Deidre's Dilemma free porn video

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Deidre and I were 14 years old when we first started dating. Dating was probably a bit strong, as we didn't actually go anywhere, just hung around together after school as part of a group, but we would sit together and smile at each other and the other kids knew we were 'going steady'.

We were in the same class at high school, as it was a co-educational school. In fact, we had been in the same class for most of our schooling, but it was only this year that we became good friends.

Most of the kids in our group of around ten were 'going steady', although the combinations seemed to alter rather regularly.

One day there were eight of us sitting around in the park on our way home from school. At this point we were four couples, each boy holding his girl's hand. One couple exchanged a gentle, timid kiss, so then a second couple did the same and then the third couple and then they all turned to Deidre and I, egging us on, telling me "come on Ken, kiss her."

Shyly, Deidre put her face next to mine and our lips touched for the first time, albeit rather chastely. But at least we had kissed, which broke the ice.

Later, we all went our separate ways, while I walked Deidre home. She turned to me on the front porch and gave me my second kiss, even though it was once again a simple peck on the lips, probably no more sexy that what my aunt would give me, but it made me excited and I ran all the way home.

Over the next few months, I had been allowed to take Deidre to the movies a few times, but only to matinee sessions on a Saturday afternoon, as both sets of parents thought we were too young to go out at night. At least in the movies, I was able to sit in the back row and we cuddled and if the movie heroine was being kissed, I was usually allowed to do the same.

Then our friends started turning 15 years old and we attended a few birthday parties. At one of these, while we were in the lounge room, the parents were upstairs watching TV. The birthday boy produced an empty bottle and said it was time to play spin the bottle. Naturally he went first and, while all the girls sat around in a circle, he managed to stop it in front of the second prettiest girl in the room.

Obviously Deidre was the prettiest and I wasn't the only one who thought that. Although she wasn't very tall, just 159 centimetres tall, she was beautifully proportioned, her breasts having grown from tiny buds a year ago, to nicely filling her blouse. Her face was delightful and she had lovely, soft, long blonde hair.

The birthday boy succeeded in kissing the girl on the lips, much to everyone's delight and her embarrassment, so the next boy grabbed the bottle and spun it wildly. For a minute I thought it was going to stop pointing to Deidre, but luckily it was the girl next to her. She seemed very happy to give him a kiss, especially as she was probably one of the plainest girls there, albeit one who was nice and very friendly.

I went next and made sure the bottle stopped pointing to Deidre, who happily came into my arms and gave me a kiss, which everyone applauded, especially as it went for a bit longer than the previous two.

Under the rules we were playing, once a girl was selected by the bottle, she withdrew from the circle and sat next to the boy who had spun the bottle. This pleased me as it meant I didn't have to watch Deidre being kissed by any other boy.

When everyone was paired off and the light turned down, there was a fair bit of kissing and cuddling going on, and I was getting my share with Deidre. Consequentially, the room was rather silent, which must have caused some concern upstairs, because soon our host came down to see how we were going.

Her first action was to turn the light up, which her son protested about, but then asked if we were ready for birthday cake, much to the chagrin of her son.

Deidre's parents had driven us both to the party, so my parents came to pick us up at the appointed hour, dropping Deidre off on our way home. I'd been able to hold her hand in the back seat, but that was the limit of our contact, although she did, as always, give me a lovely smile as she got out of the car and blew me a kiss.

Sunday afternoon Deidre and I went for a ride on our bicycles, ending up in some bushland, so we got off our bikes and sat with our backs against a tree and kissed. We talked about how we had noticed two of the couples near us at the party when the lights were low, getting a bit passionate. Both boys had placed their hands on the girls' breasts and we had even seen one of them slide his hand inside her blouse.

As we talked a little excitedly about what we had seen, Deidre said in a shy, soft voice "you can touch me there if you want to."

If I want to! I couldn't imagine anything I'd rather do, but I embarrassedly asked "are you sure?"

Deidre merely smiled gently at me, took hold of my hand and placed it on her breast outside her t-shirt and then moved her face to mine so we could kiss. I couldn't believe how wonderful it felt; soft but firm and I could feel her nipple as it seemed to grow hard. Fortunately she wasn't wearing a bra – didn't need one either.

I squeezed gently, fondling and caressing as I continued kissing her. I was in heaven. Nothing else could ever be this good, I was sure.

After our kiss finally ended, I told her how marvellous it felt to be holding her like this and she made no attempt to remove my hand, just cuddling even closer to me.

