I swallow, careful not to look too reluctant, because I’m assuming he can see me.
But how?
My heart pounds as I think about the possibility of someone coming in. Either a lawyer to pick up a file from their paralegal’s desk, another paralegal who forgot something and needed to come back for it, or even the night janitorial crew.
How humiliating.
I can feel myself wetter than I ever thought I could get.
Apparently I’m not opposed to a little bit of humiliation.
I take my shirt off.
I’m standing in the empty room, in only a black bra.
Asher Marks: Show me your nipples. I bought you a bra capable of that for a reason.
Without even hesitating, I unsnap the portion of the bra that covers my right nipple, and then my left.
Asher Marks: Play with them while I watch you. Tell me you’re my pet.
Madilyn St. Clair: Yes, Boss. I’m your pet.
Asher Marks: Say it out loud while you play with your nipples.
I take my nipples in between my fingers and rub them. They’re so hard and erect, and it feels so good.
“I’m your pet,” I tell him, out loud, wherever he is. “I’m your pet, Boss.”
Asher Marks: Very good. I can see you’ve decided to follow my instructions. And I have one more for you.
Madilyn St. Clair: Yes Boss?
Asher Marks: Put your blazer on— and only your blazer— and come to my office immediately.
Finally.
I thought he had planned to leave me here, playing with my nipples all night without getting to see him. I don’t think I could bear that kind of torture if he decided to tease me again like last time.
Madilyn St. Clair: Yes, Boss. Your pet is coming to you.
I gather my blazer and throw it over me, gripping it tight against my near- naked chest.
Hurrying to the elevator, I keep my blazer clutched around me, looking around to make sure no one is here. I’d be mortified if anyone saw me like this, but I guess that’s part of the excitement. And part of Asher’s game.
I’m a willing pawn now, playing along without knowing— or even caring— what the end game is.
Chapter 29 – Asher
Here she is, in my office.
Madilyn St. Clair: the associate I’d researched, hired, and planned to make my newest pet. But whom I wasn’t sure I would ever fucking see in my office again. And certainly not like this.
She looks vulnerable and submissive with a blazer barely covering her breasts and their exposed nipples that she’d just played with for me while I watched.
She locks the door and then gives me a shy smile.
“Sit down,” I tell her, my voice stern and commanding.
“Yes, Boss,” she says, and she does.
“Now show me what you were supposed to wear for me, but refused.”
She spreads her legs for me again, this time revealing the blank lingerie I had carefully chosen for her.
I love when she does what I want.
I’m glad she’s finally listening to me now and being submissive.
“And take off your blazer.”
“Yes, Boss.”
She lets it fall to the floor. Her nipples are in plain view. I admire their erect pointiness, and her luscious curves as a whole before continuing, afraid of letting her see how impressed I am.
“Come over here,” I finally say.
“Yes, Boss.”
She walks over to my side of the desk and I say, “Closer.”
Her perfect tits are right in front of my face. I want to touch them but I don’t. Because this time when I touch her I want it to sting. To be memorable. So that she never forgets who’s in charge.
I unsnap the covering on the crotch part of the panties and expose her pussy to my impatient eyes.
It’s clean shaven. She had definitely decided to be my pet.
I had wanted to taste her pussy. But now I feel that my position is too weak. She had obviously figured that I would take her back. Give her another chance.
I can’t let her know that she was right. I return to my rules once again. I need to teach her a lesson. And make her pleasure me without returning the favor in full.
“Turn around and bend over,” I command her.
She leans over on my desk and I lift up her skirt.
I take a moment to admire her heart shaped ass, fully exposed for my viewing pleasure. But I don’t say anything, or allow myself to linger too long on what I know is pure perfection.
I take the thong part of her panties in my hand and move it over to the side. Her pussy is right in front of my face and she’s dripping wet.
“I can see how much you like this.”
Her beautiful pussy is throbbing, just waiting for me to enter it. But I don’t plan to give her that satisfaction just yet.
“You didn’t do what I wanted last time,” I remind her.
“I’m sorry, Boss.”
I stretch her panties tight around her while I slap a firm hand on her right butt cheek.
“Ouch!” she cries, involuntarily.
I slap the other side, and she tenses up, but doesn’t say anything. She just sucks in a deep breath. I squeeze her ass cheek, which feels firm but malleable in my hand.
I rub my finger up and down her clit, and she shivers. I know she wants me to do more. I almost feel myself giving in to her desire and my urge to feel myself deep inside her.
But I remember my rules. I may have forgotten or bent most of them for her before and I’m even breaking too many now. I shouldn’t be going this far yet. I shouldn’t be giving her so much control.
I want her so bad. I want her in a way I’ve never wanted anyone. I can’t even think.
I need to take charge quickly. But I still need a release that I would usually be disciplined enough to wait longer for.
I squeeze her clit and say, “Get on your knees and show me how much you want to be my pet.”
I unzip my pants and she kneels down in front of me, eagerly grabbing my cock and beginning to pump its shaft while she licks its head. Her sparkling blue eyes look up at me with a mixture of innocence and naughtiness.
