Mother s Dilemma
- 4 years ago
- 30
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Introduction: Banging the older woman next door is every teenage boys fantasy, but actually doing the did turned out to be better than I ever dreamed. My name is Nicholas, but everyone calls me Nick, or Nicky. My parents were barely teenagers when I was born, so most of my parents friends are still pretty young. In fact, my parents best friends are barely in their thirties. My dads best friend, Steven, had known my dad since before I was born. Steven married his wife, Megan, when I was still in diapers. Needless to say, I grew up around them, thinking of their two kids as my own sisters.
As I hit puberty, I began to take notice of the female species. I had girlfriends, I even lost my virginity at the age of thirteen with my girlfriend at the time. It wasnt that I didnt enjoy sex, it was just that the girls my age were so proper about the whole thing. In fact, most of them did it just to say that they had, not taking any real pleasure in the act. It was always the same with each of the three girls I had slept with: missionary position, no oral sex, condom on, hurry up. Not that at sixteen I lasted longer than a few minutes, it was the principle of the whole thing.
About the time I hit fifteen I started hanging out with this guy who had a brother about ten years older than us. This brother loved dating older woman, and often shared his little sexual adventures with us. He would always say, Sure, the young ones are hot on the outside, but if you want one who knows what the hell shes doing, go for the older models! I began looking at my friends sisters and even their moms, but the sisters were all too snotty to be bothered with the likes of me and their moms&hellip,well, their moms were much too old to catch my attention.
It was the beginning of the summer right before my sixteenth birthday that I developed my first real crush on an older woman. Best of all, it was someone that I saw on a regular basis. And it just so happened to be the wife of my dads best friend, Megan. Megan was my moms age, but she didnt look it. One of my friends even mistook her for a senior in high school.
One weekend last summer all of us went to the beach, and it was seeing Megan in her bikini that really woke me up. Megan has long brown hair, pretty blue eyes, and tanned skin. She was much shorter than me, barely five feet tall. She had full round hips and perk little 34C tits that still held up despite the two kids she had already given birth to. She had been around my whole life, but it wasnt until I saw her splashing around in the surf with her youngest girl that I realized just how hot she really was. And unlike my own parents, she would openly flirt with her husband, rubbing her cute ass against his crotch when she thought no one was looking, or giving his crotch a quick grab from time to time. None of my girlfriends had even touched my cock, and seeing her little hand grab hold and release his with that wicked little smile on her face gave me an instant boner.
I spent the better part of a year masturbating to the memory of her wiggling ass and roaming hands, pretending that it was my cock that she was groping and fondling. As the months wore on, I began to daydream about what it would be like to sink my dick into her pussy, to see that sweet mouth of hers suck me until I came. Oh yeah, I wanted to pound her pussy alright, but I also wondered just how much she could teach me about sex. I knew I had had more sexual partners than her or even my mom, but I just bet Megan could teach me a whole world of perversion that no one my own age could even dream of.
So my days went, walking around school with a semi-hard on, and my nights spent jacking off to countless fantasies. I was so obsessed that I didnt even bother my girlfriend for sex, and she damn sure didnt bring the subject up.
Towards the end of that next summer, my parents planned one of their frequent bar-b-ques. I knew that Megan would be there, but when my friend Jeff asked if I wanted to stay at his house, I decided to not torture myself by being around a woman I could not have, and relented. Megan and her husband never stayed at the parties for more than a few hours. Their kids were still young, the oldest not even out of elementary school and the youngest not out of diapers. So they often disappeared around eight or so. I decided to go to Jeffs house before they even got there. I knew if I saw her in a tank top and shorts then I wouldnt be able to bring myself to leave the house, and would no doubt spend the evening trying to cover up a raging hard-on.
I arrived at Jeffs house about four that evening, but after spending the entire night watching his sister and her boyfriend make out, I decided that I was better off at my own home where I could at least jack off in privacy. With that, I told Jeff I was going home and walked the mile and a half back to my own house. It was nearing midnight and I figured the party might still be going. When I got home, I immediately went around to the back yard, seeing a variety of my parents friends sitting around the fire chatting and drinking. Megans husband was there, sitting propped up on a lounge chair and apparently mostly passed out. I figured Megan had taken the kids home, so I headed to my room without even letting my parents know I had come home.
