A Passion for Penny Pt. 01

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A happily married man ends up in bed with a family friend.
7.2k words
4.45
40.4k
68
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Part 1 of the 2 part series

Updated 06/11/2023
Created 04/03/2022
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JennyGently
JennyGently
3,298 Followers

I am often asked where the inspiration for Penny's Promiscuity came from. I have already admitted that there is a little of me in every chapter, and a great deal of me in one, but in the first instance Penny's adventures were certainly helped by this story.

It was one of my very earliest, originally published in 2006 under a different pseudonym - and even a different gender. I was not as confident of my abilities then as, thank to my wonderful readers, I have now become.

It is the true story of how, after knowing each other for more than ten years, a happily married man found himself in bed with one of his closest family friends.

I know both of the protagonists personally. I won't tell you which one told me the truth.

It is written from the male point of view because I was writing under a male pseudonym at the time, so that isn't a clue. I've changed the names and a few other details that might give too big a clue to his or Penny's true identities, but otherwise this is exactly how it happened -- or at least it's how it was told to me!

***

In her early forties, a highly educated professional woman with two teenage children, Penny isn't one of those women you would immediately see and lust after. She's quite tall, with short dark hair and her body is angular - perhaps even skinny - rather than slim. Her face is full of character and distinctive, rather than beautiful.

But I've wanted to make love to her for many years.

For most of the time I've known her, Penny has had a rather intense, commanding personality. She's highly intelligent, well educated and tends to want her own way most of the time. Her husband, a very good friend of mine, has found it easiest to let her have her way in most things; as a result, Penny can be cold and hard when thwarted in any way. For years I found this harder side of her personality to be quite off-putting, but gradually, beginning in the October of 2003, things began to change.

I suppose we all desire most the things we do not possess. In Penny and my case, this has been particularly true. My wife is quite short, with a rounded figure -- not by any means fat - and blonde hair. In contrast, Penny is tall and angular with dark hair. My wife's breasts are large and full. Penny's breasts are small and her chest flat. My wife's legs are short and muscular. Penny's are long, slim and pale.

And I feel strongly attracted to both of them.

Similarly, Penny's husband is short whereas I am very tall. His skin is tanned while mine is paler. He has more hair all over his body than anyone I have ever encountered; in contrast I have little body hair which, as a consequence of my wife's aversion to it, has been trimmed even shorter.

I suppose in this perverse way Penny were bound to be interested in each other.

For a full ten years our two families got on well together -- kids about the same age, interests similar -- and there was little or no sexual content to our friendship. It's true that, when I sat next to Penny at dinner parties, the conversation often took on a sexual nature, but there was no real suggestion of anything more -- that is, until one New Year party when I realised that, gradually but undeniably, something had significantly changed.

Looking back, I can now see how it began with small things -- holding on to me just a fraction longer than she used to when kissing goodnight on the cheek; the conversation turning sexual slightly more often than usual; occasionally 'accidentally' not turning her head far enough at the end of an evening so we kissed on the lips instead of the cheek, supposedly by mistake.

Nothing concrete, but in retrospect a sexual frisson was definitely developing. Of course, at the time, I completely failed to spot this!

Gradually things progressed. When making arrangements for our families to meet, or to help with each other's kids, it became my mobile phone that Penny called or sent messages to more often than my wife's. Text conversations began to involve more than just one or two practical sentences too, and Penny's messages began to end with an 'X' instead of their previous curt, practical stops.

Only small things again, but gradually they added up to a distinct change in the nature of my relationship with her. And because it happened slowly, it had become bedded in long before either of us realised it.

It was only after one long, slightly drunken Friday night dinner party at the house of mutual friends, that things suddenly changed in a way that even I couldn't miss.

Penny usually drives herself and her husband home, so seldom drinks at dinner parties. But that night they had been given a lift to the dinner by two of the other guests, so she was free to have a few glasses of wine. Amusingly, she gets giggly after only a couple of glasses and, predictably sitting next to me, she became a little tipsy quite early on in the evening.

We had been discussing the holiday that our two families were planning to go on together in the summer. I had gathered together a bag of brochures and had short-listed half a dozen to select from. Penny's husband always lets her choose their holidays, and my wife leaves the decisions to me, so it was normal and natural for the two of us to talk them over. I offered to give Penny the bag of brochures I had brought with me, together with my hand-written notes, so she could look them over and tell me what she thought.

