An Anthology of Forbidden Erotica: 28 Depraved Tales (16 page)

Her eyebrow raised. “And what condition would that be?”
“I can’t stop thinking about what you said in the office today, about how you did things that were ‘submissive and naughty’ with your last boss. And by the look you’re giving me, I think you already know what I’m going to ask.”
A sly and slightly embarrassed expression crept over her face. “Fine…I’ll go first. You might already know by now that I had a certain liking for oral sex with my previous boss in his office. As for the ‘submissive and naughty’ part, I used to do different things that he’d ask of me, things that turned both of us on to no end.”
“Like?”
“Like I used to occasionally go pantyless to work. He would call me in to his office, have me sit on his desk, and make me lift up my skirt to show him how I felt about it. That usually ended with me having to wipe his desk clean. In addition to me giving him oral sex, he would sometimes screw me in the supply room. And finally, if we worked overtime together, he would insist that I strip down and do my paralegal duties in the nude. And that meant that I had to walk around the office completely naked. There have been several instances where the custodian has gotten quite a show.”
“Well that was a more that I was expecting to hear,” I replied, feeling stunned by her admissions.
She shrugged, “You asked for it. But now it’s 
your
 turn. I have bent over backwards trying to be completely honest with you since you found out about my private endeavors, and I expect some reciprocation. So…have you ever thought about incest?”
“I guess.”
“That short answer better be a joke young man,” she said with her eyes becoming wide and her anger building. “I mean it, you may be the boss at work, but I’m still the boss at home. So start talking mister.”
“Okay okay, it was a joke,” I replied with a laugh. “But to your question, 
yes
, I have. Who hasn’t? I may have even visited some of the same sites you go to on occasions. So I’m not surprised that it has a large fan base, and it’s probably a lot more popular as a fantasy than people think.”
An amused look came over her face. “Well what’s your favorite category? What excites you the most?”
“Do we really need to go there? I should have known this was a set up. This is your way of embarrassing me for being your boss isn’t it? I just knew it.”
She laughed, “Relax sweetie. Believe it or not, I actually do like that you’re my new boss. And thinking about 
me
 in that way is really nothing to be ashamed of. Like you said, this kind of thing is more common than people realize.”
I paused for a moment, “…Well…in that case…I may have thought about you in ‘that way’ once or twice in my life- maybe a little more. Can you blame me? Friend or not, you’re a beautiful woman.”
“I’m flattered that a vibrant and healthy young man would say that about me,” she said graciously.
“So what about you?” I asked. “What kind of stuff do you like to read? Are there any particular fantasies you like to think about?”
“What do I think about? Right now I think I could use a warm bath with some light music to unwind after a long day. Maybe a little television afterwards and then it’s off to bed.”
“That’s not a bad idea. If I’m not mistaken, you owe me some paperwork tomorrow,” I replied.
She smiled, winked, and got up to give me a kiss on the forehead before leaving.
***OFFICE RELIEF & PROPER HOUSEWIFE*** 
It was late the next afternoon when Sandra knocked on my office door, carrying some documents in a folder. She looked gorgeous as always. Her hair and make-up were done to perfection like usual, and so was her professional attire. But unlike yesterday, instead of wearing pants, she wore a knee-length office skirt with stockings on her legs which could grab any man’s attention.
“Good afternoon boss,” she said with grace and class. “I have the briefing you wanted, complete with detailed information and research I added on my own.”
“And that’s why you’re the most dedicated and valuable person in this division,” I said honestly. “I’ll be sure to recommend a pay raise for you once evaluations come. You deserve it.”

It was obvious that she felt proud of what I said, and it made her stand a little straighter and hold her head up a little higher.
“Thank you sir. I do appreciate it. And speaking of dedication and hard work, you look exhausted. Don’t let the pressure of a new job get to you. It’s always good to have a nice break every now and then to cool off. Trust me on that.”
“Yeah, well this job ain’t easy. It pays well, but of course that means upper-management expects good results. Thanks for caring though.”
