“Please what?” he asks me, slowly pushing himself back into me again.
“Please, Boss. Please keep fucking me. Please let me come.”
He thrusts himself harder in and out of me and resumes playing with my clit.
“I’ll make my little office whore come all over my cock,” he says, his fingers tracing circles over my clit while his cocks beats its way in and out of me.
“I’m coming,” I tell him, unable to hold it back this time. “It feels so good.”
He continues thrusting in and out of me while I lay my head back, lightly panting, feeling the rhythm of the orgasm ripple its way through my entire body.
Suddenly, there’s a knock at the door.
“Oh, my god,” I whisper.
I try to jump up, instinctively, but he puts a hand over my mouth.
“Shhhh.”
He continues to fuck me, a little harder than he was just doing it, as if he likes that there’s someone at the door.
“Who is it?” he asks.
“It’s Ben,” says the hesitant voice of an associate.
“I can’t see you right now, Ben,” he says, continuing to plow his cock into my pussy. “I’m working on something really important.”
He thrusts and jabs his cock into me, increasing his pace and forcing it hard and fast inside me. His fast rhythm and excited motions stimulate me and I feel myself getting ready to come again. At the same time, I can feel his cock begin to throb inside me.
“When should I come back?” Ben asks.
“I’m working on this long and hard,” Cameron says, slamming his cock into me even faster and harder. “Don’t come back until tomorrow.”
“Alright,” Ben says, sounding disappointed.
A few seconds later, Cameron quickens his pace even more.
“You almost got me into trouble,” he tells me, as I feel his cock pulsing inside me. “You are a very, very big risk for me to take.”
He groans, and I can tell he’s about to come. At the same time, I can tell that this orgasm of my own is coming on even harder than the last one.
“Tell me to come for you,” he says, holding my hair back and making my head hang down over his desk as he bangs my pussy hard and fast.
“Please, Boss,” I say, moaning along with him as both of us come together. “Please come for me.”
He thrusts a few more times and then takes his cock out of me. He hits my pelvis and then my pussy with it a little bit.
“You’re a very dirty girl,” he says. “I can’t believe the things you make me do.”
“But you like it, right?” I ask him, as he looks around for his clothes.
He looks at me slyly, like he doesn’t want to admit it. But I know he likes it.
“I’ll see you tomorrow, Ruby,” he says, as he begins putting his shirt back on. “I still need to train you to be a better assistant. You need to be more compliant. Have more respect for your superior.”
“Okay,” I tell him, feeling a mix of both excitement and nervousness.
“Tomorrow we’ll do this same thing after work, to further your training.”
He unties my wrist and winds the tie back around his neck. I love that he’s wearing the item he just used to tie me down with.
“Okay,” I agree, silently willing him to do whatever he wants with me.
Take me. Teach me. Train me. Please, Boss.
“The only thing I want you to say tomorrow when we do this again is one of three things. ‘Yes, Boss,’ ‘Please, Boss,’ or ‘More, Boss.’ Do you understand?”
“Yes, Boss.”
I nod, signifying that I do understand and that I’ll do whatever he wants me to do.
I’ve begun getting dressed and his eyes travel up and down my body, as if he wants one more look at me before my clothes are back on.
I love how he looks at me. How he touches me. What he does to me.
The way he makes me feel powerless but also whole. The way he knows what I want before I even know what that is myself.
I thought I just wanted him to take my virginity. But I already know that isn’t enough. Nothing will ever be enough. I like this new plan of his.
He’ll be my boss and I’ll be his office slut and I’ll beg him for more no matter what he does to me.
And it won’t even be an act. Because I want him to keep this up. I love it and don’t want it to stop. Maybe it can actually turn into something real, like what Madilyn has found with Asher.
If I don’t go and fuck it up first, like I also do. If he doesn’t find out my deep dark secrets and decides he hates me.
Please don’t find out. Please don’t hate me. Please keep doing whatever you want with me.
“So, I’ll see you tomorrow then,” he says, as he finishes buttoning his shirt and I smooth the wrinkles out of my skirt. “For further training?”
“Please, Boss.”
Chapter 15 – Cameron
THE NEXT DAY
I popped Ruby Mansfield’s cherry.
It’s all I can do not to shout it to everyone in the office. I can’t wait until later tonight when I can have her again.
This isn’t like me at all. Part of me was afraid that once I had her, I would get tired of her. The conquest would be over.
But instead, I just want more of her. I want her all the time.
I love how feisty she is. How spunky. She makes me want to tame her. Claim her. Make her mine.
I am really fucking in over my head. How am I ever going to concentrate on work with Ruby so close to me? She’s such a fucking tease, walking around flirting with me all day. All I want to do is touch her, taste her, take her again.
At nearly noon I decide to go to Asher’s office. Maybe telling him about the toy company will take my mind off of Ruby. I could use any distraction at this point.
When I get to Asher’s office, Madilyn is there. She’s getting ready to leave but her clothes look wrinkled and both of them look like they just got caught stealing cookies out of a jar.
