decided to stay tonight.”

I knelt in front of her and pulled on the zipper of her jeans. White matching panties peeked at me as the zipper opened. More white was revealed when I popped the button and pulled her jeans open. Before I pulled them down I reached behind her, inside the denim, and cupped her bottom with both hands, letting my hands run over her firm cheeks and enjoy the curves of her body. Kristen stepped out of her jeans when I pulled them to her ankles and I stood up to see her smiling as her chest started to move up and down with her deepening breathing.

I reached behind her and found the fastener for her bra, pulled at it and let it fall loose. It was still covering her as I leaned forward and kissed her, deep and long, tasting her and feeling her desire. When we broke the kiss I gently eased her bra from her shoulders and let it fall. Her breasts were beautiful, round and full, a handful rather than huge. I pushed one upwards and watched as the nipple stood out. I leaned forward and took the other one on my mouth.

Kristen sighed and her hand came around my head in encouragement. “God, it’s been so long.”

She had small, tight nipples, but the one in my mouth was growing quickly as I pushed the soft flesh of her breast and fed it into my mouth. I felt the throbbing of my cock between my legs as I held her with one hand and pleasured her with my tongue and lips.

When I felt her hand ease on my head I stopped sucking on her nipple and slid slowly back down her body until I was on my knees again and facing her panties. I ran my hands around her bottom again, but this time I slipped my fingers inside her panties to feel her skin. When I started to pull her panties down Kristen eased her legs apart to help me. Once they were loose I let them fall and she stepped out of them but I didn’t stand up. I wanted a close-up of her neatly trimmed pussy.

While I looked at her I ran my hands lightly over her thighs, inside and out. As Kristen opened her legs to let me I saw her pussy lips part and reveal a tiny pink glint of her excitement that allowed her scent to musk the air with the sweet smell of her sex. I stood and smiled at her, amazed at the moment and how beautiful she looked.

“You don’t need this anymore.” She started to unbutton my shirt.

I stood there silently enthralled as she slipped away my shirt and ran her hands all over my chest. Mirroring my movements with her, she eased her mouth to my nipple, sucked on it and pulled it with her teeth. It reacted to her touch, firing my desire. By the time she started to unbuckle my belt I felt like I was about to burst out of my pants. Kristen said nothing as she unzipped down the line of my bulge and popped them open. I took a quick look down at myself as she pulled my jeans away from my legs, her breasts moving divinely. The bulge was unmistakable, the head of my cock trying to wriggle under the elastic of my underwear. It was as big as I had ever felt.

Just as I had done for her, she came down to her knees as she started to take off my briefs. Pulling the sides wasn’t going to work as they hooked on the end of me, so she eased them up and over my erection, then away from me altogether. My cock was standing almost straight up from my full balls, firm and begging for the touch of Kristen’s hand. Thankfully it didn’t have to wait too long.

I gasped as her hand gently took hold of my shaft and started to explore its length. Kristen’s other hand eased between my thigh and my balls, easing them outwards so that when she brought her head close enough she could kiss them, then suck them gently. “Nice cock,” she breathed between licks as she started to work up my shaft. I watched her head obscure my cock then I closed my eyes as her mouth closed over me.

As Kristen’s tongue explored me and her hand gently eased back and forth along my length I shivered and tried to breathe deeply as the pleasure washed over me. Feeling her taste me and knowing it was Kristen’s head I was watching work me was the most incredible feeling I’d ever known. As she eased off me and continued to lick me I wondered if I shouldn’t back away in case I came too quickly.

She seemed to sense that, knowing already it was the first time in a long time for both of us, and she stood up, kissing me deeply while still holding me tightly in her hand. Taking the lead now, she eased us back onto the bed and lay facing me, kissing me while both of her hands held my cock and balls.

