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Introduction: What happens when a hot MILF comes up a little short and does not have enough cash to pay the babysitters Payment

Right after I finished my sophomore year in high school, my best friend Chris and I were asked to baby sit at the house of a woman that my mother knew. I had never met her before, but when I arrived at the house I realized that she was pretty damn hot, especially for a mom. She was about 57, had shoulder length blonde hair, blue eyes, and had a pretty curvy body with a nice big set of tits. The mother promised to pay my friend and I $6 an hour. When she left, the three kids started going wild. The two boys and one girl were out of control, and trying to contain them was hell. However, the mother finally made it home after about three hours. She took out her some money to pay us, but only gave my friend and I $15 each. I looked at her for a minute, a bit puzzled, and then told her that she owed my friend and I another $3 each. She looked back into her pocketbook, but did not find any more money. She then got a seductive look in her eye, and told her kids to go upstairs. She then told us that to make up for the shortage is cash, she would do a little something for us. She got down on her knees in front of my friend and I. I could tell where she was going with this, and my penis started to harden. Her eyes then glanced up at us, and said like a sluttish voice, Take out your cocks. My friend and I quickly dropped our shorts, exposing our semi-hard members. Right away, she reached out and started jerking them both. Once we were both rock hard, she leaned over towards me and engulfed half of my 7 inch cock into her warm mouth. Her free hand came up to jerk the base of my penis, while she continued to stroke my friend with her other hand. She sucked back on my piece until her luscious lips were rapped tightly around the head of my penis, and began to lick all around my head while she sucked. Her eyes moved up to meet mine and she gave me a sluttish glare, just like all the penis loving whores do.
Chris could not wait any longer, so he grabbed the back of her head and pulled her over to his cock. She opened wide and took about half of his meat into her mouth. She took her mouth off, put it back on, and started slowly bobbing her head back and forth on his penis. She was enjoying every second of it as she covered his cock with her saliva and licked the bottom of his shaft with her tongue as she went up and down on his piece. My friend, still with his hand on the back of her head, began thrusting his hips forward to push his penis deeper and deeper down her throat. Even with his cock going almost all the way into her mouth, she still took it like a pro. Watching this started to make me really hot, so I unbuttoned her blouse and pulled out her boobs. I started to grope and squeeze them, and her tits quickly got nice and hard. They were the nicest set of breasts I had ever felt up to that point in my life.
She then moved her head back over to me and hurriedly took my piece in her mouth. She was really into it by now, and she wanted to make us cum. Right from the start she bobbed her head up and down my penis, taking me deep every time. I could hear her slurp as my piece moved around in her mouth. As I moved the hair out of her face so I could get a better view of her sucking me, Chris took his turn playing with this MILFs boobs. I then took my cock out of her mouth and smacked her in the face a few times with it, as she struggled to engulf me again. Once her cock-hungry mouth got a hold on my piece, I grabbed the back of her head with both hands and pushed my penis against the inside of her cheek. I then started thrusting my hips back and worth, fucking her face, and stretching her cheek with my hard cock.
Both Chris and I were getting close to cumming, so we both were eager to shove our cocks deep into her mouth and fuck her throat nice and hard. I started the trend by keeping my hands on the back of her head, taking my penis from her cheek and shoving it down her throat. She gagged and then backed off at first, but as I pushed her head back down she got used to it. I had her so that her nose was in my pubic hair, her forehead was on my stomach, and my balls were on her chin. I held her there for a few seconds while her throat tried to adjust, and then let her go.
My cock popped free and gasped for breath, but Chris quickly got her in front of him and did the same, sending his long shaft down her throat. She continued to take turns deep-throating us, quickly switching back and forth between us several times. Then, when she next took my penis down her throat, I held her head in place and started slamming my hips forward. The sounds of the sloppy blowjob she was giving me sounded great as I continued to hump her head. I then saw Chris reach over, grab her head off my cock, and started rapidly jerking his piece in her face, saying that he was going to cum. She opened her mouth and Chris placed his cock on her tongue. Her eyes were wide open, and she was begging to have a hot load shot into her mouth. She moved Chris hand away and started to jerk him off herself, and she again reached over to me with her free hand and did the same. I then saw Chris throw his head back and he started to moan. I looked down and saw his penis start to shoot stream after stream of hot, sticky cum into this beautiful MILFs open mouth. This view sent me over the edge, so I stepped forward and placed my now cum-spewing cock into her mouth as well. She was now on her knees in her kitchen with two teenage boys emptying their balls in her mouth at the same time. She continued to jerk us off with a dirty smile on her face, as cum dripped down her chin. Once she had jerked us both dry, she swallowed everything in her mouth with one big gulp. She then cleaned the rest of our cum off her face with her fingers, and licked them clean as well. She proceeded to get up off of her knees, and then said I hope that will do.
A minute later her husband came home from work and gave Chris and I a ride home. Maybe the next time we baby-sit for this mom, she can pay us by letting us use her daughter while she is away. And if we do a god job, she might even include a little tip as well.

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How strange it felt to be lying next to such a young temptress, after years of lonely dejection. The waif had entered my life unexpectedly, with loud attire and greased hair that was strangely out of place for the delicate features it crowned. Lost and lonely too, she fronted an indifferent attitude and a vehement distaste for authority. One third my age, her speech was filled with colloquialisms I’d never heard of, while her mannerisms reeked of immaturity. Beneath her oppressive front,...

3 years ago
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Chris BeakerChapter 19 The Chain

I opened my eyes, the last thing I could remember was writing out my report in the office and then I felt so tired that I fell asleep. But this wasn't my library. In fact I didn't know where I was. "Hello?" I called out; I bit back on the 'is there anyone there?' part as it was too trite. As if my voice was a signal, the walls began to brighten; showing a panelled room, in front of me was a raised desk. As I watched, dark shapes began to appear behind the desk. I could now see a...

