Mommy And The Young, Bad Neighbor

My Cougar Mom’s Friend

Your mother had a new friend called Vanessa with whom she went out partying, every friday your mother came home at hours typical of a twenty-year-old girl. One day, your mother’s friend was alone with you in your kitchen, she was turning her back on you at that moment so she turned her head and said:

Vanessa: - You see how cultivated is this booty? Do you think guys like you can get a night with one of these MILF asses?

You didn’t know what to say, you were impressed, you would like to think that she was flirting with you but the tone she had used was not flirty. Before you could answer, she spoke again:

Vanessa: - Juicy and mature asses are only taken by tough guys who want to fuck with crazy bitches like us. Just the kind of guys that are in the places I take your mother to. Every friday we enjoy huge cocks of guys your age. And they enjoy our big and experienced asses in bed. Your mother is addicted to fuck young guys, I just wanted to tell you that.

You and your friends were one of the best airsoft groups around. Every week you guys went to the local range and challenged other groups to shootouts. Every week you could expect a win. This week however, you were fighting the rival cities airsoft gang. I say gang because thats more of what they were like. They went around and terrorized nearly every other team into submission. The leader of the squad had his way with nearly every girl he wanted, including the many girlfriends of the local squads. You figured that with no girlfriend, you had nothing to fear.

The day before the match, one of your squadmates got sick and had to drop out. Being just one day before, nearly every possible replacement was unavailable. That’s when you thought of an idea. Your mother used to be in the military, and was in great condition. You figured that by having a mom on a team, the enemies wouldn’t dare shoot. You had no idea how wrong you were.

You’re mom agreed, thinking it was a great mother-son activity. On the day of the game, you weren’t able to find a spare pair of blue pants for your mom that matched the rest of the teams. The other team offered some of theirs, and brought over their smallest and tightest pair of camo pants. She was barely able to fit her large round bottom into the pants without a handful of her ass jiggling out in the open. The rest of the guys on the team couldnt take their eyes off her.

As the two teams came out, the rival team eyed down your mom, especially their leader. As the game started, the whole team directly targeted your mother. Being middle aged, she couldnt hope to outrun the other team. And to them, her giant ass was no more than a moving target.

The other team wiped you guys out. Your mother got the worst of it, with her wide butt red and sore with marks. After the game, the leader of the other team came and began to apologize to your mom. It was obvious he was just buttering her up, but you wouldnt dare butt in. They went to the changing room together, and after about 10 minutes, you manned up and walked inside.

There was your mother, bending over the counter with her fat bubble ass stuck out. And there was your arch-rival, with his hands on either sides of her cheeks. Even as he saw you, he continued massaging her ass only faster. As your mother turned and saw you, she said

“Oh sweety! You’re friend here offered to help the pain from my booty, apparently this is the best way to get rid of airsoft sores! First the camo pants, and now this! You should really thank him. Now can you leave? Im gonna go bare soon so he can get in deeper, and i dont want my son seeing his mother like that!”

Soccer Mom and a bully.

“Coach! Colin tripped me!“ I whined, as usual the coach wasn’t paying any attention to the game he was too busy looking at the soccer mom on the field, my mom. “No I didn’t I was trying to get the ball! he’s just being a crybaby.” Colin retorted, but it didn’t matter either way, the coach was clearly uninterested in the event and was mainly just annoyed with the interruption of his gawking. “Quit the belly-aching Jessie, sometimes your going to scrape a knee or bruise an elbow, it’s sports son! man up!” “Yeah, girl name, stop whining.” Colin gnarled which received a hearty amount of laughter from the other kids on the team and topped it off with an infuriating smirk, obviously pleased with getting away with another jab at my pride. Colin was the same age as me, 18, and graduating this year. He was 6 foot tall, well built and handsome, blonde hair, blue eyes, the whole shebang and a real jerk to boot. No wonder all the girls liked him. Me on the other hand, pretty much the exact opposite. At 5'6 I was a skinny, pale, nerdy loser and Colin liked to make sure I knew it. Suffice to say, I wasn’t a hit with the ladies either the only time I ever asked a girl out was for a school dance and she literally laughed in my face. “Alright everyone! Take five” the coach yells.