With one hand massaging her thighs, I eased the other under her neck and started to nibble on the nipple closest to me, feeling it swell and harden between my lips just as its twin had done earlier. I encouraged Kristen to move onto her back so I could play with her other nipple, twisting it gently between my fingers as I sucked and pulled on the other with my mouth. I felt the warmth coming from her pussy before my hand reached it, gently sliding up her thigh and feeling her legs open for me as my fingers traced along her wetness. I felt her breathing pause as my finger slipped between her pussy lips and traced a line along her soaking slit.

“That feels so good,” she breathed. “Do you want to come up here for a while? Let me feel you inside me?”

“It’s okay,” I assured her, “In a little while.”

As I continued sucking, pulling and twisting her nipples with my mouth and hand, I started to slip my finger deeper into the warm silky depths her pussy. Moving slowly in and out of her, I positioned my thumb to massage her clit, feeling it immediately come alive to my touch. When her hips started to want to rise up from the mattress I knew she was close to orgasm. “Relax,” I whispered. “I want this to be beautiful for you.”

Kristen did as I said and allowed me to continue gently moving my finger in and out of her and play with her clit, coating it in her juices as she flowed with the excitement. “Feels so good.” She smiled. “God I’ve missed this so much.” She reached down and took a light hold on my cock. She pulled on it with very short, gentle, strokes, her movements seeming to increase her own pleasure as well as keeping me rock hard and ready for anything.

I felt her relax in my arms and give herself up to my attentions and I went back to sucking on her nipple and pulling it playfully with my teeth. I felt the tension in her body rise quicker than I expected and felt her begin to grind herself into my fingers and raise herself up towards me. Rather than speed up my attentions on her pussy, which was beginning to drip with her flowing sex, I let my fingers rise with her body, keeping the pressure light, and slowed my fingers down. I concentrated my mouth on playing with her nipple in long slow movements of my tongue around it, sucking hard every now and again and pulling it with playful bites.

“Oh God I haven’t felt like this in so long.” Kristen was panting and had her hand pulled on my cock a little more urgently. “You’re going to make me come.”

Pleased as I was to hear that, I already knew it and was smiling up at her as my mouth clamped on her breast. Adding a second finger to move inside her, I felt her gasp again and I knew she was on the brink. As her body tensed I pulled hard on her nipple and probed her as deep as I could. My thumb flicked over her clit slowly, but I added pressure and I knew her moment had arrived.

“Oh… my… God,” she said as the orgasm slowly moved through her, making her pussy contract and then gush. I kept my fingers moving on her and the hand that had been massaging my cock came up and held my hand tight to her pussy while her muscles froze in the throes of her pleasure. As the wave passed over her and she started to relax, her hand left mine and I continued to stroke her dripping pussy while she breathed deeply and giggled to me as the relief of her climax took over from the pleasure.

“That,” she kissed me on the forehead, “was amazing.” Her hand came back to its comfortable position of holding my erection, ringing around the rim of my cock with her thumb and forefinger. “I’m not sure it’s ever felt that good. Not for a long time, that’s for sure. Come on, move over, it’s your turn to lie back and enjoy.”

I shuffled more into the center of the bed and Kristen knelt up so she could pay some detailed attention to my cock. Stroking it along the underside with her open palm, she wriggled her other hand between my legs and sampled my balls, gently squeezing and lightly stroking them. “It’s been a long time since I’ve held one of these,” she giggled. I was willing to testify that she hadn’t lost her touch.

She watched her movements intently as she slowly explored every inch of me, stroking the skin, running her fingertips along me and squeezing around the rim. At the base of my shaft she massaged more deeply, sending wonderful sensations down into my balls. I saw a smile cross her face as she noticed the bead of pre-come that had appeared at the end of my cock. Leaning down, she lowered her mouth and ran her lips along my shaft in a series of kisses that she topped off by her taking the head of my cock into her mouth and covering me with the slow and delicious movements of her wandering tongue. I felt the warmth of her mouth spread all over me as she sucked and licked at me lovingly.