That was the first time I touched her breast, but it certainly wasn't the last time. Whenever we were alone for a kiss and a cuddle, I was allowed to touch her.

A few weeks later it was my 15th birthday. I walked her home from school, preparing to kiss her goodbye.

"Why don't you come in and I'll give you your birthday present" she told me.

Naturally I followed her as she unlocked the front door and we went into the house. Both her parents were at work, but this was the first time she had invited me in when no one was home.

She led me into her bedroom, turned to me and demanded "do you promise you won't tell a soul about the present I'm about to give you?"

A bit bewildered, I agreed and then watched in amazement as she removed her school blouse and bra and sat on the bed, then asked me gently "don't you want your birthday present?"

I quickly moved to sit on the bed next to her, drew her into my arms and kissed her, letting my hand glide down to her naked breast. It felt magnificent.

We fell back onto the bed as we cuddled and soon Deidre was guiding my head to her breasts, encouraging me to kiss and suck them, which was something I had only dreamed about ever doing. I made sure that I didn't show any favouritism, ensuring both breasts received equal attention.

Unfortunately, all good things come to an end, as she extricated herself from me and put her bra and blouse back on, telling me I had to leave before her mum got home. I just made it, as I saw her drive in as I left the yard.

We waved to each other, as her mom wound down the window and called out "happy birthday Ken."

Although it was a school night, Deidre had been allowed to come around to my house for my birthday dinner and my dad promised to drive her home. We only had a few moments alone, so nothing else happened, but she did ask if I had enjoyed my birthday present.

"It was unbelievable. I hope I don't have to wait for my next birthday to experience such wonderful pleasure again?" I told her, my voice choking with emotion.

"Of course not silly, whenever we can. Besides, it will be my birthday in a month. What are you going to give me?" she replied with a twinkle in her eye and a big loving smile on her face.

Unfortunately that conversation was interrupted by my mom telling us to come and have some hot chocolate before dad took Deidre home. At least while dad went to get the car out of the garage and mom was doing the dishes, we were given a few moments alone in the lounge room, so I took advantage of the moment to kiss her and give her breast a quick squeeze.

Sunday afternoon we went for another bike ride and once again ended up in some bushland by ourselves. It was actually quite a pretty spot, soft grass and well treed, but with no tracks it was a bit difficult to get to, which made it perfect for what we wanted to do.

Deidre immediately undid her blouse, revealing her braless breasts to my gaze and adoration. Soon we were kissing and cuddling and ensuring once more that her nipples were hard from my sucking and licking and nibbling. They felt just delightful.

This became our regular Sunday afternoon excursion. There were other opportunities for a quick kiss and cuddle, but this was the only time I got unrestricted access to her beautiful breasts. We didn't go back inside her house again, as it was too risky.

Then it was her 15th birthday. Again it was a school day, so I had been invited around to her home for dinner, but I walked her home from school first and she invited me in, as long as I promised to only stay for half an hour.

That was more than enough time for her to reveal her breasts to me and let me suck them, before she asked again "so what are you giving me for a special present?"

I was a little unsure of what to say or do, but I tentatively put my hand on her inner thigh as we kissed and she made no move to stop me so I slid it up until my hand was cupping her mound. At the same time I pushed my tongue into her mouth. This was virgin territory for my tongue.

She closed her legs so that I couldn't move my hand, but welcomed my tongue into her mouth as we French kissed for the first time. We both enjoyed it immensely and soon were panting a little, aroused from what turned out to be a very passionate kiss: the first real kiss we had exchanged.

When our kiss final ended, Deidre placed her hand over mine as it remained trapped between her legs. She parted her legs, pressed my hand against her crotch briefly and then removed my hand from her, placing it back on her naked breast, holding it there for a moment.

But then it was time for one last kiss and she had to fix up her clothing and I had to leave.

Our next few Sundays became more passionate, our kisses more intense and she was either topless of had her blouse completely undone. I was even permitted to place my hand on her panties, cupping her mound, just as long as I didn't try to move it or attempt to get inside. I did press hard on her junction, knowing that I was putting pressure on her sensitive area and I could tell she did enjoy it, but that was as far as I was permitted to go.

When ever she was topless, I removed my shirt and loved laying on top of her, letting her breasts press into my chest, rubbing her nipples with mine. At first I kept my groin off her but after a while, I pressed against her and invariably my penis would be erect. She chose to ignore it or didn't notice which would have been even less flattering.