I take the opportunity to go to the bathroom. When I get back I see my mother and Colin sitting on the bleachers next to each other. They were having a pretty involved conversation with each other. it seemed like they were having a good time, they were laughing and joking together, one might even think they were flirting with each other. Why is she chatting with him? Didn’t she see what a jerk he was? didn’t she see how he tripped me during practice? he did stuff like that all the time but I was always too ashamed to tell her about it. Then I noticed something else, he reached over and casually put his hand on top of hers, which was resting on her thigh. I expected her to pull away immediately and say something… but she didn’t. Instead she looked down at his hand, looked up at him and blushed, she looked almost bashful. he pulled his hand away before anybody noticed or it became uncomfortable and continued chatting up my mom.

I didn’t understand. I was so angry and jealous, I loved my mom so much, he didn’t deserve any of her tenderness. She was the picture of beauty, flowing blonde hair, blue eyes, tall and shapely only 38 but she looked 25, as a matter of fact, Colin looked more like her son than I ever did. I must admit, I thought about her sexually sometimes, she was the only woman who ever really showed me any affection. the girls at school where always so mean. She wasn’t like them at all, she was sweet and kind and caring she wouldn’t fall for a guy like him, she was probably just being polite I thought to myself. Break ended and we all headed back out to the field to continue practice. After a short time I noticed Colin wasn’t around doing any drills. I looked over at the coach who was fast asleep in the sun with a newspaper over his face. where did he go? I thought, but quickly pushed that thought out of my mind. Who cares? he probably ditched, at least he’s gone. As practice ended I started a jog towards the sidelines but noticed my mom wasn’t there, she was always at the sidelines at the end of practice waiting for me. I started to walk towards the parking lot to where we had parked and noticed my mom outside the van talking to someone. It was Colin. Did he have his hand on her thigh just then? no way it must have been my imagination. As I got closer it looked like he handed her something, maybe a piece of paper? What was going on? They both noticed me and mom greeted me 

“Hey, sweetie.” she said in her heavenly voice followed by an innocent peck on the lip and a hug as usual. She seemed to have a funny taste on her lips this time but I didn’t have much time to ponder it as I quickly realized who was standing next to us and wiped my mouth, pretending not to like the way she coddled me. “What are you two doing?” I asked coldly. “Just talking.” my mom said somewhat nervously. “About what?” I asked. My mom opened her mouth but hesitated for a second, like she was thinking of something to say. “Balls, scoring, dribbling, you know soccer stuff.” Colin piped up with a slight chuckle and that same smirk I saw earlier. “Heh, yeah.” my mom agreed, again nervously. “Anyways, we should get going. It was very nice talking to you Colin.” “Yeah, we should talk again soon Ms. Robins.” he replied in a tone of obviously pandering endearment. “I would love that.”

What an odd exchange I thought to myself before climbing into our minivan which was unusually hot and humid and smelled somewhat of sweat. But again I pushed the thought out of my mind. He was probably just acting sweet and innocent like he does with the teachers at school so he doesn’t get in trouble when he bullies me. Still, the whole situation seemed odd. The next day at school was also quite odd, I noticed people staring at me a lot in the hallways and I even heard some of the kids snickering behind my back. Do I have a kick me sign on my back or something? it wouldn’t be the first time someone (guess who) had done something like that to me. I went into the boys bathroom to check in the mirror and see if I could notice anything. “Hey, loser.” are the first words I hear as I enter the bathroom, It’s Colin, I ignore him.

“You know, you’ve got a pretty hot mom, I bet you pull your little pud to her all the time.” His friends laugh, he’s always trying to get under my skin.

“No I don’t, that’s gross.” I responded but it was a lie. I did masturbate thinking of her often and at 4 inches I wasn’t very well endowed either. The truth of the insult only made it sting all the more.

“I bet you sniff her panties too you creep, what kind of panties does you mom wear?”

“Shut up, I wouldn’t know I don’t do that kind of stuff, you’re the creep for even thinking it.” Again the sting of the truth rang through my soul I didn’t just sniff them, I wore them, jacked off in them and touched them to my face. I know its wrong but my mom is so attractive and I love her so much, it’s impossible to resist.

“Your mom’s definitely the type of lady that wears sexy underwear. Probably small, tight, white lace with some kind of frilly lining and a splash of pink.” my eyes widened, she had a pair exactly like Colin had just described, how did he guess? 

“Shut up! Fuck you!” I yelped, my voice cracking pathetically in the process and stormed out of the bathroom and directly into the principles chest.

“What did I just hear you say Jessie?”

“N-nothing.” I meekly responded, I knew I was in trouble. Then Colin and his friends came strolling out of the bathroom.