When she popped me out of her mouth I looked down to see the glistening head still firmly in her hand. Kristen’s eyes didn’t leave my cock as she lifted it, stroked it and caressed it. She pulled my cock upright so it was almost vertical from my prone position and licked me up and down again while she let her hand press firmly into my belly and wander around my thighs.

Deciding it was time to take me where she wanted, Kristen eased her leg over me and shuffled her position to straddle me. Now she eased herself up my body to hover over my cock tantalizingly as she continued to hold it straight up. I felt the tip touch her wet lips and looked up at her intensely as her arm was stretched down, holding me and guiding me towards her pussy. Easing the head of my cock into her, she let go of me and placed both of her hands behind her, resting them on my legs just above my knees. Her face, smiling through the sheen of our passion, held my gaze as she lowered herself deliciously onto me.

It’s hard to forget what it feels like to be inside a tight, warm and wet pussy, but after a while it’s hard to remember just how amazing that feeling is. As Kristen began to slowly ease herself on and off me I reached up and took hold of one of her breasts and squeezed it as she squirmed down on my throbbing cock. She threw her head forward into my hand, bringing her own hands forward to rest on my chest. I could see the pleasure on her face as she controlled our movements and as I thought about how incredibly erotic it was watching her enjoy herself on my cock as I felt the first gentle indications of a huge orgasm stir inside me.

She felt it too. “Its okay baby,” Kristen smiled down at me, her bright eyes misting as she eased up and down with her thighs, “it’s your turn now. Come for me.”

The room suddenly seemed brighter and time slowed down as the rush built up inside me. I watched her face as her unblinking eyes studied my every movement so she knew exactly what to do to increase my pleasure. The last thing I remember before my head exploded was how she looked even more beautiful with me inside her.

It was a moment like I’d never imagined. So long since I’d been with a woman, so long since I connected on that hot, steamy level that makes for the best sex. Kristen shifted herself constantly up and down, covering me with her silky pussy and gripping me with a pleasure hold that was blowing my mind. The orgasm built for what seemed like weeks before it arrived with a huge burst of heat, lightness and pleasure.

I heard myself let out a groan of pleasure as the blanket of the orgasm arrived and covered me with sparks and shots of electricity all over my body. I was in the throes of that moment forever when I started to shoot deep into Kristen’s pussy. I saw her smile as she continued to slide up and down and felt my seed fill her. She reached behind her and traced her fingers over my balls as my legs shivered and shook the last of the climax from me. I was smiling too, looking up at my new lover, unable to move yet and my breathing drained by the heart-stopping moment that she had brought for me.

As Kristen slipped off my softening cock she was grinning. Tracing her hands all the way up my chest, she snuggled next to me and I pulled her close with my arm. I whispered through my recovering breath, “You can sleep over any time you like.”

Planting a kiss on the side of my cheek, she laughed a little and said, “What a lovely thought. Mind you, I’m not sure we’ll be getting much sleep.”


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The Baby Sitter

The summer before I started my junior year of college.I took a job as a baby-sitter for the Simmons family. Mr. Simmons was myhistory professor. All my girl friends were jealous.Most of the girls in his class had a crush on him and dreamed ofromantic interludes with him, myself included."Anna, you bitch! Why do you get all the lucky breaks?" a friend ofmine said.It was a lucky break. At 35, Mr. Simmons looked absolutely gorgeous.I often wondered why he was a history teacher instead of a...

4 years ago
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THE SITTER

THE SITTER MOM AND DAD WERE LEAVING OUT OF STATE FOR THE WEEKEND TO ATTEND MOM'S sister'S WEDDING, AND THEY WERE LEAVING ME HOME, BUT NOT BY MYSELF. THEY HAD HIRED MISSY TO COME OVER AND KEEP AN EYE ON ME UNTIL THEY RETURNED. MISSY HAD BEEN MY FAVORITE SITTER FOR THE LAST 3 YEARS, AND I HAD DEVELOPED QUITE A CRUSH ON HER. AS SOON AS MOM AND DAD LEFT, MISSY WAS ON THE PHONE TALKING TO HER BOYFRIEND, MARK. AFTER WAITING OVER 10 MINUTES FOR THE CONVERSATION TO END, I GAVE UP AND TOLD HER THAT...

