Madilyn St. Clair: Yes, Boss.
I lightly place the feather up against my nipple. It instantly stands at attention. I rub the feather up and down, loving the soft and fluffy sensation against my skin.
Asher Isaacs: And the other one.
I unsnap the other bra covering and move the feather back and forth between both of my nipples.
I’d forgotten to type my complicity, but then I remember that he can hear me, so I say, “Yes, Boss,” out loud.
Asher Isaacs: Are you ready for your training session?
“Yes, Boss.”
Asher Isaacs: Put the feather in your mouth and come to me just as you are. Don’t cover yourself. You’re all mine. And I don’t care who knows it.
What about you? I want to ask. Are you all mine too?
But I don’t.
It’s his turn to be in charge and I’m just glad he’s back. I’ve never felt so compliant or submissive before. But I’ve never enjoyed any other feeling this much, either.
I take a deep breath but I say “Yes, Boss” and stand up obediently, before he gets angry. I don’t want to do anything to ruin this upcoming encounter that I had been fearing wouldn’t happen. And that I hope will still happen.
I walk quickly to the elevator, with the pink feather in my mouth and my nipples exposed to whoever might pass by. Luckily, it’s still early, and no one’s around.
But there’s no way that Asher could know that. He’s taking a big risk and he obviously wants me in on it. I suppose he can pull strings if I’m caught but my heart still pounds as I head up to his floor.
The air conditioner blasts my nipples, causing them to stand up even straighter still. It blows my feather every which way.
I’m afraid of an early appearance by a secretary— I know that some of them come in after their kids leave for school, and leave early in the afternoons to pick them up— but no one’s here. Perhaps Asher has a way to tell them not to come in yet. Or perhaps he just doesn’t care.
I think about the phone call from his “wife” and turn cynical. I’m sure that knowing that someone can catch us is all part of his sick and twisted game, just like I am.
And yet, I’m so excited as I approach his office that I almost float right in. The door is open, and when he sees me he nods. It’s a quick gesture— his eyes move down to the floor and back up again— but I know what he wants me to do.
I shut and lock his door and then I get on my hands and knees. With the feather still in my mouth, I crawl across the floor to his desk.
“Very good, Pet,” he says, tilting my face up to his.
It’s obvious that he’s impressed.
He takes the feather from my mouth and rubs it on my breasts, much like I was just doing downstairs, except that now it feels even better. I shiver, and he says, “What have you learned about the Schwartz Capital case in my absence?”
“The company was incorporated in 1992,” I begin, as he smiles and takes one of my nipples in between his fingers. He rubs my nipple while also brushing it lightly with the feather.
Now he’s as obviously impressed by my case knowledge as he was by my submission, so I continue my litany of facts. At one point I say, “The co-founder’s son and cousin had a difference of opinion as to how…” and he pinches my nipple, hard, causing me to stop mid-sentence.
“Owww!” I exclaim.
“The co-founder’s son and nephew had a difference of opinion,” he corrects me.
“Yes. Sorry, Boss.”
I continue reciting the facts I’d memorized, as he strokes my nipples approvingly.
“Stand up,” he says, although I’m not done reciting.
“Yes, Boss.”
He unbuttons the rest of my blouse and then removes it. He looks at my breasts as if he’s going to return to fondling them, but instead he unzips my skirt and lets it fall to the floor. I’m only wearing his lingerie and my heels.
Then he unsnaps the covering on my panties.
“You’ve been wearing this the whole time I’ve been gone?” he asks me.
“Yes, Boss.”
“What a good little pet,” he says, running a finger along my pussy. “You’ll be rewarded for your loyalty.”
I stare back at him, trying hard to catch my breath.
I want him to pick me up and lay me down on his desk, but I know better than to make any requests.
He says, “Turn around.”
“Yes, Boss.”
“And continue.”
“Yes, Boss.”
It’s getting harder to remember everything I’d learned about the case. All I want is for him to lay me down on his desk and fuck me. But I do my best to continue with the background facts.
He pulls my thong over to the side, so that I’m completely exposed to him.
My back is mostly turned to him, but I can see a bit with my peripheral vision and I’m pretty sure he’s removing his tie. Just when I think he’s going to undress and finally take me, he surprises me once again by tying one of my ankles to the leg of his desk.
“Keep telling me what you’ve learned,” he commands.
“Yes, Boss.”
I begin to talk about the proceedings in the case, starting with the Complaint being filed. It’s not exactly pillow talk, but it seems to be doing the trick. I can hear his breath quicken behind me.
He walks over to a door that appears to be a closet, where he must keep extra ties and blazers for court. He comes back with two more ties and ties my other ankle to the leg of his desk chair.
Then he tells me, “Lean forward” and I obey. He walks around and ties my arms to the chair in front of the desk.
“Very good,” he says, looking into my eyes, as I continue to talk about the motions and pleadings that have been filed in the case.
He walks back behind me and sits down in his chair. My pussy is exposed directly in front of his face. He begins to slide the feather up and down my clit.
“Oh my god,” I say, leaning back and enjoying the sensation.
“Bad Pet,” he says, slapping my ass.
