Kathy And Surprises (part One) free porn video

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Graduating from high school at eighteen I was off to college that fall. I was going to a community college in the nearby city in preparation for going to a more prestigious institution. My name is Greg. My grades had not been that great. I was more interested in girls than school and had made the attempt to work my way through all of the girls in high school. I must have fucked at least twenty in my class of one hundred. Pretty good record if I say so myself. I never stayed with one more than a night or two, especially if they wouldn't give me a blow job. I loved those more than fucking I must say. I always thought it was because they just didn't meet my standards. I later realized that I may not have met theirs.

 

 

I was not going to live in a dormitory. Mainly because this was a new college. They only had two dorms and they were full by the time I got my ass around to applying for a room there. So I went the roommate route. I checked all the bulletin boards on campus during the summer and also went to the housing authority that was kept up by student volunteers. I was having little luck until I found a notice behind several other notes on a board by the student union. It must have been covered over for weeks. It had all its little hanging tags still intact. That meant that probably no one had applied to join this person as a roommate. It was worth a shot.

 

I called the number on my cell phone and a girl answered. She sounded surprised and slightly relieved to hear from me, or anyone I would guess. We made an appointment I guess you would call it. Anyway I was to stop by the apartment that afternoon. I went over at the right time and was so glad I had called. This girl was gorgeous. She had short blond hair in a pixie cut. She was about five feet six inches and she had tits that were perfect. She was wearing a cut off tee shirt and I could see her navel. She was obviously braless and her breasts were what I always found to be fine. They were shaped like little globes, round and firm, and I could see she had the large fat nipples I loved. Her body was great, with wide hips and a fine ass. She was wearing cut off jeans and her ass cheeks could be seen with the crease under them. And her legs were curvy and muscular. I could imagine them wrapped around my waist.

 

I was about five feet eight inches myself with brown hair and brown eyes. I was not in great shape but I wasn't overweight or anything. I just didn't work out or that kind of thing. But I had a cock seven inches long that some girls seemed to like a lot.

 

Anyway, I loved the look of Kathy. That was her name. And she was happy as hell to find someone interested in sharing the rent on the one bedroom apartment. We didn't make any big deal about sharing a room. This was the twenty-first century for god's sake. Besides, we both felt we were grownups. We had the bedroom and a living area with a kitchenette attached. The bathroom was off the living area, not the bedroom. Plenty of space for two young people.

 

Well, I moved in immediately. Classes were starting in a week and I wanted to get used to the campus as soon as I could. I already knew it pretty well but you should always know your territory like the back of your hand. I learned that in ROTC in high school. Kathy had already been there for a month so she showed me around. We were becoming good buddies and I was looking forward to testing the sexual waters soon.

 

I learned that she had a laptop just as I did and we were both addicted to our computers. We would both stay up late jumping from site to site. Sometimes we would do it together in our room, or one of us would stay out in the living area at one of the desks. No special routine. But sometimes when I got up from the bedroom and she was out at a desk I would notice some odd things on her computer as I passed by on my way to the bathroom. She would often attempt to hide the screen but I could tell she was on porn sites. You could always tell those. God knows I had been on enough myself.

 

One thing I noticed immediately the first day. She was not about to change clothes with me in the same room, either in the bedroom or in the living area. She kept her body to herself. Nothing really odd about that, but I had expected college students to be a little cooler about that short of thing.

 

Once I walked into the bedroom after having returned from the library about ten in the evening. I wasn't creeping in or anything but I didn't make a lot of noise either. I walked into the bedroom and caught Kathy with her clothes off. The odd thing is she did nothing to hide her tits. But she was really concerned about covering her crotch with a pillow. And she expressed her huge disapproval. I apologized of course but thought nothing more about it except I had been right. Her titties were great. Like round and firm and needing to be sucked on.

 

The other odd thing was she didn't seem to care if I changed in front of her. She would not stare at me but she made no big deal out of me changing my underwear in front of her in the morning. She would glance over and then away. She would blush but she said nothing to discourage it.

