An Anthology of Forbidden Erotica: 28 Depraved Tales

by Jessica Sin

  “God, I never thought I’d ever say this to you, but you look so sexy.”

  “So tell me, I’m sure you’ve been with a few college girls by now- but why the sudden interest in your nanny?” she asked, with her breasts still on full display.

  “It’s hard to explain, but if I had to give you an answer right now, it would be that I’ve always had a thing for mature woman. I just love the way they look at that age, and how much more elegant and classy they seem. And you’re definitely not an exception to that. I think you’re stunning.”

  “That’s very sweet of you,” she said with a warm hearted smile. “Come on, I was just about to get back in the water to cool off before you came. Why don’t you get your clothes off and join me?”

  “I…I don’t know if I could…” I replied nervously.

  She put her hands on her hips and gave me that stern look. “Oh, so it’s okay for you to spy on me and for me to be topless in front of you, but you’re too good to do the same?”

  “You know it’s not like that Zara, it’s just that…” I tried arguing with her, but with the look she had on her face, I knew it was pointless. “Okay, I guess it wouldn’t hurt.”

  “Good,” she smiled. “Now take your clothes off.”

  ***SUMMER LOVIN***

  It was fairly awkward stripping naked in front of my nanny while she stood there and watched. But then again, if that’s what I needed to do to stay with her and have her be naked, then it was completely worth it.

  It was the second time that both of us swam in the lake that day. But this was obviously much different than before. It was just me and Zara swimming naked and having fun and splashing each other with water. We both smiled a lot and I never got tired of the sight of her breasts popping out of the water whenever she flung water at me.

  “Come closer,” she said in a serious tone.

  “What is it?” I asked, moving nearer.

  She placed both of her hands on my shoulders as we stood in the shallow end of the lake. “I’m still curious about you watching me twice today. It’s something you’ve fantasized about previously, haven’t you?”

  “Was I that obvious?” I replied.

  “Sort of. You’ve been acting strange this morning, and women know a lot more about men than you think. I don’t expect you to understand that though. But I did get the feeling that you had been thinking of me beyond the boundary in the past few years.”

  “Well, to be perfectly honest, it started when you used to give me those lectures about safe sex and telling me that it was okay to masturbate as long as I did it privately. I knew you meant well, but hearing you talk about those things was so hot for me. Plus, you know, I think you’re sexy.”

  “I should have known this would happen,” she said with a smile.

  “What do you mean?” I asked.

  She started moving her hands down my body and began rubbing my back with a grin on her face. “Oh, poor little you, I didn’t realize that saying that would upset you. Maybe this would help?”

  Her hands suddenly moved down to my crotch and she grabbed a hold of my cock with both hands. She pulled me closer to her until we were face to face and could feel each other’s breath on our lips. She then used one of her hands to massage my balls, and the other hand to stroke my growing erection.

  “Jeez! Zara…that feels so good.”

  “I’m sure it does. There’s something so arousing for me about making your sexual fantasy come true,” she said, continuing to stroke my cock underwater. “Well, make that both of our fantasies.”

  We looked each other intimately in the eyes, face to face, for the next several minutes as she jerked me off. Her hands made different motions on my private area in an attempt to sexually pleasure me. And I could tell that she was enjoying do this for me by the look she had on her face and feeling her breath harder on me.

  “I’m about to cum,” I whispered.

  Her eyes widened with excitement. “That’s it, cum for me. Show your nanny how you feel about her.”

  She squeezed me tighter and stroked me to the point where I had to shoot a massive load of cum inside the water. Her hands kept at it until I was completely drained and my penis became flaccid. Then she leaned forward and gave me a soft kiss on the lips, followed by another, and then another.

  “Good,” she said with a smile as she let go of me. “We better get going. And I expect this to stay between us- not a single word about this to anyone.”

  ***

  It felt a little awkward being around her for the rest of the day. Not only had I seen her fully naked, up close, but she also gave me a hand job in the lake. But to her, she acted as if nothing was out of the ordinary. She smiled and joked around as if nothing had happened. As for me, well, I had to masturbate twice that night before I could even think about going to bed- that’s how hot it was for me.

  ***THE NEXT MORNING***

  She woke me up early the next day and asked me to accompany her for her morning exercise. And of course, with dad still asleep, I jumped at the chance to have more private time with her.

  It started innocently enough, with both of us holding hands as we walked around the lake.

  “Yesterday was a pretty interesting experience,” she said.

  “It was,” I replied. “I never thought anything like that would ever happen. I thought about it a lot yesterday.”

  A smile appeared on her face, “As did I. It was a spur the moment thing for me.”

  “I understand. So…can I see you naked again now?”

  She playfully pushed her shoulder against mine. “Well so much for having a heart-felt conversation. Is this why you thought I woke you up this morning?”

