When Jenn agrees to meet a mysterious man from the internet for the first time, she isn’t just seeking a rendezvous—she’s chasing something more raw, more real. A successful but emotionally worn executive and single mother, Jenn craves escape. What begins as a curious impulse—waiting in her car at a secluded train station—quickly evolves into an unforgettable journey of dominance, submission, and rediscovery. As lines blur between fear and desire, trust and risk, Jenn learns that letting go might just be the most powerful act of all.

“So let me get this straight Jenn,” said the familiar voice coming through the phone.   “You’ve been talking to a man online and now you’re going to meet him. You’ve never seen him and you don’t know what he looks like, but he’s asked you to park in a certain spot at the train station. He will get in your car and the two of you will have kinky sex. Correct?”

The words seemed very stark, but that was essentially the gist of it. What Jenn’s friend didn’t know was the man. There was something about him that made Jenn trust him. Something safe yet wildly exciting and dangerous. 

Both Jenn and her friend Linda were smart, successful and had grown up together. For Jenn, the past few years had been less kind to  her body: between the child, the stress of the divorce, the workload of a executive and the illness that had thankfully passed. She was certainly less toned and sharp of mind than Linda at the moment, but she had reason to be this way. 

Between the responsibilities, stress, and lack of sex, Jenn longed for escape from her life.  Even if it was a few hours. The idea of submitting to the whim of this charming, but total stranger was incredibly exciting. In fact, Jenn was oddly proud of herself in having made the decision to go through with it.  Her joy and expectation were apparent as she explained to her friend that yes – this is what she was doing.

“Okay Jenn, I can see you’re excited about this. I’d be too. You know some of the impulsive things I’ve done. But, you, you’ve always been different. Responsible to a fault. Okay, so I’m in no position to lecture you, but I just want you to be safe.  Tell me about the parking spot.”

It was a warm late September afternoon and the sun was low on the horizon, a burning disk peaking through the trees. Jenn took off her seatbelt and took another look around. She explained that it was in the secondary overflow lot of the station, by the row of trees next to the ravine. 

“Oh my God Jenn. Don’t you know about that row of spots?”

Her friend’s tone made Jenn’s heart race. No. she didn’t”

“Well it’s  become a thing amongst certain types of people. Kind of a sex roulette at night. I think it’s mostly a gay thing during the week, but on weekends it’s straight.   People park there and then when the train lets out, men walk towards that part of the lot. If they like what they see, they’ll try the passenger door. If it’s open, that’s considered an invitation to do whatever they’d like.  

Jenn shuddered. She wasn’t sure what to say… or do. She looked up and noticed the movement of people off to her left. The train was in and people were getting off. 

She was thinking about her response when her friend cut her off. “I have to go Jenn,” said the voice on the phone. “Just be safe okay?”

Jenn hung up the phone without saying goodbye. She thought about locking the door beside her, but that would be problematic. She didn’t know what her man looked like, only that he went by the name of Mike. Judging by his voice and outlook he was likely within 15 years one way or another from her own age of 40. 

Even if she locked the door she’d still have to let him in somehow. And how would she know if it was him?  She thought about texting him, but his last message said his battery was dying and he’d have to shut it off. 

She had spoken to him before though. She had insisted on that. She needed to hear the inner kindness and genuine humanity in his voice before agreeing to this. Surely she would recognize that voice, wouldn’t she? 

Then she realized something.  It wasn’t dark yet. Didn’t her friend say it was a nighttime thing? There was at least an hour of daylight remaining.

There were people around her now. Mostly folks walking home. Those getting rides from friends and family never ventured out this far. 

It was then she saw a powerfully built young man of about 20 taking lumbering strides toward her car. He had the walk of a gym rat and had an arrogant face, though she admired his well-built arms. For a moment she instantly pictured him holding her down in the car. His powerful legs performing tremendous thrusts as he penetrated her – balls deep.  What would he be thinking about as he fucked her? Did he grow up with kinky thoughts of sex with older women? Would naughty teacher stories or fantasies about his friend’s mom propel his cock even deeper into her and force her to do humiliating things to him. And would that turn him on even more?

Her heart was racing now as they looked at each other. She didn’t like his arrogant cruel face and knew she’d feel horrible after submitting to such a man. So why was she so excited?

Then, almost like a switch had been thrown, his gaze broke, and he continued walking, past her car to his eventual destination.

Advancing behind him was the older man with white hair and a long nose. A face that was already exaggerated by time. He was over sixty, although still healthy judging from the way he walked, and dressed in a trenchcoat that reminded Jenn of every dirty old man story she had ever heard or seen played out in the movies. 

He was heading straight towards her car and he was staring at her. Could this be Mike? It was possible, especially if the man sounded young for his age. Although she hadn’t pictured him being quite this old. 