“As I was saying,” Asher says to Madilyn, as though it’s clear he wasn’t saying anything at all. He’s just trying to cover up whatever it was they were actually doing. “We’ll reconvene later to talk about that.”
“Okay,” says Madilyn, smiling demurely at him as she leaves the office.
She nods to me on her way out and says, “Cameron.”
I shut the door behind her.
“You really couldn’t wait until after work?” I chastise him, nodding in the direction that Madilyn had just gone.
“Oh, look who’s talking,” Asher says. “I see the way you look at your new secretary. Ruby, is it? It’s clear you’re on the ‘Ruby Don’t You Wanna’ bandwagon like all the other single partners are. I’m starting to wonder if it’s not a little too coincidental that she’s your secretary now.”
The hair on the back of my neck stands up. I’m pissed that he’s implying I promoted Ruby to secretary to sleep with her. But more than that, my fucking possessive streak is coming out. How dare he mention her nickname among other guys.
“For your information, it was your little Flavor of the Week who decided to hire Ruby, not me,” I tell him.
“My Flavor of the Week?”
Now it’s Asher’s turn to look offended.
“Look, Cameron, you know I’m not as much as a player as you are, but that I do like to rotate my… longer- term commitments,” Asher says, straightening the knot in his crooked tie. “But I have to tell you. You aren’t going to believe this but Madilyn is something entirely different. I don’t think I’ll be rotating this one.”
“Yeah fucking right,” I scoff.
Asher has tried to tell me similar bullshit about Madilyn for a while now but I don’t believe him.
“You’re just in the throes of the honeymoon stage,” I tell him. “You’ll get tired of her like you do all the rest.”
“It’s been months,” Asher says, as if that’s a long time.
And I gue
ss for a guy like him, it is. His former pets had probably started losing their luster long before this point.
“What’s so special about that?” I ask him.
“Are you kidding? She’s the hottest girl I’ve ever seen. Tell me you don’t think she’s hot. No, wait—” he holds up a finger— “Don’t. I don’t want to know you think she’s hot. I don’t want to even think about that. I know every guy around here wants to do her. But I don’t need to hear about that. Because she’s all mine.”
Asher certainly is sounding like he’s more into this girl than the rest. Usually he’d be bragging about his conquests and talking about who is next in line. And sure, Madilyn is attractive but he’s talking about her as if she’s a supermodel.
“So really,” I ask him. “What is it? Why are you so into her? Aside from her looks”
He shrugs.
“There is no aside from her looks, for one thing,” he says. “Those curves. That ass. Those breasts. Everything is amazing.”
I can’t help but feel like he’s describing Ruby. I feel exactly the same way about her. But I’ve never heard Asher say the word “breasts” instead of “tits” when describing a woman, so he really must be into Madilyn.
“Second of all,” he says. “She’s just so refreshingly different. She challenges me. But she won’t let me go. You know I tried to replace her with another associate because she wasn’t letting me have my way with her and it was like night and day. That other one thought she was hot stuff and tried to make fun of Madilyn for not being a size 0 or whatever and Madilyn basically just blew it off. She isn’t concerned about superficial things or getting into drama with other women. She’s confident in how she looks, as she should be.”
I just look at him, thinking, what the hell have you done with my friend?
“Well, I’m happy for you, that you really think you’ve found the one and all that,” I tell him, with a shrug. “I really am. I just worry how this will affect the firm. You and your former mentees used to have a certain… understanding. Afterwards you’d go your way and they would go theirs with no hard feelings or any of that. But now what will happen if you’re in an actual relationship and it doesn’t work out? That could really affect things here at the firm.”
As I’m talking to him, I fully realize I’m talking to my fucking self. I’m not that oblivious. But unlike Asher, a work “relationship” of any sort is new to me. I don’t know how things will end up with Ruby or how it could affect me at the office. This is the exact reason I’d sworn never to do something like this, and I know I’m just taking out my frustrations on Asher to ease my own fears.
“Don’t worry about me, Ron,” Asher says. “You know I’ve always been just fine.”
And he’s right. He has always been more than just fine. He may have been born with a silver spoon in his mouth but he has sure turned that silver into gold. And I’ve turned the old, broken plastic spoon I was born with into something a lot shinier and valuable myself. We’ve helped each other. I should just be happy for him.
“Okay, well then don’t worry about me or my decisions either,” I tell him, handing him a print-out of the financial information that Ruby had put together for me on the toy company.
“What is this?” Asher asks, reviewing it.
“That’s Damien Hudson, the toy company owner’s, businesses and his total revenue,” I tell him. “He’ll definitely have enough money to hire us. It won’t be pro bono like you were thinking.”
“Where did you get this?” he asks.
He looks a bit skeptical but overall, he looks impressed. Good old Ruby.
“One can find out a lot about someone online,” I say cryptically.
“Well congratulations on landing such a huge client,” Asher says. “Now we just have to get Judge Baez off all those cases and we’ll be fine.”
“All the motions got filed this morning,” I inform him. Another good deed of Ruby’s.
“Really? That quickly? Even with Shirley just leaving?” he asks.
“Her replacement is quite talented,” I tell him.