  “I can’t help it, you look really good naked and we had a lot of fun yesterday. Why not do it again?” I playfully replied back.

  “Fine…I don’t see why we can’t.”

  We walked back towards the front of the house we were staying in, and she laid out a large beach blanket in front of the lake. She then slipped her fingers underneath the top straps of her sun dress and slid it off her body and onto the ground. She was completely naked underneath and stood there in proud display of her nude form.

  And with a single raise of her eyebrow, she signaled for me to get undressed as well and to lay down with her, which I gladly did.

  “I’m assuming you want to continue where we left off yesterday,” she asked.

  “I absolutely do. What did you have in mind?”

  She opened her legs and rubbed her hand through her crotch, before spreading her labia apart. “I want you to do for me what I did for you, only with your tongue.”

  I didn’t reply. Instead, I got down in between her legs with my mouth near her vagina. I was able to get a good look at her most intimate of areas. Underneath her thick patch of dark pubic hair was a sizable clitoris and a brown colored opening. Her insides were bright pink and were beginning to moisten as her arousal was on the rise.

  Being able to taste my nanny was a dream come true for me as I put my tongue and lips on her vagina and began to pleasure her. Her eyes closed and her mouth was wide open, moaning. The more I licked, the more she moaned. I became rock hard, not just from performing oral sex on Zara, but also from watching her squirm and seeing her chest start to heave from her heart beating.

  She opened her eyes and she gently ran her fingers through my hair. “That was wonderful. Now I want you to lay back. It’s your turn now.”

  Once I got on my back, my nanny got in nearly the same position I was in just a moment ago. She was on all fours between my legs, and bent down and began planing soft and loving kisses on the tip of my erect penis. Then she held my cock up and started licking the shaft before fully engulfing me inside of her mouth.

  “Oh my god…that feels so good,” I groaned.

  She looked me straight in the eyes with my throbbing cock in her mouth and began to suck me even harder, bobbing her head up and down in process. Seeing my nanny doing such a nas
ty thing for me was easily the most surreal sight of my life.

  My cock then plopped out of her mouth after she spit me out and she finally responded, saying, “You’re about to feel even better.”

  With my cock throbbing for more, Zara climbed on top of me and guided my aching cock towards her opening where she teased me by rubbing my head through her labia, before allowing me to enter her. She felt tight and soaking wet. And she felt even tighter as she clenched her vaginal muscles together, making the pleasure for both of us even more sensational. Slowly, she began rocking her body back and forth, gyrating her hips in the same manner. Her heavy set breasts also began waving around along with her body’s motion, making the nude sight of her on top of me all the more erotic.

  “You feel so good inside of me,” she said as we continued looking each other in the eyes while having sex. “This feels so natural. It feels right between us.”

  “It does. Mom, I really need to cum,” I told her.

  She started rocking her body harder. “Cum inside me.”

  Her vaginal muscles started contracting and the moment we shared together became even more intimate. It was clear that she was cumming as well. Her eyes widened and her back arched, with a steady stream of fluids pouring from inside of her. And a few seconds later, I shot my massive load of cum deep inside of her. Her eyes and mouth became even larger the moment I came in her, giving me a sign that she knew.

  ***

  The sun was coming up as she rested her body on top of mine, with my flaccid penis still inside of her. I could feel her heart still racing along with trickles of sweat still coming out of her body as her breasts laid across my skin. Her hair was scattered across my face and she moved it aside so that we could kiss. And when her lips pressed against mine, I grabbed her tightly and kissed her back. And when she used her tongue in my mouth, I did the same.

  “I’m at a loss for words,” she said, in between kisses. “This certainly isn’t the summer vacation I expected.”

  “It wasn’t what I expected either- it was even better. Us doing this is a dream come true for me,” I replied.

  She smiled, “Come on, let’s go back inside the house now, I need to make breakfast. We’ll continue this conversation another time.”

  ***EPILOGUE***

  It became a summer that neither of us could forget. Zara and I continued having our intimate moments together for the rest of the trip in private. We would meet by the lake either early in the morning or late in the afternoon. And even after the trip was over, we continued our relationship at home, and still to this day.

  The End

  Are You Sure About This?

  It’s an odd feeling watching your childhood friend kiss another woman.

  Believe me, I found that out a few months after my friend has gotten a divorce that she had recently begun dating another woman. She was nervous when she first sat me down to tell me that. But she said she was glad I handled it well and that I didn’t judge her about her personal choice. The truth is, I just wanted her to be happy, but I did think the whole situation was a little strange. I had always wondered if this other woman was the reason why my friend got a divorce in the first place, but she remained vague about it.