I grab a hold of her nipples and twist them in my fingers. As she sucks on the top of my cock and then takes me all the way deep inside her mouth, I lean my head back so that she can’t see the look on my face.
I know it’s a look of vulnerability, of letting go and giving in to whatever it is that she is doing to me— and however she is doing it so well. I had no idea a virgin could give such a good blowjob.
I give in to my basest of desires while realizing she’s fulfilling something deep inside me that I didn’t know I needed. I feel my cock start to swell in her mouth, as she pushes it all the way inside her throat.
“Madilyn, Madilyn, Madilyn,” I moan, as my cock pulses and throbs.
Too late, I remember my rule about not saying their names. I can’t give them too much power.
But she’s not like the ones who came before her. Something about her has overtaken me the way I thought I would overtake her.
“My pet, my pet…” I groan, as my cum shoots into her mouth.
I’m breaking all my rules for her and she doesn’t even know it. She laps up my cum and swallows it, but some of it still drips down her chin and neck.
“That’s a good little pet,” I tell her, taking my cock out of her mouth and rubbing it all over her face, the way I’d meant to do before I’d cum inside her mouth.
But it had felt so good. It was the release I’d needed.
And it’s opened up something in me that I didn’t even know was there.
Chapter 30 – Madilyn
THE NEXT DAY
Every boss knows he’s not supposed to fuck his employee. But Asher Marks is known for doing things he’s not supposed to do. And it looks like I’m one of those forbidden things he wants to do. The thing that surprises me is how bad I want to do it too.
Today I had
worn my red panties that he likes along with a black and white lace bra. When I was getting dressed this morning I just knew that today is the day I will lose my virginity. My older, experienced, powerful boss will take it and I’ll let him and I’ll probably regret it afterwards but I sure will enjoy it in the moment.
But first, there’s something I need to do. And that is talk to him.
He had messaged me to come to his office at six p.m. to talk about the Schwartz Capital case. But I go up at 5:45. The hallway is empty. The senior partners rarely have to work late. And their assistants are the most experienced and useful so they get the benefit of getting to go home earlier than a lot of the other assistants on other floors.
I sit on Asher’s desk, much like Mandy was on that dreadful day I’d overheard her. But this time I’m in charge.
He walks in at five to six, obviously having been at the firm gym. He’s wearing a wife-beater and running shorts and he’s a sweaty mess. There’s a shower at the firm gym but he obviously hadn’t been planning to fuck me tonight because he didn’t use it.
The look of shock that crosses his face confirms my suspicion.
“Madilyn,” he says, quickly shutting the door behind him and locking it. “You’re early. And you’re on my desk.”
“Yes, Boss,” I tell him, trying not to smile at his shocked face.
I know he’s surprised but I need to accept that I’m no pushover. I enjoy being submissive and I even like the power imbalance in our relationship, if it’s even a relationship. But if I’m going to lose my virginity to him, I need him to hear me out.
“I wasn’t planning to…” he says, looking around as if other people might be in the room. He clearly doesn’t like when he’s not the one in charge.
“I was planning to go over some things in the Swartz case,” he finally says.
“I know,” I tell him. “And we can do that if you want. We can do anything you want, Boss.”
A look of pleasure crosses his face and I know that he likes the way I call him boss and tell him he can do what he wants.
“I just wanted to tell you that I’m not like the girls you’ve had in the past. If you want to be with me, you’re going to have to accept that.”
“I know,” he says, quickly, as if he’s already thought about it.
He purses his lip and a crease appears across his forehead. I can tell that he doesn’t exactly like the way things are going so I decide to make it a little easier on him.
I open my legs a bit so that he can see my red panties.
“I appreciate the way you stood up to me to Mandy,” I tell him. “I’m glad you didn’t see me as some secret, dirty fling.”
“Mandy is a horrible human being,” he tells me, stepping closer and running his hands along my knees and then my inner thighs.
It starts to drive me crazy but I try to stay focused.
“I’m sorry I tried to replace you with her temporarily,” he says. “But it didn’t work out. She wasn’t you.”
He kisses me and I feel a wave of heat wash through my entire body. Then he pulls away and looks me up and down, his hands traveling all over me just as much as his eyes are. I love the smell of his natural sweat and the way it looks when it glistens on his hardened muscles.
I can see a tattoo peeking through his shirt opening and I love the fact that he has ink on his chest. I never thought I would like a guy with a tattoo but it suits him perfectly.
“You’re beautiful,” he says. “I love every inch of you. Everything that Mandy said was just out of jealousy.”
He pushes me back on his desk and then he spreads my legs open wide. He gets down on his hands and knees and pulls my panties to the side.
“You have made me come completely fucking undone,” he says. “Do you have any idea what you do to me? I think I may have met my match.”
I raise my head a bit to smile at him as he begins to lick my pussy. His tender kisses on my clit turn into heavy pressure from his tongue and he licks my clit up and down and then begins to suck on it.
