You’re 20 years old and finally get to meet the man who will take your virginity and make you a woman. He is one of your teachers and more than twice your age. He has plans for you – all you have to do is follow his instructions. Your sex life is about to go from zero to one hundred, all in an afternoon, as you get very dirty with a man old enough to be your father.
They say you always remember your first time, but how many people have a first time like this. Naked, blindfolded, and on your knees with your hands tied behind your back – totally helpless. Meanwhile, a man more than twice your age is in front of you pumping his cock into your throat. He’s your writing teacher and before today you had never met him in person as all of your sessions had been online. You remember the day you gave him that one particular poem – so vulnerable and hot. It showed your submissive sexual side and it was not unappreciated. In fact, it led to a number of events that were brought to a head that afternoon before you even got to my hotel.
It’s a sunny summer day and as you walk into the drug store your heart pounds. It’s your first week in this new city, and you feel like the entire world has opened up for you. The COVID lockdowns and regulations are gone and none too soon.
You were 18 when the pandemic started. Now you’re 20. Two of your prime years were taken away. No guys, no dates, no sex. But today you were going to make up for all of that and more. You had always wondered what you’re first full-on sexual experience was going to be like, but you hadn’t quite expected THIS. But it WAS fitting. Even though your body was inexperienced, your mind had been active. Your needs and desires were as complex as your intelligence.
There was energy in your anger and frustration and a deep desire to please and submit to the right man. The thought of vanilla sex with an awkward boy just out of his teens just didn’t seem to satisfy. Besides, there would be time for that, for relationships, for adjustment to normal.
Instead, today was a day to fulfill those deep complex, and oh so powerful dark desires with someone who had experience, confidence, and was a deserving master.
The fact that he was three decades older made it all the more exciting. As did the fact that no one, not even your closest friends, would have imagined you doing what you were about to do.
As you go into the store you look at your phone. There’s a notification that $25 dollars have been transferred to you. There is also a shopping list. On it is hair bands, a sleep mask, lube, and a particular label and shade of lipstick.
You feel your heart slamming to your chest as you pick up each one of the items, knowing they’ll be part of the afternoon’s entertainment. As you pick up the lube you’re reminded of the wetness that’s already growing between your legs. The sleep mask well – you can figure out what that is for… And finally the lipstick. As you grab the colour off the shelf to look at it, you glance at the mirror and picture it on your lips, and your LIPS around my manhood.
As the items in your basket grow you begin to get a little nervous. What if someone sees? What will they think? Then you remember the other command I had given you before you left to see me. I told you to wear a T-shirt without a bra, knowing that as you got turned on your nipples would be evident. And at this moment they certainly are.
The woman at the cash sees you standing at the front and calls to get your attention. You don’t want her analyzing your purchases so you let someone go in front of you and make your way to the self-checkout.
You realize as you scan your items that I could have easily purchased them myself, but I chose you for two reasons. Today would be a day for taking direction and following commands, so it was good to get started early. Secondly, it stoked anticipation for what was to come.
As you walk out of the store into the sunshine you remember that your next command is to walk to the post box near the corner and text me that you’re there.
I get the ping on my phone and walk to the window of my hotel room. I’m a few floors up so you can’t see me or even know that I’m there. You’re not even aware that my hotel is across the street and I’m watching you.
I see your youthful face, the anticipation and fear in your eyes, and your confusion too. Today will be a day of surprises and firsts. I begin to feel myself harden as I picture my cock rubbing up against your face as you look at me with those submissive eyes. I look down and send a text.
“I like that t-shirt you’re wearing. I can see your nipples from here.”
You feel your phone vibrate and look down. As you read the text you quickly look around you to see if you can see my face in the crowd. Where am I?
Then another vibration. Your instructions are to cross the street to the hotel in front of you, sit in the lobby, and put on your lipstick.
You think quickly and look up at the room windows. But I’m behind the curtains now and know you’re unlikely to see me.
So many feelings register in your body at once. Your hands are tingling so much that you can barely feel the stoplight button as you press it to cross the street. The sounds of the traffic disappear from your senses as your sole focus is the hotel door in front of you.
As it slides open, the blast of cold air makes your nipples feel like they are being teased. Your eyes adjust to the dimmer light as you try to scan the lobby for my face. Someone says good afternoon, and it makes you jump. You nod to the concierge and wonder if the nature of your mission shows on your face. “Yes,” you think to yourself “I’m here to meet up with a man who’s old enough to be my father,” “And I’m going to do whatever dirty things he asks of me.”