When I was very aroused, I would rub my whole body against hers, sliding and rubbing my penis against her mound.

When I got home after our Sunday outings, I would inevitably end up in the toilet using my hand to provide myself with relief.

About six weeks later we were both invited, separately, to another party for a boy from our class who was turning 15. We knew he was from one of the richest families, but we were very impressed when we were shown around inside. It was only a small party, six girls and six boys, which included the birthday boy, Tony and his 17 year old brother, Alistair.

After we had eaten and opened presents, the twelve of us went down into the basement games room. It was well equipped with music system, DVD and surround sound with a huge plasma screen, a billiard table with all the accessories, other games such as darts, a card table and several sofas and comfortable chairs.

We spent some time arguing over what music we wanted to play, but eventually Tony put a selection on, got us all cans of soft drink from the fridge and we sat around talking.

Then Tony decided that it was time to play spin the bottle and no one objected, although I wasn't that keen. Naturally he went first and the bottle stopped at a girl who happily moved over to sit on his lap and let him kiss and cuddle her. After all, he was a good catch and more than one of the girls would have liked to snare him as their boyfriend.

Alistair insisted on going next, seeing it was his home and of course his spin had to point at Deidre. She was reluctant to move, but everyone else said "come on, you know the rules."

Reluctantly, looking at me, saying sorry, she went and sat on the two-seater sofa next to Alistair, who put an arm around her and drew her to him for a kiss.

I ended up not spinning the bottle, because the other three boys got to go before me and that meant that the girl who was left had to sit with me. Somehow, all the girls who had been invited to the party were all quite pretty, so the girl, Gwen, who came and sat beside me was very attractive, so it was not a problem giving her a kiss and a cuddle, but I was wishing it was Deidre in my arms.

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Charlie POV: Shortly after Dad left, Bob and I decided to see if we couldn’t help out some. I noticed TJ over by the main entrance talking to Jim Gregory. I was just heading over there when TJ flashed, “Charlie, you and Bob might want to make yourselves scarce for a little bit. Jim was just asking about you guys, wondering if you guys had anything to do with this. I told him I hadn’t seen you and weren’t sure where you were.” “Why would you do that, TJ? I’ve worked with Jim Gregory a few...

1 year ago
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Martas Unfortunate Dilemmas

Marta Fernandez was a 22 year old, Colombian student who was able, with the help of her father, whose friend worked in the embassy in Bogotá, to get a student visa to study in the U.S. All her life she had dreamed of coming to the U.S. to study English and hopefully meet a nice American gentleman she could fall in love with and marry. The men in Colombia were all the same, a bunch of womanizers who did not know the meaning of commitment. At every opportunity they poked themselves into the...

3 years ago
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Deedi EmergesChapter 7 Deedis Dilemmas

Deedi woke early on Monday eager to get ready for her new job. She wanted to look her best but that was never a problem since she was adept at putting on her make-up and dressing for effect. She wore a grey two piece suit with a light, check pattern. The skirt was knee length with a slightly see-through, light blue blouse and matching blue underwear. She pulled on a pair of sheer, barely-black stockings and clipped them to her suspenders and found a pair of plain, black high heels. The...

3 years ago
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Deidre Chapter 2

Deidre Paris Waterman   Chapter 2   High School – The Prom & Graduation As I said at the outset of chapter one, I am a very, nasty, very promiscuous lady, if anyone really considers me a lady at all. In summary, I began dating Johnny, after he asked me to the Prom. We had what I thought was satisfying sex only to learn that I was still a virgin. My best friend Elsie resolved that by fixing me up with her boyfriend, Stevie, who copped my cherry and opened a Pandora’s Box of sorts, bringing us...

3 years ago
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Deidre Chapter 2

Deidre Paris Waterman   Chapter 2   High School – The Prom & Graduation As I said at the outset of chapter one, I am a very, nasty, very promiscuous lady; if anyone really considers me a lady at all. In summary, I began dating Johnny, after he asked me to the Prom. We had what I thought was satisfying sex only to learn that I was still a virgin. My best friend Elsie resolved that by fixing me up with her boyfriend, Stevie, who copped my cherry and opened a Pandora’s Box of sorts; bringing us...

