An Anthology of Forbidden Erotica: 28 Depraved Tales

by Jessica Sin

  “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.”

  The last article of clothing was gone from her body and she completely naked except for the stockings on her legs and the heels on her feet. She turned out and spread her legs apart, placing her hands on the table as she bent down.

  I freed my rock hard erection and headed towards her. My heart pounded through my chest as the realization that I was about to finally fuck Sandra fully sunk in. She reached down with one hand to spread her labia apart, and I could tell that she was having the same thoughts based on how dripping wet she was.

  The head of my cock slide of her womanhood, and so did the rest of my shaft. Her body trembled when I went all the way in, and I held her hips tightly and proceeded to fuck her once her vaginal canal adjusted. It felt phenomenal being inside of her. And soon, the tiny room was filled with the sounds of wet rhythmic slappings from my crotch pounding the flesh of her ass, along with the faint sounds of us moaning..

  “Oh god…” she panted. “Fuck me…that’s it…fuck me…fuck your little office slut…”

  We tried our best to muffle our voices and moaning to make sure that no one would hear us. It was already a big enough risk as it was, and we didn’t want to get caught. But the fact that we were having sex in the office place was an added thrill to the already taboo act.

  Her legs suddenly started trembling at a ferocious pace and her body started shaking. My hands on her hips and thighs felt her muscles flexing and contracting, and it was clear that she was on the verge of a powerful orgasm.

  “Oh shit…” she whimpered. “Oh…rub my clit…rub it for me…”

  I reached down and furiously began to rub her engorged clitoris. The fluids seeping from her wet vagina coated my hand like a leaking faucet.

  “I’m almost there…don’t stop…keep screwing me..”

  Hearing my proper & respectable friend’s dirty mouth added to how hot this sexual situation was. We were both sweating profusely, and I could see some of the glass in the small room start to fog up.

  But I didn’t have much time to think about my own pleasures, as her back arched violently, and a strong gush of fluids rushed through my fingers as I fucked her pussy and fingered her clit the best that I humanly could.

  It took every ounce of strength she had to keep from thrashing her body around and screaming at the top of her lungs for the entire office building to hear. And it took every ounce of strength that I had to keep pleasuring her the way that she need to be pleasured.

  Once her orgasm subsided, her body was in a near state of collapse as she bent back down with her hands on the table to hold herself up. Soon, it was my turn to orgasm.

  “I’m going to cum…I’m going cum….” I said as softly as I could.

  She immediately got re-energized, dropped to her knees, looked up at me, and jerked me off until I exploded all over her mouth, coating her lips and tongue with my orgasm. She didn’t stop until I was completely drained, and she finished up by continuing to look
me in the eyes while she swallowed.

  “That was fucking amazing,” I stated, breathing heavily.

  She continued licking her lips along with the tip of my penis. “And you have no idea what that did for me. I feel like a brand new woman.”

  “But you know what doesn’t look brand new? This floor with your squirt and my cum all over it. God, what a mess we made.”

  She smiled looking down at it. “Yeah, what a mess. Good thing we’re in a supply area. I’ll have it cleaned up in no time boss.”