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My folks both had to go out of town on respective business conferences, and rather than leave me in the house by myself (even though I'm really old enough to manage) they asked me to find someone to stay with. I thought of Jeb; while he and I aren't exactly best friends, we've kind of knocked around together since getting into high school. We're both bookish types, and we both like science fiction, so he seemed like a reasonable guy to ask to bunk with for a week. I talked with him at school, and he checked with his mother later and called to let me know it would be cool.

Mrs. Ostra, that's Jeb's mom, is nice. She's maybe in her mid-forties, a little older than my mother, but still attractive in that way some mature women have. I don't know what happened to Mr. Ostra, Jeb never talks about him and it didn't seem polite for me to ask. When my folks dropped me off, she came out to meet them and discuss house rules. She's pretty strict with Jeb -- he has to be in bed by 9, and he doesn't have free run of the internet the way I do at home. But she said it would be okay for me to go by my parents' rules while I was staying at her house.

Jeb and his mom have a nice two-story house, with bedrooms up on the second floor either side of a long hallway. I wound up in Jeb's sister's room since she was off in college. It was okay, other than being all in pink, and had a nice bay window overlooking the front yard. There was a study across the hall with a nice collection of biographies and fiction; that's where they kept the computer for the kids to use. Jeb's room was right next to mine -- I mean his sister's -- and a shared bathroom connected the two. Way down at the end of the hall was the master bedroom. His mom made it clear that her end of the hall was off limits but that I had pretty much the run of the house otherwise.

Outside of not having my folks around, staying with Jeb and his mom was a lot like being at home. Get up in the morning, have breakfast, brush teeth, off to school after a big hug and pat from Jeb's mom. Come home, study, eat dinner, watch some TV if the homework is done, and off to bed. Jeb had to go to bed about an hour before I did, and his mom pretty much left me alone in the evening. I used their computer, checked in with my IM friends, and did the normal teenage guy stuff. The weekend was really fun -- his mother took us both out to the baseball game. Jeb went out Saturday night on a date, but otherwise we were together just like brothers.

Monday morning Jeb didn't come down for breakfast. When I asked his mom about it, she told me he was "indisposed" and wouldn't be attending school. She gave me a note to give to the attendance office, then gave me the usual big morning hug and pat on the bottom, and sent me on my way. When I got to school though, the staff was sending everybody back home -- a construction crew had sliced open the water main so the bathrooms were out of order. I shrugged my shoulders, turned around, and came back to the house. I came in through the back door and got a glass of milk from the kitchen.

While I was drinking, I heard what sounded like raised voices coming from upstairs. Curious, I set my glass down and went through the living room to the stairwell. I couldn't make out the words, but it sounded like Mrs. Ostra was really angry about something. I didn't mean to pry, but Jeb was like my best friend, so I padded quietly up the stairs to the landing. At the top I peeked carefully around the corner; the commotion was coming from the master bedroom. Slipping my shoes off, I tiptoed down the carpeted hall. When I got to Jeb's room, the door was open and I noticed that his room was empty and the bed looked freshly made.

I went on more slowly now as I got close to the end of the hall. The door on the master bedroom was open a crack, and I had to get right up to the opening before I could make out the conversation. Mrs. Ostra was really ticked off at Jeb, and just because he had a friend staying in the house didn't mean he was allowed to skip his duties. He was still part of a family, and he was going to meet those responsibilities. I didn't know what he had forgotten to do, but it must have been something really important.

That's when I first heard the slapping sound, followed by a low-pitched moan. I couldn't believe it -- was Jeb's mom still spanking him at his age? I had to look. When I edged the door open a hair more, I still couldn't see anything directly but there was a mirror over the vanity at the rear wall which gave me a view of the room.

Oh. My. Gawd... Jeb's mother was standing in the middle of the room, stark naked, all long strong legs, long auburn hair down to the middle of her back, and a fine full ass (especially for a woman her age). When she turned around I saw her breasts. For-real woman's breasts all right, wide and big with dark nipples and all swinging heavily as she swung her hand around and down. I heard the slapping sound again, but I couldn't see Jeb from my position. She was alternating heavy-sounding spanks with biting comments that were still not completely clear -- something about his being the man of the house since his dad left, and something else about a girl and protecting the family's property.

Right then the phone rang, and I almost jumped out of my skin. Mrs. Ostra turned aside to answer it, and I finally had a glimpse of Jeb. At least, it had to be Jeb, although all I could see was two legs dangling down off the foot of the bed, and a rock-hard cock sticking up quivering over a pair of baby-smooth balls. Big ones, too. I'd seen Jeb in the school showers at PE class, but I'd never really noticed just how big his equipment was. I stood there with my mouth hanging open until his mother's conversation finally penetrated into my brain. "Water main? And you're just now telling me? No, no, I'm sure he'll be getting back home any time now."