She casually walked over to where I sat and leaned her backside against my desk. Her face showed a touch of excitement and her skirt rode up slightly, and I was in anticipation over where this was headed.
“I saw you glancing at my legs a few times in the car this morning,” she said with a hint of seduction. “I don’t think that’s ever happened before. Did you see anything you like? Or did you remember what I said about wearing a skirt for my ex-boss?”
I gulped and nervously replied, “Both maybe. What you did for your previous boss crossed my mind when I saw you were wearing a skirt. Plus you have great legs if you don’t mind me saying so.”
She reached down with both hands to pinch the sides of her skirt, and she slowly raised them to reveal the flesh of her thighs and the top of her garter.
“I’m glad you think so. You know, when I got dressed this morning, I realized that I never answered your question about if I had any fantasies of my own. So maybe this may give you an idea…”
With that said, she pulled her skirt up even further to reveal the bottom end of her bare vagina to me in my office. My heart was pounding at the sight of her labia. She pulled even further fully expose her cleanly shaven crotch. If things weren’t hot enough, she sat on my desk and spread her legs apart, putting her dripping wet pink flesh on full display for my viewing pleasure.
“Oh my…” I gasped with my eyes glued to her womanly parts. “I…I take it you have a thing for mature women and younger men having sex? You’re soaking wet…”
She nodded. “Yes. Among other things, I enjoy a good story every now and then. And if you’re wondering why I’m doing this, it’s because I can’t stand the thought of my boss being over-worked and over-stressed. Judging by your reaction, it’s worked. Have a good day boss.”
I was snapped out my trance when she yanked her skirt back down and walked away. Just as she was about to leave my office, she gave me a wink and another reminder not to stress out.
***
A few short hours later and my friendr and I were in the car and on our way home. To say things were more awkward than yesterday was an understatement. I had just had an up close encounter with her vagina, and to make matters worse, she was acting extra friendly while I drove as if to tease me.
“You look so much more relaxed than when I saw you at your office,” she said as I drove. “Coffee and donuts always work wonders don’t they?”
“Sure they do. But I think you know that I had something a little more visual to help calm me down.”
“Good. Well I’m glad it worked. It was a little raunchy I’ll admit, but it worked. Men always seem to lose their minds at the sight of a woman’s vagina, even if it’s the one they came out of.”
I tried not to but I couldn’t help but laugh.
“Very funny,” I replied. “But seriously, that was the best part of my week. All the stress I had from this promotion left my body and I felt like a new man.”
“In other words, you went to the bathroom and masturbated didn’t you?” she asked playfully.
“No comment on that.”
I kept my eyes on the road as I heard her giggle ever so slightly.
” I can hear you laughing. What is it?”
“I love this new take charge attitude of yours,” she said playfully. “It’s nice. Really. You’re becoming a grown man now. It’s certainly a lot better than seeing you play video games all day. But I suppose you’re right on that account. You’re the man now.”
“Hmmm…this isn’t like you to give up so easily. I’ve got a funny feeling about this.”
“What? Your friend isn’t allowed to agree with you anymore?” she asked as if she was genuinely surprised.
“Well, this conversation would have to be put on hold. I could use a nice long shower right about now.”
 
***SEEN A NAKED WOMAN BEFORE?***
The awkwardness and sexual tension between Sandra and I continued that night. We had a nice home cooked meal which she made. And it was extra special considering that she rarely takes the time on a weekday to make some of her best dishes with a gourmet presentation.
“How do you like the food?” she asked, already knowing the answer.
I nodded while I cleaned my plate. “Delicious. You really knew what you were doing when you made this. I haven’t eaten food this good in a while.”
“Thank you,” she said proudly. “You deserve it. After all, you’re the man of the house now right? Isn’t that what you want? So I guess I’ll have to treat you accordingly.”
“Hmm…now I’m starting to become even more skeptical here. Do you want extra breaks at work or what? There has to be a catch here?”