I share a bedroom with my fourteen year old brother, Eddie, but he had also spent the night at a friends house, so I had the whole room to myself, which was good because at this point I was so damn horny from seeing Jeffs sister sucking on her boyfriends tongue that I was about ready to explode. I stopped in the kitchen and grabbed one of the many beers that were stashed in the fridge, knowing that my mom nor dad would notice one missing with so many people going in and out of the house. I popped the top as I let myself into my room, locking the door behind me so that I wouldnt be disturbed. I sucked half the beer down and set it to the side as I stripped off my jeans and t-shirt. Sighing a bit, I plopped down on the bottom bunk of the bunk beds that Eddie and I shared. I yanked my briefs off and swung my legs into bed.
Something beside me moved, scaring the shit out of me. I jumped up out of the bed, reaching to turn on the little desk lamp sitting beside the bed. As my eyes adjusted to the dim light, my heart nearly leaped out of my chest as my eyes fell upon the beautiful face of Megan, her brown hair fanned out across my pillow and her lovely face looking even younger in the pale light.
I stood there with my dick sticking out and my mouth gaping open as Megan murmured in her sleep, kicking the covers off her body. My eyes raked up and down her body, taking in the tiny little boy short panties that she wore and the tank top that had ridden up to reveal the lower half of her tits.
What the hell? My mind fumbled around for a reason on why Megan would be in my bed before I realized that she, like her husband and half the guests at the party, was passed out. I figured my mom had told her she could crash in my bed since me and Eddie were suppose to be out of the house until the next day.
I quickly pondered my situation. Her husband was passed out outside in the yard, my mom and dad were passed out in their own beds, so there was practically zero chance that anyone would be checking in on her until the morning. My mind reeled with the possibilities, and my dick grew hard as steel as I thought about what I could do to her in this state. I was counting that if she did wake up, she would be so embarrassed that she would just turn me down flat and wouldnt utter a word to anyone. On the other hand&hellip,..well, I wasnt gonna think about that just yet.
I walked over to the bed and slid in beside her, pushing her top up and staring down at her perk little boobs. I leaned down to lick each nipple in turn, loving the fact that they grew hard under my touch. In true teenage fashion, I wrapped each one of my hands around a boob, squeezing and massaging them. Not satisfied with just this bit of groping, I decided I might better take full advantage of this situation. I slid further down in the bed, carefully removing her panties. She showed no hints of waking up, so I spread her legs and helped myself to her cunt. I lowered myself between her legs, breathing deeply the faint scent of her pussy. My hands shaking, I used two fingers to gently open her cunnie lips, taking in every fold and curve with my eyes as I had not ever been this close to any of my girlfriends pussies. Sure, I had fucked them, but none of them would let me see them or touch them for that matter. Other than magazines, I really didnt know what one looked like, which is weird considering I had fucked a few in my life.
I ran my middle finger up and down her slit, amazed at how wet she was. None of my girlfriends had ever been wet. If it hadnt been for the lubed condom then I might never have been able to get my dick in them. But not Megan. Even the insides of her thighs were moist, and I eagerly lowered my face to lap up all the juice that I could find. She tasted heavenly, just as I knew she would.
At that moment Megan moaned, shifting her weight slightly. I held my breath, watching her with fear in my eyes and silently praying that she wouldnt wake up. Thankfully she settled back down, and I returned to licking her slit. I flicked my tongue across her clit, taking it into my mouth and sucking on it gently as I inserted two of my fingers into her dripping pussy. To my amazement, she was surprisingly tight despite having had two kids. I began to finger fuck her slowly as I continued to suck on her clit, feeling the tiny bud grow larger under my administrations. I had dreamed of doing this for so long, I could hardly believe my fingers were knuckle deep inside her warm cunt.