“Oh my God,” I whimper, the best fantasies from my wildest imagination coming true. I lie back and let him alternate between teasing my clit with his lips and then pushing his tongue into my wet opening.
“I feel so good.”
I grab onto his thick hair as he takes my clit in his mouth and chews and sucks on it to the point where I can barely stand it.
“I’m coming,” I tell him, lifting up my hips so that my pussy meets his mouth even more as his tongue strokes my hole and his lips suck on my clit. “It feels amazing. I can’t breathe…”
My words turn into moans and groans as I surrender to the sweet feeling of his mouth all over my pussy. I come so much that my juices are gushing out of me.
“Oh wow,” I say, lying back on his desk and panting.
He stands up.
“Are you satisfied?” he asks, pulling me up rather roughly. “You’ve had your fun with me. Now I get to have mine with you.”
I can tell that he’s not exactly thrilled about the fact that I came to his office and basically made him give me oral sex. But the pink in his cheeks lets me know he’ll forgive me and he’s ready for round two.
He picks me up and I wrap my legs around him. He kisses me as he takes my shirt off. He looks at my bra approvingly. Then he puts me down and turns me around. He tugs off my skirt and rips off my panties.
“I know you’re a virgin,” he says, as he bends me over his desk. “So I’ll go easy on you.”
“This is easy?” I ask, as I feel his hands tighten around my waist at the same time I feel his large package swell up against the back of my skirt.
“Oh I’ll show you hard,” he says. “In fact, you’re feeling it right now. But everything is about to get a whole lot harder.”
I lean into him, feeling his six pack abs against my back and his throbbing cock against my ass.
“How did you know I was a virgin?” I ask him.
“I know everything,” he says.
He puts his finger into my pussy and says, “It’s so tight in there. I knew you were a virgin but I didn’t know you would feel this good.”
He pauses to take a breath and I love how he’s overcome with desire for me. But soon he has regained his normal gruff composure.
“Now do you want me to fuck you or not?”
“Yes, Boss,” I say.
I turn my head to see him taking off his shirt and revealing all of his muscles for me. He takes off his pants and slips on a condom and then I feel his cock up against the opening of my pussy.
“Are you ready?” he asks me, as he holds onto my hips.
My ass is sticking up in the air on his desk and my pussy is completely exposed to him.
“Yes, Boss.”
I’ve never been more ready for anything in my life. I never imagined that this is how I would lose my virginity but I love everything about it.
He pushes himself into me and at first I feel a pain so sharp I cry out. But soon my cry turns into one of pleasure as he completely fills me with his large cock.
“Yes,” I moan, holding onto the desk as he pumps his cock in and out of me a bit harder now. “Yes, yes, yes.”
“Oh Madilyn, you feel so good,” he moans, spreading my ass cheeks open and shoving his cock in and out of my pussy.
It feels like his cock has belonged in my pussy forever. Like I was empty without him and now that he fills me up I’m whole. He reaches down and plays with my clit while fucking me.
“Take my whole cock in your pussy, my little pet,” he says, thrusting in and out of me.
“I’m going to come,” I tell him, panting. “I’m coming on your cock.”
“Come all over my cock,” he says, pulling and twisting my clit while juices from my pussy run all over his dick.
“You’re gushing for me, baby,” he says, and I feel so good that I recoil from the touch of his hand on my pussy.
“Sorry,” he says, backing up just a little bi
t.
I reach behind me and take his hand in mine and squeeze it.
“Don’t stop,” I tell him. “It just felt extra…”
“Sensitive?” he asks, with a slight chuckle. “Yeah, that happens sometimes. We just need a little break. Then we can keep going.”
I sigh with relief— I had never come so much or had that much of a sensitive reaction after coming and was beginning to think there was something wrong with me— and say, “Well, I’m ready to go again when you are, Boss.”
And I have a feeling I always will be. I can’t believe my boss just took my virginity. And I can’t believe how much I liked it.
Maybe this will actually work out.
As long as he can let down his tough exterior now and then and let me have things go my way sometimes too. And as long as it doesn’t interfere with my career. Which seems like a really insane wish to hope for.
Chapter 31 – Asher
I take a breath and feel glad that Madilyn is so winded she can’t tell how into this I really am. I love touching her, kissing her, eating her sweet pussy and fucking her. I have no idea what I did before I knew her. This experience is incredibly different than any I’ve ever had before. And I’ve had a lot of fucking experience with women.
I love how she says she’s ready for me. I can tell by the tone of her voice that she’ll let me take her any time I want her. And that’s exactly what I want to do.
I slap her supple ass and push my cock back into her pussy. She squeezes my cock with her insides as if she wants me to stay there forever.
I push my cock in and out of her, feeling it get harder and pulse more with every pump. I thrust and out and she dangles her legs out. I wrap them around me while pushing myself into her more. She moves her body back and forth, riding my cock like a horse.
I feel so powerful as I fuck her but so weak with desire and lust. I finally feel myself pulsating with cum and I tell her, “I’m going to come,” but she’s saying the same thing.
Just Pretend Page 30