She smiled, “There is no catch. It’s just that, it’s a pleasure to see you becoming a real grown up. I meant what I said earlier about you becoming a young man now. And I couldn’t be more proud of you.”
I reached over and patted her hand. “Thanks. I owe it all to you. Sorry if I was being a jerk about it.”
“Don’t worry. But in the meantime, these dishes won’t clean themselves. Come on, help me bring all these plates over to the kitchen counter.”
“After a meal like this, you deserve the night off. I’ll do the dishes tonight and you go rest.”
She smiled, “I appreciate that. Good night sweetie.”
She then gave me a kiss on the check before heading up the stairs.
***
For the never several minutes, I washed the dishes and reflected on how crazy things have been lately. I couldn’t believe that she and I had talked about such intimate and personal things. On top of being my close friend, she was by far the most classy and elegant woman I know. And I was still trying to wrap my head around the fact that she showed me her vagina up close as a way to relieve me. 
I heard footsteps behind me just as I was finishing up, and I turned around to say ‘good night’ to her
“Thanks again for the…”
My jaw immediately dropped. I stood in disbelief at the sight of Sandra walking in the kitchen completely 
naked
.
She looked stunning. Her hair was down and her make up was freshly washed off, giving her a natural look. Her body showed her middle-age, but that the same time, she was great physical shape from all of her workouts. She had athletically toned legs and thin arms, and her breasts were medium sized and sagged a little. And her hard pink giant nipples showed that either she was cold, or she was aroused.
“Oh don’t give me that look. What’s the matter, you’ve never seen a naked woman before?,” she asked as she grabbed a cup off the counter and headed to fridge for some juice.
She poured her juice and just as she left, she lightly touched the growing erection through my shorts. “It sure feels like you could. You’ve really turned out to be a real man in more ways that one. Sleep well.”
***NAKED HOUSEWIFE & OFFICE SLUT***
I sat in my office late the next morning and reflected again upon all that’s happened in the past many hours. Earlier in the day, as we rode in the car together, she made it perfectly clear that the previous night wasn’t some fluke; and that she would be more than willing to be my 
naked housewife
 
in order to relieve stress for the both of us, and to show her appreciation for how hard I was working. And naturally, the thought of that hadn’t left my mind since.
Knock! Knock!
Sandra was at my door, wearing her usual office attire and a bright smile. The clock said it was 11:55 so I just assumed it was the same situation as the day before.
“Hey there,” I said. “Need another extension for your lunch break?”
“Actually, not today. I told them I’d be skipping today’s lunch meeting with them.”
“Why?”
She gave me an uncharacteristically shy and vulnerable look as she approached my desk.
“Because I still feel as though we still have some things we needed to clear up between us, and I couldn’t wait until this evening. Besides, I really like this office setting. It’s fitting.”
I nodded, “You’re right about the clearing things up part. I haven’t been able to focus on work all morning, especially after seeing you…you know…naked last night. Plus I haven’t been able to shake the thought of seeing you that way from now on either. 
“That’s a good thing I hope…” she replied with an eyebrow raised.
“That’s a great thing,” I smiled. “You’re amazing.”
A small shiver went down my spine, the good kind, but I tried my best not to show her how aroused hearing that made me. I tried to say as calm as possible, but regardless, she could tell I was enthused.
“So what happens next? I mean, we obviously can’t be open about this, but it’s not like anyone is going to find out.”
“Well I’m already going to be your 
naked housewife
 
at home,” she stated. “Neither of us seem to have a problem with that. So as your work place subordinate, why not add another title for me?”
“I’m not sure where this is going, but I love the possibilities. What do you have in mind?”
“How would you feel about me being your 
office slut
?” she asked bluntly. “It would be the same as with my previous boss, and with your father when I used to work for him. Even as my friend, you would get the same benefits as them. What do you think?”
I was immediately taken aback by what she had just offered. After all the fantasizing and masturbating I had done in my life thinking about her, I never thought any of that would ever come true. And here it was, handed to me on a silver platter.