Nicholas, her voice whispered my name softly, and I froze in place. I had been so engrossed in what I was doing that I had noticed Megans breathing becoming heavier and heavier. With dread I lifted my face slowly to look at hers, and was shocked to see her face full of rare lust, her eyes almost glazed over with passion. Come here, she whispered to me, taking my free hand and pulling me towards her. I just knew she was about to tell me to get dressed and leave the room. Instead, she wrapped her arms around my neck, one hand tangled in the back of my hair as she pulled my head to hers, her warm lips pressing against mine in a delicate kiss. For a moment I kept still, my brain still shocked that she had caught me between her legs eating out her pussy. But it only took a split second of her lips being on mine before my brain checked out and my dick took over.
I kissed her back, my tongue parting her lips to delve into the depths of her mouth. She groaned, pressing her naked skin against mine. I lost it then, pulling her legs up around my hips as I ground my loins into hers. My dick felt like it would blow up at any given moment, so turned on was I. Megan broke the kiss, scooting herself up a little as she managed to switch our positions on the bed. Not so fast, sweetie, she whispered as she slid down my body, dragging her tongue along my flat stomach. I want to take full advantage of this situation.
I watched in lust filled anticipation as she wrapped her hands around my dick, starring at it for a moment before slowly lowering her head. Her tongue flicked out and caressed the tip teasingly before her hot mouth engulfed the entire head. I moaned, thinking I had no doubt just died and gone to heaven. My eyes fluttered shut as her head began bobbing up and down in earnest on my dick. I was surprised that she managed to get all eight and half inches down without gagging, but then again, I should have known she could since she had had years of practice at it.
Soon I was thrusting my hips up to meet her, effectively face fucking her as she continued to devour my dick every time she went down. I knew I wasnt going to last very long, and I guessed she sensed it to since she slowed her pace and then removed her mouth completely. I did not even have time to miss her wet lips before they were licking and sucking at my balls. I thought for sure I was gonna blow my load right then, but somehow I managed to hold back as she slid up my body, pulling her tank top off as she went. Within moments she had lowered her hips until just the head of my dick was at the entrance to her pussy. I held my breath as she moved further and further down, the head slipping into her. Without any warning she thrust herself down, impaling herself on my dick. She moaned loudly, her head thrown back as she began to ride my cock with complete abandon. Not satisfied to let her have all the fun, I flipped her off of me after a few minutes, turning her around until she was on all fours.
Ive been dreaming about fucking you like a dog for the last year, I whispered in her ear as I rammed all eight inches of my cock into her pussy, marveling at how tight and wet she was. She buried her head in my pillow to stifle the steady moans that were coming from her mouth as she thrust herself back, meeting each thrust of my hips with an equally powerful thrust of her own. I had never been able to let loose with any other girl and really fuck them like I wanted to, but Megan obviously liked it rough as she tried to cram more of me into her dripping cunt. I felt her tighten around my dick suddenly, and I slowed down, thinking something was wrong.
Harder, she hissed at me, thrusting backwards with such force that I thought for sure she would rip herself in two. Loving the sensation of her pussy gripping my dick, I fucked her for all I was worth, pounding her with more and more force. Suddenly her body tightened and began to jerk, and I could feel the muscles of her cunt pulsing around my cock. I groaned and buried myself balls deep in her, feeling my balls tense up and then explode inside of her as her pussy milked every drop of cum from my body.
We both collapsed on the bed, our breathing slowly returning to normal. Jeeze, Nicky, you fuck like an animal, she said between breaths. I wasnt sure if that was a compliment or not until she turned and kissed me deeply. Despite feeling like I had just squirted a gallon of cum into her pussy, my dick jerked of its own accord, the semi-hard organ springing back to life. She moaned softly into my mouth as her hand began to slide up and down my shaft, the juices from both our bodies making it slick.
Megan pulled back, giving me a wicked little look that I had caught a few times in the past before, but never directed at me. She slid back down my body to capture my dick in her mouth, her tongue and lips licking every bit of our combined cum from my body. Nicholas, she whispered, giving me that devilishly naughty look again, have you ever fucked someone in the ass?
Her question caught me completely off guard. Slowly I shook my head, the thought of ramming my cock into her little ass making me pulse with need all over again. She moved to the side, laying on her back and pulling her knees to her chest, her ass up off the bed as she spread her cheeks to show her little button of an ass hole to me. Fuck my ass, Nicky.