Oh shit! I was in for it now... I turned and half-tiptoed half-scampered down the hall, swinging around the corner at the landing and almost falling down the stairs in my rush to get back to the kitchen. I must have set the world's record for fixing a sandwich so it would look like I'd been innocently downstairs all this time, ripping it in half and burying one half in the trash. I was busily chewing on the rest of the sandwich when she showed up a few minutes later. She was wearing a suspicious look and a light weight dressing gown that did nothing to hide the curves of her breasts. I gave her my best innocent face, trying to keep my eyes above her shoulders. "Hi, Mrs. O, there was a problem at school and they sent us all home. I guess Jeb won't miss any classes after all." I indicated my sandwich and continued, "I was hungry so I fixed myself a snack. I'm sorry, I guess I should have called up to let you know I was back. How's Jeb doing, by the way?"

She just stood in the doorway and regarded me, kind of like you'd look at something peculiar on your dinner plate. I couldn't help thinking about what I'd seen upstairs; I was getting an erection for sure, but at least the table hid it. Finally, she spoke. "You know, Jimmy, you look a little flushed. Are you sure you're all right? I wouldn't want two boys getting sick on me at the same time." She crossed the kitchen to where I was sitting, and stood behind me to feel my forehead with her cool palms. She was leaning against me, and I could feel the pillowy weight of her breasts cradling the back of my head. "You're sweating, sweetheart!" I mumbled something about having jogged back from school, but she wasn't buying it. She went to the pantry and came back with two blue pills in her hand. "Take these," she said in a tone that brooked no argument. They were bitter, but the milk washed away most of the taste. "Finish your snack and get up to bed, young man. You don't want to miss any more school, and I don't want to have to call your parents to look after you!"

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Conditioning part 1

Hello, Thank you for reading my story and I hope you enjoy it. Please leave feedback as it does make writing stories more rewarding when you know that people are actually reading what you write. If you have any suggestions for the plot that you'd like to see in the story please send me an email at [email protected]. Please also take some time to visit my blog that I have started all over again at mysissyplaytime.blogspot.com. Thank you Conditioning - part 1 I'd...

3 years ago
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Starting to Have Fun as a Slave Girl

Greg and I had resumed our relationship as normal after my experience at Mistress Amber's. I was enjoying being his girlfriend. He treated me so nicely, and we enjoyed our time together. It was the most intense sex life I had ever had with anyone. For the most part he enjoyed being the dominant one, and he was happy to make me his little fucktoy after a nice night out. But it was that line that he didn't want to cross, and that line I felt I needed to cross, that gave us this itch once in a...

Crossdressing
2 years ago
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Lost in the Hood

She jolted awake at the sound of an unfriendly voice. “Last stop sleepyhead” The bus driver gestured behind himself. “Off” Flustered, she gathered her belongings and made for the exit, followed toe to heel by her human alarm clock. “W-where are we?” she asked as he ushered her out the door. “Ninger Town” He answered monotone, a disinterested expression showed on his weathered face. “Could You give directions to –” She was interrupted by the bus door as it slid closed and before she knew it, the...

1 year ago
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Trapped Trained and Twisted Pt 08

It had been a month since I felt the warm sun on my skin at the farm and I hadn't since left the quaint single story abode that my Master inherited after his mother died. I was comfortable with my routines as they gave me structure and comfort. Sometimes he would even generously dump the scraps from his plate into my dog bowl, providing me with variety beyond my usual broth and cold oatmeal. I felt special and loved when he would charitably share such gifts with me. I was a lucky little cunt...

2 years ago
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Friend of the Family

The summer sun beat down as I drove toward the beach house. I was looking forward to this vacation, although I was initially hesitant. While I was friends with the Foremans, the one Foreman I was attracted to was now a married woman. Her sister, who was also pretty attractive, was also married. So, I was wondering why I had been invited. After making a couple of wrong turns, I finally arrived. It was close enough to town to get necessary supplies, but far enough for some privacy. I pulled into...

3 years ago
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telephone man

i was at home one day and i was expecting a verizon installer to come fix my telephone wiring.He knocked on the door and when i opened the door. there he was a tall darkskinned sexy ass guy. HE STARTED TO WORK AND BEFORE I KNEW IT HE WAS FINISHED AND I SAID THANK YOU AND I ASKED HIM WAS HE SURE HE WAS DONE! HE LOOKED AT MEWITH HIS GORGEOUS BROWN EYES AND KISSED ME ON MY NECK AND THEN MY BACK AND BEFORE I KNEW IT I WAS SUCKING THAT BROWN DELICIOUS DICK. IT WAS LONG AND FAT AND HARD AS SHIT. I...

2 years ago
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Consent is Not Required Scarlett Johansson and Her High School Drama Teacher

“Yeah, it’s not your best, Scarlett. It’s actually pretty bad.” The high school senior’s shoulders dropped and her beautiful green eyes threatened tears. She barely heard her drama teacher as he started to pick apart her performance, feeling numb and dumb. The problems with her acting he was mentioning he couldn’t possibly actually feel were problems! It was all so subjective! Anyone else who didn’t have her future in her hands, she would have snapped back with a snarky comeback, or argued...