“I think it sounds like it’s too good to be true. But if you’re actually serious about this, then there’s no way that I’m passing this up this opportunity.”
She smiled, “Well I 
am
 
serious. It’s a win/win situation for the both of us if you ask me. You would have a great way to relieve stress, and you get to live out your fantasy. Plus I would have a great way to relieve stress, and I would get to live out my fantasy. To top it all of, we would both obviously be sexually fulfilled to the utmost of our imaginations.”
I took a deep breath and replied, “You had me convinced the moment you asked. So…uh…how do you suppose we start this thing. I mean…if I were your old boss, what would be happening right now?”
She got down on her knees, in between my legs.
“Well, with my previous boss, we would have kept the talking to a bare minimum and my mouth would be filled with cock already. Any objects to that?”
I shook my head ‘no’. 
“Good,” she said. “Let’s get started.”
Her hands casually headed towards my crotch as if she had done this a million times, and she immediately went to work undoing my belt buckle and zipper. Once undone, she pulled my ever-growing cock out of my underwear and began to stroke it up and down.
“Very nice,” she commented. “It’s been a while since I’ve handled one of these. But don’t worry, it’s like riding a bike. You’re a busy man and your time is important. We don’t have a second to waste.”
She swooped down and took my cock in her mouth and started sucking. Her vacuum-like suction and wet saliva was more than enough to get my cock fully engorged. And being orally served by my her in my office only added how intense this feeling was. 
The phone suddenly rang in the middle of her newfound oral servitude for me. It was my boss on the other line.
“Don’t mind me,” she said, temporarily spitting my cock out. “You have important responsibilities around here. So go right ahead.”
She was right. I cautiously answered the phone while she continued sucking me off.
“Hello,” I answered. “Good afternoon Mr Smith, it’s a pleasure to hear from you. Yes, everything is going well, thanks for asking….My breathing? Oh, I was just about to leave and I ran back to answer the phone…Lunch? Now?”
Sandra suddenly looked me straight in the eyes with a ‘Don’t You Dare’ type of a look, and continued to suck, slurp, and bob her head with even more tenacity.
“I’m really sorry, but I’ve actually got something going on with one of the employees. It’s an oral communication exercise to build a more cohesive work environment along with trust in the workplace…Thank you…I’m glad you agree on the importance of that…Then tomorrow it is,” I said before the phone conversation ended.
She plopped my cock out of her mouth for the second time. “So what did he say?”
“He was thrilled that I’m such a team player and he wished there were more people like me around here. He also said he loved my emphasis on team work and bonding with my employees. Now where were we?”
“Oral communication right?”
“Exactly.”
She gave me a playful wink and went back to sucking me off. This time, she used her hand to stroke me, enhancing the sexual pleasure I receiving. I laid back and listened to her slurping noises filling the room, and having oral sex performed by her expert mouth couldn’t have felt better.
“Oh god,” I moaned. “This feels fantastic. I’m going to explode pretty soon if you keep this up.”
To my surprise, and brief disappointment, she put my raging hard cock back inside my pants and zipped me up.
“This is our first time together and I want it to be memorable,” she said. “And it would be a real shame if it was only an office blowjob. Come on boss, everyone is on their lunch break right now, so let’s go to the office supply room.”
***
We both adjusted our clothes to look like our proper selves, as if nothing was out of the ordinary between us, and we headed towards the supply room. We made extra sure that no one saw us enter together, and once we shut the door behind us, she grabbed me and planted a big kiss on my lips.
“Mmmm…I could really get used to being your 
office slut
.”
I gave her a few more kisses and replied, “So can I. And if I’m not mistaken, the supply room is where you used to have sex right?”
She gave me an incredibly seductive grin and began to slowly undress. It was as if she was transforming before my very eyes in more ways that one. She had always prided herself on being so proper & elegant, along with being a fashionably dressed professional woman. And here she was, slowly taking off her expensive clothes and tossing them to the floor as if they were worthless accessories.
“That’s exactly what we did in these places. Now be a good boss and fuck me until I can’t take it anymore.”