An Anthology of Forbidden Erotica: 28 Depraved Tales

by Jessica Sin

  She smiled, “Oh my. That was an impressive amount of fluids you just released.”

  Tom didn’t reply, he just laid there, recovering, while Karen closed her top and reached over to grab a few pieces of tissue paper from her bedside table to toss on Tom’s stomach.

  “Thanks,” he replied, using the tissue to clean himself. “I haven’t felt anything like that in a really long time. I mean…actually doing that in front of you and seeing you touch yourself was almost better than hooking-up with any of my classmates. It…just…you know…”

  “I know exactly what you mean Tom. Just don’t ask for it again. Not anytime soon. This just might be a one time thing okay? I just don’t want things to get out of hand between us- no pun intended.”

  “I guess so,” he complained. “But at least I got to experience this.”

  With that said, the two of them said their ‘good nights’ and each headed to bed.

  ***THE NEXT MORNING***

  Karen sat at the breakfast table looking like her prim & proper self. Her hair and make-up were perfectly done, and she had on one of her more expensive pant suits in anticipation for an important meeting in just over an hour.

  “Good morning sweetheart,” she said with a loving smile.

  Tom smiled back and gave a kiss on the forehead before sitting down to eat. “Morning! I must say, you look extra wonderful this morning. And thank you for making me this breakfast. Did I ever tell you that you’re my favorite cook?”

  “Well aren’t you cheerful this morning,” she skeptically noted. “I don’t think you’ve ever thanked me for cooking, let alone complimenting me for it, or my looks. Please don’t tell me that you’ve been possessed.”

  “I can’t help that I’m in a great mood. Especially after last night,” he smiled before digging in to his food.

  “Oh, of course. That. It was a pretty outrageous night, I’ll admit. And we both certainly got what we wanted out of it.”

  “Does that mean you’ve pleasured yourself afterwards?” he asked with a smile.

  “I guess there’s no point in denying it. The answer is yes, I did masturbate after you left, and it was great. I know it isn’t something that I should ever do with my son’s best friend, but it’s our little secret right?”

  “You bet it is. And speaking of which, can we do it again really quick? I couldn’t stop thinking about you all night, or all morning after I woke up. I could really use the relief before I go to class.”

  “Didn’t I say to not ask me about it again?” she asked in a peeved tone. “Besides, you looked like you released a healthy amount of sperm last night, so I refuse to believe that you need any type of ‘relief’ so soon.”

  Tom gave a serious look. “The amount that I shot last night is what I consider to be normal. I usually cum that much once or twice a day if I have to. And after what we did last night, my body is practically on overdrive. I won’t be able to concentrate at school today if I can’t get off the way I need to.”

  “Well then just masturbate the way you normally do. It’s not exactly rocket science.”

  “I know that, but you’ve really raised the bar after showing me your breasts. I’ve wanted to see that for a really long time. Simply using my imagination or looking at pictures just won’t cut it for the time being.”

  She sighed and gave a playful smile. “Fine. You’ve made your case. I guess this is partly my fault for starting this whole thing. But make it quick since I have an important meeting to attend soon.”

  Karen stood up and placed her hands around the lining of her jacket, preparing to take it off. But just as she did that, she stopped.

  “You know, it would take too much time for me to remove my entire top and put it back on afterwards. Plus I don’t want to get any wrinkles on them. Do you mind if show you my lower region instead? Would that work for you?” she asked.

  Tom’s eyes lit up at her counter-offer. “Hmm…That’s not a bad idea. That would definitely work, sure.”

  Her hands moved down to the top button of her pants. She undid the button, pulled her zipper down, and let her pants fall to her ankles.

  “Good,” she said. “Then it should help you to finish faster. As I’ve said, I have an important business meeting this morning which I can’t be late for.”

  Karen brought her fingers to the top of her panties and yanked them down, letting them fall to her ankles as well, exposing her cleanly shaven crotch along with her bare vagina.

  “Like what you see?” she asked proudly.

  “Oh god. I love it,” he replied gushingly. “Your labia and clit look so…so…sexy. They look sexier than some of the college girls I’ve been seeing lately.”

  She smiled, “Thank you for the nice complement. Now start stroking. I’m a busy woman and I haven’t got all day here.”

  Tom got the message and swiftly pulled his shorts down to free his raging hard-on. He leaned back on his chair and started stroking himself for both his and Karen’s pleasure. Karen then pressed her rear-end against the table and spread her vaginal lips slightly apart for Tom to get a better look. She loved teasing him and having that power over him. And it worked, his eyes were glued to her womanhood and wetness as he stroked himself even harder.

  “That looks like fun” she said, licking her lips.

  “You bet it is,” he replied, staring at her open cunt. “Do you want to try it? Ya know, stroke it for me?”

