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Good Boy: A Virgin Professor Story

  • Apr 7
  • 24 min read

Updated: Apr 7

A middle-aged virgin professor learns what it means to be a good boy in this professor-student story of dominance and control.


I squeeze my cock before stroking it slowly. Leaning my head back, I close my eyes, enjoying the sensation. I groan as I rub my precum all over the head of my cock. Opening my eyes, I grab my phone and swipe to the video of the woman pegging her lover with a strap-on while he’s leaning over the arm of a sofa. Her bare breast bounces up and down with each thrust. I wish those massive tits were suffocating me right now.

             The woman’s eyes roll to the back of her head as her body violently spasms forward. She smacks the man’s ass as she pumps the strap-on deep inside his ass. My volume is muted, so I can’t hear the sounds they’re making, but I can see her lips mouthing “good boy,” and that’s enough to send me over the edge. My cock explodes and I stand perfectly still as jets of cum spray into the toilet in front of me. It jerks with each explosion, coating my hand with my cum. The hot, white mess seems to be everywhere. My body continues to spasm long after I finish. Grabbing a wad of toilet paper, I wipe the cum off my hands and the tip of my cock, pull my pants back up and turn off the video on my phone.

             Exiting the bathroom stall, I almost collide with Professor Connelly, an eighty-year-old man who should’ve retired centuries ago.

“Professor,” I say, nodding in greeting.

Professor Connelly squints his eyes at me. “You had fun in there, Professor Dutton?”

Fuck. Was he here the whole time? I think I was quiet enough.

“Since when are my bathroom habits any of your business, Professor?” I retort.

Without answering, he walks over to a urinal to relieve himself.

I’m aware jerking off at work isn’t the brightest decision, but I need to get it out before I get to this class, or I won’t be able to function. Not with her.

             

Her skirt hikes up her thigh. I’m starting to think she’s doing this to me on purpose. Every day, she comes to class with a much shorter skirt than the day before. And I’m pretty confident she isn’t wearing any underwear.

Shit. Focus. This isn’t the way to think about your student. My bathroom session before class did not help one bit.

“Professor Dutton?” The sweet voice startles me.

When did I dismiss the class?

Clearing my throat, I look up from where I’m sitting and land on those beautiful, bright eyes of Evangeline Alvarez, the woman who makes it so hard to focus on the job I was hired to do.

Rising from my desk, I reach out and touch her shoulder.

Why am I touching her?

I pull my hand away quickly.

She stares at me awkwardly.

“Yes, Ms. Alvarez. What can I do for you?”

              She flashes me a small smile.

              “I wanted to talk to you about my paper…from last week.”

              “Yes,” I say, clearing my throat again. “The paper asks you to challenge a belief.”

              “Yeah, that one. I don’t understand why I have to redo it.”

              “Actually, you should be grateful I’m allowing you to redo it. It wasn’t very well written. It seems like you rushed through it.”

              “Well, I did. I have to work, Professor Dutton. Sometimes it’s hard to find the time to get things done.”

              “I absolutely understand that, but it isn’t fair for me to give you a pass when other students have worked hard on their papers.”

              Her brows pull together.

              “Look. You have one more week to revise your paper and submit it. Focus on it this time. I know what you’re capable of.”

              She exhales. “Fine.” She turns and walks away, her short skirt swaying behind her.

              Fuck, that ass.

             

I’ve been teaching at Kenton State in a Professor Emeritus capacity for a few years now, but I’ve never been as enamored with a student as I am with this one. This is not me. Evangeline Alvarez has me thinking so many bad thoughts. She’s not only beautiful, but she’s also intelligent and can make a man go full-staff with just her smile. She makes me crazy.

              I’ve never crossed the line with a student. I want to think I’m smarter than that. I love the career I’ve built for myself, and there’s no way I’d jeopardize that. So, instead of giving in to my urges, I’ve resorted to frequenting the Red Door.

              The Red Door is an everything-goes club that is sure to satisfy every sexual palate. It’s been months since I’ve walked into the Red Door. Work has left me with no time for play.

I’ve always kept my kinks to myself, never feeling confident enough to share them with even my closest friends. I know once they find out, I’d never hear the end of it, and that’s not a risk I’m willing to take.