But first things first. At the moment you only need to worry about your next command. In some ways, it makes it so easy. Today is not a day where you’ll be judged by your looks, your popularity, or by your test scores. Success will be achieved simply by pleasing your master and following his commands whatever they may be. At the moment it’s to take a seat in the lobby and put on the lipstick.
Little do you know that I’m still watching you. There’s a camera in the lobby and a channel on the room television where I can watch it. I see your nervousness as you sit down and fish for the lipstick in your shopping bag. I notice a slight shaking in your hand as you turn on your phone and put it up to your face and use it as a mirror. I gently squeeze my head and watch as you put on the exact lipstick I requested and think about your mouth wrapped around me
Your phone buzzes again. You read the message.
“That colour looks great on you. I’m in room 469. Come on up.”
You wonder how I can still see you. Perhaps it was a lucky guess or good timing.
You hear the dull thump as the elevator doors slide close. It feels like there’s no turning back. As you feel the large metal box lift into the air, it matches the feeling in your stomach.
The doors open on the fourth floor and you get out, feeling the thick carpet underneath your feet. You look at the numbers on the wall to gain your bearings, then look again. It’s difficult to focus. You’re an intelligent, educated young woman with the respect of your peers, but right now your mind is everywhere and you can’t even register the numbers.
You slow your thoughts and find the right direction. Your fingers rap just below the three digits 469. But you don’t even see the number four anymore.
You hear a click and the door opens. My familiar voice beckons you. “Come in”
You shuffle inside and I greet you by gently grasping your wrist with my left hand and caressing your face with my right. You stand stone still as you watch my dark eyes as they burrow into your soul.
“You’ve taken my direction so far,” I say. “Are you ready for what’s next?”
Your ears ring and all you can do is nod. I grab your hair and give it a tug. “What was that?” I say, giving you a taste of my aggressive side.
“Yes sir.”
‘Good you can start by standing right there. I’ll be with you in a moment.
I take the shopping bag from your hands and look inside. “I see you got everything,” I say.
I plunk myself on a thick hotel chair with high armrests. I’m wearing a bright blue dress shirt and navy dress pants, the very model of a confident professional man.
You see the devil in my eyes as I look up at you, staring you up and down from across the room. During our time talking online you had sent me many photos and videos of yourself, but it feels different now with me there in front of you. It’s almost like I’m looking right through your clothes. You’re very aware of your tight t-shirt.
I continue looking you up and down. It’s a long pause but it’s only awkward for you – standing there by the door, not sure of the next move.
“Why are you here?” I ask brusquely
“Umm….I want to be your… Good Girl.” You have trouble getting out the last two words because of how much they turn you on. You don’t know why.
“What was that?”
“I want to be your Good Girl Sir,”
“And how will you do that?”
“By pleasing you sir, and by following your commands.”
“Good. Let us begin. I want you to get on your hands and knees.”
For a second you feel flustered.
“I thought we could talk a bit. I’ve just met you.”
“We’ve done nothing BUT talk since I became your teacher, correct?”
“Yes sir.”
“Then you can either take my commands or go.”
The mere thought of leaving is somehow more painful than you imagined.
Six months ago, before we met you would have never thought that your first time would be like this. Now that your chance is here you don’t want to give it up. Moving directly from physical innocence to advanced territory was exciting. It was almost like skipping a school grade. A mark of pride? You liked the idea that you could please an older more experienced man. Your friends meanwhile were playing around with boys.
“What do you plan on doing with me, Sir?”
“I plan to extract every ounce of pleasure from you that I can,” I say. “You see, I know things about you. The anger and frustration in your writing stems from a wild and chained-up desire within you. I plan to tap into that desire and fuck your very soul. Is that clear enough?”
You begin to crouch down until you hear me respond.
“You’re too late,” I respond. “We’re wasting time.”
You worry that I’m about to dismiss you, but instead I give you new instructions. “I want you to take off your clothes first.
Your fingers fumble as you pull your T-shirt off. You feel the coolness of the air conditioner as your nipples are now completely freed.
You know I’ve seen your breasts many times, but this is real and I’m sitting only a few feet away.
I stare at you. “How do you feel?”
“Exposed sir,”
“That’s because you are. Your bottom half is next, I want you to turn around as you take your pants and panties off and bend over as you do so.”
You do as you’re told – even though I’m behind you as you bend over you can hear a slight shifting of breath from my chest.
Getting your pants completely off is challenging to your balance, particularly as your head is already spinning. You find yourself nearly tripping and have to brace the wall for support. You hope I don’t notice, but I do.