He raises an eyebrow at me, wondering if it’s a double entendre.
I’m not going to confirm or deny. Asher can have his fun at work and his not so hidden secrets, so, why can’t I?
Chapter 16 – Cameron
It’s late when I finally get to the file room. I’d instructed Ruby to meet me here, and here she is, sitting in the corner again, reading her poems.
I shut the door a little bit but leave it a tiny bit open. I liked it when we almost got caught yesterday. It was thrilling.
I don’t think anyone’s at work this late, and certainly no secretaries or other underlings who would need to file anything or otherwise use the file room. But you never know. Someone might be in here, walking by, catching us in the act.
“There you are,” I tell her, looking down at her.
All I’ve wanted to do all day is take her. In this room where she first crawled on her knees to me and sucked my cock. In this place where she loved to hang out before she started working for me.
“Yes, Boss.”
I’m glad she remembered my instructions from yesterday.
“I need you to walk over to the filing cabinet,” I tell her.
“Yes, Boss.”
She obediently walks over to the large set of drawers and just looks at me.
“Turn around and face the cabinet,” I tell her.
“Yes, Boss.”
I can’t take it one second more. She was teasing me in that skirt all day.
“Do you want to take off your skirt for me?”
“Please, Boss.”
She drops it to the floor and her bare ass cheeks are on display for me. Only a tiny piece of cloth separates her ass from my view.
“Bend over and look through the files for me,” I instruct.
“Yes, Boss.”
She rifles through the files, her ass sticking up and begging me to take it.
“Would you like me to tie you up again?”
“Please, Boss. More, Boss.”
I walk over to the utility cabinet and take out some rope. Then I walk over to her and tie each of her wrists to a side of the drawer. The drawer has a hole on each end that makes it perfect for this purpose.
Now she’s bent over with her ass up in the air and she’s tied down in that position. Now she is mine for the taking.
I quickly take off my pants and put on a condom. I hold onto her hips and grab her ass. Then, when I can’t stand it anymore, I slide my cock into her wet and welcoming pussy.
“You like it when your boss fucks you in the filing room, don’t you?” I ask her.
“Yes, Boss,” she says, as I fuck her harder.
“Do you want me to keep fucking you like this?”
“Please, Boss. More, Boss.”
I thrust myself in and out of her, until she’s coming on my cock.
“Yes, Boss, Yes, Boss,” she says, her voice rising as her pussy gets wetter and wetter. I put my hand over her mouth and tell her, “Shhhhh. We can’t get caught. We’ll get in trouble. You’re a naughty little secretary.”
She must really like this last part because I feel her juices flooding onto my cock while she says, “Please, Boss. Yes, Boss. More, Boss.”
She’s finally given into me and is doing exactly what I want. I’ve trained her. I’ve made her mine.
Chapter 17 – Ruby
Previously, I had thought that yesterday was the best day of my formerly completely inexperienced sexual life but today tops it. I liked when Cameron tied me to his desk chair and fucked me silly. But being tied up here in the filing room is even better.
Part of me can’t believe he is risking everything for me. But I think he likes having me out on display, where anyone could walk in and catch him fucking me.
I’m not sure what exactly would happen if we are caught. He’s the boss here so I’m sure he could make some things go away. But I also know it would be hea
vily frowned upon. So, the thought of being found out is a forbidden thrill for me and I know it has to be that way for Cameron too.
Why else would he take me here in the filing room, with the door partially open?
The orgasm I just had is even better than the ones I had yesterday. Cameron slaps me all over my ass and I keep thinking he’s going to want to fuck me in the ass.
I’m ready— I want to give him every part of me. But I know better than to ask him. Plus, I can’t ask him even if I wanted to. He’s instructed me to only say a few phrases and I’m not going to disobey my boss.
Cameron slides his cock back into me and pulls me close to him. The blood is rushing to my head from being tied down in this nearly upside down position. But I don’t care.
I like how my ass is up in the air for him. I like how he’s make me do whatever he wants me to do.
He thrusts in and out of me, his cock getting harder and fuller inside me. He fills me all the way up and I’m moaning again, crying out, “Yes, Boss, Yes, Boss, Please, Boss.”
Please, Boss. Keep going. Keep making me yours.
“I’m going to come,” he whispers into my ear. “Ruby, you’re going to make me explode.”
“Please, Boss,” I whisper, on the verge of coming again myself.
Even though I’m feeling the rush of another great orgasm starting to roll its way through me, I’m also feeling the anticipation of wondering what else will happen next.
Cameron is really into fucking my pussy and doesn’t seem to want to have anal sex. Or at least not today.
I’m a little disappointed but also a little relieved. The thought makes me a little scared, because I know it will probably hurt. But the thought also makes me excited. Because I want him to do anything he wants with me, even that. I want to give him my entire body and I want him to take all of me.
He stuffs his cock even further inside me, and its pulsing makes me relax and give into the approaching climax. It completely takes over my body. I’m nearly embarrassed as juices spill out of me.
I think I might actually be squirting. I’ve heard of this happening, but I didn’t know that it actually did.
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