I needed no further invitation as I hopped right on top of her, positioning my ram rod hard prick at her ass and guiding the tip of it the tiny opening. Her pussy was dripping with her juices and my cum, effectively lubing her little asshole as I popped the head of my dick into her ass. She moaned, whispering, Dont hold back, Nicky, fuck me hard. I did as she commanded, shoving my entire length into her ass in one swift movement. We both groaned as my balls hit her ass cheeks, the skin barely touching before I had pulled out and shoved myself in again, over and over, as hard and as fast as my seventeen year old body could. I lasted longer this time, fucking her ass like a jackhammer. She jerked and spasmed around my dick nearly continuously, one hand shoved in her mouth to muffle the sound and the other one working furiously at her little clit. Oh, Nicky, fill my ass with your cum! Her words coupled with the constant grip and release of her ass pushed me over the edge. I shoved into her hard, feeling that tightening in my balls as I began to shoot rope after rope of cum into her ass for what seemed like an entire minute before the stream finally subsided. I fell on top of her, not bothering to remove my dick but letting it slowly deflat on its own. We lay that way for several minutes before I finally rolled off the bed, grabbing up a towel from my hamper and wiping off the leftover cum from my dick, offering her a second towel so that she could clean up as well.
Um, I guess I might better sneak back out of the house and back to Jeffs, I said sheepishly, giving her a smile. She returned the smile as she wiggled into her panties and tank top again.
I moved to open the door when her voice came softly to me, If you or your friends need a tutor, Nicky, you know Im always available.
I smiled and nodded, slipping out the door and out of the house. I replayed every single minute of our interlude during the mile and half walk back to Jeffs house. Yes, I could think of a few friends who might need a few good lessons, and my dick twitched at the thought of using her over and over again, my cock crammed in her dripping pussy as she sucked off another one of my seventeen year old friends.
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The sun was ablaze on the mysterious tropical island, and Jonathan was ambling down the beach admiring the waves. Rocky bluffs on one side, emerald-green water as far as the eye could see on the other, and the sand felt beautifully soft between his toes as he walked alone towards the somewhere he knew but couldn’t quite remember. The sound of the waves rang out in his ears, and he could hear the seagulls crowing overhead as well, only strangely enough they sounded nothing like any bird he had...
Hello Everyone.. This is Sameer. I am reading stories in ISS from the past 2 Years. I want to share my own experience which is happened 1 year back. Myself sameer from Vijayawada, currently staying in Hyderabad.This is my first story kindly ignore of any spelling mistakes are there. I am having my own business here. I am 5.4” tall with good looking, can able to satisfy women. The heroine of the story is our office maid Lakshmi ( Name changed) who is around 30 years of age with good looking and...
HENRY’S SECRET LIFE – PART 6 (and last)(This will be the last part of this series. I enjoyed writing it very much and I thank people who have made comments about it. Other series will take form in my mind soon. Thanks)Henry was very satisfied with his trip to the other side of the park, his discovery of the voyeur’s den (thanks to Lola) and his meeting with Jeff. Henry and Jeff shared a number of fantasies. First of all they were both ardent voyeurs. They loved to watch lesbian sex and...
BLONDE BEAUTY LEARNS LOVE FROM BIG BRO WHO HELPS HER CONFIDENCE DOWN AT ZEROBLONDE BEAUTY LEARNS LOVE ANEW AS SEX STUDENT IN A'DAM AT THE ACADEMY OF 'EEII''EXPERIMENTAL EROTICS INTERNATIONAL INSTITUTE' IS OPEN FROM AGE 12 TO TEACH TEENS'EXPERIMENTAL EROTICS INTERNATIONAL INSTITUTE' IS OFFERING SCHOLARSHIPS FOR FREE 'EXPERIMENTAL EROTICS INTERNATIONAL INSTITUTE' IS GIVING THOSE LOANS FOR LOVERS'EXPERIMENTAL EROTICS INTERNATIONAL INSTITUTE' IS ALLOWING ANY 'SEX STUDENT' AT US'EXPERIMENTAL EROTICS...
The personnel changes went smoother than anticipated, as one accepted the move to marketing with some enthusiasm and the person we let go acknowledged she needed to do better. I liked her and probably violated some employment laws giving her honest feedback. I didn’t think her future was in sales, but she was good at project management. I encouraged her to think about certification.Finding a trainer was somewhat more difficult. It’s pretty easy to understand which trainers are in it for you and...