Suddenly her mind was flooded with an uncomfortable intrusive thought.  An image of her being forced to suck this man’s cock. How would she feel going down on a typical dirty old man? It would be like sucking off one of her father’s friends or her son’s music teacher, Mr.Wilson.  Would he be able to get hard she wondered, or would she be in the embarrassing position of trying to raise his permanently flaccid member. Would this man want to shoot his load inside her mouth? How much could an old man cum and what would it taste like? She didn’t like that scenario at the best of times.  Did sperm have a best-before date?

The thoughts were both horrible and exciting. This was so unlike her. No wonder her friend thought she was crazy. But there was something liberating about it too. There were already so many decisions in her life and each one seemed to weigh heavily. To agree to submit early on and then simply do what she was asked took that pressure away. 

There were limits of course. Nothing that would cause her any harm. No unprotected sex.  No violence.  Nothing beyond a good smack in the ass. She trusted Mike. He didn’t come across as a sadist. He made her give clear consent over the phone and seemed as concerned for her safety as she was. As long as she made sure the man she had sex with was actually Mike she would be okay. 

The old man got close and she felt a lump in her throat, when all of a sudden she saw him wave to someone across the street, change his path and walk away.

That’s when the door behind her opened on the rear passenger side of the car. Before she had time to react She heard the door quickly close. Something about that sound made her gasp. In the rear-view mirror she saw a figure.  He hid his face behind the headrest and whispered in her ear. 

“Hey Gorgeous,” he said. Mike had called her that before on the phone. It must be him. “Are you ready to take a ride?” he said.

She tried to crane her neck to see him. “No peeking. It’s more fun if we wait.”

“I thought we were staying here,” she replied, hearing the nervousness in her own voice. 

“Not a good idea. It’s still light out. Too many prying eyes. After all, I don’t want you arrested. Just around the corner will be fine. I’ll guide you.”

She put the car in gear and immediately remembered part of their previous phone conversation Jenn had told him earlier she wanted to be groped before they had even kissed.  There was something that seemed so dirty about that ever since she’d been a teen.  As she put on her flicker to leave the lot. She felt a hand reach around the seat and slide under her light cotton top. As per their agreement she wore nothing underneath it, just like there was nothing underneath her short skirt.

His hands played with her nipples as she drove. He pinched them in exactly the way she loved.  It was hard to concentrate and she hoped that she didn’t have to travel far. She didn’t.  A left turn down by the ravine that gradually gave way to a long gravel road that could have been a driveway.

“I live here,” he said. “Five acres of heaven beyond prying eyes. Speaking of heaven, you have fantastic tits.”

Jenn turned the car off and was finally able to revel in the moment. What seemed like disembodied hands gripping her breasts and pinching her nipples. The fact that this was a stranger and they were separated by a car seat made the feeling all the more degenerate and naughty. It felt like the dirty old man scenario. Being molested under her coat. Except that in this case there were no coats in sight. She had asked for it. Her pussy was already getting drenched. 

“Oh my God, I LOVE your TITs. Something about a woman’s body when she becomes a mom is so hot, feminine and soft. You’ve already got me so fucking hard my dear. And we’ve just started. I want you to look up the hill towards the house. Do you see that tall tree stump? I fashioned that myself. 

Jenn looked upwards and noticed the modest-looking two-story house on the top of the hill. Then her eyes moved downward. Half-way down was the stump of what was once a large tree, Although calling it a stump was a bit of a misnomer. It was about seven feet high, stripped of bark, smooth and varnished. It was now a piece of art. But as she looked closer through her glasses she realized that there were chains near the top connected to leather wrist straps. At the bottom, much shorter chains attached to ankle straps. She began to get an idea about what she was in for. Jenn was about to protest when the man pinched her nipple and twisted it in just such a way that sent shivers down her back. There was something about this she wanted so badly. Hadn’t she already committed to it?

Of course, that was assuming this was Mike. How could it be anyone else? She turned to say something and felt his fingers deftly pluck her fashionable eye-glasses from her head. 

“You won’t need these,” he said. “We’ll keep them in here for safekeeping. Let’s get out.”

Jenn did as she was told. The sun was still low on the horizon and its golden hue warmed her. The man was mostly a blur without her glasses. All she could tell was that he was tall, about 50,  slender, and had an air of quiet confidence about him. As if he knew he held all the cards in this scenario. 

He spun her around by the shoulder and pushed her down on the hood of her car which was warm but not overly hot.

“Yeah, stick your ass out I want to see it. “

Jenn did so. Like her breasts, she knew her ass wasn’t as perky as it had been, but she also knew the right man would appreciate it.

SMACK

“Fuck yeah,” said the man as if reading her mind. “You’ve still got it, babe. Mmmm, it looks gorgeous and feels great on my hand.  