2 years ago
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The House Sitter

The House Sitter I don't want him taking care of our house when we go on vacation. I think he is snooping through my clothes and maybe even wearing them. You're overreacting Carol. John's an honest guy and wouldn't do that. Besides he is the only one we know that can do it. That's fine Tom, but if he goes through my things and wears them we will find out, and he will be sorry. Alright Carol I'll call him and remind him that we are going next week. I answered the...

4 years ago
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The House Sitter

My name is Donald and I'm a house sitter. It started off when I was in my teens and I baby sat for a few of my parent's friends and as I'm very conscientious and my Dad's senior partner needed someone to look after his house while he was on holiday, the whole thing grew from there. I'm 27 now and I house sit full time, supplementing my earnings with a spot of book reviewing. I'm not rich, but I have a comfortable living as I have virtually no overheads. Of all the grand houses I look...

3 years ago
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The Dog Sitter

The Dog Sitter   I was getting ready to go out of town for a week and my wife was going to be gone for three days towards the end of my trip. So we investigated a dog sitter company and engaged them to take care of our dogs for two nights.   About a week prior to the engagement Susan showed up, she was the one who was going to take care of our dogs. She was young, I would guess in her twenties, very busty and wearing a skirt that was almost see through, at least enough so...

Exhibitionism
1 year ago
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The babysitter

We hired a girl from the add we found at the supermarket looking for a baby-sitting job. We found she lives only a few doors away; very convenient. She said her name is Inna. She came to the house the first time for an interview and was dressed nicely and was very cute. We told her she could start this weekend as we were going out on Saturday. She agreed to be here at seven pm. Several weeks go by and she is doing a great job. She is prompt, the house is clean and the kids love her. She seems a...

Erotic
2 years ago
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Sissy Sister Sitters

SISSY SISTER SITTERS by Throne Claire and Rosa stopped as they approached the front door of the latter's house. They wore sexy outfits and a touch too much make-up, which was appropriate because they had been out clubbing. They looked at each other and began laughing spontaneously. "This is SO funny," Claire said. "I mean, us going out for the evening and leaving our husbands in the care of a sitter, like they were little boys." "You mean our SISSY husbands. And you should say...

3 years ago
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The Baby Sitter

Now Robert I want you to know that I have decided on the girl who is going to baby sit you for a week while I go on vacation with my boyfriend James. You may remember her. Her name is Christine. She’s a fourteen year old. She was that little freckle faced red headed girl, who seemed to be enjoying herself with you so much during the tryouts last week. Remember how red faced you got when I told you to drop your pants and underwear and bend over and pull your cheeks apart to show her...

4 years ago
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An older male baby sitter

My mother and her girl friend were going shopping together. So we drove over to her place and mom left us to be baby sat by this womans husband. We were supposed to be going swimming later so my sister and me had on our bathing suits. We heard mom and her friend pull away in the car as we sat watching tv under the watchful eye of our unknown sitter. He was an average build not big at all but older, about in his 40s. We sat there watching tv together. I would look over once in a while to...

2 years ago
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Wife Hires Baby Sitter

My wife and I had been going through a long dry spell while she was pregnant to a few months after she had the baby. We would have sex occasionally during her pregnancy, but toward the end she said it was getting uncomfortable. The doctor had ordered no sex for at least six weeks after the baby was born. We tried having sex once after the six weeks was up, but again she said it was still a little painful. So the only action I was getting was watching porn late at night, and masturbating. I was...

3 years ago
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Seductive Sitter

Jill was the sitter my wife and I had settled on, because she had experience working in a day care and was an early childhood major at the college where I taught. Of course, I would have hired her on looks alone, the chance to see her made Wednesdays when she sat for us wonderful. She was tall and slender, with youthful modest breasts and gentle curves. But she had long, full, lush red hair that perfectly offset her creamy, freckled complexion. And she had a way of moving, deliberate and...