2 years ago
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The Ranchers Daughter3Chapter 6

The next day after breakfast, I walked into the study and reminded Sarah that she was supposed to spend some time every day at the range practicing shooting and that we had agreed to go out early to miss the mid-day heat. Shamefacedly, she admitted that she had forgotten her promise. She said for me to wait a minute while she put up the papers she was working on and she would be ready. We went by the gun room and picked up the .38-40 pistol and her new shotgun. We also took a box of...

4 years ago
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In the Garden Shed

In the garden shed I had come to know Natalie over the last year and ended up close friends. Having met her at the same time as her boyfriend Phil, I had taken the path of friendship. He chose the path of relationship. Over time I got used to this, having felt I’d lost out but, the feelings I had for her never really went away. Having such a good friendship, we were still very open with each other about everything, including sex. I knew she loved me. We would both regularly meet up through a...

2 years ago
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Sandwich Bar GirlChapter 3

Tess and I strolled down the street after visiting the lingerie shop, just holding hands at the moment which was quite a strange sight considering the difference in our ages. I would point out a girl or woman and ask Tess about them. I pointed out a young girl who was wearing a bikini top and a pair of tight shorts and asked Tess "Do you think she's a virgin?" I think she was too shocked by the question to answer me. Then we walked past a young mother pushing a pram. My question was a...

3 years ago
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First time fucking Katiersquos Nanna

After the blowjob encounter with my ex’s Nanna I ended up texting her several weeks later. I was at my apartment alone on one of my off days and I’d been drinking and playing video games online from early morning to afternoon. I hadn’t had a hookup for two or three weeks and by the early evening I was tipsy and horny. I texted a few girls I knew but they were all busy at the time so I started to lose hope on getting some pussy and opened up my browser to start masturbating. I clicked through a...

3 years ago
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The Lost Notebook of Doctor EChapter 5 Nude or Naked

Getting ready for school the next morning, Abby walked to the bathroom without bothering to put on any clothes. She just did not see the point. It’s not like she was in public where someone could get upset, or there were laws. She was in her house, and everyone had seen her at one time or another. Besides, she was seriously considering asking her mother to take her to that Red White and Blue beach she had heard about. Everyone seemed to be ok with being naked there, and it was not one of...

1 year ago
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Double VisionChapter 3

DAY 1 Not being old enough to drive made dating difficult. No one liked being hauled around by a parent, or spending evenings in the same room as the rest of the family. Movies gave the 15-year-olds some kissing and minor groping sessions, but both really wanted some private time to explore further. So it was a monumental opportunity when Thanksgiving rolled around. It meant a week of no school, three days of which their parents would still be going to work. That would give the new...

3 years ago
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Annie and Me Our Early DaysChapter 7

The first two boats were being delivered to Shardlow the following day, so I was up bright and early and on site as the trucks pulled in, I flagged the first one down and told him where to go, but he seemed reluctant to be ordered about by a boy, "I'll wait for the gaffer I reckon" he said moodily, so I went up to the second driver and repeated what I'd said to the first, "Why isn't he going first?" he asked, "Oh I think he wants a rest" "OK mate" he said and swung round the...

3 years ago
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If not Tracey Mother will do

My name is Jacey Turner and Tracy is my daughter, the result of a very unhappy marriage with a dickhead I’d rather not talk about, thank you.Tracy has been the perfect daughter and we have been that close - but now I have to face up to change because it is likely that, with Tracy having at last found herself a boyfriend called Jack, I could soon be losing her. If that sounds like I am jealous, well I am not, well I try not to be but being logical it will happen sooner or later, and I could not...

First Time
4 years ago
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Jade you misbehaved

Jade is a beautiful woman inside and out—very intelligent, playful with a colorful sense of humor, and very pretty. Just being in public with her makes me feel powerful and important. Keeping Jade interested in one man or any man is a very challenging task. She is 22 years old, in college, and most of the guys that show her interest are too immature for her liking, too serious for her witty personality or just total clowns. Getting Jade’s attention is not a very hard thing to do, but to keep...

Spanking
3 years ago
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Mothers Dark SideChapter 3

I felt the pointy toe of Ice's boot stab my ribs and looked up. He was glaring down at me. I felt dirty and I pulled the top of my nightgown up to my chin. "Nice titties," he said. I looked down and gasped. The cotton material was stretched over my budding breasts and they formed two points. I released the nightgown and crossed my arms over my chest. "Be a good little girl and sit on my lap while your momma makes Jack happy," he said. "It's time you got to see it close up rather...

2 years ago
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Lena 1

Lena 1The weeks with Saxon had ended and he was on ship again. Preston had seen Lena do things and acting ways he never imagined, kinky, extreme, naughty, filthy, submissive and she loved it all. Tanner had been assigned to China for 45 days helping to start up a new company Branch Office. She walked over to Preston saying, “I'm all yours for a while, what shall we do”? Her short floral print, casual sleeveless pleated Sun Dress barely reached mid thigh, swaying as she stepped. She sat side...

4 years ago
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Blackmailed by sisster part 3

Story so far, i was caught masterbating wearing my m*ms knickers, my sissster took some polaroids and is now blackmailing me. She has 3 pictures of me and i will get one back for ever 2 weeks i do as she days.Thursday morning i am last down to breakfast, Clare is dressed for school but m*m and d*d still have their dressing owns on. I sit by Clare , the material of the gown combines with the last two days to cause my cock to swell.I sit down blushing, trying to hid an obvious swelling. Has...

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