Soon his hand slid down to her pussy. The width of his palm slid up and down her public area that she had always kept smooth, even during the long months with no man to appreciate it. 

“Yesss… Oh, that pussy is marvelous. So smooth and so wet. Mmmm, it knows that it’s about to get a workout in the most wonderful way possible. Mmmmm, you know everything is sexier on a woman like you. Your ass, your tits, your pussy. Let me slide my fingers into you. Mmmmm it won’t take me long to find your happy spots. Oh, there’s one there.  Mmm, there’s another one I can tell you like that. Mmmm, my knuckle is just gliding over your wet clit as I hit your spots with my fingers.  

SMACK

“Mmm, your smooth pussy is being ravaged by a stranger that you just met. How fucking hot is that? I bet your respectable friends have never done THIS before. Mmm, you’ve been good so far in following instructions. Let’s see how you do with the next test. “

He grabbed the back of Jenn’s t-shirt and pulled her up . The view in front of her of the hill, the house, and the sun behind it, were a blur of brilliant green and orange. She could smell the heat from the car as well as the freshness of the grass. The natural and the unnatural. The submissive and the powerful. Just like what was happening right now. 

“Arms up gorgeous. Yes. Off comes that top. Let’s get some fresh air on those gorgeous tits of yours. Mmmmm look at those nipples standing at attention.” he reached around and smacked her breasts lightly with his hand. Mmmm, I like to see those gorgeous mature tits jiggle.  Mmmm, there’s no need to be nervous Gorgeous. Your part is easy. Just listen to what I say and do what I ask.” 

First I’m going to climb the hill to the stump while you stay here. I want you on your knees, and then, at my signal, I want you to crawl up towards me, swinging your breasts from side to side. 

As Jenn dropped to her knees in the grass, there was part of her that felt like a teenager again, back when that boy from summer camp had groped and made out with her in the park. 

As the mysterious man called out to her, she made her way slowly up the hill. A light breeze came up behind her sending a cooling chill to her wet pussy. As she made her way slowly, tits swinging from side to side, she began to wonder, could anyone see her? Any passersby hiking through the ravine? And what if this man wasn’t Mike. Perhaps he had friends watching this whole scene from the house. She thought of her day job and her many male employees. What would they think if they saw her now? To them, she was a boss, a person to be avoided, perhaps respected or for some people despised. 

They had no idea she was a sexy impulsive woman capable of such a wonderfully humiliating scene. 

As she made her way to the blurry stump and man in front of it. She felt his hands reach out and reposition her. She was still on her knees, but now her ankles were quickly envelloped in the straps. Her arms were raised and she heard the sound of the chains and the feeling of leather around her wrists. Thankfully she had her back to the sun so the brightness no longer blinded her, but she could still only see blurry lumps of green below the blue horizon.

Her phone was still in the waistband of her tiny skirt. It pinged as a message came in. She ignored it. She heard the man walk away for just a moment, then the sound of a cooler opening and a beer can pop. The phone pinged again. 

“Sounds like someone is trying to get hold of you,” said the man. “How well can you see without your glasses?”

“Not very well,” replied Jenn. Realizing these were the first words she’d actually spoken since she had left her car. 

“Well let me read it to you then,”  He put her hand on her head, as he pulled the phone out of her skirt. Pressing on her head like that was a mirco-humilation that really turned her on. Her heart was pounding. She was so lucky to find this man who turned her on so much and that she actually trusted.

“The first message says… I’m here at the parking lot, but can’t see you where are you?”

The words struck Jenn with confusion and fear. Then the man read the next message. “Jenn this is Mike. I’m sorry my train was late, did you leave already?” He paused a moment and said, “Sounds like you were waiting for someone. I guess I was lucky to get there first.”

Jenn didn’t know what to say. She was now chained to a stranger’s stump and committed to serving him. Who was he? some local pervert who cruised the parking lot? Could she back out at this point? Did she even want to?

“You’ve got such a pretty face gorgeous I can’t wait to fuck it.”

Before Jenn could respond, her mouth filled with the stranger. His member was only a bit above average, but his girth was impressive. And he was already hard. As he slid in, she felt the muscles around her mouth widen. It was like wearing a ball gag, but with his cock stretched deep into her mouth. He grabbed her hair and started pumping. With Jenn’s arms chained above her and with the stump at her back there was no place to move. 

“Yes gorgeous you are MINE. Mine alone to do as I want with you up here. Feel how hard you make me and how much you turn me on. Oh you look fantastic. The way your lips stretch out to take my fat cock. Feel my fingers grip your hair as I thrust into your mouth.  Ohh, what would your friends and colleagues say if they could see you right now? Those gorgeous hanging tits with your nipple so erect, so turned on. Your upper chest is flushed with desire. I can tell you’re enjoying this. A respectable woman with responsibilities and an image to uphold, and deep down you just want a man to desire you so much he just takes you like I’m taking you now. Completely overwhelming you.. Treating you like the sexual object you can’t be in your professional life. Seeing you as a desirable, fuckable toy for his pleasure.

