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Momma's Boy

By: Bigdude999



I chased a lot of girls growing up, I lost my virginity at 13 to the next door neighbor. She was 28 and taught me a whole lot. The summer of my 18th birthday came then mom came down the hall way with a little towel that just covered her Big titties and her pussy. I just came in from football practice and mom must have thought I was still out. She smiled at me as she heard me say "shit" as her little ass floated by.

I went to my room and started taking my clothes off. As I headed for the shower I hear "shit" as I went down the hallway, I blushed cause I knew mom had see my dick still hard from her little show. No matter how cold or how hot the water was it just did not help my problem! So yes I stroked it till I came all over the show wall. Then I went to bed and slept, the sight of mom danced in my head.

The next morning Mom acted like nothing had happened. The next Wednesday after practice I walked in and found Mon standing in her room, door wide open, bent over and brushing her long hair with only a pair of thong panties on. I guess I should describe Mom, 38 years old, 44 EE, yes EE (checked her bra), a 34 waist and a ass that literally can stop traffic. I though I was being quiet while I watched her, but I must not have because she stood up straight and turned to face me took a deep breath and said" Do you think Momma has nice Titties? Not to big." She looked at my hardon and smiled. I stood there in shock and stumbled to my room and collapsed on the bed. Sometime later I took a quick shower and dressed and head downstairs for supper. Mom had order a pizza and was headed out for a date. She came over to me a leaned over to kiss me on the cheek, My eyes were glued to the neckline of her dress and her breasts falling out of them. She took my face in her hands and brought it up level with her face, kissed me on my lips and then lowered it to her bulging neckline as she took a deep breath almost touching my lips with those big nipples. Then she was off, I said to myself "Somebody is going to feel those tonight."

I feel asleep watching TV, I was dreaming of Momma and her beautiful body. My dick was getting big, then I realized Mom was back and cleaning up the living room. Through half opened eyes I watch her glide around the room, bending and twisting around watching as she came up to me and studied my crotch. Then I got bold. I moan and rubbed my dick through my jeans and said "ooh Momma." She reached out and placed her hand on it and smiled really big. She kept it there and squeezed it real softly and never let her gaze leave my dick. Her breathing quickened and she reached under her dress and shortly started to shake and moan. 

Watching Mom with her hand squeezing my dick and her cumming was too much as I shot off in my pants. When she came back to earth, she felt my wet pants and slowly lowered her face to my crotch and stuck her tongue out to the big wet spot. The she shook me a and said for me to get up and go to bed. She helped me up and I leaned on her chest acting like I was still a sleep. Her breast were warm and smelled of flowers. She helped me to bed, laid me down and took my shirt off and tugged my jeans off. Before she covered me up she took the front of my briefs and pulled them down to see the cum on my cock, that smile came back on her face as she held it and then she licked the cum off of her fingers and went to her room. 

I heard her moaning and snuck to her door and listened as she came saying" Yes baby fuck you Mommy whore's tight pussy, fill it up." I fell asleep with that on my ears, over and over. I woke up about 5:00 that morning hard as a brick and wanting to explore more. Not knowing for sure what I would or wouldn't do I snuck up to her door which was half way open and gazed in. There was my beautiful Momma in a black baby doll nightie lying on top of the sheets. I could smell her pussy from when she came earlier, it filled my very sole and made me light headed. I tiptoed in to her room and decided turn about was fair play. I touch one of her large tits and I could actually feel the nipples get hard and throb between my thumb and finger. She wiggled her fine ass in the bed, I jerked back and headed for the door sure I was caught, but she never opened her eyes. I turn around and went back, I figured this was a once in a life time thing I better enjoy it. 

I set down beside her and stared between her now widely parted thighs, just a hint of her red pussy hair sticking out on each side of her black panties. I lowered my head and licked at her crotch, which was already soaked. I moved the panties out of the way an found the object of my affection, smiling back at me. I could not help but stick my tongue out and gently taste her pussy. I licked it for hours, probably no more than a minute and Momma thighs closed around my head as she screamed as she came and then went limp. With a satisfied smile on my face and a hard dick, I went back to my bed.

Momma's Baby Boy 2 Momma makes me a man coming soon

Momma's Boy



The wind outside howled mournfully as the ice cold sheet of rain beat mercilessly against the windows. It was yet another miserable winter and I lay in bed, staring sightlessly at the ceiling in my room, my mind was faraway in some distant land with plenty of sun, brilliant white sand and gorgeous, bikini clad, dark skinned women. I was bored to tears.

