Penny's Promiscuity Ch. 18: Will Power

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That last part wasn't strictly true. Once things had started; once Will's cock was in my mouth and my body was responding so powerfully, there was no way I would have let the evening end without feeling his cock inside me, letting him fuck me hard and if at all possible feeling him cum inside me.

But there was nothing to be gained from telling Pete this and I was pleased to see that my minor deception seemed to mollify his concerns considerably.

"I'm sorry. I know I can trust you," he eventually conceded once I had finished.

"Don't worry. It can't be easy for you to hear about your wife being unfaithful."

That was a complete and deliberate lie too; I knew full well how much my husband had enjoyed and had insisted on hearing every last detail about my infidelity with Darren. I hoped he would feel the same about my latest fucking by Will. I believed he would.

"Was it good? Did you enjoy it?" he asked after another of his annoying pauses.

"You really want to know?"

"Hold on a minute," he said.

There was a fumbling on the line and the creaking of bedsprings before Pete's voice returned.

"Sorry. I'm back now," he eventually said. "Now, was it good?"

"It was very good."

"What did he do?"

So I told him. Slowly and in intimate detail I told my husband about every step of my journey from angry frightened wife to unfaithful, inseminated slut. I dwelled especially on the way my youngest and most recent lover had seduced me; how he had overcome my initial reluctance; how he had kissed me, stripped me and fingered me so comprehensively.

"Jesus Penny that is so fucking hot!"

Pete's voice over the phone sounded even drunker but he was definitely getting aroused.

So I carried on; telling my husband vividly and with genuine emotion how Will had forced me to my knees; how I had touched, kissed and fondled his erect cock before taking it deep into my mouth and delivering the best blowjob I was capable of. I told him how the amazing sensations had made my body weep with lubrication as it prepared itself for the penetration that would inevitably follow.

"Did he cum? Did he cum in your mouth?" Pete demanded excitedly.

Behind his voice I could hear strange, rhythmic noises in the background.

"No. He pulled out just in time. Are you masturbating Pete?" I asked, my voice scolding.

"Go on," He urged, ignoring my question.

So I did. In clear, unambiguous words I told my husband of over twenty years how a boy young enough to be our son had positioned me in front of the mirror, bent me over until my face was on the counter then, both of us still standing, me in my heels, he had fucked the living daylights out of me from behind.

"Christ!" Pete grunted, the rhythmic noises louder and faster.

I told my husband how the young man's cock had felt as it entered my loose, middle-aged vagina; how it had slipped easily into my well-lubricated passage; how it had reached deep into my body until its head had battered the sealed cervix behind which Darren's baby was growing. I described how his young, strong body had driven that thick, rigid pole hard and fast into my flesh. Finally I told him how it had felt to reach my climax quickly and freely, my juices running down both our legs.

"Penny! Oh Jesus Penny!"

I brought my story to a climax by describing how Will had reached his own climax; how he had slammed hard into my buttocks; how his head had swollen inside me as the end came; how his peak had been reached and his tension broken; how he had pumped his youthful semen into my eager, orgasming body.

And all of this had been watched and matched by my own reflection only inches away from my face.

"Oh God I wish I could have seen it," My husband said breathlessly over the phone line. "Where are your panties?"

"Still in my sports bag."

"Save them for me!"

"Pete!"

"Please Penny!"

"Well, okay."

The soft noise in the background was getting louder and faster still.

"Are you. Still leaking. His cum?" my husband's voice was getting breathier still.

"Pete this is getting really crude."

"Are you still leaking his cum Penny?"

I opened my legs, ran my fingers over my inflamed vulva and brought them to my face. There was a thin film of sticky goo all over their tips and on my knuckles. My hand smelled disgustingly of semen and fish.

"Yes Pete. I'm still leaking. It's all over my inner thighs."

"Wipe it on your knickers for me."

"Jesus Pete!"

"Please Penny! I'm so clooooose!"

"Okay. They stink of sex, Pete. They stink of Will's cum and my juices and..."

"Oh my Goddd... Aaahhhhh!"

There was a loud sigh of relief over the phone which went on for several seconds and was followed by complete silence from my husband.

"Have you just cum Pete? Have you been masturbating as I told you all this?" I asked accusingly.

"That was amazing," was all the reply I received - that and some heavy breathing.

"So it seems," I replied.

A feeling of relief washed over me too. If Pete could actually masturbate to orgasm as I told him the story over the phone, surely he would be okay about it in real life when we were together again the following evening.

"You do realise that I've only bought him off temporarily, Pete," I said seriously.

"I understand," my husband replied, recovering his breath quickly.

"We're not safe yet. We still need to find a permanent solution."

"I get that too, but you don't think he's going to kiss and tell straight away?"