That was when things changed. Penny put her hand on mine and a slightly odd look came over her face. Her voice when she spoke was low and conspiratorial.

"No," she said. "Bring them over on Monday after the kids have gone to school."

I was silent for a moment. A little tipsy myself, I wasn't sure I had understood her correctly?

"Monday morning?" I asked, testing the situation. "So, Paul can see them too?"

"Paul will have gone off with the kids," Penny whispered, a little drunkenly, a meaningful smile on her face.

Our eyes met and she squeezed my hand under the table, then turned abruptly to chat to the friend on her other side. I sat back, bemused.

The rest of the dinner passed off without event. I thought that Penny's leg 'accidentally' brushed against mine more often than chance alone would have allowed, but by the time we were all standing in the hallway saying our 'thank you' and 'goodnights' I was beginning to doubt whether there had been any message at all.

The guests walked as an elongated group along the driveway to our cars, the night dark and moonless around us. My wife turned as she opened the car door and Penny gave her a goodnight peck on the cheek. I shook hands with Paul, both of us slurring our words slightly.

By the time Penny casually leaned towards me for the usual farewell kiss, I had decided that it had all been an illusion brought on by too much good wine. But as I bent to kiss her goodnight, she turned her head -- this time quite deliberately -- and I found myself kissing her full on the mouth.

In the pitch darkness, her lips opened for a fraction of a second. I felt the hardness of her teeth on my mouth and the sudden, hot, soft thrust of her tongue against mine.

Then she pulled away sharply, smiling.

"See you on Monday!" he whispered. "Sleep well!"

I stood speechless until my wife's voice brought me to my senses. I sat in the car, and she drove us home.

***

Unsurprisingly, I spent the rest of the weekend with a belly full of butterflies, unsure whether Penny had really invited me to be alone with her; and even less sure whether I should take up the invitation if indeed there had been one.

No, that's not right. I wasn't unsure at all; I knew full well I shouldn't go, but I knew equally well that I had to see if I had been right.

I had never cheated on my wife before, despite a number of opportunities over the years and our own highly unsatisfactory sex life. But this wasn't just any woman; this was Penny, one of our closest friends; someone I should think of more like a sister than a potential lover.

Suddenly, to my horror, I realised that this made the idea of being seduced by her even more exciting.

I spent an anxious Saturday and a restless Sunday, my mind already troubled by lust and guilt even though I had done nothing wrong -- at least, nothing outside my own head. By the time I went to bed on Sunday night I had convinced myself that it had all been a misunderstanding and that I wasn't interested in her anyway.

But by the time I woke in the morning, I knew I had to at least see if I had been right.

I told my wife that I had an early appointment with a customer in Leeds and had left the house early myself. She had no reason to suspect. Early appointments happened on a weekly basis so, at 7.30 am, I parked my car just round the corner from Penny's house on a busy through-road where its presence would not attract attention.

I waited patiently, half listening to the news on the radio and watching the driveway until I saw the large, automatic wooden gates swing inwards, and Paul's car, full of children, leave for school.

As soon as they were out of sight, I fired up the engine, quickly nipped through the open gates and up the long, straight driveway to the front door. In the rear-view mirror, I saw the gates swing shut behind me shutting out any nosy, suspicious neighbours as I drew to a halt, pulled on the hand brake and, stepping nervously out of my car, looked around carefully.

The house seemed deserted as I took my plastic bag of brochures out of the back seat and looked up at the windows.

The room I knew to be the master bedroom had its curtains drawn. Suddenly there was movement behind the drapes, and I thought I saw a face. It disappeared just as suddenly as it had appeared.

Nervously I adjusted my tie and also the lie of my cock which was already hardening uncomfortably in my boxer shorts then crossed to the red front door and knocked softly.

There was no response. I knocked a little harder and thought I could just make out the sound of running feet inside the house. There was a fumbling at the door; it opened a few inches then stopped, held by the security chain. Through the gap, I could just make out Penny's face. She had a bathrobe pulled tightly around her.

She didn't smile. My heart sank.