My mom sat in the living room watching some banal soap opera on the tube and it was just the two of us in the house, surrounded by thickly wooded land in the middle of no where. It had always been us two: I was the only issue out of an aborted, troublesome marriage. My dad had taken off when I was ten, telling us he was going out to fetch some groceries and that was the last we ever saw of him. Since then I had been the man of the house.

My Mom was a tall woman, which was a good thing because she was what some people referred to as 'stacked'. Her breasts and bottom would have made any smaller woman go pink with embarrassment- they were far too big. Her tits were massive melons with thick, hard nipples that were very evident no matter what she was wearing and despite her age- she was nearing fifty- had only the tiniest hint of sag. Her ass was even bigger, two big footballs compressed together to make one helluva bumper package. They stuck out at right angles to the back of her thighs and she had a running problem with finding her size of jeans to wear. She was a plain woman who kept her jet black hair cropped closely to her skull and if not for her obvious physical attributes could easily be mistaken for a man. I wasn't complaining- she's my momma after all.

We got on fine together. After my dad left we got closer as the years went by and by the time I was nineteen I was the man of the house. Also as I got older, my mom became more liberal around me. She used to be a very strict woman, not averse to putting me over her knee for a good spanking anytime I got out of line but as I matured, I guess so did she. My mom was someone who rarely showed emotion and I unconsciously found myself trying my best to please her even if it was just to earn a simple 'thank you' or 'good boy' for my efforts. She rarely showed gratitude but I noticed she didn't treat me like a kid anymore. In fact if I didn't know better she seemed to be taking my 'man of the house' role more seriously than I thought.

I wasn't sure at first but I noticed that her conservative mode of dressing was gradually changing. I was a teenager and I was interested in girls but the godforsaken town we were living in had very few chicks to spare. There was a girlfriend I was banging regularly but I had to go across town to meet her and it was becoming a drag. I began to stay more at home since I didn't want my mom to feel lonely and as I was seeing literally more of her everyday, I stuck around.

She used to wear thick blouses and long skirts that didn't succeed in concealing her figure but now they had been replaced by halters and shorts. Sometimes she would just wear a robe and I could swear there was nothing else underneath. A lot of her cleavage would be exposed and whenever she bent over, which was often, I could almost see all of her huge white breasts. The house isn't very big and we bumped into each other a lot. I didn't know whether it was because I was now more sexually aware but I felt that she lingered a little anytime we brushed up against each other. My cock would grind against her hard buttocks and sometimes my elbow would press against her boobs. She didn't seem to mind.

There had been a time I walked into her room without knocking to pick up something and found her changing, getting ready to take a bath. Her frilly panties were still on but she was completely topless, her big boobs swinging about in full view. That's when I noticed she had big, dark colored areolas with thick, hard nipples like erasers. I noticed that she was quite hairy down there as a thick, black bush was spilling over the hem of her panties. There was a second of shocked silence before I blurted an apology and bolted from the room. There was a surprised look in my mom's dark eyes but there wasn't any hint of anger and I also noticed something else lurking deep within those pools. I expected my mom to give me a dressing down but she acted like nothing happened.

That had been a couple of weeks ago and since then, I desperately desired her. She didn't show any sign of awkwardness, come to think of it, she was even freer around me. I guess she felt that since I had seen most of her goods, there wasn't any further point in concealing them. Ever since then it was normal for me to find her walking around the house in just her underwear or for me to bump into her with just a towel round her waist. I can't say I was complaining. I took advantage of her new liberal ideals by rubbing up against her any chance that I got.

There had been a point I thought I had gone too far. I had walked into the kitchen once and found her bent over the deep freezer with the lid wedged open with the rolling pin. She was a wearing a long t-shirt which stopped at mid-thigh but since she was bending over, it had ridden up to her rump. Most of her ass was showing and I discovered to my consternation that she wasn't wearing any panties. The thick lips of her pussy were very visible. I couldn't control myself and I immediately walked up to her. I placed my hands on her wide hips and pressed my crotch against her ample bottom.

"Hi, Mom" I greeted, trying my best to suppress a gasp of pleasure as my stiffening cock poked at her lips. I heard a sharp intake of breath and felt her stiffen. I expected her to jackknife upright but instead she pushed her bottom against me and my dick got wedged in her deep crack.

"Hi, Honey" she drawled in the same flat, emotionless tone she always used, "Could you give me a hand with these bags of meat? I think they're stuck."

