Mom comes home after a long and stressful day at work. She tells me all about her asshole boss and how demanding he is. She just needs me to sit next to her and help her de-stress. “I want to show you something” She whispers to me. Mom spreads her legs and pulls her panties to the side, giving me a look of her pussy.
I can’t believe this is happening. She guides my hand to her hairy pussy lips and lets me feel how wet she is. She has a very special lesson for me on how to treat a woman. Spreading her legs she guides me inside of her. Her warm inviting pussy feels even better than her mouth. “I’m going to cum all over your cock!” She screams at me. As her pussy tightens around me I cum deep inside of her. Ashamed I run out of the room as my mom smiles, completely content and happy.

Category: MILF
Related Categories: HANDJOBS, BLOW JOBS, OLDER WOMAN / YOUNGER MAN, CUM SWALLOWERS, BIG TITS

Continue to download

Early in the morning my mom sits me down for a talk. We’ve had talks like this before, all about how to be a gentleman. “I want to make sure you never mistreat a woman” She tells me. But this lesson is different. She opens up her robe and rubs my leg. “This is how you should treat a woman” She smiles at me.
Sliding her hand up my boxers her hand slowly grasps my penis. I’m confused and shocked as my penis gets hard in her hand. “Are you ready?” She asks, getting to the floor and putting me in her mouth. The feeling of the blowjob, her warm lips around me, makes me explode in her mouth with a stream of hot cum. “It’s ok honey” She whispers to me.

Category: MILF
Related Categories: HANDJOBS, BLOW JOBS, OLDER WOMAN / YOUNGER MAN, CUM SWALLOWERS, BIG TITS

Continue to download

It’s early in the morning and Chad is pacing the floors of his father and step-mother’s house. Krissy comes out of their bedroom in her pajamas and is surprised to see Chad dressed, “want some pancakes?” Chad turns down his favorite breakfast and Krissy knows something is amiss. “Tell me what’s bothering you, maybe we can sort it out?” Chad smiles warmly at his mother’s adorable notion that every problem can be solved by talk, still he confesses the predicament he’s in. “The company is handing out the year end bonus at the Holiday party and I have to win that money. The problem is that Mrs. bates can’t know I’m getting a divorce. She doesn’t believe in divorce, she calls it “failure,” and “the downfall of the traditional family and society’s Christian values.”
Krissy looks puzzled, “this is the 21st century, surely she doesn’t think that.”
Chad nods and explains how she laid off a long-time employee conveniently after his divorce finalized.
“Did you tell anyone that you’re divorced?”
“Of course not, I even wear my wedding ring to work, but one of the other candidates, Jay Sniegal, is spreading a rumor that we’re divorced. He lives in the same neighborhood and he’s been asking me why he hasn’t seen my jeep around.”
“Honey, just how important is this bonus anyway? You could just stay with us until you save enough money for that lake house.”
Chad shakes his head no, “A house like this doesn’t come on the market every year. It’s right off of West Pier, it’s white with [Krissy interrupts]
Krissy, “with Navy shutters?”
Chad nods, “You remember it.”
Krissy, “Of course I do. It’s right by our favorite beach. You know the one I used to take you? OH my darling, that IS a dream home. It certainly would be my dream home. Imagine coming home to that little piece of paradise? You’re right.. you have to win the bonus.”
Chad looks down, “I just asked Sheila and she hung up on me”
Krissy, “she would”
Chad, “I thought about inviting my old college friend, Bethany, and I could call her Sheila. No one has met Sheila yet, not even Jay.. but I don’t think Beth could act romantic with me. We have to convince them that I’m truly married.”
Krissy nods and looks down. Chad looks at his mother, desperate that she’ll come up with some plan as she always seems to do. He’ll take any idea at all. Chad zones out, the burgundy red of Krissy’s hair reminds him of her sexy little burgundy dress she used to wear in local dancing competitions. Krissy always wanted to go on one of those competitive dance shows, tangoing with celebrities, and twirling around in expensive dresses, and traveling the world. She probably would have made it too, if Dad would have allowed her the opportunity to audition.. but no, he thought she should stay at home and raise the family.
Krissy looks at him, “what? Do you have an idea?”
Chad explaims, “Of course, YOU!”
Krissy, “Oh darling.. I’m your stepmother, and everyone would clearly see that I am older than you.” Chad, “Are you kidding me?! You are a stunning woman, just as stunning as any woman in her 20’s.”
Krissy smiles modestly
“And you are a phenomenal dancer, and that’s definitely going to impress Mrs. Bates, she loves all the classical dances.”
Krissy smiles, “I am a good dancer, aren’t I?”
“Oh please. please say you’ll come with me?” Krissy bites her lip nervously.
“What? What’s holding you back? Krissy remembers the words of her husband, “you’re getting too close to him. Remember he is a man now. Krissy rolls her eyes, she resents the idea that she can’t be just as close to her little boy now that he is man. She looks at Chad’s hopeful face, “I’ll do it!” Chad kisses Krissy.
Watch the story unfold..