“Apparently you’re having trouble standing. It really is best you get on your hands and knees,” you hear me say.
You do as your told and you secretly agree with me. You feel more balanced and grounded on the carpet. You’re aware of how your breasts hang down in front of you. It’s a vulnerable pose. As I command you to come towards me you do so, watching the determination on my face. My legs are open and you wonder how hard I’m getting.
‘Stop” I say as you reach the chair. Get on your knees and rest your arms on the armrests.”
You do so. Your face is just inches from mine now. You can see the wildness in my eyes. My hand reaches out to your face and I grab your chin and stare into your eyes. It’s intense and you want to look away, but part of you realizes the importance of staying with the discomfort.
“And what are you thinking…. Now?” you hear me ask.
“Does my body please you sir?”
You know you don’t exactly turn heads on the street, but I reach out to your breast which is still hanging forward. Without taking my eyes off yours I slap my palm against it gently to feel it swing and get a sense of its weight. I pinch and pull on your nipple which makes a small growling moan come from your throat.
“I like how your tits feel Naughty Girl.”
“Thank you, Sir,”
I reach around and do the same with your other breast. I still have your chin in my palm.
“So this is your first time,” I say reflexively.
“Yes sir,”
“Well, I can guarantee you one thing. You will remember this. Have you ever had a cock in your hand?”
“No sir.”
“Unzip my fly, I say. There’s one in there for you.”
Your hands shake as you unzip my pants and reach it.
“Pull it all out, including my balls.
You take your second hand and reach in to do just that, bringing the full force of my manhood into the light. It almost seems like an entity of it’s own – feeling like nothing you’ve ever felt before. I purposefully throb and you can sense it it in your palm. My hand is back on your chin looking into your eyes.
“Ok naughty girl. Keep your one hand on my balls and slide your other one up and down my shaft, slowly.”
You hear a low moan emanate from my throat as you do so and my eyes roll back slightly. You can feel me getting hard and after a few seconds, you can smell the precum developing on my tip. I brush away your hand and grip my manhood myself, rubbing my penis all over your face as I look at you. You reflexively open your mouth but I avoid it for now.
Suddenly I stand up. And grab you by the hair, leading you by force to the other side of the room next to the mirror where you get a glimpse of your naked body framed on one side with a thick hard cock that’s now standing proud. You get very little time to enjoy the sight however as I cover your eyes with the sleep mask from the drug store bag.
Hands behind your back, I say. As you feel me bind your wrists with the hair bands. If your adrenaline level was high before, now it’s almost off the charts. Your ears roar as your pulse soars, you can barely hear me.
“So you want to be my good girl do you?” I ask
“Yes Sir.”
“Well, you’ll have to be my naughty girl first. And prove you can please me.”
“I’ll do my best sir,”
“It’s going to be dirty and you’ll never be the same afterward.”
You’re not quite sure what I mean, but you do know it IS a turning point.
“Since this is your first cock you need to savour it. Put your lips together like you’re going to give me a kiss.”
You do so and you feel my wet organ brush up against them, my precum stinging ever so slightly. You can really smell me now and without thinking you lick them, taking in an echo of my flavour.
Even though you can’t see it, I pump my cock slowly, releasing even more precum, I load it up on the tip of my penis.
“This is it, I say, Your first real taste of cock. Tongue out naughty girl.”
You feel incredibly vulnerable, on your knees, blindfolded, hands tied and this older man in front of you, three decades your senior, giving you your first taste of sexual freedom.
You feel my hand on your chin again which makes you want to please even more.
“Yes Sir,” you hear yourself say. You words barely finish forming and you feel it, my smooth but gooey head gliding against your tongue.
You feel your mouth contort slightly, and gag almost as a protective reflex. You’re not used to being blind and helpless while someone sticks things in your mouth.
Your tongue is still out as you hear me say. “Taste it now. Savour the experience, your first time only comes once.”
You close your mouth and reflexively make a swallowing motion as the taste cascades around your tongue. It’s a first all right, nothing quite tastes like that.
“How is it?” I ask.
There’s too much going on in your mind to relate. You simply answer. “Thank you, Sir, may I have some more.”
You stick your tongue out again and slide my head across it a second time, When I reach the tip of your tongue I swirl my penis around it, then rub myself along your lips.
“Mmm you have a wonderful mouth,” I say. “I bet you can become a great cocksucker.”
“Please teach me sir.” you hear yourself say.
You feel my grip change from your chin to either side of your head. Your mouth is reflexively open in an O form. Ready to please me.