  “I couldn’t. That would be crossing the line a little too much. Watching is one thing, but actually touching…”

  He stopped her mid-sentence. “No one has to know remember? Isn’t that what you said to me? It’ll be our secret. Trust me.”

  Karen gave him a skeptical, yet excited look. It was a look which said, ‘Why the heck not?’

  “Okay,” she replied softly. “You only live once right?”

  She reached down and took Tom’s throbbing penis in her hand. Her heart raced as she crossed ‘that line’ for the very first time. Tom’s heart raced as well. It was the first time in her life that she had ever given a guy a handjob.

  “God that feels so good,” he moaned. “Stroke it harder, faster.”

  She heeded the words and gave him what he wanted, what he needed to feel in order to cum. She gripped him tighter and stroked him. She loved how his eyes went from being glued to her open vagina, to being closed shut because of the naughty pleasure he was receiving from her. And most of all, she loved having complete and utter sexual control.

  “God…I’m going to cum…faster…harder…”

  Karen did the cruel thing and instead slowed down.

  “What are you doing?!” he panted. “I need to cum sooo bad.”

  She smiled and stroked him slower. “I kind of like torturing you. It’s fun watching you suffer like this.”

  “Please…” he begged. “I’ll do the dishes for a week! I’ll do your laundry! Just let me cum already!”

  “Hmmm…that’s not a bad deal. I accept.”

  Karen’s hand went in full motion and she furiously jerked him off. She quickly found that Tom wasn’t joking when he said that he really needed to cum, and that he often produces large amounts of sperm, as his orgasm shot wildly in the air and onto her hand and on his clothes.

  “Oh god!!!” he yelled.

  She didn’t stop stroking until every last drop of his 19 year old cum was drained from his body. And she loved every second of it.

  “Feel better now?” she asked rhetorically.

  “God, I feel like a new man,” he panted. “I feel like I’m swimming in the ocean.”

  She laughed and pulled her pants up. “Well, you’re certainly swimming in something right now, but it’s definitely not water.”

  “Oh…right…” he replied, looking down at his own mess. “Did you at least like doing it for me?”

  “It’s not a bad way to start my morning. It’s a fantasy of mine too remember?”

  Before she left, Karen looked Tom in the eyes and licked h
er fingers clean, tasting his cum. She savored it and rolled it around in her mouth while Tom watched in delight as the sophisticated Karen ate his cum.

  “Yum…You taste good. Now if you’ll excuse me, I have to wash up and head to the office. Have a great day,” she said as she left the kitchen with a huge grin on her face.

  ***HORNY LITTLE BASTARD***

  Her fantasy had finally come true. Not only did she get to watch a guy masturbate twice while admiring her body, but she got to masturbate him with her own hand. It was all she could think about while she was at work.

  And after a busy day in the office, Karen came home and immediately kicked off her shoes and breathed a sight of relief. But just when she thought she was ready for a break, Tom came to greet her at the door.

  “Hey!” he smiled. “Have a good day at work?”

  “Hmmm…greeting me at the door and asking how my day went? I guess I should start giving you handjobs more often, maybe then you’ll start helping with the household chores regularly,” she joked.

  “I hope you’re being serious because I really like that arrangement,” he said, flashing another smile. “Maybe we can start now? I’m feeling a little pent up again.”

  Karen looked shocked. “Again? After all you came last night and this morning?”

  “Like I said, that’s normal for me. And I could really use your hand for another round of relief.”

  Tom didn’t wait for the reply before pulling down his shorts and underwear to reveal his semi-erect cock in their living room, while the late-afternoon sun was still shining through the windows.

  “Jeez! Tom! Put that thing away before someone outside sees you.”

  He shrugged off her worries. “What’s the big deal? We could just close the curtains and no one would know.”

  “What have I created?” she jokingly asked. “I had no idea anyone could be so sexually active.”

  “You haven’t created anything,” he playfully replied. “I’ve always been a horny little bastard. But what you did yesterday was kind of like giving alcohol to someone genetically pre-dispositioned to be an alcoholic. It’s the same equivalence. You got me hooked. So this is technically your fault.”

  She sighed, “I guess I’m finding out the downside of that expensive education of yours, aren’t I? You’re becoming too smart for your own good young man.”

  “The way I see it see, we both have the same mutual-masturbation fetish anyway. So what’s the harm?”

  Karen paused and gave Tom a look. “Well, I guess there’s no point in arguing anymore. And I suppose it’s not a bad way to unwind after a stressful day at work either. Close the curtains and I’ll take care of that hard-on for you.”

  Before those last words could escape her lips, Tom ran over to the windows with his penis flopping around and quickly closed the curtains.

  “Well that was fast,” Karen noted.

  Tom pulled off his t-shirt to get completely naked and he sat down on the couch. “This is way better than getting presents on Christmas. So why wouldn’t I go fast?”