"I can't be certain but I don't think so," I confessed. "Basically he's just a nice lad with a naughty streak."

"Who likes MILFs?"

"Who likes MILFs," I agreed.

"And you're sure sex is all he wants? He didn't mention money at all?"

"He got really upset when I even suggested it."

Pete went silent for a minute before asking.

"Did he put any time pressure on you?"

"None," I replied. "I know he's got a girlfriend so presumably he's getting his end away there too."

"Penny! I've never heard you use that phrase before," Pete scolded.

This was perverse; my husband was happy for me to be fucked half senseless by a boy less than half my age but was shocked by my using a single coarse phrase.

"Sorry," I apologised in a voice that made it clear I was not at all sorry. "I'm still a bit delicate after being fucked so hard and cumming so many times."

Pete chose not to react to my deliberate jibe. It was his way of apologising.

"Would you do it again> If you had to stall for more time?" Pete asked.

Christ yes; in a heartbeat! I thought but did not say aloud. Instead I cautiously ventured:

"Only if you were okay about it. I don't want to start another affair."

I heard my husband snort down the phone.

"Neither of us wants that, right? But if it's necessary...?"

"Then I'll do what I need to do to keep us safe," I assured him. "Now, it's well after midnight, Pete. I need to go to sleep. I'm exhausted."

"I'm not surprised."

"And I have to get up at six thirty."

"I'm back on duty at eight thirty," he told me, his breathing still coming in soft pants. "Break-out groups."

I yawned both with tiredness and at the prospect of such a dull morning.

"Maybe sleeping on it will help. When will you be home tomorrow night?" I asked.

"About seven-thirty I think," he replied.

"I'll have dinner ready for eight. We can talk about the problem then."

"Okay Penn. And the bed ready for nine?" he asked cheekily.

"If we can wait that long," I said as sexily as I could. "And if you're up for it by then."

"I'll be up for it, don't worry," he laughed.

"You'd better be. My standards are getting higher all the time."

"You are such a slut, Penny Barker!" he growled. "And I love you for it. Goodnight!"

"I love you too," I replied as I pressed the red button on the handset.

***

I lay in the bath for a while, feeling the warm water soaking the sticky residues from my body, easing the aches and strains in my middle-aged muscles and wondering what my daughter wanted to talk about so late in the evening. She hadn't left a voice message but it was bound to be something to do with boys - it always was.

Had she been dumped by her new boyfriend Simon? She hadn't sounded upset enough for it to be that.

Had her old boyfriend Steve get back in touch? That seemed unlikely too

Whatever it was, I would call her back in the morning and find out. Right then I was so tired.

When I realised I had dozed off in the bath twice I hauled myself out, dried myself down then fell into bed, naked. There was little time to think about my evening before I fell into a deep sleep but I do remember Pete's words going over and over in my mind.

As I fell into the arms of Morpheus, my hands on my belly where Darren's baby was growing larger by the minute, I remember wondering how many husbands of serious, professional women in their fifties called their wives a slut before wishing them good night.

And I wondered how many such women deserved that name as much as I did.

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  • COMMENTS
20 Comments
cmj711cmj711about 1 year ago

This was so fucking hot!

Penny forgot to tell Pete how much she enjoyed Will's thumb in her dirty little hole ;)

She'll have plenty of chances since we know how much Pete will ask her to tell him everything, again & again.

maddictmaddictover 3 years ago

Penny you have earned every bit of your new life style.

Seems to me you've found a source for your men

tkh3nkey2110tkh3nkey2110about 4 years ago
Penny is a slut

pure and simple. That's not a bad thing. When her body gets sexually aroused and her entire being shifts into a slut mode she loses all self control and can only think of cumming. The answer to their problem of being exposed is right in front of them. Use Will for one of her bulls. That solves the problem of being exposed right there. He is young and will tire of her and move on. A 5 Star Rating and a Favorite.

AnonymousAnonymousover 4 years ago
Racking up the lovers!

I know Penny's cuckold calls her a slut, but I beg to differ. She's a woman who just loves getting herself fucked. Her cuckold can't get her to orgasm regularly, he wants her to take lovers, and she has agreed. What's slutty about that?

Once again, the sex scene here was deliciously written. It left me with a distinct wet patch in my bed, so I'll have to change the bed linen in the morning!

5 stars for the stimulation it gave me, and the necessity to complete the job Ms Gently started, with my rabbit.

legsfeettoeslegsfeettoesover 4 years ago
Intense

The descriptions of her sex with Will are intense. To say they aroused me is an understatement. I was touching all my parts - nipples, cock, balls - tweaking, tugging, stroking, caressing. Oh, how I would love to meet the local Penny! Five stars only because that's the limit. If I could, it would get a hundred stars. More to come and cum.

