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It started while sitting on the living room couch. Sara—our babysitter, Beth—her friend, and me. I was back from my evening out, my wife was out of town, and the kids were downstairs, sound asleep. Sara lives next door with her parents and has been a family friend and our sitter for quite a while. Being summer, she was home from college after finishing her freshman year and had invited Beth to come over to play with the kids and talk and catch up, since they go to different schools. They are both attractive girls but very different, physically. Sara is about 5'0" and petite, with a slim build. Beth is taller, a little heavier, and curvier.

One reason I like these girls is, even though our ages are quite different, we can have relatively intelligent conversations about movies, music, etc. and they like to keep me up-to-date on what they're watching and listening to. We sat there talking quietly when Beth asked if a personal question was OK. Wondering what I was getting myself into, I said, "Sure." 

"When did you lose your virginity?" she asked, blushing slightly. 

Without much hesitation I told her it was while I was at college. 

"With who?" she asked next. 

I told her that I was fine with this line of questioning as long as it stayed between us. To my delight, she agreed. 

"To the woman I eventually married," was my response, which resulted in a raised eyebrow from Beth. Now Sara piped up. 

"How long did you date before you did it?" 

"About a year," I said. 

"Well, you must've fooled around doing, umm, other things before that, right?" 

Now, we were all blushing a little. But I didn't care as this was becoming an arousing conversation. 

"Well sure," I said. "we had some fun before the big night." 

"Did she go down on you?" asked Beth, starting to lose her inhibitions.

"Yeah," I said, "but not as much as I would've liked." 

Sara asked, "How about her? Did you go down on her?" 

"A lot. I love doing that." 

This made both girls squirm slightly, but for different reasons, I would find out later.

"What do you like about it?" pressed Beth.

"You want me to be completely honest? Graphic, even?" 

"Umm, sure," she said, sounding like she didn't know exactly what to expect.

"I love making her feel good. Making her cum."

With that, both girls blushed furiously, but I continued.

"It's intimate, and sexy, and I love feeling her body move under my mouth. And around my fingers."

Sara's jaw was in her lap, but Beth was smiling knowingly.

We were quiet for a moment, then Beth asked if I'd ever gone down on anyone else besides my wife. I replied that I hadn't and I asked "Why?"

"I want you to go down on Sara," she blurted out, before Sara could stop her.

"Wait. What?!" Sara responded.

"She's never had anyone eat her out before. She's afraid to."

"Am not!" Sara argued. 

"Besides," Beth continued, "it might be fun to watch you, umm, work."

I had to admit, that even though these girls were way younger than me, I was becoming incredibly turned on. I didn't know if either of them had noticed my now-hard cock straining against my jeans, although I kind of hoped they had.

"Sara, how about it?" asked Beth. "C'mon, you'll love it, and no one else will have to know." 

Looking at me, Beth mock-pleaded, "Please do it for her. She'll never know how great it is, otherwise."

I looked at Sara and said that, if she wanted me to, I would. But only if this all stayed right here, in this room and between us, since we could all get in trouble.

Beth stood up and led Sara by the hand into another room. I could hear the murmurs of their conversation and wondered what, exactly, they were talking about.

After a few minutes passed, they came back into the room. Sara sat down next to me, put her hand on my leg and looked into my eyes.

"I want you to go down on me. Will you? Please?"

"Are you sure?" I asked.

She stood up and, hooking her thumbs around the waist band of her pants, pushed them and her panties down in one smooth stroke. I must've had quite the dumbfounded look on my face, as they both laughed at me. But I was staring at the most beautiful pussy I'd ever seen. Sara's pubes were neatly trimmed and sparse enough that I could see her slit through them. I looked up into her eyes and she asked me, "Do you like what you see?"

"Yeah," was all I could come up with, as my mind was racing, trying to figure out this situation I'd somehow gotten myself into. Since things had progressed this far I figured that I might as well just go for it and have fun.

I got up and slowly approached Sara. When I was close enough I put my hands on her hips and whispered, "Close your eyes." 

When she did I kissed her on the the neck. Softly, gently. I slowly turned her around and sat her on the couch next to Beth. She opened her eyes and I asked her if she was sure she wanted this. She nodded and smiled.

I slowly got on my knees in front of her and bent my head to kiss her left knee, then the other. I looked up for any sign of hesitation, but saw none. Sara and Beth were both silent as I slowly kissed my way up Sara's leg. As I got closer to her pussy she parted her legs a little and I could smell her excitement. When I got to her hips I avoided the promised land and instead kissed across her belly and down to the other leg.

This time I gently moved her legs apart so I could kiss the inner part of her thigh. By now, Sara's knees were far enough apart that I could gently kiss her pussy, making her tremble. I looked up and her eyes were closed. I watched her face as I ran my tongue gently along her outer lips. She smiled a relaxed smile. I looked up at Beth, who was transfixed by watching me pleasure her friend.

I started to slowly work my mouth and tongue all over Sara's pussy. I was also moving my hands up and down her thighs, gradually working my way up and under her shirt. I wanted this to take a while so we could both enjoy it to the fullest. My hands found her bra and I softly squeezed her small breasts. She moaned at my touch. I wanted to take off her bra but couldn't reach, so I made eye contact with Beth. She knew what I wanted and she gently pulled Sara's shirt up, leaned her forward, and unhooked her bra. I slid my hands over her bare flesh and felt her nipples become erect under my touch. I was in heaven, and I think she was, too.