I said okay but I didn't immediately release her. I pushed gently against her, savoring the heat of her ass and ran my hands up her body till they brushed against the sides of her breasts. That's when I knew she wasn't wearing anything under the t-shirt. At least I did get a reaction from her- she gasped a little. I let her go and she straightened up and stood to one side. I thought she would surely give it to me this time but I noticed her watching me closely. I also felt her eyes on my crotch which naturally was displaying a very prominent arousal. That's when I decided I was going to fuck my mother.

I got up from bed and stretched a little. I was idle and they say an idle man is the Devil's workshop. Well right now I was a finished product. I was as horny as hell and I wanted to fuck badly and there was only one person who could satisfy the cravings I had right now. There's nothing like forbidden lust. No other desire is more intense. I wanted my mom in so many nasty ways. It was time to become the real man of the house.

I left my room and quietly descended the stairs. When I reached the living room, it was submerged in darkness with only the illumination coming from the tube. My mom was sprawled on the couch, her head thrown back, snoring. She had on a robe that was too small for her. The belt had come loose and the V in front of her had deepened so that I could see one full breast clearly even though the nipple was covered. Her big, creamy thighs were also in full view. If that belt came off, that robe would open and I would see everything. I was so turned on that I lost all inhibitions and went to join her.

I sat next to her and reached my left arm under her back to draw her towards me. My mom is a heavy sleeper but I was so horny I was making very little effort to be discreet. She grunted as I pulled her gently towards me until her head lay on my shoulder. Taking one loose end of the belt I tugged gently till it came away. The robe parted and the V changed to II. Immediately her boobs spilled out and sat heavily on her bare chest, the thick nipples stiffening in the open. It was quite warm in the house despite the chill outside so I wasn't worried about her catching a cold. 

I placed my right hand on her right breast, trying to stretch my fingers around it. It wasn't possible- it was too big, especially as it increased in diameter as it sat on her chest. I left my hand there for a while, enjoying the feel. The nipple jabbed at my palm.

My mom continued to snore. Either she slept like the dead or she was very aware of what I was doing and was making no attempt to stop me. I would soon find out.

I began to massage the breast in slow, gentle strokes. It felt succulent and soft. Her nipple stood stiff and erect and I noticed her breathing had changed. But her eyes were still shut even though she was no longer snoring.

My hand left her breast and traveled down her stomach. It was still incredibly flat due to my mom being a gym freak when she was much younger. After playing with her navel for a while I removed my hand and rested my hot palm against her right inner thigh. I gently stroked it from the knee upwards, inching closer to her crotch. Finally a finger slipped into a deliciously wet crevice in the V of her legs.

This time my mom groaned loudly and her hips lurched. She murmured something unintelligible and kept her eyes shut. My left hand went to fondle her left breast while I gently finger fucked her with my right. Her hips began to move against my hand.

My left hand left her breast and rose up to cup her chin. I turned her face towards mine and bent forward to kiss her. Our lips met but she refused to open them. I nibbled at her lower lip for a while until at last she opened her mouth and my tongue darted in. I took my time kissing her while my finger squished rhythmically inside her. All this while her eyes remained closed.

Finally I had had enough of the foreplay. I released her and she flopped back on the couch with a guttural moan. I got of the couch and turned round to face her, watching her face with interest to see her reaction to what was certainly coming. For the entire world, she could still be asleep, apart from her ragged breathing.

I pulled off my shorts and knelt in front of her, my cock jumping straight to attention. I grabbed her legs and yanked her forward, bringing her crotch closer to me. I pressed up against her, spreading her legs and letting them rest on my shoulders. I took aim with my cock and slowly plugged it into her pussy hole.

She gave a sharp squeal and grabbed at the couch with her outstretched hands. I grunted with pleasure as my sizable tool spread her tight lips and I pushed it all the way to the hilt. This time her eyes flew open with the shock of the penetration. She looked at me for brief second then clamped them shut again. Without further ado I began to fuck her.

I must confess I wasn't too gentle with her. My girlfriend is used to me being rough but this time around, there was just too much pent up aggression in me. I guess it was all those years of trying to make her happy and my frustration of having her torment my fantasies for so long. When I fuck I like to do a complete job, no half-measures. So I fucked her for three straight hours with short breaks of intense foreplay inbetween. I fucked her hard, fucked her slow, fucked her in the pussy, up her ass and in her mouth. I titty-fucked her and gave her head. By the time I was through with her she was a quivering wreck.