              Walking through the Red Door, I’m greeted by the faint sound of music. Black and purple neon lights adorn the space, creating a sexy and intoxicating atmosphere. After showing my membership and filling out the forms that go into detail about what I would allow, my hard no’s, and my safe word, I head straight to the Pleasurdom room.

              Each room in the club has a name relating to the type of pleasure you’ll most likely receive. The Sugar Shack room encourages participants to eat sweet treats off each other’s bodies. The Secret Garden is an interesting one. Participants line up against a wall while another set of participants are blindfolded and encouraged to perform oral sex on a random person. The fun part is you don’t know if you’ll have a man or a woman in your mouth. This room is for those who enjoy that element of surprise. The Velvet Rope, a personal favorite of mine, is an anything-goes room. Participants are tied up with no control over their limbs. They can choose a fifteen-minute, thirty-minute, or one-hour slot. They’re then tied up for that period of time, leaving them to the mercy of anyone who wants to partake. I have participated in this room more times than I can count. There’s something freeing about being tied up and having all my decisions made for me. Day after day, I’m forced to make decisions. Sometimes it feels great to just let go.

              Releasing control is something I find intoxicating. Most of the men I know want that control. They seek power in the bedroom. All I want is to give mine away. Nothing gets my cock harder than a dominating woman, which is why Pleasuredom is my most frequented room.

              Although I enjoy watching public shows, I opt for a private session for myself. I feel like I’m still living a private life even though everyone here is so open and free.

              I enter the room and sit on the large bed. It’s adorned with a set of four restraint hoops on the bottom bed rails and one restraint hoop on each of the four corners at the top of each bed post. There’s also one restraint hoop on each of the four corners at the mattress level. Beside the bed is a nightstand with a bowl full of assorted condoms. In the corner of the room is a spanking bench. The bench features twelve connecting clips, each with metal rings, perfect for restraining your partner during impact play.

              I unbutton my shirt and stand to remove my pants, leaving me with the leather boxers I put on just for tonight. Although they’re made of faux leather, the part that holds my balls and cock is made of a sheer net material exposing me to whoever will have the pleasure of satisfying me tonight. I hope whoever they send in comes in soon because my balls are about to bust out of this material.

              Although a majority of the people here are guests who frequent the Red Door, they employ a small number of people for one-on-one sessions with the guests. There’s a catalogue where you’re given the option to select the person you want. However, I often prefer it to be a surprise. I enjoy the anticipation of not knowing who will walk through that door.

              The wooden door opens, and in walks a pair of thigh-high leather boots. My eyes trail up the woman’s body and land on a tightly fitted red leather bodysuit. There is a slit in the crotch area exposing her pretty pussy and engorged clit. My eyes move further up her body, and I can see the outline of her nipples through the suit.

              My cock is ready to break free of its leather restraints.

              I reach the soft, supple skin on her neck and up to her face. My eyes bulge from their sockets when they land on hers.

              Based on the way her brows rise in a surprised arc, she’s feeling the same things I’m feeling right now.

              “Professor Dutton?” She whispers as if my identity were a secret. Well, technically, it should be in a place like this.

               “Ms. Alvarez. What…what are you…?” I use both hands to hide my growing erection. I can’t believe she’s here. Does she work here?

              “I…work…here.” Her voice is soft and measured.

              We’re both silent, neither one of us sure what to say. I came here to distract myself from thinking of Evangeline Alvarez. She’s my student, for God’s sake. Now, I’m face to face with her beautiful pussy.

              “Um…I can get you someone else,” she finally says.

              “No!” I say hurriedly before realizing what I’m saying. “I mean…” I rub the back of my neck. “I…” I can’t speak. I know I don’t want her to go. After seeing her, I know I won’t be satisfied with anyone else. But how can I ask her to stay?

              She tilts her head to one side, waiting for me to finish.

              “These sessions are confidential, right?” I ask, although I know the answer.

              “Professor…”

              “Kaleb,” I interrupt her. “Please, call me Kaleb.”

              She looks left and right, trying to avoid my eyes. “Kaleb,” she says cautiously. “I think this might be…awkward. You’re my professor.”

              “I know,” I agree. “But you’re here…working…and I…um…you know.” For a professor, I’m having a hard time using my words. I sound like a teenage virgin who’s seeing a naked woman for the first time.

