Work Text:
“Ms. Barkley?” Your voice carried farther than you thought it would as you swung open her office door. Instantly, you were taken aback by how large the room in front of you was. It seemed as if Jennifer Barkley’s office took up the entire top floor of the building.
Looking across the room, you saw the brunette in question shuffling through various papers on her desk. Behind her was the biggest window you’d ever seen. It took up the entire back wall, and it let in enough natural light that at this time of the morning, the large chandelier on the ceiling didn’t even need to be lit. You couldn’t help but fantasize about the sunsets you’d be able to see from that view.
Jennifer scoffed at the sound of your voice, but refused to look up. “Unless you’re bringing me my 9:30 coffee, I don’t want to hear it.”
“I’m here on behalf of Ben Wyatt, I -” You tried to recite the explanation that you had practiced a million times in the elevator on the way up to her office, and yet you were interrupted before you could finish. “Didn’t you hear what I said? Do you have my coffee or not?”
“No, Ms. Barkley, I have a message for you from Mr. Wyatt. I’m just an intern; he’s been booked with clients all day and hasn’t been able to reach you himself.”
“Okay, ‘ just an intern .’ How about you do what interns do best, and go grab me my coffee. Triple cream, no sugar. And if you could pick up some spiced rum while you’re at it - your incessant whining has ruined my morning me-time, and now I need to take the edge off.” She placed the back of her hand to her forehead dramatically, as if your mere presence in her office was giving her a headache.
“I just… Ben Wyatt told me that I had to relay this message to you. I’m just doing what I’m told.”
She remained focused on the papers in front of her, her gaze never meeting yours. “Babe, if you don’t leave my office right now, I’m gonna have to put you to work. Now ‘do what you’re told’ and scram.”
The pet name sent a shiver down your spine, yet you chose to talk back. “Haven’t you put me to work already? By asking for me to get you a coffee, I mean.”
Finally, Jennifer looked up at you. Her icy blue eyes glared into your own, making you regret the remark you’d just made. You knew that it was rare for Jen to be truly angry, but when she was, everyone paid the price. Why couldn’t you have just kept your mouth shut and gone to get her a coffee?
“Come here.” Jen ordered, making you gulp. She pointed at you accusingly.
“I’m fired, aren’t I.” The question came out as more of a statement, as you knew that pushing boundaries in a position as low as “intern” meant an easy termination. Interns at the Barkley Group came and went just about as fast as the days did.
Instead of receiving a stern “yes,” like you’d expected, Jennifer smirked at you. “Oh, honey… no,” she said while grabbing your chin with her thumb and forefinger. Her hand pulled you closer to her, and she swivelled her chair so that you were practically leaning over top of her. You instinctively grabbed onto the arms of her chair to keep from falling into her lap. Slowly, Jen brought her lips to your ear and continued. “I’ll just have to skip out on the alcohol this morning, and relax myself in another way.”
Once again, you shivered, feeling very small in her presence. “Wh-What do you mean…?”
“You’re not very bright, are you, dear?”
Before you could answer, Jennifer spun you around so that you were bent over her desk. Her strength surprised you, as she always looked like she let others do the heavy lifting for her. Your brain tried to mull over that thought as a distraction to the aching you suddenly felt between your thighs, but your ruminations were quickly interrupted by a sharp slap to your ass through your slacks.
“I think it’s time we learned what happens to subordinates when they talk back to Jennifer Barkley, don’t you think?” The question was clearly rhetorical, as once again Jen’s hand smacked your backside with full force. You moaned, but quickly bit your lip with regret.
“Oh, you like that, don’t you? You like being spanked by your boss, huh?” Jennifer grabbed a fistful of your hair and pulled you up; your back was flush against her button-down, your ass pressed against her pelvis. Moving slightly, you noticed something hard underneath her pencil skirt. You gulped as she moved her lips back up to your ear. “If you like that, you’re going to love what else I have planned for you, slut.”
Her hand released your head quickly, sending your body back down onto the cold wood of the desk. You heard an unzipping noise, followed by another sharp slap to your backside. Then, you felt cold air hit the bare skin of your ass as Jen swiftly yanked your slacks and your underwear down to your ankles. She leaned on top of you, so that her lips were close to your ear, and a familiar silicone material pressed against your core, making you groan. “You’re lucky you’re pretty.” Jen whispered, then licked a slow stripe up the side of your ear. She blew on it gently, and you shivered.
You knew what Jennifer Barkley wanted from you… and you’d be damned if you said you weren’t going to give it to her.