Category: TABOO
Related Categories: MILF, OLDER WOMAN / YOUNGER MAN, REDHEADS, BLOW JOBS, CUMSHOTS

Continue to download

When Jill when missing I was worried. I know that in the past when people have gotten too close to me, they have disappeared. My mother does not like competition. She needs to be the only woman in my life.  My mother is very much like a little girl, a little girl that I need to take care of. I know that my girlfriend thinks that mother uses my emotions to manipulate me, but she’ll never understand. My mother needs me, and even though I will complain, there is a part of me that enjoys being needed. My mother is like oxygen that keeps the fire inside of me burning, and Jill, well, Jill’s a moth, and if she gets too close to us, she will burn.

Category: TABOO
Related Categories: MOMMAS BOY, MILF, BLONDES, CUMSHOTS, BLOW JOBS

Continue to download

My dad hates to watch old movies, especially Westerns, it’s become sort of a Friday night tradition that mom and I watch them together. I call out to my mother, “it’s starting, hurry!” My fresh faced mom comes into the living room wearing her white night shirt and her socks. She sits close to me and runs her hand through my hair, her hands are freezing cold. I grab the blanket on the back of the sofa and wrap it around us. “You’re freezing, c’mere and I’ll warm you up,” I rub her thigh, back and forth until her skin warms. I see her legs part, it was so subtle the way she uncrossed her legs, is she turned on, or am I reading into this? I try to brush off the shameful thought about my mother and we continue to watch the old movie.
I’m watching the movie, trying to keep my dirty thoughts off my mom’s thigh, and she hooks her leg around me and puts her head on my shoulder. I wonder what my mom saw in my dad, she loves to go to parties, watch movies, read fantasy books about science fiction, romance, and adventure, and Dad’s into his hobby of making wooden bowls in the garage, he’s sort of a recluse when it comes to parties, or going to movies, and on Friday he’s been going to bed early, because he won’t stand to watch those “stupid old shows,” leaving me and mom alone to entertain ourselves. I think about how similar I am to my mother, and if I wasn’t her son how good we would be together. The thought is interrupted by my sweet mother gasping, “oh gosh, that scared me a little bit.” She holds me close and I take the opportunity to rub her thigh, I go higher, “mm.. my thighs are so sore from running,” she moans. I glance over and see her breathing, her breasts rising and falling with her inhale and exhale. My finger hits the edge of her panty, wetness trickling down from the site, my mom is feeling turned on now, there is no question about it. I am turning my mother on.
I muster the courage to kiss her cheek, she looks at me. There is a tension between us, but an excitement, it’s electric, and I feel scared, but still I am leaning in, looking into her beautiful eyes, closer and closer to her lips. My hand slips under her panties as my lips meet hers, she exhales into my mouth. She gives in to me, and I give in to her, we’re no longer mother and son, but we’re lovers. She moans when I put my fingers inside of her and reality kicks in, my father is just down the hall sleeping. We can’t get caught, but we can’t stop until we both have cum, we will have each other.