3 years ago
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More Secret Fun With House Sitter

I woke to the gentle sound of Linda's breathing a few inches from me in my parents' king-sized bed. My nakedness against the sheets heightened my awareness of my stiff dick underneath my body. I could feel her warmth radiating across the short distance between us. I'd never awakened next to a girl before. Katherine and I went down on each other in the basement, then usually just went back out to play. Waking up next to Linda after sex was a completely new and exciting experience.She was faced...

3 years ago
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Secret Fun With House Sitter

Linda's warmth wrapped around my bare skin as I slid close to her sleeping body under the covers of my parents' king sized bed. My dick was rock hard in my white briefs, the only thing I wore. Her red hair was tossled across the back of her tee-shirt as I rested on one elbow, inches from her. I took a moment to take in her pretty face, freckled from cheeks down her neck. She was a true ginger, and sexy as she could be. Given her reputation as an edgy girl, I was a little surprised my parents...

4 years ago
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The Topless House Sitter

The Topless House Sitter.I purchased a building plot in the spring. As summer arrives I decide that it’s time to do some minor repairs to the fences before I let the builders loose. I’m working up a sweat. Shirt off, topping up my tan on my firm mid-twenties body. I’m lost in the task in hand. Leaning on my spade I’m startled from my dreams as a voice asks, “Lemonade or beer?” Looking towards the voice I’m greeted by the sight of a beautiful almond shaped face framed with long brunette hair and...

4 years ago
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Rachel the Part time Baby Sitter

I saw an on line advertisement on social media where a neighbor was offering up her seventeen year old daughter to baby sit. As a single father with twin five year olds, I was thrilled to see the advertisement. Finally, I thought to myself, I can have a social life. A babysitter for the weekends when I had the kids would allow me a small amount of time to rebuild my life after a nasty divorce. Rachel was a cute and bubbly young lady. She came with her mother to check out my offer. As we sat at...

Seduction
3 years ago
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Ava the Sitter

Ava Dominique and Elle Monique's mom had a close friend Diane had become an auntie some time back. Diane's younger brother Tommy was a father to identical twins boy and girl named Louis and Layla. Tommy, a few years older than Dominique always had a thing for her. He never acted on it but he could never keep his eyes off of her body. Even when he was in the 9th grade and she was in the 5th, he liked when she played wrestling with him. He loved pinning her down and putting her into submission...

4 years ago
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THE SITTER

My wife and I were going out for the evening and asked our neighbor, Paul, to baby-sit. Marny said she was driving so I sat in the passenger seat and settled in for a nice ride.Marny looked younger than her actual age, she was thirty eight but looked twenty nine, her body is as firm as ever due to a rigorous exercise program, and strict eating habits.Like I said, she's thirty eight, she's five feet seven inches tall, long jet black hair that falls to her gorgeous firm ass. Her tits are firm,...

4 years ago
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The Sitter

MOM!!, I’m 12 years old!! I don’t need a frickin baby sitter! Watch your mouth young man she said, I just don’t feel right going out of town for the night, and no one else is available. I saw her sign at the grocery store, called her, and she said she works at the Jehovas Witness temple, and is studying to be a pastor, so she sounded great, as sweet as could be. In about an our the doorbell rang, and I answered it, expecting an ugly b---h, and boy was I surprised. She was wearing a long, floor...

3 years ago
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The Sitter

MOM!!, I’m 12 years old!! I don’t need a frickin baby sitter! Watch your mouth young man she said, I just don’t feel right going out of town for the night, and no one else is available. I saw her sign at the grocery store, called her, and she said she works at the Jehovas Witness temple, and is studying to be a pastor, so she sounded great, as sweet as could be. In about an our the doorbell rang, and I answered it, expecting an ugly b---h, and boy was I surprised. She was wearing a long, floor...