Gay MaleI sat with my wife, and finished eating the chicken that I had stashed away in one of the cupboards in the pocket universe. We were still talking over what happened to her, after she had arrived at the Ancients. "So, later, two Ancients came by and saw me. They heard what I had to say, then nodded and left; but not before one of them cast that spell on me!" she exclaimed indignantly. I patted her hand. "I was glad to come and rescue you, my love," I said smiling. Her expression...
I’d spent my first night in America at an airport hotel recovering from the flight and the night before. At nine the next morning, I stood outside of the dealers with my backpack and suitcase at my feet, watching as the temporary plates were fixed to my darling new car. I placed the insurance, car papers and my international driving license in the glove box and locked it. The bags went in the boot, shit I needed to remember they called it a trunk over here. I had treated myself to the bags...
In the morning the state of the room was like a bomb had hit the room. Lady P was still under the duvet and IS was missing, so I decided to go to the bathroom in desperate need of a wash and a shave. I opened the door gingerly and found IS was already at the wash basin washing herself. I stared at her for a while, she was naked except for some black underwear. I thought she was a hell of a ride last night and I was still rubbing my head in disbelieve at what we all had done in one night. "Are...
Meri biwi sanjana 25 saal ki bahut khubsurat hasina hai.Uski body to mat puchiye bilkul apsara ki tarah tarasha badan, cup size ki chuchiyan,rasbhare honth,mast kulhe,gora badan,kajrari aankhein,surahidaar gardan,bal khati kamar.Jo dekhta aah bhar deta is mast hasina ko dekh kar.Wo ek class one officer ki beti thi. Farratedaar english bolti thi.Bolne chalne mein kaafi smart thi par bholi bhali thi. Hamari shadi 2 saal pahle hui thi.Meri jindagi khushiyuon se bhar gayi thi shaadi ke baad.Sex...
Our next stop is for lunch, so we tidy up, change whatever clothes need changing, and go and linger for a while in a restaurant like two ordinary people who haven’t just had a wild time on the side of the road. Engine refuelled, our stomachs filled and caffeine fix treated, we get back into the car, me driving, and hit the road again. Our mood has changed, the sexual tension has lessoned and we catch up on the little stories we normally would have told each other daily, but haven’t for the...
I told him to make the appointment with the realtor a week ago, and the day was fast approaching. Poor Greggy had no idea that I'd already had a very intimate tour of the house before he'd ever made the call. We drove up to the house and parked on the street. A beautiful Victorian on a brick-lined street. I'd known the realtor for 20 years; long before Greg moved here and into my life. Mike and I'd had a long-standing flirtation that had only gotten more explicit over the years. I knew, when I...
I managed to wait until Thursday afternoon before I delivered a surprise visit to my red-haired slut. I figured she’d be dying for it by then, unless she was getting herself off each night like I was. And she’d told me she didn’t masturbate.She answered the door on my first ring, wearing stretch pants and a big t-shirt, just like the first time. I dropped the little bag on a table and pecked her on the cheek.“What’s that?” she asked.“Just a little something,” I answered. “But you’ve got to...
Straight SexIntroduction: The night is young! CHAPTER 2 – THE PLOT THICKENS I knelt on the floor, Chris and James both staring down at me as I idly rubbed my wet pussy with one hand. Well holy shit, said James breathlessly. Chris laughed. They both started to stroke their cocks as they watched me start to slide my finger between my slippery pussy lips. So – what now babe? asked Chris, putting his hand out to caress my neck. He gave me a searching look, as if to ask if I wanted more. I gave the...
As a premed student of a well known university, the journey to graduate was a tough road. Thick medical books are regarded like a small regular pocketbook to be finish reading every long chapter and an immediate exams the next day before discussion of the topic.At the end of the semester our grades are terribly low and we needed additional points to turn everything around and be more or less reach the appropriate level to pass.Finally our professor announces a challenge for each group to come...