Jennifer pushed herself off of you, refusing to give you any further instruction than to stay bent over and vulnerable on her desk. You craned your neck to look back, only to find her adjusting the harness of a thick strap-on over her hips. You gulped, arousal already dripping from between your legs. Somehow, you found it within yourself to talk back to her. “Is… is… is that…”
“ Is… is… is…” Jen mocked your stammering, though she refused to make eye contact with you as she eyed the artificial cock protruding from her pelvis. She placed one hand around the base, and let a long dribble of spit fall from her mouth onto it. She moved her hand up and down, coating the toy. Finally, her eyes were on you; her hands back on your ass. “Stop asking questions. Mommy knows what’s best for you, after all.”
Without letting you react to the pet name, Jen thrusted the toy deep into your pussy, bottoming out completely inside of you. You winced with both pleasure and pain, a guttural moan leaving your lips. Again, Jennifer’s hand connected with your ass. She made no effort to keep thrusting into you; instead - keeping her hands tight around your hips - pressed your bodies together and moved backward, so that she was sitting in her big office chair and you were sitting on her lap - sitting on her cock .
“Do you know what to do from here, intern? Or am I going to have to explain that to you, too?” Her tone was harsh, but the grip she had on your hips was harsher. You whimpered, and began slowly bouncing up and down on her strap. You felt her hands let go of you; watched as they moved to tightly grip the arms of her desk chair. Jennifer growled. “Mmm… do you like that?”
“Yes…” you responded quietly, resulting in another smack to your ass. You were losing track of how many times she had done that already; you knew you would be sore when she was done with you. “Yes what?” She commanded.
“Yes, mommy, yes! You feel so good inside of me!”
“That’s my girl. So desperate for me, so needy…” Her left hand reached around your body and found its way between your legs, teasing your clit softly and slowly. Again, you whined, and her other hand returned to your waist, helping to guide each of your thrusts.
Suddenly, she stopped, forcing the strap to once again sit all the way inside of your dripping cunt. Her hand moved lazily against your clit, and you were too afraid to try to keep moving against her. “Please, Jen… M-Mommy, I mean… please…”
At the mention of her name, the desk chair spun around, and suddenly, you were facing the Washington D.C. skyline - your pussy still throbbing around her cock. “Such a pretty view, isn’t it, darling?” Jennifer crooned into your ear as she snaked your hands down the front of your body. Her fingers worked to quickly open the buttons on your white button-down.
Jen pulled the shirt off of you, kissing your newly exposed shoulders as the article fell to the floor. “I bet this is the first time you’ve seen this city in all its glory, huh?” She said while unclasping your bra. That, too, was tossed to the floor. “Well, baby, I think it’s time we give Washington a little show, don’t you?” And with that, Jennifer pushed herself up from her chair, the momentum causing you to stumble toward the large window in front of you.
She easily matched the speed of your fall, her strap still buried inside of you as you were pressed into the glass. Your nipples hardened against the cold surface, and your hands, where they had found themselves pressed flatly against the glass, were yanked behind you. Just as quickly as you had gotten into that position, Jennifer began pounding her strap into you, your body pressing harder and harder into the window. Your wrists burned from where she held onto you, using them as a type of handle to deliver her thrusts harder and harder. Your legs shook profusely, though all you cared about was the way Jen felt inside of you.
You couldn’t help but wonder how visible you might be to any passerby below; what a sight you’d be: your tits pressed firmly against the glass, your mouth frozen in a permanent “o” from how good your boss was fucking you. It turned you on, thinking about how anyone could be watching, from anywhere in the city. Jennifer did have the highest office in the tallest building in Washington, after all.
She kept pushing herself into you, refusing to let you cum until you were absolutely a mess against the window. Every once in a while, her hand would slap against your ass, making it redder and redder until you could barely feel it. Through long moans and sharp cries, you found yourself begging her to give you some sort of release. Tears fell from your face, staining the glass in front of you. “Please, mommy, let me cum… I need it… I need you to let me cum…”
“Oh, you need it now, do you?” Again, another smack. Her thrusts were becoming unbearable, but you absolutely did not want to find out what the punishment was for cumming without permission. Thankfully though, Jennifer’s hand reached around your body, and began circling your clit, just as she had done before. “Okay. Whenever you’re ready. Cum for me, my good girl. Cum for mommy.”
At those words, you came undone - aggressively. Your body shook with pleasure as Jen continued to push the strap in and out of your tight pussy, letting you ride out your high. Your moans echoed through the large office, until finally, she pulled herself out, leaving you gasping and bracing yourself against the window.
When you finally turned around, Jen was zipping her skirt up over the strap, ignoring the fact that it was still soaked with your cum. “Thanks for that, intern. ” She smirked, and left a gentle pat on your ass, making you wince. Then, she returned to her office chair as if nothing had happened. She focused on the papers in front of her, moving them back into place from where they had shifted due to your earlier activities. Though it had all just happened, thinking about it made you blush. Without looking up at you, Jen spoke once more. “Now. Put your clothes back on, and go get me that coffee that I asked for.”
For once, you did what you were told.