JENNYS VIRGINITY
- 2 years ago
- 30
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Jenny found out that she liked being fucked by other men as I watched. I found out that I liked seeing Jenny fuck other men. You would think that we were a perfect match and in that you would be right, but we had a bad experience back in Detroit and it had made us very cautious.
Hopefully you've already read the story "Jenny's Tape" so you are aware of what I'm talking about. To recap, Jenny allowed herself to be fucked by her sister's husband who had been video taping us making love. He kept the tape to blackmail Jenny into fucking him again, which she ended doing willingly as long as he returned the tape to her. He returned the tape but kept a copy which he showed to several friends who in turn wanted to fuck Jenny. After Ralph, her brother-in-law, arranged a surprise gang-bang we had to put a stop to our activities. Because of Ralph's being an ass-hole Jenny started getting phone calls from men wanting 'dates' and getting passes from guys every time she went somewhere. Our solution to the problem was to get out of town. I took on a job in Denver and that's where we pick up the story.
We settled into our new house, Jenny found a job as a legal secretary, and I got to work organizing the new office. For several weeks we were both too busy to even think about our previous life style. But the day eventually came when following a love making session Jenny asked me, 'Don't you miss seeing me fuck Ralph?"
I admitted that I did.
"Are we ever going to do it again?" she wanted to know.
"I don't know babe. How would we keep things under control and not get into the same mess we got into last time?"
Neither one of us had an answer to that.
We both derived a certain amount of pleasure from watching the tapes we had made of Jenny's sexual couplings -my favorite being the one of her being gang-banged - hers being the one of the first time she had fucked Ralph (not that the bastard was any good in the sack - she just got turned on by the knowledge he was the first and it was my first time watching). But the tapes did not really fill our needs. The problem was that even though we both wanted her to fuck another man while I watched we were too scared. I knew things were getting bad when I came home from work one day and found Jenny fucking herself with a dildo while watching a tape of her being fucked by Ralph. I resolved to find a safe way to make it happen.
The office was up and running and fully staffed. I had thirty-one employees working under me, none of whom had ever worked with each other before. I had people from almost every one of our branch offices and since the holidays were fast approaching I decided that we would have a big party to both celebrate the season and to get to know each other better. At about this time we got a call from our realtor telling us that she had a buyer for our house in Detroit. I was too busy to go back for the closing so Jenny, armed with my power of attorney, went back to take care of things. She called me every night to bring me up to date on what was going on. On the third night she called and asked me to call her back at exactly nine p.m. When I asked her what was up she said, "Just use your imagination baby."
I knew that whenever she had done this before it was because Ralph was coming over to fuck her and she wanted to give me a chance to listen since I could not be there to see it. But that didn't make sense. Surely she wasn't going to fuck Ralph after what he'd put us through.
I called exactly at nine and she told me I was just in time.
"Enjoy baby."
I heard a knock on the door and presently a woman's voice that sounded vaguely familiar said:
"Here's the asshole. Let me get the camera ready... hey! No fair sucking his dick until I get the camera running."
And then I recognized the voice. It was Jenny's sister Nancy. For the next hour or so I listened as Nancy played porno director.
"Sit on his face. That's it. Push that cunt into his mouth. Now, slide down on his cock. That's it. Push. Go slow. Let me get real close with this lens. That's it. That's it. Now faster, faster."
I was beating my meat so hard that by the time I dumped my third load I was afraid I wouldn't be able to do Jenny justice when she got home. When the session had ended and I heard Jenny's company leave Jenny picked up the phone and asked me if I'd saved any for her. I told her I wasn't sure. She laughed and told me that she would have a copy of the tape when she came home.
"It will get you up. I promise."
"What happened," I asked.
She laughed again and told me it would wait until she got home.
It was three days before Jenny got home and while I waited for her my imagination worked overtime. My poor dick was so abused I was already thinking up excuses for why I wouldn't be able to take care of Jenny. Jenny called me from the airport and told me she would be home waiting for me when I got off work. I rushed home and found her in my favorite costume - garter belt, nylons, and high heels. I started to strip and she got up from the couch and put a tape in the VCR. She hit the play button and I saw her on her knees taking Ralph's cock out of his pants and licking it. She was right. The tape had me standing tall in seconds and for the rest of the day and evening Jenny and I fucked like a couple of sex starved rabbits.