 

Once she caught me jacking off to my computer when I was in the living area and watching some porn. This time it happened to be what they called "she-male" porn. Somehow I was drawn to it occasionally. I saw nothing odd about that. Most of my buddies in high school had watched the same stuff once in a while. Anyway, she blushed but said nothing. I quickly stuffed him back inside and was checking out Facebook when she came out of the bathroom.

 

A couple of days later Kathy was sitting watching the tube when she suddenly spoke up.

 

"Greg, do you mind if I ask a very personal question?"

 

"No, not at all. What's up roomie?"

 

"Well, this is embarrassing, but were you looking at transsexual porn the other night?"

 

"Yeah, I know, it was a little odd me doing that. Sorry if I made you nervous. I won't do it again."

 

"Oh, no. It doesn't bother me at all. I know guys jerk off and stuff. I was just wondering about the stuff you were watching. Do you watch it a lot?"

 

"Well, geez, Kathy, I watch it sometimes. Not all the time. I just get curious sometimes I guess."

 

"Okay, sorry to embarrass you. No big deal or anything. I don't even mind you doing it in the bedroom when I'm there. It wouldn't bother me. I've even watched some on my porn sites. I know guys jerk off. No big deal."

 

"Wow, Kathy, you're always surprising me. You're great. I won't really do it a lot, but thanks for the okay."

 

So anyway about a week later I was on my bed looking at porn. And I was jacking off when Kathy walked in. I stopped but she just grinned.

 

"Go on dude, have your fun. I told you it doesn't bother me in the least."

 

So I continued jerking off, and she came over to see what I was watching. It happened to be some tran porn again. Well, I liked it. Anyway, she looked at it and then she began squeezing her tits as she looked over my shoulder. I couldn't tell if she was watching the porn or my cock. Either way it was a turn on and I shot my wad into the tissues I had by the bed. She laughed and then went to the bathroom to change for bed.

 

Later that night as I was just drifting off to sleep I could hear her bed squeaking. I imagined she was rubbing her pussy, getting off like I had earlier. It made me hard again and I started beating off once more. I heard her stop, then I heard her get out of bed quietly and she leaned over.

 

"Greg, can I help you please?"

 

Help me? How I wondered, but she showed me. She drew the sheet down and took my hard on in her hand. Then she leaned over farther and began licking the head of my cock. She was good. She licked slowly up and down both sides and then sucked my balls into her mouth and rolled them around. Releasing them from her mouth she held them in her hand and began fucking my cock with her mouth, up and down. Then she jerked it with both hands while sucking on the head. Finally it was too much and I shot my seed into her sweet mouth. She drank it all.

 

When I let loose with my come I automatically reached over and tried to feel her pussy. I wanted to finger fuck her as she sucked me. Damn. I found out why she had never changed in front of me. She had a cock. A big cock. One bigger than mine. And it was hard. Fuck. What now. That had been a great blow job. I wanted more. I didn't want this set up to end. But a cock. I wondered why I had stayed hard after I shot my come. I must have been turned on. Hell. I was sexually attracted to trans folks.

 

"Now you know Greg. Do you hate me? Do you think I'm a freak? Do you want to move out?"

 

She was in tears. She was wiping my come from her mouth and wiping her eyes at the same time. Oh hell. She was still Kathy. She was still the girl I had grown really fond of.

 

"We can work this out Kathy. No problem, really. I've seen plenty of transexuals on my computer. Maybe not in real life but you aren't a freak. There are thousands of trans people out there. Oh hell, let's just sleep on it and talk about it tomorrow."

 

So we did, or tried to. I am not sure either of us slept much, but I do know I was awakened by Kathy closing the front door on her way out to class. I was late myself, but I could care less right now. I was in a dilemma. I liked Kathy and I had loved the blow job she gave me last night. It was the best I had ever had, and I'd had a few. This did not take a genius. I liked her. I liked what she did to me. I was staying.

 

That evening we went out for dinner. It was a Friday night. No school tomorrow for either of us. It felt like a date, with me out with an adorable girl. I saw envious stares from some of the single guys and even some with dates of their own. I was proud to be seen with my Kathy.