4 years ago
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The Sitter

This is a work of fiction. More importantly, this is a work of erotic fiction. Even better, this is a work of erotic transvestite fiction. If you are under the legal age in your state, country or planet to obatain adult literature, STOP READING NOW! The Sitter by Sissy Demi It was Friday afternoon and I was on my way home. It was only a half day of school that day. Parent/Teacher conferences or some bullshit. Who cared I had another half day that I didn't have to be in that crummy...

2 years ago
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Baby Sitter

It was a cold and unforgiving night as Jennifer stumbled to her job. The streets were empty and the darkness clung to her like a wet t-shirt. She strained in the dark to read the house numbers as she rounded the bend to Alma close, it was unsettlingly silent, the wind that had once whipped up round her ankles died and everything was still, waiting. She stood at the front door anxious to enter, though she'd been here before on many a night she some how felt...

3 years ago
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Changing Channels The House Sitter

Changing Channels- The House Sitter By Zouscha I saw the notice posted on the bulletin board in the university center, and I pulled it off before anyone could beat me to the punch. The note said 'Housesitting- will pay $250 for one week' and it gave a number. Well, I was pretty cash-poor this semester, so I jumped at the chance. I got back to my dorm room and called right away. An airheaded voice came on the phone, and said yes, they were leaving tomorrow. They'd leave the keys under...

2 years ago
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Lou The Baby Sitter

This is the story of Lou My very Special Friend Missy's ( Wendy ) Babysitter...Its a weekend late summer , and I have a busy social programme over the next couple of weeks -- birthday parties weddings etc Charlie has arranged for our usual sitter Lou to look after our son while we are out -- in the past if we expected to be really late she just stayed over in the spare room.This particular Sat ,I was driving through the village when my attention is taken by this statuesque figure gliding along...

2 years ago
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Baby Sitter

BABY SITTER By Tammie Anne Freeman Chapter 1 Anna looked at the address written on the note card. She hadn't worked in this neighborhood before, and was concerned that she was going to be late. She worked for a babysitting agency that provided special services, and the clients could be very demanding. But thankfully the job tonight looked like a regular baby-sitting job, and she could probably be a few minutes late before the client called to complain to the...

3 years ago
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my baby sitter

I was home healing from leg surgery, sitting by the deck door, when my very sexy baby sitter tapped on the deck door.She was looking fine, wearing a pair of snug, low rise blue jeans short shorts, showing some nice cheek, PLUS a beautiful low cut tank top, showing off her well endowed cleavage. Falling out the side of the top, plus a well tanned belly button. She came in, with a smirk on her face and leaned very suggestively against the door.She teetered and giggled as she talked, and asked to...

2 years ago
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House Sitter

One summer a friend of my mom's called and asked me if I wanted to watch her house for a couple of week while she went on vacation. All I had to do was bring in the mail everyday and water the plants. She offered to pay me $200.00 while she was gone. The only bad thing about this gig was that she lived 2 miles out of town in the country. That was OK though cause I was driving now and it gave me an excuse to drive. She was even nice enough to give me gas money. That was enough right...

3 years ago
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The Baby Sitter

We had planned this night out for some time, but as usual something always goes wrong. The baby sitter called & cancelled at the last minute. I suggested that my wife ask if Shelly, the 17 year old girl from next door could baby sit at short notice. She trotted off next door & came back to tell me that Shelly was not available but her 19 year old brother Joey Was. We really wanted to go out so she agreed to let him sit for us. He seemed like a fine young lad, he was very fit, he was a...

3 years ago
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The Sitter

The Sitter by Erin Tyler In December of 2450, I took a big chance and left the disquieting confines of The Mistress' junk-lab, the only home I knew. I found myself in a ruined city, surrounded by the hostile natives of the land that had once been United States of America. The nation that had put a man on the moon was defunct, and its descendants led short, bitter, hand-to-mouth lives. In January of 2451, I learned the defunding of all public education and research caused this...

