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 bit.
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.