OnethirdOnethirdover 6 years ago
Solution

It seems clear that they have the solution to discreet hotwife action they were seeking. Right in front of Penny’s nose, as it were. One, possibly two young lads with discretion. A typical dynamic for young men is to have a GF that, while they put out, still use it as a carrot/stick inducement. With the randy MILF they have someone they can apply themselves to with a will without GF blowback. So, how is this all going to go in the crapper? Penny will find a way.

To the commenters who insist that the story has gone on too long, there is an easy solution: stop reading and stop bitching about it.

AnonymousAnonymousover 6 years ago
Twisted But Tantalizing

You have such a twisted, but tantalizing mind/libido, Jenny! I can’t help wondering if you have the kind of stamina that Penny has. To be fucked like that by Will, and then to be looking forward to sex with her husband the next day... that’s a super-charged libido! I am still wondering how this one will resolve itself.

RobsoundRobsoundover 6 years ago
Wow

Your writing is so fantastic, I feel completely humbled by your skills!!!! I hope you don’t think this is a rude question, but are you actually a woman? It’s just that I’ve written a few stories as a woman, so I know it’s possible. Either way I would be interested in further conversation. Rob x

TatankaBillTatankaBillover 6 years ago
Entertaining...

I still like your storytelling very much...but the whole affair with Will is unconvincing unless we view it in terms of Penny truly being a pushover. There was clearly no reason to have sex with Will. She had to want to, otherwise there's no point. He had no intention of blackmailing her for sex. I have read this series convinced that the characters are intelligent and of at least moderate discipline, but this installment changed that. The sex is exciting, her unwanted pregnancy is believable and disturbing...but she and her spouse's reactions to it are incredible.

InsigniaInsigniaover 6 years ago
Shark jumping analogy

Was near the mark, and as a reader also invested, the increasingly absurd obstacles and the subseqent ineptitude revealed in Penny and Pete are dragging this on far longer than anticipated. Nonetheless, your skill as an author is growing. The repetition is still evident but is improving. You write very hot sex scenes and while sharing them with hubby is key to their arrangement it becomes tedious to the reader. Keep perfecting your craft and may Penny ride again soon with her midde aged vagina.

cyferxcyferxover 6 years ago
Jumped the shark

This series has obviously jumped the shark. There is nothing new here and the drama is almost all gone. Definitely on life support. Next thing we will find out is that it was all a dream.

As one commentator pointed out, the series lost the credibility it had in the Tony affair. This is very astute. When Penny started her journey with her affair with Tony, the series are riveting, it was fresh and it seemed real when everything was going off the rails. The first signs of trouble was when, deus ex machina-like, Tony became someone else suddenly and decided to end the affair right when Penny had a chance to see what it is she really wanted. So that whole plotline, which was very interesting, was aborted (see what I did there?) rather than played out and you just ended the story with her rushing to fix what she left broken. You denied us the opportunity to find out what would have happened if she got her wish. It is like Happy Days, however, you don’t realize that jumping the shark was the point it stopped being good until later. In retrospect, when Tony aborted the affair is when this series jumped the shark. These latest chapters just confirm the point.

Now it is just doing parlor tricks, she’s pregnant, she’s being blackmailed, etc. This is really going nowhere. And Paul has again been reduced to a raw ganglion nerve just trying to get his spurts in. I don’t think there is any line in the sand for him anymore and it really doesn’t matter what happens, he will have no real lasting problem with it. You can’t use him as a dramatic parry to Penny's promiscuity anymore as he simply doesn’t have any teeth or a backbone, it is all for show. The fact that Penny doesn’t seem to know this is just a function of how dumb these characters are. The joy of a drama is the tension, but all the tension in this series has disappeared. One reason is that Paul’s resistance has gone slack. He really isn’t being demanding and acting as a wall to Penny. The other reason is that Penny ending up pregnant pulled the drama string so taut, playing so high a note, that it broke. No one can take seriously a 52-year old woman having the child of a one-night stand or her equally fifty-ish husband being cool with whatever decision she makes. I guess he's not planning on doing anything in his retirement. With credulity strained beyond the breaking point, the drama train derailed.

I was initially impressed that you were giving us more than the usually exact 3 pages in this installment and I was hoping that the increase in pages would mean that the normally slow drip-drip of narrative in this series would still give us more than half a cup of drama this time out, but then I found that you literally wrote 2 whole pages for a SINGLE, overwrought sexual encounter, with a 2-page intro, largely composed of faux angst and hand-wringing, a 1-page debrief at the end, where we can roll our eyes over what a teenage monkey-spanker Paul has become, with literally just a check-in in between on the main plot line of using escorts to finally give Paul what he got into this whole Penny slutting herself for in the first place, that is 60 pages back.