4 years ago
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Wife Hires Baby Sitter

My wife and I had been going through a long dry spell while she was pregnant to a few months after she had the baby. We would have sex occasionally during her pregnancy, but toward the end she said it was getting uncomfortable. The doctor had ordered no sex for at least six weeks after the baby was born. We tried having sex once after the six weeks was up, but again she said it was still a little painful. So the only action I was getting was watching porn late at night, and masturbating. I was...

Taboo
4 years ago
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Black Sissy Sitter

BLACK SISSY SITTER by Throne Jack was in a state of confusion. His girlfriend Tiffany, a willowy blond beauty, had invited him to meet at an unfamiliar address. It was an inner city neighborhood. He had been uneasy driving there, parking his car under a streetlamp, and walking the half block to the door. When he knocked he got a devastating shock. She was there but had drastically changed her look. Instead of the flowing hair he loved so much, she had cornrows that clung to her...

4 years ago
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Seductive Sitter

Jill was the sitter my wife and I had settled on, because she had experience working in a day care and was an early childhood major at the college where I taught. Of course, I would have hired her on looks alone; the chance to see her made Wednesdays when she sat for us wonderful. She was tall and slender, with youthful modest breasts and gentle curves. But she had long, full, lush red hair that perfectly offset her creamy, freckled complexion. And she had a way of moving, deliberate and...

Quickie Sex
4 years ago
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Emergency Sitter

I’d known Kristen for almost two years. Our nine year-old sons played soccer on the same team, so we spent many Saturday mornings alongside the field watching them run around after a white ball. We weren’t exactly “good friends”, but we talked every time we met, passed the time of day and consoled each other in our single parent status. My wife had left me for her rich boss and how her husband ran off with a girl from a trailer park. We always laughed about how there was a message in there,...

Straight Sex
2 years ago
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Anns sitter

Ann complained while her mother was on the phone, I don't need a sitter she argued. Her mother said, I don't care, you're not staying by yourself, and that's final.Hanging up the phone her mother told her to take her bath.While Ann was bathing she got ready for her date.Finishing her bath Ann put on her nightgown and clean panties.Coming out front, her mother was talking to Mary. She explained how she was. Mary smiled and sad no problem.Mary asked Ann what she liked doing. Movie and video...

4 years ago
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Sorority Sister Sissy Sitters

SORORITY SISTER SISSY SITTERS by Throne Kevin was very uneasy. He knew his wife Petra was going out for the evening and she had hinted at making some special arrangement to deal with him. What else could she do? After discovering his habit of dressing girly when she wasn't around, she had used it against him. Whenever he was home now he had to wear the most shameful outfits she could think of. For instance, at the moment, he had on a sleeveless gingham top, the halves of which tied...

2 years ago
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A show for an 18 yo teenage baby sitter

True story that happened about 10 years ago.... I copied this story from where I wrote it originally. I was responding to a story written by eekntake where she did something very similar that reminded me of this story. So if you see it twice, know it is me in both cases, if you don't believe me then take a look at the username in the comments field. Now on with the story:I had worked late a few years back, like almost all night. It was summer and the k**s were off from school. So when I got...

2 years ago
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The Baby Sitter

Alissa had been baby sitting for the Bentley's for about a year. She was a senior in college, and baby sat to earn spending money. Alissa was a pretty 23 year old, with sexy blue eyes and short blonde hair. Mrs. Bentley, and her husband Tom had called Alissa to babysit for them Saturday night, and told Alissa she could use the guest bedroom because they probably wouldn't be home till the wee hours of the morning. Around eleven Alissa decided to go to bed. Alissa couldn't get to sleep no matter...

2 years ago
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Emergency Pill Part III

By : Shekhartangy Hello ladies and gentleman and, boys and gals I am Shekhar, 24, Pune. I don’t want to give stats cause I am not much handsome or anything. Neither I am like a hunk with very muscular body. To describe myself I would ask you to imagine any common guy walking on the streets. Anyways enough of bull shit lets come to the point. This is real incident happened with me I am sure for lot of readers this will seem like some fake story copied from a 3rd class unknown movie. This is the...