 

When we got back to the apartment something was definitely different. The most immediate difference was that when we went into the bedroom to change to more comfortable sleeping gear Kathy did not seem to mind changing in front of me anymore. We both removed our outdoor clothing for sleepwear. In the process we both got naked. I had a hard on. So did Kathy. Hers was bigger than mine. And I was wondering if it was her tits or her cock that was making me hard. After all, I loved that she-male porn. And loved to see the hard cocks being used in them.

 

"Kathy, do you mind if I just touch your cock? I mean, I know it sounds odd. But you did give me a blow job last night. I just want to see what it's like. Okay? Do you mind. I've never seen a girl with a cock in real life. I'd like to see if it's like mine. Okay?"

 

A blush passed over her face and a shy smile appeared.

 

"No, it's okay. Really. But you need to understand about me, Greg. I'm transgender. Do you know what that means? It means I was physically male but always felt like a female inside. And now I'm partway to becoming a girl. Do you get it? I'm a girl inside. My cock is real, but my tits are enhanced. I just haven't gone all the way yet. I may decide to stay just as I am now. Okay, touch it Greg. It's okay, really."

 

"I think I get it Kathy. You're a she-male now, right? Partway to being a girl? Really, it's a little confusing, isn't it?"

 

"Greg. One thing you should know. Most transgender people don't like the term "she-male" because it has a bad connotation. Most people think of the porn trade when they think of she-males. I'm a transgender. I'm a male to female, partial op. That means I've had some work but I'm not completely changed yet. I may never complete it. I still enjoy my prick, even if I feel like a girl inside. You're right. It's complicated."

 

I was sort of tentative, but I wanted to reach out to her. I had never touched another guy's stuff. I had touched Kathy last night but that had been more of a surprise than a touch to really feel. I slowly walked over. Kathy was hard. I was hard. I touched her cock, then I moved my hand up and down. She moved into my hand and almost starting fucking it. I dropped it.

 

"It feels just like mine. Only bigger. Damn Kathy, your cock is bigger than mine."

 

She laughed and then she started jacking it off. I don't know why this surprised me. But she kept doing that to me, surprising me. She was feeling up one tit while she jerked off her cock. A look of ecstasy passed over her face and then she looked up.

 

"Jerk yours too Greg. Please, let's do this together. It can't hurt anyone. Jack off with me, please? I've never done this before. It feels so good Greg, please, jerk off with me."

 

Fuck it. I was hard. I wanted to come. Why the fuck not. It wouldn't hurt anyone, as she said. Kathy was right. So I started jacking my cock off. I watched her cock and she watched mine. We were synchronized. Jerking at the same time, and getting faster and faster. Oh god, I could not hold off much longer. She shot her come first and it went about five feet in the air. I shot just after her. But I hit her. I got my come on her tits and she rubbed it in. Then she licked her hand. We both went to bed happy that night.

 

We had an unusual arrangement now. Either one of us could be jerking off at any time in the apartment. It was no big deal for me to walk in on her rubbing one out or for me to just walk over to the computer and bring up some porn and jack off. In fact, she would sometimes come over and finish the jerk off for me and then suck my cock for the come. This was all giving me ideas that had never really occurred to me before. Oh, I had often imagined what it would be like to suck cock, but only when I was watching porn. Not in real life.

 

Finally, one night we were both naked, as we often were in our room now, and I was watching some trans porn and Kathy came over. She watched with me and watched me jerking my cock. Then she did something she must have dreamed of often in the past few weeks. Her cock was as hard as mine. She leaned over and kissed me and I kissed her back. She was a beautiful girl. It was good. But then she put her hand on the back of my head and pushed her cock into my mouth. I say into, because I just automatically opened it to take her cock. I must have wanted this deep inside for some time.

 

I was not that good at it. This was my first time. But she guided me into doing it well enough to make her come in about five minutes. I tasted come for the first time. Hers tasted a little salty with honey overtones. I swallowed it, gagging a little, and she kissed me again. I think that was when I truly began to love Kathy.

 

From that point on we often sucked each other off. Sometimes we would even 69. It was always good for her and for me too.

 

We would have to move on to something else soon.