              The insane part is that I am a virgin. Here I am, a thirty-nine-year-old virgin lusting after his twenty-four-year-old grad student. The whole virgin thing was never planned. It isn’t like I’ve taken a vow of celibacy or that I’m waiting for marriage. It’s the fact that I’ve never connected with a real woman. Most of my time is spent frequenting sex clubs like the Red Door or working.

It’s always been hard for me to talk to women. Perhaps I was more afraid of them rejecting me. I know it may have been in my head. However, knowing that didn’t make it any easier.

Yes, I could’ve fucked any of the patrons who frequented the club, but that’s not what I want. I prefer to book a room and pay for a mistress to come and awaken my senses. The thing about the people who worked at the Red Door is that they aren’t allowed to have sex with the clients, which I’m okay with. I always found the pain to be more stimulating than the pleasure.  

              “I’ll tip you very well,” I promise her, trying to convince her to stay. I need her to stay.

              She bites her lip, seeming to think it over. When she finally speaks, it’s as if she’s torn my heart from my chest. “I don’t think so, Professor. I can’t do it.” And she walks out of the room, leaving me there still gripping my hard cock.

 

I’ve never dreaded going to work as much as I did this morning. After last night’s encounter, it’s safe to say today will be awkward. The fact that I asked her to stay and she refused makes things even worse.

              I’m aware the feelings I have for Evangeline aren’t reciprocated. She’s not into the nerdy virgin professor who likes to be dominated in the bedroom. I’ve seen the guys she dates. They are nothing like me. They are the type of guys who enjoy forcing her to her knees and pushing their cocks past her sweet lips until she chokes on it. They are the ones to bend her over and grip her hair so tightly she’s begging for them to stop. I’m not that guy. I prefer to have those things done to me. I want to be the one to submit to her. I want to be told what a good boy I am while she doles out her punishment on my body. No, I’m not her type at all.

              But her working in a place like the Red Door surprised me. That, coupled with the fact that she’s been hired as a dom, makes me wonder if the idea would repulse her. But she already told me no. I wonder if it was because I’m her professor, or because I’m me?

              I walk into the full classroom and do my best to avoid looking in her direction. Maybe I should quit. It’s better than facing this type of humiliation each day.

              Today’s class is the longest it’s been. I’m relieved when it finally ends.

              I sit at my desk in my office, contemplating all my life decisions that have led me to this moment. Why did I ask her to stay? I should’ve acted repulsed to see her. Maybe then I could’ve walked away with some of my dignity intact.

              A soft knock on my office door startles me out of my self-loathing.

              “Come in,” I call out, although what I want to say is go away.

              The door opens slowly, and Evangeline pokes her head in. My muscles stiffen.

              “Professor Dutton. May I come in?”

              I reluctantly gesture for her to come in.

              She enters, closing the door behind her, and takes a seat on the chair across from me.

              “What can I do for you?” I ask, trying to sound casual.

              She stares down at her hands. “I wanted to…um…talk to you about my paper.” She fidgets with her bracelet, circling it with her index finger.

              I try to control my heavy breathing, and a bead of sweat forms on my upper lip. I swipe it away quickly.

              “I really need to get an A on this paper and…” She crosses and uncrosses her legs.

              Her nervousness is palpable.

              “I…” She clears her throat. “I am willing to…if you come to the club tonight, I’ll…play along in exchange for an A.”

              My pounding heartbeat rings in my head. Is she serious? I can’t speak. I don’t know what to say.

              “I really need this A.”

              I sigh heavily. I want nothing more than to have her, but is this how I want her? Desperate?

              “Nothing that happens in the Pleasuredom will ever leave that room for your sake and mine.” She raises her fingers to her mouth and chews on her nails.

              We both sit there in an awkward silence.

              A few seconds later, she rises from her seat. “I’m sorry. I shouldn’t have… Forget I said anything.” She makes her way to the door.

              I want to stop her. I’m not ready for her to leave yet. But instead of stopping her, I watch her walk out the door.

 

There are times when you know you’re making a terrible decision. You know, before even making the decision, that you should walk away, but something inside you doesn’t allow you to, consequences be damned. This is one of those times.