Not only has the drama become an undefined sucking morass, the rest of the plot is all over the place. They are morbidly frightened of what an abortion scandal would do to their careers, but completely blithe about the hiring of prostitutes to fuck big-cock Penny? Why wouldn’t that be a big concern if it was discovered? And if they can see their way around it, why not the abortion? Oh right, you were shoring up that dead letter with hand-wringing about murder and so on. Go ahead, we know Penny is going to have Darren’s cuckoo. Just do it. This is more about rubber-necking a car accident than caring where this story is going at this point. Again, I am sure it is no problem for a couple in their fifties to raise the wife's kid from another man for the next 20 years. I am so glad that Penny is the smartest person when her panties are on!

But again with the brain dead characters. Oh no, I wasn’t trying to blackmail you. I’m insulted! You don’t know what he wants, maybe he just wants to talk! And what could he want anyway? Money? Are these people complete idiots? And now, you are trying to make us as dumb as your characters, by backpedaling. I mean, why back off of the blackmail angle? You don’t want Will to be a bad guy? Why? It seems so stupid. It turns the whole thing into Keystone Kops. Haha, look how two stupid PhDs take some harmless comments by a boy to be a blackmail attempt because her having sex with someone not her husband would end their careers (Just like abortion! But prostitutes, I mean escorts, will fix all of that!) She is so worried about going there, being forced to have sex with him to buy his silence, but then she just has sex with him anyway, sex so awesome it takes two whole pages to write it down! And will probably fuck him in the future, because hmm, maybe he might tell after all, or just because I want to, or if you want me to, honey. It is like you are not sure what you want the problem to be. A big whorling morass of WTF. Honestly what is this whole Will plotline about anyway? Let’s move it along. This is about Penny being preggers with a cuckoo’s egg, and Paul being an included cuckold rather than a punked one. Of course, it seems he likes being punked as well, even if that means he has to raise another man’s child well into his dotage. Who knew?

You may be wondering why some guy is writing all this about something he clearly doesn’t like anymore. Well, it had so much promise in the beginning, and while there were annoying aspects to the series before it ran off the rails, it was well written and very interesting, basically a good story. And so this is expressing my current disappointment in the low quality of these continuing chapters. It must be a little bit how Star Wars fans felt when they saw the prequels. But, in any case, this series has definitely derailed, and maybe it is time to end this train wreck as I can’t see how you are going to get it back on track or if you are even interested in doing that. Until then, however, I will keep rubbernecking the carnage and scoring appropriately. 1*

tennesseeredtennesseeredover 6 years ago
Sigh

Another very well written chapter from JG with surprising and interesting plot twists, and a pretty hot sex scene, too. Considering the effort required to write this, the creativity involved, and the generosity of the author in sharing her work, why are some of us so negative? This is fantasy! Why comment negatively and with such vitriol, especially since it exposes a lack of understanding about a pretty common kink? JennyGently writes with clarity and candor. She even puts herself into the story in a way few authors do. Thanks, Jenny, for all your hard work!

amadeuseroticamadeuseroticover 6 years ago
Be more sex positive

Penny doesn't need blackmail to be motivated to get it on with another young stud. Hubbie's professional reputation ruined when the world finds out that his 51 year old wife has an abortion? Please!

If inner drama is needed why not make it about something more sexy? Why not let Penny and Pete struggle about the temptation of her pregnancy: her tiny boobs becoming bigger, her belly rounder, her libido in overdrive, and as a added bonus, unlimited license to fuck without worrying about becoming pregnant, as this is already a fait accompli. On the other hand the agony of the ultimate cuckold humiliation, the beloved wife being not only inseminated but knocked up for good. How to tell the daughter aka Lizzy-O-M-G? Maybe the revelation could even lead to incest, as the apple didn't fall far from the tree.

So many possibilities - but then they agonize about blackmail and professional reputation being ruined. Nice recovery though, as the sex scene finally happens, and hubby is aroused by it. Looking forward to where it leads. I would wish for a 3-some between Penny, Will and Darren with Pete onlooking. Anal sex and double penetration would be nice too.

Broadway12Broadway12over 6 years ago

Wine while pregnant?

ejsathomeejsathomeover 6 years ago
Pretty intense . . .

. . . sex scene between the two. Very hot. Impossible to read in one sitting, if you know what I mean. I've enjoyed your writing for quite a while. The story is pretty typical - well written and clear. I particularly enjoy the substantial amount of dialogue in your stories. It helps to move the story along quite quickly. I try not to comment on the story line itself, but it does seem a bit far-fetched, and there are not any characters to really like. The husband is too weak and the good Dr. is too out of control. But, write on! Thanks very much for your continued efforts. 4.9*.

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