Group Sex
2 years ago
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Deidre Chapter 1

Deidre Paris Waterman High School – Senior Year I am a very, nasty, very promiscuous lady; if anyone really considers me a lady at all. Even though I started doing gang-bangs at the age of 18, it still took me quite a while to formulate my current perverted outlook on sex. Do you find that surprising? You shouldn’t. It really takes a while to get as extreme as I am. But if you’ll read on, I’ll tell you all about how I got there.I never knew my father. My mother had me in the backseat of an old...

First Time
4 years ago
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Donnies Dilemma

Donnie Hamilton is the typical annoying teenaged little brother. There was just two years difference in the ages of him and his big sister, Lucy. The immature way he acted, one would think there was much more of an age gap. She tolerated Donnie’s juvenile behavior because she loved him. She learned to put up with his pranks because she understood Donnie was going through puberty and was beginning to have an interest in girls. She also knew he was too young and inexperienced to understand why...

3 years ago
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Tina and the Stuffed Pussy Chapter 7 The Breadstick Dilemma

I sleep in on Sunday, determined not to show up at the Stuffed Pussy earlier than I have to. When I get in I am dreading Eddie’s reaction to my tardiness, expecting the worst. Instead I hear Eddie yelling at someone in the back room. “How could you screw up something as fucking simple as breadsticks! How many fucking breadsticks do you think we can sell… we ain’t a pizza joint!” I hurry in and start cleaning up, relieved that Eddie is too caught up in other problems to notice my late...

3 years ago
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My Dilemma

Thanks to ‘Techsan’ for editing this story. It was the worst of times. It was the best of times. Boy, how many times have I heard that in my lifetime. Came from some book somewhere. Now a lot of the movies like to use that quote. For most people the statement is true. Only for me I seem to be getting more of the worst of times lately. My marriage of twenty-two years is ending in a not-so-good manner. Because of it, I might quit my job on the police force. So here I am at the old watering hole...

3 years ago
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The Family Dilemma

By Docker5000 Denise Parkin was busy in the kitchen as usual preparing everybody’s breakfast. She now had the breakfast ready and she was now calling her family and telling them. “That it was getting cold and for them all to get a move on.” James her husband was the first to walk into the kitchen, he was trying to tie his tie as he walked in to the kitchen. Denise just smiled at him. She now wiped her hands on a towel and she then walked over to him. Denise now smiled at him. He...

2 years ago
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Heathers Dilemma

by Napoleon Leopold Heather Morris had finally made it home from work and was looking forward to the long weekend ahead. She went upstairs and took a warm shower and then proceeded to get ready for the evening. Red lace panties and matching bra made her feel sexy. Red stocking held up by garter straps and 4" high red pumps adorned feet. Opening her dresser drawer heather pulled out a red leather collar with a d-ring set in the front, she lifted her medium brown hair up so she could buckle...

2 years ago
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Little Sisters Dilemma

I always considered myself to be a typical teenager, but looking back, I may have qualified as a bit of a “nerd”, for lack of a better term. I never really had a problem with academics, and as a result, never had to study all that hard, or that much. At the ripe old age of seventeen, and in my last year of high school, I should have had the world by the balls. For the most part, I did, too, except for one small, insignificant detail. I had a sister that was a year younger than I was. Now,...

1 year ago
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Ryans dilemma

This was an unexpected turn of events for a Friday night. I had planned on spending the evening on a wonderful date with my girlfriend. She already knew what the plans were, she never liked surprises. Me being the romantic type, this took a lot of fun out of the relationship for me. We were to begin the evening at a fantastic, and very expensive, restaurant. She had wanted to go ever since her best friend’s boyfriend took her there. I wanted to take her this evening and tell her about the...

3 years ago
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IHNC 65 Lisas Dilemma

(This chapter is from the viewpoint of Lisa Cohan, a schoolmate of Becky’s who joined in her SATs tutoring her High School Math teacher was giving her.) OMG! I wish I could get out of here! No sooner did Mr. Font drop me off than my hag of a Vietnamese mother began yelling at me in her inside voice: Broken English Banshee Wail. “WERE THE FUCK HAVE YOU BE!” “Studying for my SATs,” I tried to calmly respond, but she didn’t care if I was dead and rotting in a dumpster, she just...

2 years ago
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Moms Dilemma

Jolene was at work when the phone call came. Her thirteen year old son, Donny, and three of his friends were due to be driven back home from summer camp by bus. The bus had, apparently, broken down and the camp director was calling her to ask that she drive up and take the boys home herself. It was one thirty and the boys were due to be home by four. The drive to the camp was a four hour round trip. If she left immediately she wouldn’t be there until three thirty and, at best, would have the...