“There are three things you need to be great at sucking cock,”
“The first is nice soft lips,” You feel my hands grip your head, and my penis slides into your mouth and out in an aggressive swoop.
“Yes, you definitely have that naughty girl. Mmmm. The second is technique”
Wham, my cock thrusts inside your mouth again, this time it hits the back of your throat and you can hear yourself gag. “That I can teach you if you follow my instructions.”
Do you know what the third key is to sucking cock is my little one?”
“No sir.”
There’s a pause.
“Enthusiasm. Do you think you have enthusiasm?”
You go to reflexively say “Yes Sir,” but find yourself saying. “Let’s find out.” instead. It’s a challenge and one I take. I grip your hair hard enough for it to sting and start pumping aggressively in your mouth. You instinctively want to brace yourself against my thighs but can’t with your hands behind your back. You feel the creep of muscle fatigue around your mouth and jaw and the feeling of my balls bouncing against your chin. The glug, glug glug sound of my manhood penetrating your mouth makes your pussy tingle. Not a girl any longer, you’re now a full-fledged woman.
As if on cue, I stop my thrusts and rip your mask off. Then I slide slowly back into your mouth until I’ve filled it completely My balls rest at your chin. You look up into my eyes that are growing wide with my desire.
“You’re going to remember this moment…. always. When you find that nice boy and that comfortable job, when you settle down and when you’re with him in bed, it’s me you’re going to be fantasizing about. He’ll have no idea how dirty you can really be, because in many ways you’ll be his master. And all the time you’re with him you’ll be wishing you were on your knees like this in front of me.”
“Look at yourself now naughty girl,” I say.
You gaze towards the mirror and see a pornographic image of yourself, Naked, mouth filled with cock, face gleaming with my juices.
“This is what you wanted, isn’t it? What you need? What you were desperate for?” I grab your hair to make a point. “Isn’t it?”
You mouth a yes around my cock, but I barely register a sound.
“I know you so well from reading your writing and your poetry. It’s good. You’re good. You’ll be an author or a teacher someday, but no matter how many people look up and respect you, there’s part of you that wants to be treated like this.
You know I understand and I don’t judge. We can’t help our darker nature. I can tell, the anger and frustration in your writing come from this. And you need to get it out. Out of your head and into the physical world.
I slide my cock out of your mouth and smack your cheeks and lips with my wet member. “That’s right, feel it, embrace it, don’t be afraid of it. Bring out the animal inside you just like I am.
You feel me grip you on the top of your hair and your chin as I slide in a strong rhythmic motion in and out of your mouth.
Look up at me naughty girl. Yeah. I want you to suck it, suck it like you mean it. Go on, build up my load and I’ll show you how much you turn me on.
You press your mouth against my member with more force and you watch my eyes roll back. You feel the angry force rise up and revel in the aggressive motions and the sounds of sucking. I adjust my hands and slide my fingers through your hair, gripping it now as I increase my speed, thrusting myself into you with abandon. It feels like a contact sport where you’re the focus of all the energy, anger and aggression.
Come on naughty girl you’re going to learn your stripes, keep sucking. Oh yeah, fuck my load is building, you’re going get what you deserve. OMG!!!!
Still gripping your hair with one hand I use my other to pull out just as I begin to orgasm, you feel the hot pungent essence shoot first onto your upper lip, and then feel me rub myself around your mouth on your lips and chin before sliding it back on your tongue and into your mouth, rocking back and forth hard as you hear me say
“Suck it, suck it, Oh yeah, get it all out.”
You do as your told, feeling my dick and balls give up their secrets as they squirt to the back of your tongue as I continue fucking your mouth until you can hear my cries get exhausted.
Look in the mirror naughty girl, I say. And you do so. Still on your knees with my wet cock in front of you, me gripping your hair like a trophy, you see your face slick and covered with my cum, some of which is now dripping off your chin.
“Take a good look,” I say. “See how beautiful you are with me all over you. You’ll never be the same.”
I rub your face gently with my hand. “Mmm, you’ve done very well. Now it’s time to graduate.”
I slide my head against your face again picking up the thick droplets of cum that remain on your face.
“Look up at me and lick it off. Let me see it on your tongue.” you hear me say.
You do so, getting the full taste of my essence.
“Now show me what a Good Girl does.” you hear me ask.
You swallow, hoping not to flinch, but you don’t. You smile back and me and then stick out your tongue to show a job well done.
“Mmmm you’ve proven yourself. You’re truly my Good Girl. Now we can begin the next phase.”
© 2022 R. Jay Moran | sexystoriesforwomen.com