 

 

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Kathy CarlsonChapter 13

Wellington escorted them to a corner suite and unlocked the door. Their room was utterly magnificent with a view through the palm trees to the Pacific with the island of Molokai across the channel in the distance. Kathy thought the vista was utterly breathtaking. Then Hank called, "Marie? Celeste? Are you here?" Two lovely Asian girls appeared from the bedroom wearing identical immaculate uniforms. Kathy gasped as she realized they were identical twins with no apparent difference between...

3 years ago
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Kathy CarlsonChapter 32

When Kathy came into the office the next morning she saw Judy sitting behind her desk and stopped dead in her tracks. "He's the one, isn't he? It worked out the way you hoped, didn't it? Judy Jeffries, you are the most beautiful girl in the world this morning. And you look very well fucked!" Kathy and Judy went to the conference room to get coffee and then went to Kathy's office to talk. Judy gave her a blow-by-blow account of the weekend. When she mentioned that Mike had the Medal of...

3 years ago
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Kathy Exposed Me

Kathy Exposed Me I was in my late twenties and had only one prior sexual partner when I met Kathy. She was in her mid twenties, dark hair and eyes, about 5'5' and 120 pounds. She had a shapely bottom and very well shaped, though small breasts.Kathy was very sexually adventurous and I entered a completely new world when I met her. I had more sex with Kathy in a month than I'd had in my lift to that point. By that time she had me hooked and could talk me into just about anything.For many if may...

2 years ago
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Kathy white trash whore part 1

Kathy opened the front door and walked in taking off her coat and hanging it on the hall stand. She was surprised to see the light on in the living room and even more surprised to see her husband sitting at the computer. “Thought you’d be in bed by now Jeff” “Hiya sweetie, didn’t realise it was this late…. how’s your day been?” One thing Kathy really didn’t like was when he called her sweetie, but she kicked off her shoes, walked over to him putting her hands on his shoulders before...

3 years ago
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Kathy CarlsonChapter 36

"Katherine Carlson, who is that incredible person you brought out here with you?" Hank Conroy exclaimed. "She is simply marvelous! You should have seen her this afternoon on the beach with Kenny and Kathy. The kids utterly adore her. Who is she?" "She is one of the richest women in the world, Hank," Kathy replied softly. "She's also my slave. Did you see her body? It's better than it was five days ago but she is still cut to ribbons." Kathy then told her new sister of the events...

2 years ago
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Kathys New CleanUp Man

Kathy first met a black man without her husband’s knowledge and had a great time experiencing her first taste of black cock. Kathy told me she loved meeting them and watching the contrast of seeing a huge thick black cock as it slices into her pussy.Kathy still felt guilty about going out with these men and coming home with their seed still inside her belly knowing her husband had no idea his wife was out screwing around.After she told me she was going to stop seeing her black lovers because...

3 years ago
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Kathy CarlsonChapter 12

Driving in to work the next morning, Kathy felt wonderful. Reflecting on her life with Ken it seemed that each night was better than the one before. Last night had been the very best. Gently, she ran her fingers up her sore crotch and softly moaned, remembering. Ginger had certainly been right: The more she worked to increase Ken's enjoyment, the greater was her own pleasure. Going up in the elevator she realized she was a little late: It was already eight-fifteen. Entering the office, she...

2 years ago
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Kathy and Roy

When they were 3 years old, Kathy's family and Roy's family moved into houses next to each other. The families had bought new houses that had been built only twenty feet apart with a fence exactly halfway between them. As a result, both families paid extremely low prices for their otherwise very nice homes. The afternoon that they both moved in, Roy's mom and dad went out to their pool deck and collapsed into the deck furniture to recover from the move. Kathy's mom and dad were in their...

4 years ago
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Kathy CarlsonChapter 8

Now that Ken was working for Higgins Construction, their life together established a pattern, but it was one quite different from the way it had been before. In the beginning, Ken was arriving home first, since construction work normally ended at four o'clock. Kathy would usually arrive home while Ken was in the shower. As soon as he came out to the bedroom, Kathy would insist that he lie on the bed while she massaged his aching muscles. She would always begin on his back, shoulders and...