Category: TABOO
Related Categories: MOMMAS BOY, BIG TITS, BLOW JOBS, MILF, CUM IN MOUTH

Continue to download

I didn’t always think this way about my mom, even though she is easily the most beautiful woman I have ever seen. Last semester my coach recommended I start jogging to get in better shape for the varsity team. I took up running, usually early in the morning after my mom went to work, and I’m getting pretty good at it. I can jog a mile and a half in seven and a half minutes, but just two weeks ago I could barely jog a half a mile without stopping. One morning, I saw a woman in front of me. Her ass was perfect in heather gray spandex leggings, she was wearing a thong underneath, her blonde hair was pulled up in a pony tail, her shirt was loose and would sway left to right giving me glimpses of her toned and tiny waist. The glimpses of her waist, her ass moving up and down. the swaying of her ponytail felt .
My cock twitched at the thought of holding her from behind, pulling down her see-through pants, and fucking her. I ran behind her for a moment until I mustered up the courage to say “hello,” I picked up speed. Maybe if we fucked I would grab her ponytail? I laughed to myself at the thought of fucking a total stranger, I tried to think of something to say when I caught up to her. “Hey,” for starters would be alright, “nice weather?” The distance between us was getting shorter and shorter, and I started to recognize her, maybe she was from my school? She’s older, I’m close enough to see the fine lines and wrinkles from her hands, no ring, she’s single. Maybe she is a teacher? Oh fuck, that is so hot, a blonde teacher with that body! I was just steps away from her, and then I recognized her.. oh.. she was my own mother! I fell back, allowed the distance between us to grow, and I stopped in my tracks. I bent at the waist and my hands propped my torso upright. I was breathing heavy, confused, excited, and horny, and a little disturbed. The woman didn’t look like mom, she usually wears baggy sweat pants to jog in, and an old, oversized t-shirt, but yes– it was her. What in the hell was she wearing?
It was that night I fantasized about fucking her, first we fucked against a tree, then I moved my fantasy to Bear Mountain. I used to camp there when I was a boy and I always wanted to bring a hottie there. The fantasies with my mom, at Bear Mountain, fucking in the lake, in front of the campfire, in the tent, it became an obsession.
I hate to be so vulgar, especially about my own mother, but honestly fucking her is what I wanted most. Not making love, but seriously fucking her in the woods, as if we were wild animals that weren’t concerned with what society thought of us. I wanted to smell her, feel her nipples on my tongue, taste her, and enter her from behind. I dreamt of our bodies nude by the campfire, she would look up at me and beg me to make her cum. The fantasy would come in my mind so often that it would wake me in the middle of the night, it was hard to concentrate at school, and when she was in the house, all my senses were heightened, it was as if I was always looking for her, conscious of where she was, what she was doing in the house. I knew I was going to make a move, but I didn’t know how.
The last day of school is tomorrow, finals, and I can’t sleep again. I’ve started to devise a plan. More and more details about how I could tell her she’s beautiful. She doesn’t think she is, but I will make her believe it. I will brush her hair behind her ear, maybe I’ll do something corny like find a flower to place there. The threads of seduction start to come together. I’ll try my best, I’ll confess, and I’d do it by the campfire, but how do I get her to camp with me? She’s such a girly girl, she has never camped before! I thought for hours until it hit me. She needs a day off as bad as I do. I’ll convince her to come with me, I NEED to do it. It’s as if I am sick with obsession and I’ve got to try to find relief. She will either accept me and let me have her, or reject me and ruin the idea altogether.

Category: TABOO
Related Categories: MOMMAS BOY, BLOW JOBS, CREAMPIE, MILF, BIG TITS

Continue to download

There are two women in my life, my mother and my girlfriend. There’s been a tension between the two, and they haven’t even met yet. They both think that the other occupies too much of my time.
To be fair to Jill, she’s probably right. I told you before that my mom needs me, I’ve been taking care of her ever since she left dad. My mom can “act out” just as a young girl would when I don’t give her enough attention. It drives me crazy when my mom volunteers to work late, and then oops– she fell asleep at work. I need to know where she is and what she’s up to. My mother has a tendency to get into trouble, she is an attractive woman, a vulnerable woman, and the two are not a good mix. She needs me to protect her.
Mom wants to meet Jill, and I get it. Jill’s my first serious girlfriend. Jill’s been pressuring me to go away to college with her, all the way on the East Coast. Jill has my best interests at heart, I need to go to a University to land the job of my dreams, but on the other hand, could I leave mother? I need to explain to Jill that I can’t, she’s just not ready yet, but I need to find the right time. Jill would take it hard, she is in love with me.
This morning Jill will meet my mother. I sincerely hope the two women get along so well that we’ll all be one big happy family. Watch the story unfold..