              I walk through the doors of the Red Door knowing I should leave. What I’m about to do isn’t ethical. It’s taking advantage of the situation. It’s using my power to get what I want. It’s wrong. None of that convinces me to change my mind. I know that this is my only chance to have her. And I desperately need her.

              I sit on the large bed, just as I did before. I traded in the leather underwear for a pair of white all-mesh thong G-string underwear. They leave nothing to the imagination.

              The door opens, and she walks in, holding a feathered tickle spanker with black feathers on one end and a crop on the other. She wears an outfit similar to the last, except this one is all black.

Our eyes connect. Her demeanor alludes to more confidence than the last time. She doesn’t look at all surprised to see me.

              Her brown nipples poke through a hole in her bodysuit. I quickly look away, not wanting her to catch me staring. My eyes trail downward to her exposed clit. I wonder if she prefers her pussy natural or shaved.

              “Hello, pet,” she purrs.

              I’ve never heard her sound like this. She’s never smiled at me like this, either. My mouth opens and closes, but no words come out. I want to touch her, but I know better. I desperately want to beg her for permission to let me take those nipples into my mouth.

              “Remove the underwear.”

              I hesitate but quickly obey. I don’t want to start on a bad foot for not obeying my mistress. I lower my underwear and my cock bounces free. I’m so hard, and she hasn’t even touched me yet.

              She eyes me up and down.

              There’s a mixture of excitement and embarrassment at exposing myself to my twenty-four-year-old grad student. Will she find me attractive, or will I repulse her? I’m suddenly very aware of my imperfections.

              Her eyes trail down my body, landing on my thigh. I know she’s staring at the burn scar from an incident in high school when a former classmate accidentally knocked over her cup of hot coffee onto my thigh, missing my cock by an inch. That day, in front of a school of incentive teenagers, I cried. It was the most painful and embarrassing day of my life, and I still carry the scar of that awkward teenager. That’s not who I want her to see. I’m not the person anymore.

              I shift one leg in front of the other, attempting to shield her from the hideous scar.

              “Stand up straight,” she demands, using the feather end of the spanker to caress my skin.

              I do as I’m told and stand as straight as possible.

              She circles my body, examining me from every angle.

              “Bend over!” Her voice is calm, yet authoritative.

              I do as I’m told.

              She kneels between my legs. I can see her inspecting me from an uncomfortably close range.

              Usually, I wouldn’t have any issues with this level of scrutiny. But, she’s Evangeline Alvarez, the woman I’ve spent many nights fantasizing about—the woman who causes me to jerk off in the bathroom before class so that I can think straight—the woman who’s my student who I’ll have to face again after this.

              “Spread ‘em!” she demands.

              Again, I obey.

              “Good boy,” she praises and my cock leaps for excitement. Those two words from her sweet lips make this embarrassment worth it.

              The feathers of her spanker stroke my ass. She moves it slowly from the back to the front, landing on my rigid cock.

              I say a silent prayer that I don’t cum all over this floor right now before we even get started.

              “Stand up straight,” she says, handing me a red blindfold. “Put this on.”

              I take the blindfold from her and remove my glasses, handing them to her. I place the blindfold over my eyes, tying it around the back of my head.

              The room is quiet. After what feels like several minutes, she takes my hand and leads me to what I can only assume to be the spanking bench in the middle of the room. It was the only piece of furniture in the room, besides the bed and nightstands.

              She pushes me forward, forcing me to lean over the bench. I staddle it and my cock rests comfortable against the wedge in the middle. Once I’m correctly positioned with each leg and arm on either side of the wedge, I feel the straps wrapping around my wrists and ankles.

              Once I’m secured to the bench, there’s silence again before something hits my ass hard.

              I grunt, not expecting it to come so hard.

              Another blow, this one harder than the last.

              “Remain silent, pet, or there will be consequences.”

              I squeeze my lips together. I’m all for pain. I crave it. But I’m afraid I don’t know what this mistress’s consequences will entail. Will it be more pain, or will she deprive me of the ability to touch her? It’s not a risk I’m willing to take. I have to be a good boy for my mistress.

              A third blow comes, this one softer than the last but equal to the first. However, this one stings the most because it lands right on top of the last two.

              I’m so hard.

              I hold my breath, anticipating the next smack to my ass.