“Ouch!” I cry out.
I’ve never had my ass slapped so hard before. The only other time was the last time that Asher spanked it, but this time is different. It feels hard and possessive and commanding. It stings.
“What is the current status of the case?” he asks me, as he returns the feather to my pussy.
“A motion to dismiss has been filed and briefed, and set for oral argument,” I respond.
“That’s right, Pet.”
He puts his mouth on my clit and licks gently, where the feather had been. My pussy shakes. My entire body shakes.
“Continue. What is the best argument against the motion to dismiss?”
I can barely think. My legs wobble underneath me. I had typed up a whole outline of arguments, yet had left it unprinted on my computer because I hadn’t known Asher would be here and would call me into his office. And it’s not like I’d be able to look at it anyway, all tied up like I am.
“Continue,” Asher says again, and then he slaps my pussy.
“Oh my god.”
I feel pain and pleasure, mixed together. I want him to fuck me, and keep slapping me, all at the same time.
“I mean, yes, Boss. The best argument counters the statute of limitations time bar by stating that the claims didn’t arise until after the son and nephew began fighting…”
“Very good, Pet,” he says, sucking on my clit while using the feather to play with my pussy hole.
I continue with my arguments, now that I can remember them, and his finger travels to my ass hole. He lets it linger for a minute, but then decides to put it into my pussy hole instead.
I’m both relieved and intrigued.
“Have you ever wanted to be fucked in the ass?” he asks me, his tone casual and everyday-like, as if his question is relevant to something I’d just said.
“Not particularly,” I tell him honestly.
I’ve alw
ays felt really weird about the whole asshole area, but I leave that part out. I have a feeling he’ll expand my horizons about that, just like he has done with everything else.
“I took my little pet’s virginity and now I need to take her anal virgin,” he says, lightly biting on my clit while fingering my pussy.
He rubs the feather on my asshole and sucks on my clit.
“Oh my god,” I tell him, and then he slaps my ass, hard, and says, “Continue your argument.”
I do, as well as I can because I’m close to coming. I hope he lets me reach climax. I try not to let on how badly I want him to make me come.
“I need to punish you for being a bad pet,” he tells me. “I need to take something else from you today. You need to tell me how much you want me to.”
“Please, Boss,” I tell him, my legs trembling as he eats my pussy. “I want you to take me.”
I’m not sure what he thinks I need to be punished for. If anything, he’s the one who needs to be punished. But I’ve missed him so much and my desire for him is so great that I can barely think straight. I let him do what he wants.
“Do you now?” he asks, as I feel my juices gushing into his mouth. A warm shiver runs through my entire body as I come all over his face.
“Do you want to make me come like I’m making you come?” he asks me, in between licking up my wetness.
“Yes, Boss, please,” I beg.
I lay my head down, panting on his desk.
“Please what, Pet?”
“Please fuck me. I’ll do anything you want. Just fuck me.”
Chapter 35 – Asher
I stand up, tasting Madilyn’s pussy juices on my lips. I look down at her supple ass, still red from where I’ve slapped her, and her open, inviting hole.
I still tell myself not to take her— to make her wait longer— but my impatient cock presses up against her naked body, growing harder by the second.
I hadn’t planned on any of this, and that isn’t like me. Sure, I wanted to tie her up and tease her. To find out how much she’d missed me, to see whether she was still willing to do what I wanted after I’d been gone and to punish her for letting her wimpy ex-boyfriend give her flowers.
But I hadn’t wanted to let myself go to this extent. To give in to my every whim for her.
She has an effect on me like no one else ever has. I both love and hate it at the same time.
She’d surprised me, by crawling to me on the floor like that. By having my lingerie on even though it was impossible for her to know when I’d be back. She’d begged me to fuck her. And she’d even offered up her anal virginity.
I can’t take that, can I? I’m already too far ahead of myself.
But I’m too far gone to stop now. I picked the very best pet this time and I’m not sure what she’s doing to me. She doesn’t even know it— I hope. But all I want is this.
I take off my pants and underwear and press my cock up against her wet pussy.
“I want to…”
I stop, and reach into my desk drawer.
Fuck, Asher.
This isn’t like me at all.
“I’m going to fuck you now,” I tell her. “And you’re going to let me.”
“Yes, Boss,” she says obediently.
She’s so fucking obedient. I love how much she wants me. I can’t believe I was about to say I wanted to fuck her raw. Naked. Bare. Without protection.
I’m breaking a lot of rules, but that can’t be one of them. I’ve had pets beg me to come inside them. They’ve told me they’re on the pill, they have an IUD, they have some condition that prevents them from getting pregnant.
But I never take any chances. I know from everything I went through with my ex-wife that getting someone pregnant, or even trying to, is way too big of a responsibility. It opens emotional floodgates that I’ve worked so hard to close again.
I’m not going to go back there again. Not for anyone. Not even for her. For Madilyn.
Even though she’s the first girl I’ve been with who makes me want to.
My cock pulses. Damn, how it wants to pound her pussy raw. But I make sure to wrap it up, before pushing it into her perfect hole.