“I think he said ‘F you’ to me Sir, he was being very rude to us in the bathroom talking about our mothers and what kind of panties they wear.“

"What! no I wasn’t! you were talking about my moms panties!” I blurted out, much to my humiliation and the amusement of every kid in the hallway who heard it.

“None of that matters, I heard what you said Jessie and you are getting after school detention.” What a day, I sulked on into class and tried not to think about the fact that I was going to miss the bus now and would have to walk home. I wouldn’t get in until Dinner. When I got home that night I was exhausted, my mom was in the kitchen getting ready to make supper.

“So, how was your day?” she asked, she always cares.

“It was fine, I guess.” I didn’t like to talk to her about getting bullied, I didn’t want her to think I was a some kind of wimp, even though I am.

“You hungry?”

“Not really, I’m really tired actually, I think I’m just going to go to sleep.” I said and she asked me;

“How come?” but was interrupted by her cell phone ringing. “Oh sorry honey, one sec.” I caught a fleeting glance at the name on the phone ‘8iq6oi’ what a strange name I thought, oh well, I took it as an opportunity to escape into my room. As I’m laying in my bed I hear mom calling me from downstairs. “Sweetie, that was work calling! Since you aren’t having dinner I figured it would be okay if I headed out for a bit.” Jumping at the opportunity for some 'alone time’ I quickly replied

“Yeah, sure, that’s okay with me!” and waited until I could hear the door shut and the car drive off. Eagerly pulling my pants down I sat at my computer half naked squeezed some hand lotion into my palm and started an all too familiar ritual slowly massaging my meagre erection I logged onto my e-mail. I was subscribed to many different porn sites and got a daily inbox full of MILF porn, specifically of the tall, curvy, blonde haired, blue eyed variety. But as I’m scanning my e-mail I notice one that stands out, it’s from Colin, how did he get my e-mail address? he probably got it from some girl, I’ve handed it out before in the hopes of starting up a relationship online, god knows I can’t do it in real life. “Subject: sorry” Hmm.. “Hey dude sorry I was such a dick today here’s something to make it up to you” there was a video file embedded in the e-mail. Against better judgement I opened the file, my hard cock still in my hand slimy from the lotion.

The video is really dark and shaky but I can hear a voice… my moms voice! the video quality is terrible and I can’t see anything but I know that’s my moms voice! I would recognize It anywhere. “Oh god, I can’t believe we’re doing this, I think we should stop.” My mom says. What is this? What is mom talking about? What is Colin doing with this? Why did he send it to me? questions are racing through my mind.

“No way.” a male voice speaks up “They are going to be out there for another hour at least and the coach is fast asleep, that’s plenty of time.” it sounded like Colin, but there’s no way, it couldn’t be. My heart started to beat faster and my hands started to shake.

“But what if someone finds out, what if he finds out?”

“Nobody will find out I promise. He loves playing soccer so much he wont even notice you’re gone. Trust me I know, we’re friends. Let me just put my phone down.” As he does everything starts to come into view. The inside of a mini-van, our mini-van, it looks like he propped the phone up against the door and the ashtray so it is filming the backseat of the van. I see my mom and, to my dread, Colin. My heart stops, my throat tightens, my stomach drops and butterflies start fluttering in my chest. No, what’s happening? this can’t be what I think it is. He leans in and kisses her, there’s a still moment, then she kisses him back. Passionately.

I know now in retrospect after having watched the video dozens of times that was the moment all abandon was thrown out the window, along with her shirt and bra. With no thought to consequences she lets him suck on her breasts, so soft and tender, moaning faintly and running her fingers through his hair, almost motherly like. He starts kissing the side of her breasts, then down to the tender ticklish flesh over her ribs, then back over to her soft tight stomach and finally her belly button. As he sucks and licks her tiny delicate belly button she lets out a slight gasp and he begins un-buttoning her pants. He pulls on them firmly and they fall down past her soft thighs to her knees revealing her “Small, tight, white lace panties with the frilly lining and a splash of pink." 

My heart begins beating again, faster this time likely to pump the large amount of blood that is filling my small but bulging erection and my hand instinctively starts to move up and down, very slowly. Colin begins undressing himself, quickly pulling his top off and pulling down his soccer shorts and underwear to reveal a large thick 8 inch long erection. My mother puts her hand over her mouth at the sight of it her eyes grow wide 

"Oh, my." 