              Something else hits my ass. I’m not sure what this one is, but it feels different. This one feels colder.

              My senses are on overload. I don’t know how much longer I’ll be able to control my orgasm.

              I feel her retreat and it leaves me longing for the feel of the cold sting on my ass. My cock pushes against the leather wedge. I know my precum has dripped onto the leather because of the cold, wet sensation on my skin.

              Soft, delicate fingers stroke my ass, lingering on my opening.

              I let out a soft, pleasurable moan.

              Smack!

This one is so hard, it jerks my body forward. I let out a painful cry.

Smack!

Each smack is more intense than the last.

“You disappoint me, pet. It seems you can’t control yourself.”

“I’m sorry, mistress. I…” The sting of leather hits my skin, interrupting me.

“I said silence!” she barks.

I purse my lips.

This time when she hits me, it smacks against my balls. I fight to stay quiet.

She administers five more spanks before she retreats from my side. For a while, it’s silent. It’s a full minute before I feel the warmth from her body near me again.

The straps loosen around my wrists and ankles, and I feel sudden dread. I want to beg her to keep spanking me, but I know my begging won’t have the desired effect. She told me to remain quiet, so that’s what I’ll do.

              “Stand up,” she says, once I’m free from the straps.

              I quickly stand. Once my cock is no longer pushed against the leather wedge, it bounces up and stands firmly against my stomach. It’s taking all my strength not to reach down and stroke my cock.

              She guides me across the room. The bed hits my leg.

              “On your back, pet!”

              I climb onto the bed and do as I’m told.

              She silently wraps something that feels like a cord around my cock and balls. She tugs at the rope and fuck, she’s making me feel things I’ve never felt before—at least not like this. Please, give me more.

              The mattress shifts, and I know she’s climbed onto the bed. Immediately, I feel her warmth around my face.

              “Clean me up, pet. And you better do a good job.”

              Before I can process her words, I’m smothered by her warm pussy. I’m having a hard time breathing but that doesn’t stop me from lapping at her pussy.

              God, she tastes amazing. I can die here.

              She grinds her pussy on my face and yanks at the rope around my cock and balls. I imagine her gripping the rope like one would hold on to the reins while riding a horse.

              “More!” she demands as she yanks on the rope.

              My tongue moves quickly, darting in and out of her hole.

              She rotates her hips in a circular motion, scraping her pussy over my mouth and nose.

              I slip my tongue along her ass. My tongue penetrates her tight asshole causing her to moan softly.

              “Yes, pet. Just like that. Lick your mistress clean.”

              I feel her pussy open up around my mouth. She’s opening herself up for me, and I love it. I swallow more of her juices. Her pussy is made for me to worship.

              She yanks on the rope around my cock and balls, increasing the pressure. Fuck, I want to cum so badly. Her wetness, her scent, all of it is sending me over the edge.

              I furiously stab her with my tongue while the bridge of my nose presses firmly against her clit. A moan escapes my mouth, and she increases the pressure around my balls and cock. I let out a pained grunt in response, and she squeezes tighter.

              “No noise, pet, or you will be punished.”

              I force myself to remain silent even though all I want to do is scream in pleasure. I wonder what it would be like to sink my cock inside this moist pussy of hers. Would she let me? I’d love to lose my virginity to her.

              The only noise in the room is the slurping and wet noises her pussy makes as I suck it into my mouth.

              She lifts herself off me. I feel her juices trickle down my cheeks. I lick my lips, anticipating the next sensation. I need more.

              The noose around my cock and balls tighten. The feeling of my balls being strangled is euphoric bliss. It’s a mixture of pain and intense pleasure. I need my mistress to punish me. I want her to make me hurt.

              Unfortunately, the pressure is released. My hands are pulled over my head and to the side. A leather strap is tightly wrapped around my wrists again, securing my arms to the bed. She moves to my feet, pulling them upward and securing my feet so that my legs are spread open and lifted straight up into the air, exposing my ass to her. Once I’m secured, she milks my cock, squeezing until I feel like my cum will explode out of the head of my cock.

              I try hard to control my breathing.

              Her fingers pry my lips apart, and her fingers touch my tongue. I taste the unmistakable taste of my pre-cum on her fingers. It’s not something I ever had the desire to taste, but for her, I’ll put anything in my mouth.