It turns out that Nancy knew all along that Ralph was fucking Jenny. She had accidentally seen the original tape and when she confronted Ralph he had admitted everything, including the blackmail part. Nancy decided not to say anything about it since Jenny obviously was loving every minute of it and Ralph was telling her about every session when he got home. As a result of Ralph's tales Nancy got extremely horny and her sex life improved dramatically. When Jenny had gone over to their house for dinner one night Nancy told her that she knew and asked for a favor. She wanted her own tape. Jenny agreed and they arranged a baby sitter and then went to Jenny's hotel room and made the tape. The last scene on the tape was a full-length shot of Nancy wearing only garter belt, nylons, and high heels. Her voice came out real clear on the tape.
"Some thing for you to think about Dave. We are coming out to visit some time next year."
She lay back on the bed and spread her legs and the camera zoomed in on her pussy. "It's yours if you want it."
The scene faded to black. I looked a Jenny. She smiled at me and said, "This part of the tape was made while Ralph was in the bathroom. If you take her up on her offer it will be a complete surprise to him. We owe him that much, don't you think?"
I looked at her questioningly.
"I don't mind. If you want to, go for it. Maybe you can fuck Nancy while I watch for a change. Or maybe I'll fuck Ralph and you can lay next to me on the bed fucking Nancy."
The tape she brought back filled the gap short term, but we still needed to find a way to get back to what we both liked to do. Every plan that either of us thought up would end up being shot down by the other for one reason or another. And then, our problem solved itself, and in a very unlikely way. The holiday party that I'd been planning for my office was on a Friday night. I came home from work to find Jenny already dressed and ready to go and she looked stunning. I said, "You won't have any trouble finding a man to fuck tonight - not looking like that. I might have to beat them off with a stick."
Jenny entered the school secretary’s office holding her Punishment Form. The 42 year old knew the words off by heart, those her Mum had written just two days ago. The request is for 18 strokes of the cane and the reason was simply caught lying. Jenny’s Mum had berated her and Jenny had promised it was the very last time but no matter what Jenny said her Mum filed out the Form, handed it to her daughter, and whilst she was still in the room phoned Mrs. Denver’s office, spoke to Charlotte, and...
PART TWOJackie, Jenny’s sister, had been gone for about two weeks when I saw Jenny at the apartment laundry room. Jenny had not spoken to me since Jackie and I hooked up on Halloween night, and I must admit, that white girl wore me out. We fucked Halloween night, and part of the next day before Jenny called her and told her to get her ass back to the apartment. I could tell by Jackie’s expression when she left my place that Jenny was mad at her.In the laundry room, Jenny was down at the...
My name is Justin and I am a black male that lives in a college town in South Carolina. I have dated several white girls and have had sex with most of them. I work as a sales person at an electronics store here. This is a true story about Jenny, a hot white chick that is married to a friend of mine, Rick.I live in the same apartment complex as Rick and Jenny and we are good friends. Jenny is one fine looking white girl with an ass that just kills me. I had admired her for quite some time...
apartment complex as Rick and Jenny and we are good friends. Jenny is one fine looking white girl with an ass that just kills me. I had admired her for quite some time when we would get together, or when she would be at the pool in her hot bathing suit. She and I get along very well and really enjoy each other’s company. Rick works as a technical representative for a large company and travels the south eastern U.S. This requires him to be out of town during the week, usually...
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Jenny had been on her best behaviour nearly all week, well since her last visit to Mrs. Denver for 18 strokes of the cane followed by a visit to her Mum to have her Punishment Letter signed and the obligatory across the knee bare bottom spanking, which her Mum had happily enhanced with her large wooden backed oval hairbrush. Jenny’s embarrassment wasn’t helped when she returned to the Academy the following day to hand in her Punishment Letter at the same time as three students who watched...