When I came the third time it was all over her boobs and her face. She looked like some kid had splashed yogurt all over her. Despite that I still kissed her long and hard on the lips.

Eventually she lifted her cum laden eyelids and stared at me.

"Good boy" she whispered.



Momma's Boy Ch. 1



Author's Note: While most of my stories are either true or, at least, based on true events, this one is fantasy only as I've never had children. However, "Blue Eyes", this is for you. Thanks for the inspiration. "Mom"

Jane sighed heavily, looking around the office, wondering what she could do next to keep busy. Her boss grinned at her, "Bored yet?"

Jane gave a crooked smile back and nodded, "Yeah, I was trying to figure out what to do next. I can't believe it's so slow."

Vanessa shrugged, "It's Spring Break. Most of our customers are away." Glancing at her watch, she continued, "Look, it really is slow and there's not a lot left here you can do. Why don't you call it a day and take the afternoon off."

Jane's eyes widened briefly and she tried to put forward a "responsible employee look" (whatever that may be!). "Are you sure, Van?"

The other woman chuckled and nodded, "I'm sure. I'm the boss. Now go enjoy the afternoon off."

Jane grinned, "Ok, boss lady. If you insist! Thanks!"

Vanessa watched as Jane got into her car, then drive off. She didn't mind giving Jane the afternoon off. It really was slow and there was no point both of them being bored. She knew that when things got busy again after the break, she could count on Jane to be there.

Jane hummed along to the radio as she drove home, enjoying the relatively traffic-free streets. She was so lucky having landed this job. While it didn't pay what she was used to, it was still enough to live on and have a bit left over. Besides, the owners of the business were such nice people, that it more than made up for the dip in salary. Jane couldn't remember the last time she had actually enjoyed going to work; yet it was something she did now.

Having a job and being happy at it had affected her personal life, also. She was a lot more easy going at home, which made things easier for both her and her son. Jane had been one of those young girls that managed to get herself knocked up early – at 15 to be exact. Now, 25 years later, she was proud of how well she had handled things.

After a tearful confession to her parents, and adamant refusal to give the child up, she spent her teenage years going to school and working part time to help support her child. She had even managed, with the help of her parents, to save enough to go to college. After graduation, she had landed a well paying job that allowed her to save for, and finally purchase, a small house for her and her son. They didn't have a lot of luxuries, but they weren't starving either.

Paul had been a good kid and grew up adoring his mother. He knew how hard she worked to make things good for him and he always did his best to please her and make her proud of him. Once in high school, he managed to keep straight A's and hold down a part time job, proudly handing his weekly cheque to his mother for his "share" of the bills.

Each time he did this, Jane would feel the love and pride in her son swell up inside her and, while the money would have helped a great deal, she put it into a separate bank account for the day Paul would want to go to college.

As Paul grew into manhood, his mother was amazed at how good-looking he was; yet he never seemed to have a girlfriend. She hoped he wasn't gay, not because she was against it, only because she didn't want him to have to go through the pain she knew would be waiting. She had seen it happen with friends. She was relieved to find a couple of old Playboy's under his bed one day when he was about 14.

All the time he was growing up, Jane never dated. Her entire life was devoted to her son. Sure, there were times when she was lonely for companionship her own age, but each time she reminded herself that this was her decision and her responsibility.

As she sat at the intersection, waiting for the light to turn green, her thoughts turned to one time, when Paul was around 18, and she had inadvertently walked in on him in the shower. She froze in her tracks, glued to the sight of her son standing with his back to the spray, a soapy hand wrapped around a very hard prick, his eyes closed with the pleasure he was giving himself. Jane had felt herself get immediately wet as she watched his hand move faster and faster. It must have been the sudden draft of cool air from the still-open door that caught his attention and he opened his eyes, only to yell out, "MOM!", then turn away from her, his ears and neck going scarlet.

The shout startled Jane out of her trance and she mumbled a quick, "S-sorry…" before rushing to her bedroom and shutting the door tightly. Her heart was pounding in her chest and she wondered just what she'd been thinking, standing there, watching her son masturbate. Giving herself a mental smack, she knew exactly what she'd been thinking, but she didn't want to admit it. Watching his hand slide up and down the thick shaft had turned her on, she could feel it in the way her nipples and clit had hardened, not to mention the slick heat that was wetting her panties.

