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It was a hot humid night and I had just gotten off of work. I clocked out of work and clambered into my car to drive home. Just as I revved my engine to go home, I got a call from my step mother asking me to pick up some bananas for banana cake she was making. My step mother is a nice lady and all she married my father 3 years ago and she has a daughter the same age as me only a few months younger. Vanessa is her name and she leaves you speechless every time you see her, she has beautiful blonde hair with a face fitting for a goddess. She has a 32 D size bra that bounce up and down when she moves ever so subtly. She is thin around the waist that leads to perfect legs attached to a bouncy ass, and is overall very hot, and so naturally she has to be related to me so she is untouchable. I grabbed the damn bananas my step mother wanted and just wanted to get home so I could beat it to the porn magazine underneath my bed. I got home as my parents were leaving for dinner, and they told me there was leftover casserole I needed to warm up for my sister and me to eat. I walked into the house set the stupid bananas on the counter (it cost me 5 bucks for 6 of the fuckers). I walked into our living room and my step sister was sprawled out on the couch watching TV. I sat down and asked what she was watching and she said she wasn’t really watching anything in particular and tossed me the remote to the TV and said she was going to go up to her room to text her friends to see what they were doing. She walked out of the room her ass swinging from side to side as she exited and I yelled out 15 till the food is ready. I went to get the casserole and I realized one of the bananas was missing and I was pissed so I went up to her room in hopes to get it before she ate it. When I reached her shut door I reached for the handle when I heard a very quiet moaning coming from her room. Luckily she has a wide gap between the bottom of the door and the floor so I quietly got down and looked. I couldn’t see much but I saw her hand moving up and down in the air with the banana in it and she started moaning a little bit louder and I realized that she was fucking masturbating with the banana. She started plunging it in faster and faster and I heard sloshing and she sounded like she was getting ready to cum so I laid down on the floor ripped my pants down and started stroking my hard cock. I guess I got a little too loud because all of a sudden she stopped and sat up in her bed and yelled “”Who’s there”? I got up quickly and tried to pull up my pants when she ran to the door and yelled “Seth no don’t go”! I just stood there while she stared at my cock and I stared right back at her huge round tits with her hard nipples pointing up at me. I reached down to grab my pants and I uttered a muffled excuse me, when she slide down and grabbed my cock. I was baffled, but I didn’t stop her from slowly stroking my cock. I started to tell her this was wrong when she put her finger up to my lips and went “Shush, were going to have some fun,” and then she slowly slid her lips over my cock and began slowly sucking my cock. Man it felt so good with her making slurping sounds over my dick and I started groaning and all that did was seem to urge her on because then she started going faster and faster until she put the entire eight inches in her mouth. She gagged and pulled my dick out of her mouth and I just couldn’t hold my load in anymore so I blew it all over her face and tits. She slowly moaned and licked her lips, “umm that tasted really good? Are you ready for your turn?” She wiped the cum from her face and licked her tits clean then led me to her bed where she got on and pulled her panties to the side ready for me to eat her out. I started by slowly licking her sweet flavored pussy then began vigorously sticking my fingers into her pussy while I moped up her orgasm with my tongue. By then my cock was ready to slam into her and I pulled away from her with my face soaking wet dripping her juices all over the floor. “You’re a good big brother now that we have both had dinner how about we move onto desert”? All I could do was forcefully swallow before she threw me onto her bed, and ripped my underwear off of me. She stroked my cock a few times to make sure it was still going strong and then she slowly slid down onto it in the riding position. I almost came right then and there but I guess she saw my face and she instantly pulled out. “Ah, Ah, Ah you’ll have to earn that”. So while my screaming cock calmed down she straddled my chest and bent over so I could suck on her huge nipples and she slowly started fingered her pussy, while I sucked on her huge tits and while I grabbed them and squeezed them till they were stiff. By then my cock was calm and I told her to get off and bent over so she bent over her desk slowly and exposed her glistening pussy I walked over and slid my cock right into her and she screamed and I had to hold her up from falling as her knees were now weak. Once she recovered I slowly fucked her I moaned and she moaned and I started to get a little faster and faster, and she just got louder and louder I was just about to cum when she screamed “don’t do it just hold it in”, and so I did. While we were fucking I got a brave idea and while she was distracted I quickly pulled out and shoved my cock into her ass, and she screamed, turned half way round and yelled, “just like that oh my god fuck me harder Seth, fuck me senseless”, I was going faster and faster and just couldn’t hold it in anymore. She didn’t have enough time to tell me to stop all she had time to say was “release it in my soaking wet pussy”, I quickly shifted holes barely able to hold it in and started fucking the shit out of her and then I blew my load and lost balance and fell onto her. She screamed and pulled out and began fervently fingering her pussy when she screamed”oh my god I’m cumming, I’m cumming”, I just lay there thinking about all that had just happened when she pulled herself over to me and got back on my cock facing towards me in the riding position we began to kiss while she slowly fucked me I tenderly massaged her breasts, I felt another load on its way and I started moaning she got off and started slowly sucking my cock then when it was time to blow my load she put my cock in-between her giant tits and I slowly motioned back and forth. I blew my load all over her face again and she began sucking me again to make sure I was dry then licked her lips and gingerly asked if dinner was going to be ready soon. I put my cloths on and walked downstairs to the now forgotten casserole, and proceeded to cook it. Ten minutes later she came down in a tight shirt a little blouse and stockings, she came over to me kissed me, while sticking her hand down my pants to rub my now wilted cock. She whispered in my ear, “I look forward to dinner tomorrow night.” She slowly swung her ass back and forth and she walked into the living room to flick through T.V. channels leaving me to grin with satisfaction at the kitchen counter.