3 years ago
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Two Moms Two Sons 1 Sandras proposal And Londons Dilemma

POV: London"It is good to have you and your son over, Sandra," I mentioned, stirring the pot."We're practically best friends now, and don't forget my hubby, who is currently locked in your bedroom with your husband," she whined, strolling towards me with her arms crossed. "If I didn't know any better, I'd say they were having sex.""Sandra," I said a tone while grinning. "Keep your voice down; Joe and Pete are in just in the living room.""So what, London?" she complained, walking...

MILF
3 years ago
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Kathys Dilemma

Mrs. Kathleen Mary Thomson (Kathy to all who knew her), a trim 39 years young, mother of two girls and a manager at a financial services firm, leaned against the door jamb of the office tea room holding her thermos mug in her right hand whilst using the other to tuck her long, lustrous, flaming red hair back behind her left ear. She could not help but smile at the furtive conversation between the three office juniors, all of them young women, as they casually discussed the merits of the firm’s...

2 years ago
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Danis Dilemma

I watched his plane lift off and disappear into the eastern sky. As I slowly walked across the airport terminal to the parking lot, I tried to compose myself as I wiped the last few tears from my cheeks. I could still feel his lips on my lips and the lingering scent of his shaving soap was still with me, but both sensations were rapidly vanishing. As I climbed into the car, I leaned back one last time saying good-bye to the man I loved. The feeling of the strength of his arms around me in our...

2 years ago
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The Ex Dilemma

The cool breeze of summer washes over you as you walk down the sun-beaten sidewalk of the city. You've always loved living in the urban environment, because everything is so close and you can walk from destination to destination. In fact, that's what you're doing right now. About an hour ago your ex, Anna, called you up for the first time in months; she said it was important and she needed you to come over. Anna had always been a bit cryptic, keeping things to herself, but this time it was...

1 year ago
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Ethical dilemma

AUTHOR'S NOTE: THIS IS A SEQUEL TO "TURNING TEACHER'S PET INTO TEACHER'S SLUT," BUT THIS STORY CAN ACT AS A STAND ALONE IF YOU DONT WANT TO READ IT. ANYONE CAN ADD TO THE STORY, AND I WOULD MORE THAN APPRECIATE ANY COMMENTS OR HELPFUL TIPS. THANK YOU FOR READING, AND I HOPE YOU ENJOY THE STORY. Sarah was happy to finally be in college. It was something she had been looking forward to for a while, and now she was finally here. She had a full ride, thanks to the fact she was valedictorian and her...

Lesbian
1 year ago
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Dishas Dilemma

To Dan, Disha's beauty seemed amplified by her mocha skin and jet black hair. He watched intently as Disha tucked her near transparent white blouse into her black pleated miniskirt. Even now, in her early-twenties, her school uniform fitted like she was a young sixteen. For obvious reasons, Dan always loved his wife wearing this particular outfit. He sat in silence on his chair, feeling himself harden as she sat cross legged on the bed, showing a hint of her white cotton panties. Disha laughed...

3 years ago
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The Dilemma

Two simple straight pink lines said it all. Just in few seconds my worst fear had been confirmed .I knew shit just got real! Its not like , i didn't want a c***d or it was too early to brace motherhood. I was a newly wed and under normal circumstances this would have been expected . But then again my life , since the day i turned into a woman has hardly been normal or called normal. You the pregnancy itself didn't scare me . If you haven't guessed ,so far not knowing who the father is , whose...

3 years ago
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Runners dilemma

Why? I can’t say. I don’t know why. But I what I did and I don’t regret it a bit. I run with a co-ed club. It’s a fun bunch, some fast, some less so. We finished our run and everyone was standing around chatting, stretching and cooling off. And it was hot. Too hot. My shorts and tank top were soaked with perspiration. I tried toweling off to no avail. The idea of getting into my car, literally dripping with sweat, saturating my leather seats, was not appealing.I parked in the far corner of the...

3 years ago
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A mothers dilemma

Joan Simmons was a 48-year-old mother of two, who had been married to John Simmons for the last 22 years. In the beginning they had a wonderful sex life and frequently made love two or three times a night, although over the last five years it had been more like once a week. Joan was not one to complain although she did miss the physical contact from her husband. Both are c***dren were now in their late teens Robert being the oldest at 19 and James Younger by three years. Reasonably comfortably...

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