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The day our affair started was like any other - just a 19 year old son going out to supper with his 46 year old mom. A nice restaurant - but reasonably priced because I was paying. Mom loved these private outings together, as we started them about four years before - just the two of us. We sat, talked and ate.

This night started the same as all the rest of those nights. A very cold winter, darkness starting prematurely and the restaurant was not yet busy though it was only six o’clock in the evening. The pretty young hostess asked if we were mother and son, I had my arm about mom’s waist and nodded negatively, “No - she is my date for tonight.” Mom giggling into her hand as the young hostess smiled politely then sat us. It is an old joke between mother and I.

We each dove into the menu, talking to each about what we wanted to eat - then giving our order to the young male waiter with the spotted face.

“I’ve come to a decision mom.” I reach across the table and take her hand, she squeezing mine and giving a warm smile that I know she has only ever given to me.

I shift nervously, though I am much more terrified than I am revealing, “You know that I love you very much right mom?”

She smiled broadly, “Of course honey. What is it?” She is frowning now, maternal concern.

This night is not to be like all our other nights, I’ve resolved to lay it on the table as it were.

“I wanted you to know that as far back as I can remember I have always thought you attractive.”

A quick smile broke on her face but she did not let it grow, the moment threatening to become ‘sweet’ if you get my meaning. Since our relationship became closer, I’ve made a point to compliment her frequently - recognizing she needed the reassurance.

“No, thats not right. Its more than that mom. I’ve always ... I’ve wanted ... well, I have always desired you mom. Sexually I mean.”

That froze everything. Time seemed to stop, her smile had melted into something unreadable, her eye lids widening.

The waiter showed up with a tray with our drinks - hot tea for mom and a tall glass of Coke for me. This gave mom the opportunity to yank her hand from mine.

With the pimply faced waiter gone, mom leans right into the table, hissing at me, “Is this some kind of joke?” She doesn’t look amused and my heart is beating so fast that I am already regretting ever putting voice to my thoughts.

Just then a server arrived with our starter soup.

We ate in silence and I feared the rest of the evening would continue this way. Mom ate without looking up, her face bright red and looking very pissed.

Before the soup was gone she looks up slowly and asks in a forced calm, “When did this start? Was it something I did?”

I looked at her for a second before responding, taking a deep breath, “It was before puberty actually. I remember seeing you in your skirts and nylons and thinking how nice your legs looked. I remember wanting to touch them but never had the nerve.”

The waiter showed up to take my bowl away, mother pushed her unfinished soup to be taken away as well.

She was looking around as she asked, “So now you have this romantic notion about us?”

I told myself going into this that I would have to be totally honest and even blunt if need be. “I’m sorry mom, though I love you more than anything or anyone else in this world my desire for you has never been ‘romantic’.”

She swallowed loudly, her eyes wide, “What do you mean?”

“Do you really want to know mom?”

She just sat there and looked at me, only turning away when our eyes locked for a uncomfortable period.

“I have many fantasies about you mom - graphic and perhaps you may think them kinky.”

She swallowed again.

The server and waiter both arrived with our basket of bread and our main course. Mom moved her plate around, thanked the server then looked back at me, waiting.

It was my turn to take a deep breath and say a little too fast, “I would like to spank that big sexy ass of yours mom, if you must know.”

She was frozen for half a minute before a bubble of a laugh escaped from her, only the once.

Again silence - each of us eating our food while stealing peaks of the other.

“Its impossible, you know that don’t you honey?”

I simply nod. I knew that but I also decided to risk it all on telling her tonight how I felt. We had promised that of the other, as we became close those years ago, friends even.

“I am married ... to your father!”

Another nod, my eyes looking at her though my chin was tucked nearly to my chest. We both knew that their relationship was only one of convenience now. She had leaned on our friendship to explain the cold marriage she now shared with my father, the loneliness.

“And its a sin ... illegal as well ... and it would ruin all our lives!”