2 years ago
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Kathy CarlsonChapter 14

The next morning, Kathy was the first to awaken. She lay in the bed with her eyes closed just enjoying the wonderful feeling of Ken's hand still cupping her tit, while her body was molded to his. Then she just wriggled a little and enjoyed the crispness of the sheets against her bare skin. She gently squeezed his hand and looked up at his face. Instantly, his eyes opened, and instinctively he moved his head towards hers. Their first kiss of the morning was like the last kiss the night...

3 years ago
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Kathy CarlsonChapter 29

A week later, sitting at her computer Kathy was typing a paper for one of Ken's law classes. Without any conscious thought, she was editing and rewriting it as she went. Since she was so experienced and skillful at it, she was able to do it while typing at a speed that made it appear she was just copying Ken's words. Hearing a soft knock on her door, she told the person to come in without looking up from her computer screen. Because there had been no announcement from Judy, she assumed it...

4 years ago
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Andrea Standing part 2 of Andreas Stand

Andrea Standing (part 2 of Andrea's Stand) A note at the beginning. One of the problems with writing a serial story is that the author feels a need to recap what happened in the prior portions. Please go back and read part 1, "Andrew Running". It will make this a better story. Briefly Andrew at 19, abused by his father, runs away to a distant relative, Aunt Clara. Andrew goes along with a joke played by Clara's lover Marnie, and ends up as Andrea working in Marnie's luxury used car...

3 years ago
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Kathy welcome my sister into our fun

Wife continues to submit joined by s*sAfter Kathy got started she could not turn it off. One cock was not going to be enough for a weekend so most Friday’s we had one to three guys spending the night and Kathy fucking and sucking all of us. This also was the giant step into Kathy becoming submissive.The first few months turned into a couple of years and along the way we agreed, and I do mean we, that Kathy would do what she was told during play times and even during the average work day. I...

3 years ago
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Kathy and Gregg

Did you know that the average high school romance lasts about three weeks? Well, Kathy Thomas and Gregg Hollander beat that record by about forty years. They met when she was but a freshman and he a sophomore. From that point they were inseparable. Yes, theirs was that true mythic love that seems to stand the test of time and remain pure. Now before you go and get misty over this nice sweet couple I have to tell you that Kath and I were married for about thirty of those years and I thought...

3 years ago
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Kathy CarlsonChapter 2

It was almost four in the afternoon when Kathy found herself high up in a new downtown skyscraper in front of the most impressive office entrance she had ever seen. It was all furniture-polished hardwood — it appeared to be cherry — with solid brass letters spelling out, Clifford & Jamison, and below, in smaller letters, Attorneys at Law. She was wearing her good suit for work, and that was unfortunate. Because it is quite cool in the Redwood Country, what was appropriate attire for...

3 years ago
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Kathy CarlsonChapter 4

As she waited for an elevator in the lobby of the tall office building, Judy Jeffries was depressed. A tall blonde with beautiful features, Judy was the daughter of Major General Stanton Pierce Jeffries and Susan Barnes Jeffries. Because of her father's high rank, her childhood and adolescent years had always been strange. Since she had been raised on military posts, her father had always far outranked the much younger — and far more junior — fathers of her classmates. This happened because...

3 years ago
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Kathy CarlsonChapter 23

At ten o'clock, Ken and Kathy met Ali and Bill Clifford on the first tee of the Bay Course. Of course Ken already loved Ali. Now he found he really liked Bill Clifford, too. He had learned earlier from Kathy that he was one of the richest men in the world and was in his fifties. Nevertheless, he looked like he was in his late thirties, and Ken found that he liked him a great deal. Completely ignoring the men, Ali challenged Kathy to a $50 Nassau, a challenge that was immediately accepted....

4 years ago
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Kathy LawsonChapter 2

In her own room now Lupita masturbated to the vision of Esther the youngest of her three children discovering the wonder of her first orgasm. "Huuugh huuugh huuugh "she grunted as she put herself in Esther's place "aaaagggghh aaaaaaggghhh " she groaned as she fist fucked herself. Yes her capacious cunt could hold her own hand and she looked like she was searching for coins in the bottom of a purse as she fucked herself. "Fuck me Nancy fuck me fuck me" she whispered "ooooohh ooooohh...