She says, before looking back up into his eyes with the most lustful stare I have ever seen. I’m in an almost trance like state, I don’t even register what is happening in front of my eyes, like I’m in shock. My own mother. Colin. My hand still slowly moving up and down my sticky lotion smeared dick. She takes his cock in her hands slowly rubbing it up and down almost matching my own rhythm while they make out with each other. their faces are less than an inch apart, staring directly into each others eyes as their tongues twist and knot and dance together like some wet fandango, saliva running down both their chins. Her grip on his erection gets tighter as he starts to pull her panties down her thighs, still lip-locked and still never looking away from each other. She pulls away "I want this inside me.” she says, forcefully. 

And just like that I’m pulled out of my trance and the reality of this starts to set in “Mommy…no.” tears begin to well in my eyes but I start to stroke slightly faster “Please, not you mommy, not with him. Don’t do it, I love you.” the motion in my hand contradicting the emotion in my brain. She presses up against him and positions herself above his cock and begins to lower her visibly dripping pussy down on his dick. I plead and beg at the screen knowing that it has already happened and I can’t stop it, but still hoping I can. As the head of his dick touches her soft tiny waxed and hairless pussy lips they both stop for a second and she rubs his knob against her pussy. 

“You want it in you, don’t you?" 

"Oh god yes.” She says.

“Oh god no.“ I reply. 

"Me too, I want to fill you up so bad, and I’m going to. I’m going to fill you up completely.” my mother visibly trembles at the thought.

“Hold on let me get more comfortable.” Colin says as he adjusts himself so he is now lying down with my mother straddling him preparing herself to fuck his heavy powerful rod. Then it happened, she started to press down on his cock, there’s resistance at first, he is big and she is small, it’s clearly a tight fit. But quickly her pussy envelopes the head of his cock. I can only imagine what it feels like, and I have, many times, worse still is that it looks like it feels even better than I ever thought it would. He moans and says 

“Yeah, fucking sit on it.” My mother lets out a moan of her own, getting louder and more lustful the deeper she pushes him inside of her “ooooOOOOOOH, Yes! fill me! fill my pussy up!” clearly she had taken a liking to his phrasing. “Nooo, mom, please.” I meekly whimper to myself as I hunched over drawing myself closer to the computer screen and began “pulling my little pud” with a much more solid rhythm than before. She reaches the hilt of his shaft, her petite pussy lips twitching around its base. She has a look of deep satisfaction on her face, clearly pleased with having mounted such a large and thick cock. 

“I can’t believe how big you are, I’ve never in my life had such a big…” trailing off into a breathy moan. 

“Yeah, you like 'em big don’t you?" 

"Mmm, yes.” my mother replies, zombie-like. This revelation makes me look down at my own cock, small and skinny and I start to sob gently, I’ll never be big enough for her, not even close, not after him. I hate him so much. I’m sobbing heavily now but I raise my eyes back up at the glowing screen and with shameless abandon begin masturbating furiously. 

“Ride me.” Colin says demandingly.  My mother begins to lift herself up his shaft revealing just how wet and sloppy her pussy is. His cock glistens, even his belly glistens from when she was sat on it. Her pussy is literally drooling on his broad solid pole as beads of clear slick juice roll down his shaft. Then she drops herself back down on him 

“Ugh!…Uh…Yeah…Yes!…Fuck…Me…Fuck me!…Ugh…Fuck me!…Hard!…Fuck me deep!” my mother grunts obscenely and in time with her sopping puss dropping down onto his cock. 

“Yeah…Take it…Fuck yeah!…You slut!…Ride me… Bitch!…Fuck me!” Colin replies degradingly, every insult out of his mouth is like a dagger in my back and every breath of pleasure out of hers is like one in my heart. Her pink silky skin starts to shine with a thin layer of sweat, beads roll down her shapely curves accentuating her lascivious body. The soggy wet noises of love making that their thoroughly entangled genitals are making are matched by the pathetic shlicking sounds of my creamy hand and prick. My sobbing, now reduced to gentle but steady whimpering makes for a suitably pitiful soundtrack. I can see my mothers body start to tense up.

“I’m going to cum…I’m about to cum!” her downward thrusts became quicker and more shallow. 

“Yeah, cum on me!” every time I hear his voice I cringe and my cock twitches slightly. She tenses up, her muscles firm and frozen, she stops moving completely. But Colin doesn’t, he wants more, he wants to give her more, so he begins thrusting violently upwards into her pussy. it causes my mother to shriek loudly as she trembles with convulsions of pure pleasure and her eyes roll back into her head “I can feel your pussy creaming, I can feel it spasming around my cock!” she tries to say something in response but I can’t quite make it out exactly, some incoherent combination of slutty grunts and dirty talk. Her body begins to relax and she slumps over the backseat. Her eyelids are half shut and she looks exhausted, Colin’s thrusting has slowed and become jerky. 