Category: TABOO
Related Categories: MOMMAS BOY, MILF, FEMALE DOMINATION, CREAMPIE, BLOW JOBS

Continue to download

My girlfriend, Jill, doesn’t really understand my mother. I tried to explain to her a little about our relationship, but of course, I kept my new feelings about my mother a secret. She doesn’t know that I have recently started to fantasize about my mother. I can’t tell a soul about it. It’s a filthy obsession that I try my hardest to repress, and I hope that the thoughts I have about mother will soon be distant memories, old dreams that I’ll soon struggle to recall until they’re eventually forgotten.
My mom fell asleep at work again, working overtime at the bank. She’s transferring the old paper files to the bank’s computer database. She will tell me how she is grateful for the job, the long hours, and how no one in our town makes as much as she does with zero college education. I know that my mom’s boss takes advantage of her kindness, and her position as a single mother. She forgot to check her phone, I texted her, called her, I was worried about her.
She comes in, and bee-lines it for the bottle of cherry merlot in the fridge. “I’ll be working less hours at the bank soon, darling, and then we can spend more time together before you start school,” she tells me. I smile at the idea of it. You see, my mom is like a friend to me, and also a little like my . She’s always needed me to take care of her, and I needed her in return.
I like feeling needed but I want to help out now that I’ve graduated High School. “I’m old enough to get a job to help with the bills,” I tell her. She shuts the idea down, “you’ll have your whole life to be an adult, enjoy your youth.” I roll my eyes. Mom is stubborn, she doesn’t want me to get a job until I graduate college.
“Your little ‘friend’ came by at the bank, she had a birthday and now she can get an account on her own,” Mom tells me with a judgmental tone. “She’s very.. tan.”
“Yeah, Mom. Jill’s a lifeguard.”
Mom lectures me on the dangers of melanoma while oh-so subtly questioning her reason and intelligence. I breathe in, trying to keep my nerves under control. Mom dismissively says, “I just want to make sure you’re hanging around with the right crowd, darling. I need my sensible boy to make sensible friends, what’s so wrong with that?” I think it’s cute how my mom is jealous of Jill. I know she sees another woman as competition for my time, she loves me, that’s all.. nothing unusual.
We ordered a pizza and waited for the delivery boy. Mom could see that she annoyed me and she tried to lighten the mood. She put on her sweet sing-songy voice, “who needs the tickle monster?” She teases me with her fingers, wanting me to run like I did when I was a boy, instead I just roll my eyes, again, at her. “Stop it,” I tell her flatly. I wait for her to attack me with her fingers, and she does, tickling my stomach, my neck, it makes me smile, but not laugh. I decide to turn the tables and tickle her. She laughs as I bury my fingers into her soft fleshy stomach.
My mom’s body is fit, tanned, and just as toned as Jill’s, but she has a softness to her. My fingers sink in an inch into her skin and I wiggle them around her stomach. She laughs uncontrollably, and then she makes a sensual moan, then she laughs, and moans. She looks embarrassed, but she’s smiling still. I feel confused, should I stop? I can’t stop.. I have to hear my mother moan again, my dick grows in my pants. I hope she doesn’t notice, and she doesn’t. I tickle her ribs, her thighs, and she laughs, she moans, and then I smell an unusual scent. I stop tickling her.
“Did you get a new perfume?” I fill with jealously thinking that she is dating again. She hasn’t dated in years, and my mother had horrible taste in men. She assured me she was not, she started to look embarrassed. I took her embarrassed look as a sure sign of guilt. “You ARE dating again!” She denies the accusations but I know she is not wearing her signature “Elle Lavender” perfume.
Mom calms me and puts on her teaching voice, calm, reasonable, and I quiet my accusations and listen. “Sometimes when a woman gets excited, she has a scent.” I feel confused. “It doesn’t mean that I’m aroused (she mutters) in a sexual way, it’s just a reaction.” I feel my heart beat faster. Oh, God.. I turned my mother on. She excuses herself, “please put my pizza in the fridge, I think I will go to bed early. I am so exhausted.” My cock was hard before, but now it’s raging. It’s screaming at me to do something.