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Jenny is 18 year old and hails from Bradford in the UK and is studying at Nottingham University. She's 5ft 1" tall, 107lbs and has the kind of perfect slim shapely body that most women would die for. Everything in proportion, nice rounded breasts, a full rounded bottom, a trim waste and shapely legs. In fact she's fucking gorgeous!!Her brown eyes shine causing many a male heart to flutter. She keeps her shiny dark brown hair fairly long and it enhances her Mediterranean lineage. After seeing...
Jennifer receives a new set of rules for her sex educationJennifer needs constant observation to teach her obedience and respect for my rules.Jenny's sexy secret is her longing to be the only lover of her legal mentor Peter.Jenny isn't allowed to masturbate without Peter's permission, no more privacy for her.Jenny is too keen on severe spanking and the mindblowing orgasms as a hot highlight.Jenny will now only be flogged along her love lips as a reward for being a good girl.Jenny will be...
Prolog Gespannt schaut Jenny auf den Aushang und fährt mit dem Zeigefinger die lange Liste der Matrikel-Nummern ab, schließlich findet sie ihre Matrikel-Nummer und lächelte breit. Die langen schwarzen Haare mit der Hand zurückstreichend führt sie den Finger zurück an den Kopf der Liste um noch einmal zu prüfen, ob sie auch die richtige Liste durchgesehen hat, was sie natürlich bereits weiß, nun aber in ihrer Freude über die bestandene Prüfung noch einmal mit dem Triumph der Siegerin emotional...
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The first time I met Jenny Sanders was my first day at Redmont high school. I was a freshman new to the Redmont school system. My father changed companies and we ended up moving from the city to this sleepy town. Now before I get into Jenny Sanders, you should know my name is Alex Ulrick. Like I said I met Jenny my first day at Redmont, since I am new to the school jenny was tasked with showing me around. As I am more reserved and shy I was happy to oblige to this goddess showing me the...
This is a re-post of an early story of mine. I have re-edited it to improve the punctuation, grammar, and, I hope, readability. Nikki had calmed down and was sitting in a chair beside her mother with her towel wrapped around her. She was watching Tom string a floating white rope across the shallow end of the pool at the three foot depth. It would serve to mark Nikki’s safe area and prevent the floater from moving into the deeper area. She had recovered from her fright and was waiting to get...
“Yeah…you like that? Huh? You like it when daddy tears that fucking pussy up?” The words stopped Jenny dead in her tracks. She’d just gotten back from buying groceries and as she walked into the kitchen, she heard her husband’s voice coming from their bedroom down the hall. She knew they were at it again. Their nanny Kelly had been really good to the young ones for the past year. She always made sure that they left for school on time, she always made sure they had lunches, snacks, and if Jenny...
Jenny's First SpankingIt all began on the day before Halloween when Jenny decided to dress up as a ‘naughty schoolgirl’ for the party she was going to with a couple of friends.She after all still had her old school uniform, the long white socks, big blue knickers, white shirt, the school tie, blazer and that stupid straw hat with the band round it. When she tried it on she was pleased to find that it was still quite a good fit, it was however far from sexy!So she swapped the just above the knee...
Jenny's First SpankingIt all began on the day before Halloween when Jenny decided to dress up as a ‘naughty schoolgirl’ for the party she was going to with a couple of friends.She after all still had her old school uniform, the long white socks, big blue knickers, white shirt, the school tie, blazer and that stupid straw hat with the band round it. When she tried it on she was pleased to find that it was still quite a good fit, it was however far from sexy!So she swapped the just above the knee...
As described in at the end of this story: Deflowering Jeanette, I fucked Jenny with her younger sister Marcia watching us and fingering her virgin pussy at least once. I also alluded to Marcia becoming so jealous that Jenny and I were having sex and she wanted me to fuck her too Jenny and I had to find other places to have sex other than their house.This is the continuation of that story and the final chapter in this series of true stories.Throughout the rest of high school Jenny and I fucked...