Jenn was so excited she was about to burst. For one weird second, she thought of poor Mike who was likely on the next train home. She still wanted him too, but could he really compete with this aggressive stranger who knew her so well?

Jenn was struggling to breathe so the man pulled out of her mouth, and she felt the excess saliva drip warmly down her chin. She panted heavily, as she squirmed against the ground for stimulation. 

“Mmm you’ve done well so far. Not every woman can take a cock like mine without gagging. 

Oh let me rub it all over your pretty face. Damn, every bit of you turns me on.  Mmm, suck on my balls a little. Oh yes, easy, oh fuck yeah., you know what I like. Now I want you to swirl your tongue around my head. Mmm, get a real taste of my precum. My desire for you.  Mmm, you do that so well. You know I reward obedience. Let me loosen the chains and pull you up. There you go, hands above your head again now that you are standing. I’ll loop the chain around the hook. Yes. You’re still totally in my power. Don’t worry. 

The blur of the man moved away from her towards the ground. Suddenly she felt his hungry mouth on her. 

©2025 R.Jay Moran and SexyStoriesForWomen.com all rights reserved.

“Yes, now it’s my time to taste you, darling. Mmmmm, you are so fucking wet. Oh yeah, that’s the taste I’m looking for. Mmmm I figure you have to be a teacher or a businesswoman, they taste the best. I bet you get stressed at work and when you come home, you think of scenarios just like this. Where you can be both submissive and powerful, knowing you’re driving your man wild with desire. Yes, I can taste it on that gorgeous smooth pussy of yours. Mmm and that tasty clit. Mmm feel my fingers again as they hit your spots.  

Without realizing it, Jenn slowly began humping the man’s face. It was something she’d never done before. Her husband had never licked her with this level of aggression and desire. She was rotating her hips harder and harder to meet his hungry mouth. The sensation of the breeze on her naked skin, the glow of the sun behind her. The idea she was shackled in public with a stranger devouring her was too much to take. An orgasm was building and she had to have it. She must. The man stopped for a moment and she shook slightly with frustration.

“Yes, gorgeous. I know what you want and I’m going to give it to you. But part of you is holding back. But I want you to have it all. Fuck my face gorgeous and have that massive orgasm you’ve always wanted. 

Grabbing her ass cheeks with his full tongue along her clit and opening, his fingers still probing deftly, she first took his lead then sped up to her own speed, feeling the orgasm growing and growing. Just as she was getting close, he pushed in even harder slipping his tongue inside her in a way that triggered another level to her orgasm. 

She exploded in a messy torrent that coated the man’s face as he continued to press against her, making her wet from leg to leg. Giving every last bit of effort she pressed against his tongue, felt another explosion, and then drooped forward in sexual exhaustion. 

“Congratulations gorgeous. That felt like one for the ages.” 

He grabbed her face and kissed her. She tasted herself all over his lips.

“Now it’s my turn to get what I want. I’m going to fuck you on your hands and knees. I have a big load building up and I want to give it to you. .”

As he released her arms she felt a wave of physical relief but mental distress. The condoms she brought with her were in her car. She was suddenly worried that he might try to cum inside her. She still wanted his cock, but not this way. After all, she knew nothing about him. But she had no energy to protest. 

Instead, she quickly devised a plan.  Dropping to her knees, she immediately sucked his cock into her mouth while cradling his balls. In order to avoid unprotected sex, she’d have to give him a blowjob he couldn’t resist. She hadn’t planned a stranger cumming in her mouth, but it seemed the only option. 

“What are you doing Gorgeous?  I’m going to fuck you… Oh damn, that feels so fucking  good. Oh, Jesus.  God you know how to please a man, don’t you? Yeah, suck harder. Keep your hands on my balls just like that. I’m going to grab your head and fuck your face again. Yes, just like that. God, you can suck. Oh, here I cum girl. Yeahahhh…..

He was right. It was a big load. Jenn tried to spit but it was thick and oozed down her lips and chin. Her face and mouth smelled and tasted entirely of him.  She felt totally and completely sexual, like the most obscene and wonderful piece of pornography that ever existed. The man’s legs buckled slightly and he dropped down to the ground with a contented sigh.

 Lying on the grass he reached out and began to caress her breasts so gently. Her mind was swirling. She couldn’t believe what she had just done. 

Pausing to find a phrase she simply said. “I don’t even know your name.”

“Well, Jenn I have a confession to make. I’m Mike after all. I thought I’d add a bit of extra excitement for you. Judging by your orgasm I think it worked. “