Was she talking to me or to herself? “I love and desire you mother.”

“Stop saying that!” She hissed, her face looking furious, her voice sounded threatening.

Mother was never a beauty - there was nothing about her that would attract male admirers if they had not taken the time to get to know her. She was a gentle polite caring woman - small of stature, perhaps once cute of face. And though our time together, talking privately, I knew she wasn’t happy with her daughters who she argued all too frequently with and her husband, who I would guess hadn’t touched her intimately in years. She was lonely - she confessed it almost guilty to me some months back - yet she stuck it out for her my older sisters and my sake.

It was that inopportune moment, figuring to go for broke, that I reached into my jacket laying next to me in the booth and handed the small bow-wrapped present across the table to my mother. She looked at me angrily as she opened it, strangely not looking surprised at the expensive lingerie set I had purchased for her. She immediately closed the box and tried to hand it back across the table to me.

“Its yours mother, I want you to keep it.”

She looked at me angrily and set it on the table between us.

“You will not treat me this way - I do not like it!”

I was getting a little fed up, probably at the stress of the meal, to hiss back at her, “Don’t like what mom? That a man who loves you finds you desirable? Have I ever treated you in any way you find remotely disagreeable?”

She hissed back, “Like tonight you mean?”

I calmed my voice and sat back, “I have wanted to be together for as long as I can remember mom. My biggest desire is for you to wear my present for me, because you want too, and we can hold each other and talk and do other stuff.”

She was glaring at me, “Like spank my bum? That kind of ‘other stuff’?”

My anger was again rising, “Oh yes - exactly like that mom. It would shock you what I would like to do to your ass!” I regreted loosing my temper as soon as I spoke, I had told myself going into tonight that self control was paramount.

Her response was frozen as the waiter arrived, could see that we were arguing and wisely took our plates without a word.

Another sigh from me and I tried to calm the conversation, “Look mom I am telling you this because it has been eating me up, even if nothing comes of it I need you to understand how I fell about you.”

Her red angry face seemed to calm at that statement and she sat back, eyeing me wearily.

I knew her so well, I could almost hear her thoughts - if someone else had said these things to her, she would guess that it was some kind of cruel joke, except I had never once abused our relationship, the knowledge I’ve gained from our new-found friendship.

She chucked suddenly, almost forced, “I think I knew, to tell you the truth.”

That surprised me and raising my eyebrows was enough for her to continue.

“I had to be blind not to see how you looked at me honey, but I just laughed it off saying you were just a horny teenage boy and you looked at every woman like that.”

She had no idea how horny I could be, especially with her. “Not with everyone mom, only with you.”

She frowned again but it did not last. “I suppose its flattering after all, the looks I mean.” Mom played with her tea cup. “I don’t get many looks.”

I did know, she told me she felt frumpy and unattractive on numerous occasions. All my reassurances, my attractive but politically correct gifts, gained me a weary smile and a hug, as if she never believed any of it or perhaps that she could only be attractive to her son.

“I’m in love with you mother and I desire you.”

It was the right thing to say, the instant tears filling her eyes proof enough. She took my hand again, staring at it, her brow furled as she does when thinking.

She had to clear her throat before asking, a frown upon her brow, “What do you ... what is it you find attractive about me?”

I stopped the triumphant smile from appearing on my face, while my heart must have doubled in repetitions. I knew her question was her reaching for that life preserver - grasping at the possibility that she was attractive to me and not agreeing to the reality I was presenting, not yet anyways, for us to become lovers. “The first thing I noticed when I was a kid was your legs mom, bare or in nylons.”

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My Pleasures Were Undignified

[The source material's been done to death, of course. A few have even taken it in the direction this story goes. But none have been terribly faithful to the original, and commercial considerations prevented them from following things to their logical conclusion.] My Pleasures Were (To Say The Least) Undignified by Optimizer I've finished preparing the next set of doses and carefully stored them away. I still should have at least another few hours. Just enough time to finish...