2 years ago
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Kathy

Kathystory about a lactating single momIt was a warm, sunny September Saturday afternoon and I really couldn’t stand it anymore to sit at my desk and think about my thesis. They call it “writer’s block” and mine was finest quality marble, weighing a ton at the least. Any which way I formulated and reformulated the text, it only seemed a summit of stupid phraseology. You can’t force creativity, so I resigned to put on my shoes and take a nose full of fresh air. I took a bus to the nearby park to...

2 years ago
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Kathy

Kathy Simms lay on her bed in her dorm room. It was saturday and she was languidly stroking her pussy with her hand pushed down through the waistband of her panties. Hearing a knock on the door she went to the peephole and saw her dad, stepmother Donna and her stepsister Janie. Just a minute she called as she quickly hid the Beefcake magazine and the vibrator she had been preparing to use on herself. Opening the door she said what a surprise. What are you guys doing here? Donna said Jim had...

2 years ago
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Kathy CarlsonChapter 5

Ken Carlson's first thought that day had been just to go away and never come back; he would lose himself among the street people. Then he realized that it would take Kathy seven years or more to have him declared legally dead, so he rejected that idea. Suicide was a more attractive alternative until he realized it would be far too easy on himself. He would not suffer nearly as much as he knew he should for having failed totally in his responsibilities as a husband. One more time he would...

1 year ago
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Kathy gets pregnant

Note : This story is completely fictional! "I feel terrible mom""I knew that slut Jenny would dump you" snarled Jessie."I miss her so much" sobbed Mike."You miss the sex""Yes, that too" he admitted.Jessie felt sorry for her son. His father ran off with a younger woman years ago. She was lonely herself and longed for a man to make love to her."You can use me for sex if you want" she cooed."Oh my god, really?" said the shocked boy."I want sex and you can satisfy my needs" smiled Jessie.Mike sat...

Incest
3 years ago
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Andersonville 12 The Day Linda Anderson Came To Town

I slid the report into the proper file just as he walked into the room. Dennis Butz stood there wearing his three-piece suit, looking as handsome and charming as any man could. But I was not to be tamed by his charm. "Hello, Linda," he said with a friendly grin. "Judge Herns isn't in today," I replied back in a frosty tone. "I'm not here to see her." "My plane leaves in less then an hour Dennis, what do you want?" I slammed the file drawer shut and walked past him to my desk...

2 years ago
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Kathy CarlsonChapter 33

Andy soon found that her work on the construction site fit in nicely with her work at the apartment. Since Kathy and Ken were both early risers, she could fix their breakfast, clean up, and still be at work by eight o'clock. Similarly, the construction job closed down at four-thirty giving her time to get home ahead of them with enough time to have all the preparations for dinner complete. Since she truly did not like herself, her accomplishments never registered. Rather, she only thought of...

3 years ago
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Kathy and John

Kathy knew she had to hurry, her husbands friend Craig was waiting for her downstairs in the kitchen. She turned and looked in the full length mirror one more time at her fancy dress costume she was wearing to the work party that night. Her husband of ten years, John, had been dropping unsubtle hints lately about her old school uniform, wondering aloud if she could still fit into it after two children. To her delight, Kathy could still squeeze into the little pleated skirt, although her hips...

2 years ago
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KATHYS FIRST ORGASM

Authors name: Joe Slackie Story title : Kathy's First Orgasm -=*=- Kathy's First Orgasm by Joe Slackie August 13, 1998 My afternoon client had called to let me know that he was sick and would not be able to make our meeting. Disappointed, I went home early to catch up on a little paper work on the old home computer. As I climbed the stairs and was walking past my oldest daughters room I heard a soft noise that caught my in- terest. The door was slightly ajar so I peeked...

4 years ago
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Kathy CarlsonChapter 16

Hank smiled warmly at her daughter and replied, "I was wondering if you were ever going to stop your monologue long enough to pretend to be civilized. Samantha Conroy, I am very happy to introduce our host and hostess at luncheon today, Mr. and Mrs. Kenneth Carlson." When the girl heard the name, her jaw dropped and she slid off the sideboard. Suddenly, she was embarrassed by her appearance and was obviously torn between fleeing the room and meeting the people she had heard about all her...

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