              Completely out of nowhere, I feel a hard whack across my spread ass cheeks. My ass contracts and I squeeze my lips together to stifle my scream.

              Another hard blow comes, this time, it hits the head of my cock.

              “I said no noise, pet.”

              The blows continue one after another, each one more intense than the last. My heart rate increases, knowing I won’t be able to hold out much longer.

              With one hand, she squeezes along my shaft while the other hand administers hard whacks to my asshole. There is a brief pause before my cock is enveloped by warmth. Her tongue circles the head of my cock a couple of times. Suddenly, it’s gone. A cool draft hits my cock where her mouth was.

              I want to beg her to keep going, but I know she won’t.

              She slaps the head of my cock and my body tenses. Her hand wraps around my cock and she massages it before releasing it and slapping it again. She does this for several seconds, alternating between massaging and slapping the head of my cock—pain and pleasure.

              For a while, everything stops. I feel her presence, but she’s silent. Then something cold and wet is rubbed into the opening of my ass. What is she doing? I can’t see through the blindfold, and I have no control over my limbs. I’m at her mercy to do with me as she pleases.

              My legs extend in the air giving her the perfect view of my ass. Maybe I should’ve questioned her intentions when she put me this way. Ass play was not a box I checked off on the disclosure forms.

              “A mistress knows what’s best for her pet,” she croons. “Sometimes…” Her finger strokes my opening. “A pet might not know what it needs.” She trails her fingers up my balls. “But a mistress always knows.” She cups my balls and firmly squeezes. “Do you trust your mistress, pet?”

              My breathing is labored. The anticipation is killing me. “Yes…mistress,” I respond, breathily.

              “Good boy.”

              A hard toy pushes inside me.

              I grunt, and my body tenses.

              “This will be so much easier if you relax, pet.”

              I try hard to control my breathing.

         She pushes in further.

My asshole stings from the intrusion. I can’t control myself any longer. I scream as the toy pushes further inside me. I try to focus on anything but the unnatural burning tearing pain in my tight virgin asshole.

I try to stifle my screams by biting my lips as she pushes into me further.

Cold liquid falls onto my balls and ass. She massages it into my opening.

“You are so tight, my pet. Don’t tell me no one has taken this tight ass before.” Her voice is gentle, yet it holds a certain amount of authority behind it.

She stops pushing the toy into my ass and holds it there. The pain from the entry lingers. I feel her hand stroke my cock. My body starts to relax.

“You did so well taking that cock up your ass. You’re such a good boy,” she praises.

More blood rushes to my cock at her words. I can be a good boy for you, mistress.

She milks my cock, squeezing it from the base to the tip. The sensation is so intense, I can’t control myself. I jerk and flinch against my restraints as I explode. My cum lands on my stomach and balls. I can’t see how much, but it feels like a lot.

“Give me more, pet!” she demands.  

Despite my orgasm, she continues jerking my cock. It’s too intense. I lose control as my body spasms. Without warning, I feel the sting of her whip on my ass. The toy, that she had lodged in my ass, slides in a little deeper.

My moans grow louder and louder.

Her hand leaves my cock, and I feel some relief.

She places a gag in my mouth to muffle any sound I can make.

“I told you to remain silent, pet. You disobeyed. So now I’ll have to force you to remain silent.”

I nod to show my compliance. I didn’t mean to anger you, mistress. I promise to be a good boy. I think the words I cannot say.

Her hand returns to my cock, and she squeezes. I can feel my head swelling. Between the toy in my ass, the spankings, and the pressure on my cock, it’s unbearable.

I jerk against my restraints but work hard to remain silent.

She laughs as she twists the toy in my ass. The burning, stinging pain that had subsided returns as she pushes it further inside me. How long is this thing?

I’m determined not to ask for mercy. I want her to punish me—to cause me pain, but I’m not sure how long I can last.

Holding my breath, I mentally count as she administers blow after blow on my ass. Each blow pushes the toy further inside me. Ten painful stings to my ass before it all stops.

I exhale and suck in a huge gasp of air. My muscles ache from fighting against my restraints.