  “Your youthful enthusiasm never gets old,” she replied with a loving smile. “You know, I didn’t expect things to happen the way that it has, or for this to happen as often as it is, but I suppose there’s no harm in enjoying it.”

  Karen then put one hand on her business jacket, pinching the bottom button, and another hand on top of the zipper to her pants.

  “Breasts or vagina? It’s you’re choice, and you can only pick one,” she said to him.

  “Can’t I see both of them at the same time?”

  “Nope, don’t forget that I’m not your girlfriend or your plaything. There’s got to be boundaries you know.”

  “Your pussy then,” he replied. “And since you’re showing only one thing, do you think you could at least throw in a little bonus for me? You set a really high bar this morning.”

  “Fine. I’ll use my hand.”

  “I was thinking a little more than that. Maybe you could let me…go inside?”

  “Excuse me?” she replied in a stunned tone of voice. “I most certainly will not have sex with you young man. In spite of everything we’ve done, I am still…”

  “I know, I know. It doesn’t exactly have to be sex. Just think of it as you giving me a handjob like earlier today, but instead of using your hand, it’ll be with your vagina instead. Think about it. A handjob with your vagina.”

  She gave a puzzled, yet playful look, as she attempted to decode what he had just said.

  “A handjob with my vagina huh? That’s new. And I thought I had heard it all…”

  “Anything to have s—…uh…I mean…anything to make someone feel good. This is more for you than it is for me. I hope you know that,” he said with as much charm as he could muster.

  Karen smiled and raised her eyebrow, “Really? This is more for me huh? If that’s the case, then I better have a mind-blowing orgasm when this is done. If I do, you might get a little reward after.”

  She undid the button and zipper of her expensive pants, and after she took them off, she neatly folded it and placed in on a nearby chair. She took a deep breath and did the same with her panties, leaving her completely bare from the waist down except for the pantyhose on her calves and feet. Before she walked over, she posed and modeled for him, teasing him, and making herself feel even more attractive and desired thanks to the look in his eyes.

  “God, you’re so fucking beautiful,” he stated emphatically.

  “Thanks darling,” she said as she moved to hover over him. “And I didn’t want to tell you this earlier, but you’re a lot bigger than the only man I’ve ever slept with. So please be gentle with me…”

  With that said, she placed both feet on opposite ends of the cushions on the couch, and slowly lowered herself to Tom’s massive hard-on. Her vagina was spread wide open and her son’s best friend used his hands to make sure that his throbbing cock was pointed straight towards Karen’s womanhood as it descended. And once her labia and pink insides touched the head of his cock, she paused for a moment, before continuing to lower herself, inch by inch, until the entire length of his cock was inside her vagina.

  “Oh my…you’re so big…It’s been so long…” she moaned.

  He reached around to grab her ass to pull her forward. “I can tell. You’re so fucking tight and wet. I’m horny as hell right now.”

  Karen became even wetter as she heard Tom string those words together; ‘tight, wet, and horny.’ No matter how either of them tried to rationalize this, it finally struck her that they were actually fucking. He was inside her body stretching her vaginal walls. But she didn’t care how bad it was, it felt good. It felt amazing. It felt right.

  She slowly started rocking her hips while they looked each other straight in the eyes. With every gyrate she gave, she felt his raging hard-on go that much deeper inside her body. As her dripping wet vagina began to loosen and relax, she began to thrust even harder. Their arms were wrapped tightly around each other and they felt each others breath on one anothers lips.

  “Oh god…this feels so fucking good…I love this…”

  “Just relax,” she moaned. “Enjoy the moment. I want you to remember this for the rest of your life.”

  Their coupling became even hotter and more intense. She remembered how it all started when she watched Tom masturbate, now here she was, fucking him. Seeing him under her sexual control made her feel aroused in a way that she had never felt before, and it was taking its toll on both of them. Soon, she recognized the tell-tale signs she knew all too well from her ex-husband, as well as a yearning sensation between her own legs.

  “I’m going to cum…”

  “I know honey….I know…Just let it out. There’s nothing to be afraid of. I want your cum inside me.”

  She watched his eyes roll back and felt his body arch. Soon, she felt a massive load of his cum fill deep inside of her vagina. Her own body gave a similar reaction to his, and she felt her muscles spasm. It wa
s the best orgasm she felt in years (if not the best orgasm she ever had). Fluids rushed down from deep inside her. Every inch of her body wanted her to scream out loud, but instead, she planted a big sloppy wet kiss Tom’s mouth for the very first time.

  “That was so amazing,” she said in between kisses as they both calmed down. “I’ve never felt anything like that before in my life.”

  “I was just about to say the same thing. I think I’ve already told you this before, but you’re the coolest ever.

  She gave him another kiss and got up, letting his flaccid penis just plop out of her body, leaving a trail of both of their orgasms dripping down.