“I’m going to bust my nut!” he says crudely which seems to sober my mom up and she quickly shouts; 

“Not inside!” He pulls out and they both wordlessly go to their respective positions; her crouched down on the floor at his waist and him standing up with his head crooked against the roof of the van. She swiftly puts him inside her mouth and begins to suck. She sucks him deep and caresses and cradles his balls too, I can even see her tongue darting around inside her mouth and around his cock through movements in her flushed cheeks. “UGH!” he grunts like an animal and tenses up but my mother keeps him in her mouth, she doesn’t stop sucking, or licking, or cradling. I can see every load he shoots into her heavenly velvety mouth through the pulses of his shaft, there are many. Six to be exact, I counted. She pulls him out of her mouth and rests his knob on her lips as she swallows his spunk. There are two hard, heavy swallows, the kind you do when you have something thick like peanut butter stuck in the back of your throat. As she is swallowing his gunk a pool of thick white jizz is oozing out of his cock and puddling on her full luscious puckered lips, which she then purposefully and lustfully licks. She finishes him off by giving him a soft gentle peck on the tip of his dick, the same kiss she would give me on my lips only moments later.

“Oh god, that was amazing Ms. Robins.”

“Mmmmmm, it sure was, big boy.” those last words repeat in my head “Big boy.” my mind stops for a moment, though my hand doesn’t and I come to a realization It wasn’t “8iq6oi” on my moms caller ID, it was “Bigboi” the realization makes my spine jerk and a shiver shoots down it from my neck to my hips and then straight up into my dick, the head balloons as blood rushes into it, my shaft twitches strongly and I shoot the largest single rope of cum I have ever shot accompanied by an orgasm that goes down to my toes and causes my head to arch backwards as the thick rope drops back down onto my own face, stinging my eye and coiling up inside my open gasping mouth. Although my eye did hurt from the salty discharge, they were streaming with tears for other reasons. Wiping my shame off of my face and spitting it out of my mouth I slink dejectedly into my bed and try to cry myself to sleep but soon hear a car pull into the driveway and the front door open and shut, mom is home. I hear her climbing up the stairs and walking down the hall towards my room and she softly speaks outside my door “Honey are you awake?” I don’t answer, the door slowly creaks open. Quiet footsteps make their way to me and I feel her weight as she sits down on the edge of my bed careful not to wake me “Good night sweetie.” she caresses my hair and gives me an innocent peck on the lips, there is a familiar taste, although this time I cannot wipe it away.

My brother's such a Dick to me, he always compares his Dick to my tiny one, and his huge balls which he says mak mine look raisins, he also flirts with my girlfriend loads and grabs her huge ass in her yoga pants, she just giggles and one time she even shook it for him, but she says there's nothing for me to worry about its just bonding

You come home one day and see your girlfriend’s car in your driveway. When you go inside you hear loud noises coming from down the hallway and what sounds like moaning. You realize the noise is coming from your room, but the door is locked.

You: Umm, hello? What’s going on in there?

Your Girlfriend: Oh shit. I, uhh, hi baby. I’m just…I’m just showing your brother what you got me for Valentine’s Day.

Your Brother: Yeah, little man, why don’t you go away we’re going to be busy for a while.

You: Why are you in my room? I don’t…Valentine’s Day present? Baby the only thing I got you for Valentine’s Day was those new thongs, but you haven’t worn them for me yet…honey open the door what’s going on?

Neither of them answer you, but you start to hear a smacking sound and you can definitely hear panting. You go to get the key to your room but as you walk away the noises get louder and louder.

Your Girlfriend: Oh god! You feel so good. You were right, those big things do make his look like little raisins. I can’t believe he bought all that about just bonding with you.

You hurry back and try to open the door, but your so nervous and worried it takes you a while.

Your Girlfriend: OH FUCK! GOD YOUR DICK IS BIG!! UHH YES, USE ME LIKE A SLUT!!! FUCK ME IN MY BOYFRIEND’S ROOM WHILE HE’S LOCKED OUT!!! YOU’RE THE BETTER BROTHER YES SO MUCH BIGGER!!!

Finally you manage to get the door unlocked and are welcomed by the sight of your girlfriend being lifted up and down by her ass onto your brothers massive cock. They don’t even pay any attention to your entrance and your brother continues to lower your girlfriend down on his big fat cock over and over.