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I put an ad on the bulletin board of the Masturbation Page. I don’t think that site still has that feature. It later became a pay site. I think I also put it on Craig’s List. I had been involved in three previous group jacks, two that I organized and one that somebody else did. The ad attracted a lot of attention and I must have had ten or so guys who were all pumped up about being part of it. Having been through this before, I knew that the majority of these guys would chicken out and not...

2 years ago
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womanly experience 7 busted

This happened quite recently. I was reminded by a video I saw here on the site because it's very similar to what happened to me. It's about a girl that was turned on by spanking and received even harder punishment. I'm a trans so the things were more obvious.* * * * *I was close to 22 when one day my father decided I have to go to church (probably hoping that will get me back to being male). I didn't want to argue too much so I went to my room, dressed up, and headed for the church. When he...

2 years ago
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The Titchester Chronicles The Tit Tip Bar 2

Unlike last night, she had strode into the relatively empty bar full of confidence. She was a lioness stalking her prey and judging by the flotsam of men floating around she had plenty to choose from. Sammie eyed the potential competition. There were two women in their thirties, clearly there for after lunch fun and giggles, and two other younger girls. Both brunettes each with a gaggle of men around them. One seemed to be flashing her boobs. No matter. Sammie knew she was looking hot. She...

4 years ago
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A New experience

He made her sit in the drawing room and told her taht he would go and get his sister. He went inside his room, stripped himself naked and holding a glass of water, he went back to where Anita was waiting. When she looked at him, she blushed and turned her face away from him and asked him why he had no clothes on and where was his sister? He laughed out loud and told Anita that there was no one at home and that he had no sisiter and this was not the flat she was looking for. On hearing this,...

3 years ago
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The Wonderful Mrs Wilberforce Part Two

TWELVE It was a cold, wet November morning and Neil walked alone to work. The weather had been bad for weeks and his battered old coat barely kept him dry. He passed the empty playground, the park and the cemetery. The leaves on the trees had turned golden, then withered and died on the branches. He arrived, said hello to his colleagues, put on his paper hat and slapped the first beef patty onto the grill. His mind swirled and chattered to itself as he began the dismal task before...

3 years ago
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My Hot Bisexual Encounter With A Mature Couple

Hi, am Roy from Mumbai, an exhibitionist and love bisexual sex. Here I am going to relate to you a beautiful real life adventure I had recently had with an older couple.   I am into sales and have to travel a lot, recently I had to take a short trip to the serene town of Mangalore on work and least expect any sort of sexual encounter. But always expect the unexpected is my motto. I reached Mangalore about 3 pm in the afternoon and checked into a cheap hotel. From my room window, I was delighted...