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Jenny's first time. this story is about a 24yo crossdresser who calls himself Jenny and his adventures.jenny is 5'11, 60kgs ,complexion-very fair(which made his job of turning into a girl much easier).he had nice long hair which looked good on him,with his slim and hairless body and long legs. he face was very girlish and didnt really need much make-up when he dressed up, but he still loved applying a lil of sumthing, just to make it more sexy.Jenny had 2 sisters and many cousin sisters, this...
“Hey Danny, how you doing? That was a fucking top night last night. Here have a drink on me” “Hi Jenny, thanks, I drank way too much last night, could I just have a glass of milk please.” “No worries,” Jenny grabbed a pint of milk from the fridge, “still on me though...” “Thanks, mmm that’s nice and cold.” “So, what you going to do about the Chloe & Lorraine situation?” We were sat on a sofa in the pub, I was the only customer late on Sunday afternoon, Jenny was the only member of...
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IncestOver the years I have worked for a number of bosses, but only one female, her name was Jenny.Jenny was a confident woman with an air of sexuality, and a nice pair of tits to go with it.When Jenny got horny, Jenny got fucked and fortunately for me, I was in the right place at the right time.Jenny owned the company, so any job that she asked me to do, I was happy to do it.One day, she told me that she had an issue with one of her electrical items at home, and would I be able to see if I could fix...
Our family decided to go on a short vacation to New Mexico. As a far as vacations go, it was a long awaited and much anticipated vacation. We are a cost conscious family, so I decided to look on line for a pet sitter for our very friendly great Pyrenees. I found an add on social media that read: “TEACHER NEEDING SOME SUMMER TIME FUN AND PAY- WILLING TO PET SET!” I texted the number and then looked up the person on social media. I was immediately struck by the profile photos of a strikingly...
CheatingTime to take juicy Jenny finally for her very first timeSince school sent her home for private punishment for her public pussy showing there,my dear dirty doddie had developed a fondness for serious spanking of private parts.Coming constantly without my permission, she postponed effectively her first fuck.Still she longs very much for it, as she is so in love with her mentor and teacher.Jenny badly needs to go to the bathroom, but I do not allow her to relief herself.To make sure she will be...
Hello, my pet. There's been a change of plans. I had to go to the office to meet with a client—and he's made a lot of last-minute changes, which means that I have to stay here for awhile. So I want you to come down here to my office so I can amuse myself with you while I work. Tell the receptionist you're my new assistant—she'll tell you where to find me. Dress appropriately. See you soon... Darn, Jenny thought. She'd been looking forward to having Him come over. She'd put on her...
This is a re-posting of an earlier story. I have re-edited it to improve the punctuation, grammar and, I hope, the readability. Tom sat on the edge of the stateroom bed, slowly undressing as he waited for Jenny to return from the head. He was unusually tense for a reason. He had made up his mind, and this was his moment of truth. It wasn’t that he had any doubts, but he was entering uncharted waters, and he wasn’t quite as sure of himself as he’d like to be. Jenny opened the door and quietly...
Jenny was quite excited; her friend Susan was back from her short holiday and they were meeting for lunch and a catch up at Jenny’s well-appointed house. These two had been very close friends for many years and the two of them enjoyed time together with their husbands Derek and Simon. They also enjoyed time together on their own in a very special way. These two very attractive ladies, pillars of the community and both on various committees for both the church and other local institutions. How...
Few years back my niece Jenny stayed with us for a month as she was going through a difficult divorce. Her then husband was constantly creating problems and Jenny wanted to stay with us instead of her mother. Jenny is my oldest brother's daughter and I am about 20 years older than her. After three weeks, it was quite clear my wife Linda could not stand Jenny in the house anymore. Finally, I was able to convince my wife to go attend a wedding in her side of the family and I promised her...
IncestIntroduction: Jenny is a gorgeous size 0 lesbian. She wouldnt dream of having sex with a guy! Untill a special friend come to her Jenny felt her pussy begin to swell as Kate stepped towards her. Kate was completely naked with size 32 D cups. She had the perfect breasts. Her cute pink nipples hardened as Jenny stared at them. Her pussy was bare. Waxed. It began leaking her sweet juices down her legs. Your a fucking slut, you know that babe? Jenny said as she stepped towards her friend. I had to...