"Hi Penny." I stammered, trying vainly to keep a casual note in my voice.

The door closed in my face. Oh God! I thought. Have I made a mistake? Did I misread her messages?

But then I heard a rattling as the security chain was unfastened and the door slowly swung open. Penny stood inside, her eyes on mine. There was a strange look on her face which did not at first reassure me.

"Is this a bad time?" I asked, giving us both the chance to back out, or for me to pretend I'd come for some other reason.

Penny just grinned in an embarrassed manner. As she looked at me, her bathrobe fell ever-so-slightly open before she pulled it tightly around her again. Has that been deliberate? Through the gap I thought I could see sexy, pale lace underwear.

That wasn't normal for a Monday, surely?

"Oh God!" I thought. "Perhaps I was right!"

"Come in," she whispered.

With my belly alive with butterflies, I entered the hall.

"I've brought those holiday brochures for you," I began nervously, my voice squeaking stupidly as she closed the front door behind me.

"Thanks," Penny smiled. "Have you got time for a coffee?"

I looked at my watch. Stupid again. I knew exactly what the time was and how long I could stay.

"Mmm. Please." I replied.

Penny led the way down the short corridor and into her large, sun filled kitchen. I followed her, still frantically seeking signs that I'd not been mistaken.

I noticed her nicely brushed hair. That certainly wasn't how it had been when she had got out of bed. As she passed me, I could smell the sweet, newly showered freshness of her skin. Was that a sign too?

As Penny filled the kettle, I placed the bag of brochures down on the wooden kitchen table.

"There are a few choices in here, but it's difficult to find properties big enough for us all," I said, trying to maintain the pretence it was an innocent visit and pleased that my voice sounded a little more normal.

Penny crossed to the table, her gown covered thigh accidentally brushing against me as she passed. I stood my ground, still nervous and unsure, still desperately looking for a clear signal -- or maybe any signal.

As she thumbed through the top two brochures, her thighs were still lightly touching mine. She didn't have to stand this close; there was plenty of room in the kitchen. Was this the signal I had been waiting for? Was she trying to tell me that now was the time to make a move and touch her in return?

But still, I couldn't be certain. As she flicked through the brochures her conversation was still practical and to the point. The risks of getting it wrong were too high to take a chance.

Perhaps I had made a big mistake. Perhaps I hadn't, but she'd changed her mind. Perhaps....

I was brought to my senses as, across the room, the kettle began to boil noisily. Penny stood up slowly, brushing against me once again, and went to make the coffee. The stomach-tingling smell of her perfume wafted past me again. I felt sick with excitement.

Soon, the wonderful aroma of Penny was joined by the strong smell of fresh coffee. I inhaled deeply, my heart thumping as she ground the dark beans in the noisy, rasping shiny steel machine on the kitchen dresser.

"I think the Victorian cottage in the blue brochure would be nice," Penny continued as if unaware of the effect her presence was having on me. "But then a seaside place would be nice too... Oh Hell!"

She swore under her breath.

"What' the matter?" I asked crossing over to where she stood.

"I can't get the lid open. Can you have a go?"

Always pleased to play the big strong male, I smiled and, standing close by Penny, took hold of the machine's stainless steel lid.

"Can you hold the base?" I asked.

Penny nodded and grasped the grinder's body tightly and made a show of bracing herself. Our bodies were pressed close together as I wrenched the lid anti-clockwise.

It turned very easily. It had not been jammed at all. I looked at Penny, puzzled.

And then she kissed me. On the lips! Full and purposeful! No accident!

And then all Hell broke loose. Suddenly ten years of bottled-up desire was let free as our mouths ground together in the heat and passion of our first real kiss, teeth clashing awkwardly, tongues writhing over and around each other, hands grasping each other bodies as if we were teens all over again.

Penny tasted cleanly of mint toothpaste, with just a hint of fresh coffee on her breath. Her body smelled of bath oil, her hair bore the lightest aroma of roses. I held her skinny body tightly against mine, drinking in the heady, sensual cocktail of her presence, my chest and belly tight with astonishment and incredible arousal.

After what seemed an age, our lips parted and we both gasped for breath, giggling like school kids. My lips felt numb. How many years had it been since that had happened?