1 year ago
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Interlude 1277

Twelve She had been feeling a bit strange for a couple of months now. Her doctor had explained it as one of those things that would happen as she aged, and had prescribed some hormone therapy to help her deal with it. After 3 weeks on the new pills, she noticed her breasts enlarging a bit. Her areola became more prominent, and darkened a little in color. In addition, her breasts became more sensitive. They had always been sensitive, which for the most part was pleasant, especially when he was...

4 years ago
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Boarding school1

I never had him again, I left for my vacation. I hope and wish he read this story and try to contact me... I am still looking for him or someone who can rift of my ass with bigger cock than his.......

2 years ago
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Revenge Can Sometimes Backfire

Revenge Can Sometimes Backfire! By Miranda C. Rose Here it is another Friday night and Lisa Stevenson had to work overtime as usual, she could always use some extra money in this tight economy. Now Lisa's husband Peter would always take advantage of his wife working overtime and slip off to the bar. Where he would meet up with Michelle Lederman, a woman he has been is having an affair for the last year or so. Michelle 26 years old; 5'7" has a big pair of double D's extra...

3 years ago
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Banging A MILF And Her Daughter

Hi friends this is my first story in ISS. I have often visited this site and thought this is my time to write any story.Once I was going through my college bus when I saw that sexy milf, her figure 34-24-36 wow! i instantly got an erection and to that her daughter seemed a banger.Her saree and big boobs just made me crazy and for first time the MILFs and my eyes met she said through her eyes ‘Kid just come and f*ck my mind out’. Then i thought of a brilliant plan of fucking them. The next day i...

3 years ago
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From A Wrong Number To Sex Buddy 8211 The Beginning

Have patience cause it’s gonna be lengthy. I can’t explain or narrate the story without the beginning of the event/incident. So please bear with me. So, this happened in Chennai while I was pursuing my Masters there. One afternoon, during my class hours, I was getting continuous calls from an unknown number. As my class was going on, I cut the call and messaged an automatic text saying I will call ’em back as soon as I get free. Later, I didn’t receive any calls and I called em back as soon as...

1 year ago
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A Sissy called Jezebel Part CXXXIII

A Sissy called Jezebel Part CXXXIII - Jezzie returns to fair Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. Is Jezzie's mother going to remove Jezebel from Templeton? Also there is an assassination attempt, but against whom? "I'll go to the magistrates and swear out the warrants," says Detective Denton, as she departs. I am examined by a nurse-investigator. My whole body is photographed but primarily my ankle and wrist binding...

2 years ago
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Flubberguts and MeChapter 7

Gail and I first met at the local school at the beginning of the girl's kindergarten. Between the kid who was holding onto the front school fence and screaming his guts out and the ones whose parents didn't seem to want to let go ours looked pretty ordinary. I was in the original denial of all things female and was acting more like one of the mothers than all of the other mothers combined. I attended every volunteer position available or invented even to driving things like chess clubs and...

3 years ago
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Bikini Beach Friends with Benefits

Bikini Beach: Friends with Benefits By: Light Clark Synopsis: Andy seems like the kind of guy that has it all, rich parents, good looks, and smarts. However, in spite of all that, he leads a double life while hoping to find a special friend who might be willing to share in it. A heavy sigh slid out of my lips as I plunked down at one of the round, common area tables with my lunch tray in hand. It wasn't because of the low-quality, lukewarm meal. I wasn't picky. Nor was it...

2 years ago
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Loving My Ex

Kerrie was moaning in her inimitable way as she rode my cock. How I loved that sound. None of the other women I fucked made pleasure noises that resonated so well with me. Maybe it was because that sound was forever connected to the first piece of ass I ever got. I was eighteen and she was twenty. She had just broken up with her first lover, a somewhat older guy who was insisting on getting married. She wasn’t ready yet. Too much life to explore first. It was our third date and she asked me to...

2 years ago
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Not in the Plan

I'm in the bedroom, circling the bed, laying out silk scarves at each corner. The satin sheets are glimmering from the scented candles spread out around the room. There is wine chilling in the ice bucket with two wine glasses and a bowl of fruit on the side table. A wide range of soft sounds of nature surround the room. We have been planning for this evening for a while. Timing is everything and it just hasn't happened until now. Nerves have been in our way. Will reality be as good, hopefully...

Reluctance

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