  My childhood friend, Katie, is a very prudish and demure middle-aged woman at 45 years old. She has blond hair, fair skin, with a slender body and a pretty face. So I was surprised when I was first introduced to her girlfriend, Angela, for the very first time because of how different she was compared to Katie. Angela was an incredibly sexy 36 year old brunette with a well tanned athletic body and has curves which no man could resist. They also had different lifestyles as well, with Angela being an outgoing fitness trainer, and Katie being a modest English professor at the university I attended.

  One thing was clear, they really loved each other. My childhood friend would always invite her to dinner at our house and they always had a great time talking and laughing. They became even closer as time went on. It was also clear that Katie was the submissive one in their relationship. She would always go out of her way to make sure Angela was happy and really did a lot for her. I tried not to think of what their sex life was like, but, well, some things are unavoidable…

  “ARE YOU SURE ABOUT THIS?”

  ***LATE ONE NIGHT***

  A loud noise courtesy of our next door neighbor had woken me up at night. It was around 11pm. What kept me from going right back to sleep was noticing that the light was still on in our house. ‘Odd,’ I thought to myself. Katie and Angela were staying at my house for a couple of months while they waited for remodeling to be done on their house. Katie was never up this late, especially on a weeknight. I just figured that she must still be with Angela who was over for dinner this evening. I didn’t want to go back to sleep. I couldn’t. My curiosity got the better of me and I wanted to see what they might be doing.

  Deep down I knew what they were doing- it was obvious. But I couldn’t help myself. So I proceeded quietly down the hall and slowly down the dark stairway before seeing the two of them.

  There I saw my highly educated and respectable childhood friend on her knees with her face buried in her girlfriend’s crotch.

  Katie was topless. Her sweater and bra were neatly placed on the same couch that her girl friend was sitting on. From my angle, I could only see my friend’s pale white back and the side of one of her breasts. And the only thing I could see of her breast was that it sagged while she was leaning forward.

  Angela, on the other hand, was only naked from the waist down. Her jeans and panties were tossed on the floor leaving her muscular thighs and vagina exposed for consumption. She was leaning back on the couch with her eyes closed, enjoying the pleasure she was receiving as she ran her fingers through Katie’s wavy blond hair.

  She opened her eyes to watch Katie’s tongue lapping over her labia and clitoris; seeing the control she had over her. I could even hear the slurping and sucking sounds that were being made down there.

  It didn’t take long for Angela to catch me in the corner of her eyes and turn her full attention towards me. We were both in a state of utter surprise; I caught them in the middle of a sex act in our house, and she caught me spying on them. We both froze for a brief moment. I didn’t know how to react, and by the look on her face, neither did she. And of course Katie was completely oblivious to all of this as she continued her work on the vagina presented in front of her. I had a strong urge to just turn around run back to my room, but that would mean making enough noise for people to know I was there.

  Suddenly, a small grin appeared on Angela’s face along with a lustful gleam in her eyes. Me watching them was now making her more aroused than she already was. It was the final act of sexual dominance. It was as if Angela was getting off knowing that someone was witnessing her being degraded in such a manner that a woman of her stature shouldn’t be in.

  She took her eyes off me and leaned forward, whispering gently, “That’s it. Lick it faster. I’m almost there.”

  Katie listened as she picked up the pace that her tongue and mouth were moving in. Angela’s breaths became deeper as she started squirming where she sat. She leaned back on the couch and closed her eyes once again. She was clearly approaching an orgasm. I can only imagine what was going through her head as she slowly started to shiver. She was cumming, and in my friend’s mouth of all places.

  She shivered for a few moments before eventually settling her body down. She laid there, enjoying the bliss she was feeling, before sitting up and giving Katie a big kiss on the mouth.

  With that, I quietly made my exit back to my room.

  ***

  That night marked the first time that I had ever masturbated thinking about my childhood friend. I couldn’t help it. I found myself overwhelmed seeing her being used for sexual pleasure and her enjoying every second of it. Before that, I had never seen or heard her in any sexual setting. It was as if she had been sexless and a perfect example of morality. But all of that changed now and I nev
er looked at her in the same way. And that’s what made it so exciting for me to fantasize about her.

  It became a dark little secret that only her girlfriend and I knew about. She would wink at me as she kissed Katie when she didn’t know I was looking, as if to tease me, flaunt their love life in my face, and to remind me of me of that fateful night. But she didn’t need to; the sight of them in the middle of a sex act was something I never would have forgotten anyways.

  ***HOME EARLY*** (A MONTH LATER)

  I was coming home early from an outing, and I thought that Angela and Katie were both still at work. That was why I was surprised when I noticed Angela’s car parked in the driveway. I didn’t think much of it since it was in the morning and that might have been planning on going out someplace together. But then again, they were expecting to have the place all to themselves since I never thought to call ahead of time to tell her I would be back early, so who knows what they could have been up to.