4 years ago
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The Esthetician Gives and Receives

Damn, what a mess! I’m here in this beautiful hotel, about to wrap up a business trip. I have a few hairs on the top of my nose that are driving me nuts. I can feel them. So I’m sitting in this fancy bathroom with one of those magnified mirrors, enabling this blind man to see what in the hell he’s doing. I find the source of my frustration easy enough but then, damn, I find so much more! I never really noticed all of the open pores I had and crud in them. Excuse me for being gross but my nose...

3 years ago
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Pleasures at Dressing Manor 4

Pleasures at Dressing Manor The story so far: Miles Johnson, a newly qualified teacher, receives a letter from his pupil, Lyndon Blonding, 18, telling how his father has eloped and his stepmother is venting her fury on him, keeping him prisoner at Dressing Manor, dressing him childishly and punishing him severely. He takes the letter to his Headmistress, Alison Forceman, who has Miles visiting her study every afternoon as a result, where he becomes addicted to the feminizing drug...

2 years ago
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Salvation Ch 24 Herberts Pleasures

pleasures of being a patron at Avondale Academy. He is able to watch as the pupils learn some very painful and humiliating lessons, from Miss Hilda Ashton the Academy's sadistic Headmistress and her equally sadistic staff. Working closely with Miss Marchant, Herbert had gained her trust and it was Alice who introduced him to the ancient art of acupuncture and one day without telling him the reason why, made him accompany her to London's Haymarket. Requesting the coachman to...

3 years ago
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Christina pleasures me with a wank

I parked up near to the bank and we walked along the High street, heading for a pub to catch a crafty pint before our table was due. As we passed a little service alley that ran between the Royal Hotel and a jewellers, Christina grabbed me and pushed me in. Three steps into the alley and we were sufficiently in the shadows enough that anyone walking by the street - and there weren’t many people about - wouldn’t be able to see us clearly. The end of the alley was in darkness.“What’s going...

4 years ago
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Forgiveness Part 2

Forgiveness Leah's Story. By Kyorii. Part 2 Leah is no longer in danger from her self appointed boyfriend Rufus or his thugs so she now has time to take stock and learn about her new sister's life and that of her wife Chris. What hold do the Lorche family have over Detective Martins? And will the twins ever redeem themselves? Please read the conclusion to Forgiveness and I hope that you enjoy it. Chapter 31 Chris and Leah. Leah. It was still dark outside when I heard...

3 years ago
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Sweet T and the Wicked Pleasures

I watch you walk from your car into the Wicked Pleasures store and decide to follow, just to see what tickles your fancy tonight…you seem to be in a rush and I can tell as you walk past the light, by the way your voluptuous butt jiggles and the bounce of your braless big breasts that you have been in a hurry…my my..insatiable baby must be extra horny tonite, I smile…I enter behind you and watch you go inside the “100 lashes spanking room”…right up my baby’s BDSM alley I think, just as the night...

3 years ago
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Guilty Pleasures

What would Robert say if he knew? He‘d do more than say things. He’d divorce her, kick her out, and smear her name throughout the whole city. Debbie was dressed in a black pants suit and black heels, she looked important. And sexy. Very sexy. Her hair was pulled into an elegant knot at the nape of her neck, and her makeup and nails were done perfectly just before she left the house by professionals. So why would a woman like Debora Fields doing on a city bus when there were three luxury...

2 years ago
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The Pleasures of Beth

This story is the beginning of an erotic novel that I was encouraged to write by a friend of mine. Many of the events in the story actually took place, although a few are figments of her libidinous imagination, and mine. Beth is a real person, but her name has been changed as she would be recognizable otherwise. Some of this is a fantasy, but an awful lot is not. Enjoy! * * * * * I – By way of introduction Beth is standing alone in her washroom. Water drips from her body as she dries herself...