4 years ago
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MERA BHANJA

MERA BHANJA By- Sonali Mera naam Sonali hai meri age 30 saal hai meri shaadi ho chuki hai aur ek baccha bhi hai 2 saal ka. mere pati bahar kaam karte hai main akeli apnea bacche ke saath rahti hoon Mera figure bahut hi accha hai badi choochiya badi gaand. Mere ghar se thodi door meri badi bah an ka ghar hai unka ek ladka hai 18 saal ka gora aur lamba chauda hai much wo bahut accha lagta hai usko dekh kar meri choot mein khujli hone lagti hai ek din jab wo mere ghar aya to main ne usse chudwane...

Incest
1 year ago
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We Have a Game

We have a game – J and I. He likes it when I flaunt myself in public, I become turned on by his smiles so much I do anything. When we get home it’s so, so good, we both fuck for hours. What I never tell him, though, is that I like it best when we are out playing. I struggle to keep myself under control. If he wasn’t there, keeping a lid on it I’m not sure what would happen. I’m not a supermodel, just an ordinary girl, but if you dress in a short skirt and make your nipples almost visible then...

1 year ago
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Exploring My Teacher 8211 Part 3 Making Love To Her

She came ahead and tried to slap me. I caught her hand and reminded her that her keys are still in my hand. I got her closer to me. She asked me, “Why are you doing this to me. Don’t you like me?” “I love your body,” I said and spanked her ass. She asked me then why did I save her from that assistant. I replied, “I want to expose you to other people, but I will fuck you first.” “Please don’t do this,” she was about to say. But I grabbed the chair, sat on it and made her sit on my lap, to make...

1 year ago
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The Invention of Lying

It all started out innocently enough, I had been eating a home cooked meal that my girlfriend, Kelly, had tried to cook and it wasn't very good. The meat was dry and overdone, the vegetables were wet and almost tasteless, however I had managed to say, "Thanks honey, that dinner was great" It took a second for me to comprehend what I had just said, I didn't quite know what I had done. I certainly didn't enjoy the meal and wanted to tell Kelly that she could do with some cooking lessons. I had...

Mind Control
2 years ago
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HostileChapter 9

ALIE Alie woke early in the morning, screaming at the top of her lungs. The muscles of her left thigh were clenched so tight it felt like her leg was on fire. Wave after wave of pain flooded through her body as she desperately cradled her thigh and tried to massage out the cramp. When finally the tightness in her leg began to ease, Alie laid back weeping on the bed. However, her tears were not just from the agonizing pain but also from her memory of the night before. Alie's eyes moved...

2 years ago
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My Hot Client From Philippines

This sex story is about Tin, a 25 year young hot girl from the Philippines, let me tell you about me first, I am Ram a 51-year-old man, married for 26 years to my beautiful wife, we were happy couple having two beautiful kids, I am in fashion industry, I design Indian clothing for women, I own a shop in Mumbai, I was into this business for 30 years & clientele was good with God’s grace. One of my client’s daughter was getting married in a week’s time, in fact, I had made wedding outfits for...

2 years ago
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A Journey Through Porn Towards True LoveChapter 4

"As I was about to say" Michael started again, "Before I was so rudely interrupted, it's not good news" "We're big girls Michael, we can take it" Jenny said from my lap where she was idly toying with one of my nipples, "The Germans have pulled out of the deal which leaves all three of us out of work" "Well not quite" I smiled, "You see Jenny and I have been busy" "Apart from screwing each other" Jenny added, "Yes" I agreed, "Apart from that, we're going into business...

2 years ago
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Hawaiian Retreat 12

Mitch gave me a kiss. "She loves, you, you know. Mae Mae, I mean. I can see it by the way she looks at you." That made me smile. "I hope so. I certainly feel very close to her already." He began kissing my neck. "You are going to be a great mom." God, I hoped he was right. For me, Sunday began with a nice, warm shower and some badly needed maintenance - mostly body hair maintenance. I still had some places that insisted that I was still a male. I spent a little more time on my...

2 years ago
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The Replacement Maid Ch04

I sent both girls home on time that afternoon as jasmine had certainly worked over and above the call of duty two days ago and I wanted some peace and quiet for a change. I then spent the evening trying not to think about the happenings of the day. I tried to read a book but my thoughts kept interrupting me. Eventually I went to bed and thankfully fell asleep due no doubt to the excitement of the past two days.The next morning I woke just before the scheduled time for my morning cup of tea so I...

3 years ago
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Taking advantage of drunk girl and fingering

This was my first time feeling inside a pussy and cumming on a girlI hit puberty hard! Subsequently doing some highly immoral things in terms of peeking touching etc. The stuff i feel worst about is groping when going through puberty - i couldn't keep myself away from spying or gropingMy first was pretty intensive, when i was about xx, my girlfriend at the time was a year older and came to my house with her mate one night when my parents were away. I had fancied this girl for ages and all i had...

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