As I enjoyed Sara's breasts and pussy, Beth put an arm around her shoulders and whispered into her ear, Isn't it great?"

Sara just smiled and nodded, never opening her eyes.

Since Beth's leg was up against Sara's I occasionally rubbed it, too. One time I became more adventurous and slid my hand around to Beth's inner thigh and slid it upward, slowly. As my hand approached her zipper, Beth moved her other leg to give me complete access. Our eyes met as my hand stroked over her pussy through her shorts. She held my wrist there as I gently moved my fingers up and down over her most sensitive area.

Meanwhile, Sara was getting wetter all the time, and making little whimpering noises. I could feel her getting closer but I wanted this to last just a little longer, as I had another idea I wanted to try. I took my hand away from Beth's damp crotch and found hers. I moved it slowly to Sara's stomach and rested it there. Holding on to Beth's wrist, I slowly moved her hand in ever-widening circles until it was brushing against Sara's breasts. I released Beth's hand and it stayed in place, caressing Sara's perky little tits, while I moved my hand under my chin to feel Sara's dripping pussy.

I concentrated my efforts on her clit now, wanting her to cum. I slid a finger into her and felt her pussy tighten. I could feel her starting to shake so I increased my pressure on her clit and moved my finger in and out, gently. Sara's hips started to rise and I could feel her body trembling as the orgasm approached. Suddenly she spasmed and let out a soft cry as she flooded my mouth and hand with her delicious juices. I slowed my pace but kept going. Beth's hand hadn't left Sara's breasts. She was busy exploring her friend's chest while watching me induce an orgasm on Sara.
I kept my mouth on her pussy, but stopped my movements. I wanted to taste her cum. It was slightly sweet, mixing with her salty juices.

She opened her eyes, looked at me, then Beth, and smiled before closing them again. Beth whispered, "Wasn't it great?"

Without opening her eyes Sara replied, "Ohhh, yeah. I've never cum that hard before."

I wiped my face off on my shirt and looked at Sara.

"I'm so glad you liked it," I told her. I looked at Beth. "Would you like a turn?"

"Absolutely," she replied as she raised her hips to slide her shorts off. She started to get up but I told to stay where she was. I liked seeing both girls next to each other like this so I moved over in front of Beth and slid off her soaked panties, revealing a thin strip of red hair above an otherwise freshly-shaved pussy.

Without hesitation I dove in, parting her lips with my tongue. She was so wet, tasting a little different than Sara, but not by much. She was, however, a lot more active than Sara, moving her hips under my mouth and undoing her own bra as she looked at me with a devilish look. I took the invitation and started kneading her much larger breasts, lightly pinching the nipples and rolling them around between my fingers. She was getting close in a hurry, so I stepped up the pressure on her clit and nipples.

Sara was alternating her gaze between me and Beth as I worked her towards orgasm and she ran her hand up and down Beth's arm as I continued. Suddenly, Beth grabbed my head with both hands and pushed my face into her soaking pussy. Barely able to breathe, I kept going until she came, soaking my face in the process. As with Sara, I slowed but kept my mouth where it was, savoring her juices. I sat up and looked at the girls.

Sitting on the couch, looking exhausted. Beth, having recovered a little, looked at Sara, smiled that devilish smile again, and asked, "Have you ever seen a guy cum before?"

They then looked at me. I smiled as Beth got off the couch and pushed me back so I was laying on the floor. She got down on all fours, climbing over me, her large tits rubbing against my chest. She kissed me, tasting herself, as her hand found my cock, straining against my jeans. 

"One good deed deserves another, don't you think?," she asked as she looked into my eyes, that devilish grin appearing once again.

I just smiled and closed my eyes as she unbuttoned my jeans. Sara came down to join us and they both pulled off my jeans and underwear. Sara gasped a little when my cock sprang into view. It's not huge, but it was hard enough that it pulsed with each heartbeat, dripping a little precum out of the tip. 

Beth wasted no time, stroking my cock and spreading my wetness all over the head. I was so horny I knew I wouldn't last long at the rate she was going. 

"I'm gonna cum soon," I alerted her. She smiled and kept stroking.

"Watch this," she told Sara, who was watching, fascinated. I felt that familiar pressure behind my balls as she continued. My body tensed as my load shot out of me, landing mostly on my stomach and running down Beth's busy hand. She slowed her pace, then stopped, examining the stickiness on her fingers. She tentatively stuck out her tongue and tasted my cum. 

"Not too bad," she said, to no one in particular, as she grabbed my shirt and wiped my cum onto it.

"You're going to need to wash this, I think," she informed me.

We put on our clothes in slightly awkward silence, each mentally replaying the events of the evening. 

"Thanks," Beth said. 

"Thank you," I replied.

Sara just smiled at me as they left to walk back to her house. The fact that it was a smile as devilish as Beth's gave me hope for the future.

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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
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...

4 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...

4 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...

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...

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...

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