She heard the shower turn off and braced herself, but Paul didn't come to her room. After about a half hour of waiting, she took a deep breath and went to the kitchen to prepare their dinner. She made something quick and easy and called Paul. He came down the stairs and sat at the table but neither of them made eye contact or spoke. As usual, Paul did the dishes then headed back to his room, quietly telling his mother he had a test to study for. Again, there was no eye contact and Jane had to strain to hear what he was saying but she just nodded and told him she was going for her bath.

That comment seemed to remind both of them of what had happened earlier and, for the second time that day, Jane watched as her son's ears turned crimson and he slipped into the sanctity of his room. She felt her own face redden at the unacknowledged reference and hurried into the bathroom, trying to forget what she had seen and focus on drawing her bath.

Laying back in the hot water, steam rising around her in wispy, scented tendrils, Jane lazily ran a sponge across her breasts and down her stomach. The warmth of the water against her soft flesh caused a shiver of pleasure and her nipples hardened in response to the heat, then sudden coolness. 

Her eyes half open, Jane peered down at her body. "Not bad for a 40 year old," Jane thought to herself as she took stock. Her pale breasts were still fairly firm, with only a slight sag to the sides from laying on her back. The dusty pink tips were hard and long, from the difference in temperatures, Jane told herself. The slight roundness to her belly was unseen as she lay back, giving her a clear view to the closely trimmed mound nestled between shapely thighs. 

Jane had always either trimmed very close or shaved completely, no matter that she was the only one that saw it. She thought a full bush ugly and not very hygienic and always kept it closely cropped. The heat of the water had caused the fleshy outer folds to swell and turn a deep pink, the blood flow causing a gentle throb to make itself noticed.

Jane ran the bar of soap over her breasts, a soft gasp escaping her lips as the slippery sensation caused her nipples to harden even more, sending a tingle directly to her clit. Lifting her hips, she let the bar slide down her stomach and across the fleshy mound just above the pouting lips, then turning the soap sideways, running it lightly up and down her slit. Her nipples hardened even more and she brought her free hand up to lightly pinch them.

She couldn't help the soft groan and let the soap slip from her hand and into the water. There was no use denying it any longer, she was hot and needed to cum. Telling herself that it was only because it had been so long since she'd been with a man, she allowed herself to replay the scene she had witnessed earlier. One hand pinching her nipples, the other parting the swollen folds to lightly tease her hard clit, Jane closed her eyes and remembered the sight of her son earlier that day.

Paul had grown tall, at least 6' and his body was toned and defined, obviously playing baseball in the summer and hockey in the winter helped. A small patch of dark hair was centered on his otherwise bare chest, a few fine wisps circling small, dark nipples. Unconsciously, Jane licked her lips as her mind's eye traveled down her son's hard, young body. His flat stomach wasn't quite a six-pack, but it was taut and hairless, except for a faint trail below his belly button that drew the eyes to a thicker patch. 

Both hands were busy stroking and teasing her wet slit as Jane pictured the thick meat her son had been fisting. She already knew he was cut, hell she was the one that had insisted upon it. However, the last time she had viewed her son naked, had been about 10 years ago. He had definitely grown since then. He wasn't very long, perhaps 6 inches, maybe a bit more, but the girth was what had impressed Jane. She doubted she'd be able to close her hand around him, then wondered how he'd feel inside her. It had been so long…

Her clit throbbed with the thought and she groaned again, lightly pinching it before sliding two fingers into her aching cunt. The image in her mind was no longer her son, just a male. To be quite honest, at this point in time, the image wasn't even a male to Jane – just a nice thick, juicy cock. Lost in her fantasy, she plunged her fingers in and out of her hot pussy as the other hand rubbed her clit. She could see the hand stroking the shaft, the head a deep red colour. Faster and faster the anonymous hand moved and faster and faster her own hand went.

Suddenly, her back arced and her hips thrust against her fingers in a sharp series of jerky grinds as she felt her needy cunt spasm around the digits filling it. In her mind she could see the hot piece of meat shoot jet after jet of creamy cum, the sight making her ache to taste it, feel it. A whisper in her mind was what sent her over the edge – "Oh, Mom! I'm cumming for you…."

A horn blared and caused Jane to blink and shake her head. Waving apologetically at the driver behind her, she hit the gas and continued through the intersection, wondering when the light had actually turned green.

She squeezed her thighs together, hoping to relieve some pressure on her aching clit, wondering what had made her think of that time when Paul was a teenager. It had been fantasy only, albeit she had been a bit ashamed once she came down from her orgasm. However, remembering that time had caused her to become extremely aroused and she knew she'd have to get off when she got home. At least she'd have lots of time before Paul got home from his job.

To be continued…