Penny leaned back in my arms, her body still closely pressed against mine. She couldn't possibly mistake the bulging, painfully constrained erection in my pants as it pressed firmly into her lower belly.

"I thought you were never going to make a move," she laughed, her eyes bright and lively.

I could do nothing but look into her mischievous face, stunned.

"You big dope," she chided, kissing me playfully on the lips again. "How obvious did I need to make it?"

I felt very silly, my face flushing red with embarrassment. Penny grinned and kissed me on the lips once again and we melted together in a second passionate embrace.

As our mouths moulded together once more, I slipped my hands deep inside her bathrobe and around her waist, feeling the soft smooth skin of her back. I slid my fingers up and down her spine from the silky-smooth waistband of her panties to the tightly fastened clasp of her bra. As I kneaded her firm, smooth buttocks under the silk of her panties, she pressed her cheeks back against my palm, then towards me, grinding her bony mound against my painfully hard cock again.

Penny's arms snaked around my neck and my fingers danced over her skin. I kneaded her soft, silk clad buttocks; I ran my fingernails down her sides; I stroked her flat smooth stomach; I fondled her small silk encased breasts. And all the time, Penny's tongue was reaching deep into my mouth, entwining with my own, our mouths open wide as if trying to consume each other entirely.

We broke for breath once again, giggling a little in relieved arousal. Penny released my neck and, stepping back a short way, let her bathrobe fall to the ground. My eyes opened wide in delight.

Underneath her gown, Penny was wearing expensive, pale lemon coloured silk underwear which highlighted the whiteness and softness of her skin. Loose fitting, lace trimmed French knickers covered her buttocks, the fine silk almost transparent, the outline of her dark triangle clearly visible through its fine weave. Above her flat, slightly stretch-lined stomach, a matching lemon bra barely concealed and temptingly presented her tiny breasts in a way which simply demanded the attention of my lips.

She looked simply stunning, but for the first time, a little unsure too, her eyes turned to the floor.

"Wow!" I exclaimed, unable to stifle a childish gasp. To my relief, Penny looked pleased.

"You like it?" she whispered. "I've never... you know... let anyone but Paul see me like this."

I stepped forward, took her fingers in mine and raised them to my lips. I kissed them, then her lips, then dropped to my knees before her, my face close to her wonderful breasts.

I breathed on her tiny globes, then sucked them in to my mouth, feeling her nipples hardening through the smooth cloth. As Penny's hands cupped my head, I drew each covered nipple in turn into my mouth, lightly flicking my tongue over its tip as my hand gently cupped its soft round body.

I felt Penny tremble a little, then she slipped a single finger under my chin, tipping my face towards hers.

"Not here," she whispered. "Come with me."

I rose to my feet. Penny took my hand in hers and led me out of the kitchen and up the stairs to where I knew the guest bedroom to be. I closed the door behind us and quickly undressed down to my boxer shorts, my eyes never leaving Penny as she climbed onto large double bed, and slowly lay back on the off-white duvet.

I went to the window to close the curtains, but Penny stopped me.

"I love the sunlight; leave them open."

Indeed, she was right; the morning sun was playing brightly over the bed, making Penny's skin look even paler; her silk lingerie almost glowing as she smiled up at me.

"Come here!"

I lowered my briefs to the floor and kicked them off. My rock-hard, almost painful erection slapped eagerly against my lower belly. Penny stared at my body. Suddenly it was my turn to feel embarrassed and insecure.

For the first time since my marriage, another woman was seeing me fully naked. Though much taller, I was much less muscular than her husband -- what if she didn't want me at this late stage?

But my fears were assuaged when Penny reached out towards me.

With my heart thumping and our eyes locked together, I nervously approached the foot of the bed where Penny's feet, her toenails freshly polished, were pointed towards me. I knelt on the edge of the mattress, placed a hand on each of her pale white knees and spread her legs. Then, sliding back until I was kneeling on the floor, I pulled Penny's sweet body towards me until one long, slim thigh was either side of my head.

Her body was smooth, pale and soft to my touch, her knees, hips and shoulders bony and angular. As my mouth descended towards her groin, I felt her white thighs rising like ivory towers either side of my face.

JennyGently
JennyGently
3,298 Followers