2 years ago
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Guilty Pleasures Chapter One

Dear Diary,  I was so nervous to be doing this. Hi, my name is Raven and I am quite successful but there is a part of me that wants to take control, that wants to feel alive. Its very sad when no one knows about my secret. Im waiting for her to come out of the bathroom now. Im so nervous and excited. I just can’t stand it. I wonder how many people will watch live this time. I am a Christian Psychologist by day and a lesbian webcam model by night. I met this particular girl online. I met her on...

3 years ago
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Pleasures on Washington Street

I visited the Washington Street Pleasures after lunch today. The parking lot wasn’t very full so as I walked in I was expecting not much action. It took me a while to make some contact, but three guys ended up sucking my dick.The first guy I hooked up with had his hand in his crotch as he sat on a bench outside one of the big booths with a wooden deck in it. The movie playing in that booth was some hot guy muscle action so I too that as a sign. I stood behind one of the partitions that...

4 years ago
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Guilty Pleasures Chapter One

Dear Diary,  I was so nervous to be doing this. Hi, my name is Raven and I am quite successful but there is a part of me that wants to take control, that wants to feel alive. Its very sad when no one knows about my secret. Im waiting for her to come out of the bathroom now. Im so nervous and excited. I just can't stand it. I wonder how many people will watch live this time. I am a Christian Psychologist by day and a lesbian webcam model by night. I met this particular girl online. I met her on...

Lesbian
4 years ago
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Thirsty Mysoregirl pleasured in Bangalore

Hi, I am Madhan here. First, thanks a lot to all ISS readers for your many likes and valuable feedback on my last story about the Genuine Couples looking for fun like Swap/Group/Orgy/Cuckold/Lesbian can approach me. I am a Bengalurean of 28 years of age, 6″ tall. Horny unsatisfied housewives and sexy young baby dolls can reach me on my hangout/mail and Telegram @msarsstr. Total anonymity and secrecy are guaranteed. Coming to the story, Gagana is the heroine of this story. Gagana was born,...

2 years ago
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my Key Holder shows her displeasure

A couple days ago, my key holder came over for my weekly inspection. I was strung up from hooks in the ceiling. My hands restrained above my head and my legs were spread wide. My key holder expressed her displeasure with me as she picked up a rather large ball gag and forced it deep in my mouth. Then she removed her blouse and bra which then w=exposed the key that was hanging between her luscious breasts. She got down on her knees and unlocked and removed the chastity cage from my manhood.At...

3 years ago
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Bound And Pleasured

“Okay, Serena… Strip!” my black dominant lover said to me. The flatness of his tone sent a chill down my spine. “Now!” he insisted.I seductively wet my lips and smiled as I casually opened the buttons of my dark-blue, silk blouse, and then pulled it back to expose the powder blue lace bra that supported and accentuated my breasts. He nodded his approval, and said, “Leave the blouse on, for now. Take off your skirt.”With the same casualness as before, I undid the button on my white, pencil...

BDSM
2 years ago
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A scifi bookworm discovers the many pleasures of a different kind of worm

She was known for reading too much. At least, that’s what the other kids at school said. She was the class nerd, always delving whole-heartedly into biology class while the others talked about the homecoming game and flipped bits of dissected frog up into the light fixtures. Naturally, she was not well-liked, but she didn’t seem to notice too much — her world was on paper. Her favorite books were science fiction, and she must have gone through two or three a week....

3 years ago
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The Incubus Wife Pleasured At Dinner

Introduction: Sweet Emma Cox is the wife of an Incubus, who feeds on sex alone and nothing else. PLEASURED AT DINNER Masons eyes are the most dazzling green that I have ever glimpsed, green as the bottomless sea on a lukewarm and sunlit day, green as the leaves of a tree in an unbounded and never-ending forest. As I stare into his eyes, gradually and with deep infatuation, he strolls towards me, throwing his brief casewhich he has brought with him from workfarther away. While he draws closer...

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