4 years ago
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Emergency Pill 8211 Part II

Hello ladies and gentleman and, boys and gals I am Shekhar, 24, Pune. I don’t want to give stats cause I am not much handsome or anything. Neither I am like a hunk with very muscular body. To describe myself I would ask you to imagine any common guy walking on the streets. Anyways enough of bull shit lets come to the point. This is real incident happened with me I am sure for lot of readers this will seem like some fake story copied from a 3rd class unknown movie. This is the second part of the...

2 years ago
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Sarah our young babysitter

This story is fantasy. I'm a white male in my 40s and my wife is a cute Asian in her late 40s. We have a great sex life and are swingers. Mostly we like MFM and small gangbangs, she is increadably horny and I love watching her with other men. My wife and I adopted a adolescent girl from an Asian country about a year ago. This cut back some on our partying but we still managed to play once or twice a month. When we do go out one of her friends has a 13 year old daughter that we hire to...

3 years ago
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Diary of A Face Sitter

I don't know whether its the feeling of power, the control, the naughtiness or the orgasms. It may just be all combined. Whichever it is, I know I have never loved my husband more for his wonderful ideas. It started off a simple sexual suggestion. My husband Liam asked me to sit on his face one time when we were playing around. I told him I really wasn't comfortable doing it. I was scared I may smother him and for some odd reason, I felt a bit self-conscious about it. Liam would ask time and...

Fetish
4 years ago
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The House Sitter

Stepping up to the closed door, I raised my fist and gave the hard wood three sharp raps, hoping the brisk knock was adequate to be heard above the blaring music. A few seconds passed before I raised my hand again to repeat my knock, when the door swung open. Before me stood Laura, smiling enthusiastically as she held a glass of wine in one hand as her other moved from the doorknob to rest on her hip in a blatant attempt to strike a provocative pose. "Hellooooo," she beamed, flashing...

3 years ago
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Lucy The Baby Sitter

Well back when I was 12 years old I started to notice and change in me. I would have a hard on in the morning but I didn’t no why. Also I could see that when I saw a pretty girl it would get up a little. I heard of this but I really didn’t pay attention to it. One day my mom’s friend came over to visit. Her name was Lucy. She was Puerto Rican but she looked like a white girl. She had dirty blonde hair that was down to her ass. Nice big tits and bright green eyes. Slim waist and a nice around...

4 years ago
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A Reluctant Baby Sitter

Aunt “Lisa” was 38 at the time. She was a full figured woman at about 5’-8” tall. Her tits were 38 or 40, C-cups that must have been augmented because they were very, very firm. I had seen her in t-shirts with no bra and those puppies pointed straight out. My cock nearly burst through my pants every time I saw that. I am pretty sure she knew I was ogling her tits. She had dark red hair that hung down even with her shoulders and eyes that were a dark, deep color that seemed to change as the...

2 years ago
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The House Sitter

I could hear the faint sound of music emanating from behind the door as I made my way down the hallway.   Each step brought me closer as the music became louder and louder.   I listened intently as I closed in, but could not make out place the song or the band, writing it off as one of the many independent, no-name artists that Laura always listened to.   Stepping up to the closed door, I raised my fist and gave the hard wood three sharp raps, hoping the brisk knock was adequate to be heard...

4 years ago
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Lucy The Baby Sitter

Introduction: This a true story on how I lost my virginity Hello Im Mike from NY. Im Puerto Rican and Black and I have lots of stories to share. I already wrote one of my stories entitled Ms Rosen and I. All my stories are True. I may not be the best looking guy in the world, but I am one of the luckiest. I rather be lucky than having no sex at all. This one is about my first time and it was with my moms friend and my babysitter. Well back when I was 12 years old I started to notice and change...

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