Her soft lips close around my swollen head. Groaning, I let my body relax and sink into the mattress. Her finger trails toward my ass and she slowly pulls out the toy only to push it back in again. Her tongue swirls around the tip of my cock while she fucks my ass with the toy. Mistress creates a perfect rhythm—moving up and down my cock while the toy moves in and out of my ass.

I feel like I’m so close to my release again. Mistress is bringing it out of me in the best way possible. I’ve wanted to feel her mouth around my cock for so long. Today, I finally get to, and it’s so much more than I could ever imagine. It doesn’t matter that she’s also fucking my ass, something I never thought I’d enjoy as much as I do right now.

Her mouth leaves my cock, and I stifle a whimper. I don’t want her to stop.

I feel her climb onto the bed and straddle my body.

“You’re going to fill your mistress’s pussy with your cum, pet.”

What? Is she really going to…

Her hands grip my waist as she slowly descends onto my erection.

Oh. My. Fuck.

This is so much more than I thought it would be. I’ve never gone this far with anyone, especially not a mistress. Not to mention the club’s strict “no penetration” policy regarding its employees. She’s breaking all the rules for me. Would she do this if she knew I was a virgin? Would she do this with anyone else?

God, this feels fucking amazing.

She controls her speed, moving slowly up and down my shaft. My cock sinks deep into her tight, wet pussy. I feel her inner walls tighten around me. She increases the pace, fucking the toy in and out my ass faster as she bounces up and down my cock.

“You like this, don’t you, pet?”

I moan through the gag, pushing my hips upward to get more of her.

“You are a greedy little pet, aren’t you?” she asks through a moan.

“You like fucking your mistress’s pussy,” she pants.

I let out a pleased hum.

Her sweet little cries are enough to drive me over the edge. I savor the feel of filling her with my engorged cock.

She pushes down as I arch upward, thrusting into her with all the force my restraints will allow. My ears ring as she pounds the toy inside me, getting faster and more intense. The pain of the toy mixes with the pleasure of her pussy wrapped tightly around my cock.

“Cum for me, pet. Fill me up.”

On demand, my balls tighten. She fucks my ass faster and with more intensity as her pussy clenches around my cock. Unable to hold it in any longer, I let my cum spurt inside her. Jet after jet of cum explode until it’s leaking back out onto my cock and balls. I feel like I’ll never stop cumming. My entire body tingles with pleasure and pain.

She shifts and allows my cum to drip out of her and onto my chest.

“Good boy,” she praises.

 

Monday came much sooner than expected. I was not looking forward to going back to class. After this weekend's events with Evangeline, I’m not sure if I can face her. Of course, in that moment, everything was amazing. But after everything had subsided, a part of me felt shame.

The thing that gives me some relief is knowing that the events at the Red Door are always confidential. No one beyond those walls knows who I am in the real world, except her. Would she tell anyone about the things I allowed her to do to me?

My cheeks redden with embarrassment when she walks through the door, books in hand. She avoids my gaze. Is she ashamed, too?

I remove my glasses and rub my eyes before placing them back onto my face. Just pretend nothing happened. That’s easier said than done. She knows everything.

I’m relieved when we finally reach the end of class, and my students begin packing up to leave.  I focus on the pile of papers on my desk when her voice startles me.

“Professor Dutton.”

I reluctantly look up, afraid to meet her eyes. She is so beautiful. The only thing that would’ve made the other night more perfect is if I got to see her face. She made sure she kept the blindfold over my eyes the entire time.

“Yes, Ms. Alvarez.” I try to maintain a professional tone in my voice.

“About the paper…” she begins.

“Don’t worry about it,” I interrupt.

She smiles sweetly. “Thank you.”

I smile, unable to find the words to say.

She slides a piece of paper across my desk. “Just so you know, I make house calls.”

I lift the paper, but before I can open it, she’s walking away. I unfold the sheet of paper, revealing a phone number written in red, followed by the words “call me anytime.”

I smile, tucking the paper into my pocket. I certainly will call her.


I hope you enjoyed "Good Boy." Please like and leave me a comment. I'd love to hear your thoughts. If you enjoyed this story, check out the other stories in The Pleasure Library.


Insatiable is now available in audio. Performed in duet narration by Oscar Reyes and Lacy Laurel
Insatiable is now available in audio. Performed in duet narration by Oscar Reyes and Lacy Laurel



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