Marco slept, dreaming of the life he will lead now that he had found his Ana. A home, his little girl, and his beloved Ana pregnant with their next child. Finally things were going to be right with them. Marco turned in bed, half-asleep, to hold her in his arms but he couldn’t feel her. He opened his eyes to find that Ana was no longer there. ***************************** Ana sat back on her chair and tried to calm her nerves. She was tired, no doubt to the fact that she woke in the middle of...
Thursday evening my sexy little daughter in law sent me a text message. She said that a male friend of hers has invited her up to spend the day with him. He wasn't going to work Friday and since he knew her husband would be at work he wanted to spend the day making love to her tight little tattooed body. A few weeks ago Gail had confided in me that she wanted to open her and my son's marriage. She told me that they had discussed it and she was going to go ahead and start looking for a suitable...
05:42 PM: Matthew: "What?" I said as I looked at Anastasia and CodieAnn. "Over here," Beth said and we looked into the den. The floor was covered with plastic, and sheets were hung, making two enclosed partitions. Stepping into the first room, I saw a chair with a robe draped over the back. Before I could say or do anything, Marybeth stepped in, and started working on the straps on my backpack. I was so cold, that I was trying to get my gloves off and Mary grabbed them. With a quick...
The blonde was staring at her again, no doubt thinking she was being subtle. Britt giggled inwardly. It was so cute how Reese tried to hide her infatuation. The time had come, she thought, to take that to the logical conclusion. She had grown tired of Sindee these last few months, and of Donna, and Tracey. And eventually even of them all together. They were delicious fucksluts, all of them, and she used them mercilessly, but they didn't carry the air of innocence this one did. Her tongue...
Hi guys I'm Rajan 26 age from Chennai India. Here I'm going to share an offer came from neighborhood aunty , Now we are fucking like rabbits Continuing our wonderful affairs. We were… [email protected]
AffairRichard and Annette followed the young maid up the stairs and down a long corridor. Richard walked behind Annette, he was acutely aware of his nakedness, his penis slapped from side to side as they walked quickly to one of the rooms on the left of the corridor. They stopped outside. The girl took a pace back to make room for the maid to enter, her bottom pushing against Richard's hips. "Annette this is my room and will now be your room too." Wendy smiled at the naked girl. "Through...
As I began high school, my sister Stella began junior high, being two years younger than me. By the time baseball/softball season had begun, I was now fifteen, Stella now thirteen. Our dad had worked long and hard all his life, but he just didn't have the resources to pay for our college tuitions, even if we went to state college. His plan was to show the two of us as many sports as we could master, hoping we would excel in one or more of them and become candidates for scholarships. I held...
The next morning when the five boarded the giant 767 at LAX, they were greeted by Duke and Duchess who were waiting for them in the main cabin. “Good heavens!” Marion exclaimed. “What happened to you two?” In just a few short weeks, both tigers had achieved their full size and had filled out. Now Duke was a giant even among the Royal Bengals at 625 pounds, while Duchess weighed 550. The two exclaimed over their joyful reunion with their parents and their friends at the Carlson’s. After the...
Brad Newman can’t believe how late his stepdaughter Jane Wilde is returning home from her horseback riding practice. When he confronts her upon her return, her lies only enrage him. He’s certain that Jane has been banging her horse trainer, so he bends her over his knee to spank her with her riding crop in punishment. When Brad realizes that Jane is into the spanking, he pulls her pants down and finds her pussy wet and smelling of sex. Jane can feel her stepdaddy’s cock...
xmoviesforyouI am a closet cross dresser with a difference. My wife knows all about my passion. I have been a submissive all our married life but sadly she has not joined in. So whenever my wife is out I indulge in my passion whenever I can. Recently she informed me of a work trip to Scotland which meant she would be staying overnight. This immediately got me thinking of a whole night dress up session so I was highly turned on. Also recently I had been getting together a rubber outfit. I...
Generally speaking, I'm not a person given to lusting after men like they were nothing but a piece of meat. That is until I met my cousin Lucas. It happened not long ago, and I was supposed to have gone to Europe with my friends for my summer vacation. At the last minute my father informed me that he and my mother didn't have the money to pay for that kind of trip. Instead they were sending me to my uncle's ranch in Wyoming. I couldn't have been more dissappointed.My dad could see my...