“Yes,” she says, and I reach over and grab onto her tits.
I thrust in and out of her, taking what I’ve wanted— what’s been mine— since the moment I saw her. I hate how good it makes me feel. I reach back and squeeze her ass, punishing her for making me want her so badly that I had to break down and take her.
“Your cock feels so good in my pussy,” she says, and I feel her getting even wetter as she moans. “I’m coming on your cock, Boss.”
“Come on my cock, Pet,” I tell her, as it pulses and throbs inside of her. “I’m going to…”
Spill my seed inside you, I almost say, but I catch myself. I breathe a sigh of relief that the condom is on but I still rip my cock out of her pussy anyway.
“I’m going to fuck your ass,” I tell her. “You’ve been a bad pet and I have to punish you.”
I reach down on the floor to where my belt is. I spank her ass once, twice, three times with it, and she jumps a little higher each time.
“Do you like when I punish you?” I ask her.
“Yes, Boss,” she says, her eyes squeezing back tears.
“If I get too rough, just tell me to stop,” I tell her. “I don’t want to punish my pet too harshly.”
“Yes, Boss,” she says. “But I like it.”
“You do?” I ask, and hit her again with the belt.
Whap.
“Yes,” she says, as the isaacs I’m making on her skin redden.
I squeeze the areas that appear, claiming her as my own.
“I don’t know why I’m being punished, Boss, but you’re free to do with me what you want.”
“Good,” I tell her, as I thrust my cock into her ass hole.
“Ow,” she moans, but then she breathes deeply and relaxes, allowing me further in.
“Because I wanted this. Your ass. Your anal virginity.”
I play with her clit with one hand and her nipple with my other and feel her come again while I fuck her ass. I thrust my cock in and out her small ass hole, tearing it up.
“Oh my god, Oh my god, Oh my god,” she moans, and I love the sound of her pleasure mixed with pain.
I love it so much I’m going to come.
“Holy fuck,” I shout, as I let my load loose inside her.
She moans, and I walk over and fall back into the chair, not even bothering to pull up my pants. I’m exhausted. I’m spent. And I know I’m way too into Madilyn St. Clair to back out now.
Chapter 36 – Madilyn
I walk into work excited for what the day will bring. Last night after we had sex Asher told me that he needs to talk to me about some things but that we should both go home and catch up on sleep first. He said he wants to take me to dinner tonight.
I hope what he wants to talk about involves his “wife.” But I’m also so happy to be going on a real date with him that I don’t really care what we talk about.
As soon as I get into work, Monique tells me that my real office will be ready to move into by the end of the week.
I have a feeling that Asher’s behind this move— as he is everything at the firm, or at least everything that affects me— and so I log onto the firm’s instant message program.
In the back of my mind, there’s a big fear that being with Asher can have negative repercussions on my career. It’s funny, because at first I was afraid that everything had been building up to the last hurrah— sex in his office— and, as much as I’d wanted it, I’d feared that as soon as he took my virginity, that would isaac the end of our “relationship.”
Instead, I feel that it isaaced the beginning of something. The beginning of us.
And if nothing else it’s isaaced a phase in my life where I’ve learned the power of letting go, of giving in to something I want so badly but that I would have been afraid to take in the pas
t.
It feels good to not only be the over achieving associate anymore. It feels good to be the boss’s pet, to let him tell me what to do, and to do it with eagerness and submission.
I know that Asher’s too prideful to admit it, but he’s smitten with me. And the feeling is quite mutual.
I don’t fool myself that I can be different from his other string of mentees— all right, sometimes I do. I don’t fool myself that I can change him, soften him— all right, sometimes I do.
But I do know that he has a certain weakness for me, and that he and I are already different than he and any other former pet. It’s been quite a rollercoaster ride but I’ve been a happy passenger.
I decide to just assume that he’s behind the office move, and to thank him over instant message.
Madilyn St. Clair: Thanks, Boss.
Asher Isaacs: No sweat. I figured you’d need your own, quiet space to get ready to argue the upcoming hearing in the Schwartz Capital case.
Madilyn St. Clair: Really?
I let out a squeal, and then turn around wondering who heard it. Some other paralegals shoot me annoyed glances, but many of them have headphones on, translating dictation, or they’re too busy typing away to be bothered by my outburst.
I don’t know of any other new associate who would be given such an opportunity. I can’t believe I’ve gone from summarizer of Janice’s deposition transcripts to head arguer at a big dispositive motion hearing for an important client of Asher. And from new, ostracized associate to his mentee.
Cankles and all.
Asher is definitely good for both my professional and personal life. And I know he feels the same about me.
Madilyn St. Clair: Thank you, thank you, thank you, Boss!
Asher Isaacs: You’re welcome, Madilyn. Anything for you. Also, true to my word I’d like to take you to dinner. At the Alcove tonight at 6:30 pm. I've made reservations.
My entire body tingles with anticipation of an actual date with Asher. I can’t help but think that this means we’re taking things to an entirely new level. I’ve been his pet for a while now, but does he want me to be something more as well?
SEAL's Virgin: A Bad Boy Military Romance Page 27