Category: TABOO
Related Categories: MOMMAS BOY, CREAMPIE, BLOW JOBS, TICKLING, MILF

Continue to download

Chad is on the phone with the police. He’s furious that they’re making him wait a full 72 hours until he can file.a missing person’s report. “She could be by then, her body cold and thrown in a ditch, what’s wrong with you people?!” They insist that most missing people show up within 24 hours, and that he should call and check back in the morning. He hears rocks hit his window, the familiar sounds of his girlfriend, Jill, trying to get his attention. “I’ll call you in the morning, thank for your help,” he gets off the phone as Jill is crawling through the window.
“Hey sexy,” she purrs and greets him with a soft kiss. She immediately senses Chad isn’t himself and he tells her about his mom missing. Jill listens to him hashing out his thoughts out loud, she knows that he and his mother are very close. Chad senses that she doesn’t understand. “Jill, listen, it’s just that me and my mom have a special relationship, it’s not typical, it’s hard to explain.” Jill smiles sweetly, “well if you were my mine, I would want you all to myself.” Oh.. she loves his lips, she dreams of him, she is head over heels in love with Chad.
“I have something I want to ask you,” she tells him hesitantly, “but maybe I’ll wait until your find your Mom.” Chad is interested, “ask me, what’s up?” Jill leans forward and whispers, “I want to lose my virginity to you.” Chad forgets his mother for a moment, his cock grows in his pants, he’s been dreaming of making love to her for months now. Imagining what her tight little virgin pussy will feel like makes him crazy. He’s never taken a girl’s virginity before.
He kisses her and takes off her clothes. He feels his mother’s presence in the room. He tries to ignore her. He knows he sometimes has these visions of his mother, especially when he is doing something that she would not approve of, and she certainly doesn’t approve of Jill. Jill kisses Chad, he sucks her perfect nipples, and he kisses down her stomach to her pussy.

Category: TABOO
Related Categories: MOMMAS BOY, MILF, BLOW JOBS, 18 & 19 YRS OLD, CUMSHOTS

Continue to download

My girlfriend Sarah broke it off with me. I’m pretty heartbroken about it, I thought she was the one. Sarah doesn’t want to date a guy with a broken dick, and she didn’t outright say it, but we both know that’s why she doesn’t want to screw around anymore.
My Uncle Paul is a urologist, but he’s the top urologist in the country, and he’s a huge deal in my hometown Chicago. I’m having an issue where I need to see a doctor like him, and I figure since he’s my uncle he’ll keep my visit to him on the down-low. I still have to pay him, but he promised to give me a break.
I see my beautiful mother on the couch and I ask her, “can I borrow your car?” She lifts up, “sure, where are we going?” Mom is so used to me bringing her around on errands, to appointments, and even out with friends, she’s a cool mom.. mot like those stuffy, bloated high-waisted soccer moms that you’re used to seeing. She shines her smile at me and doesn’t buy my whole “gotta hang out with the guys and do guy stuff” line. I hate to lie to her so I give her a half truth, “I’m going to hang out with Uncle Paul.”
Mom raised her eyebrow, and I knew she was suspicious. Her brother doesn’t hang around our family much, he’s all about business first, family second. Mom hates that he has a new hottie girlfriend every week, she thinks his collection of sports cars are ridiculous, and his Penthouse Condo downtown is “a bit much.” She’s got a way of wiggling the truth out of me and I confess to her the most embarrassing secret of my entire life. “I cannot keep an erection during sex,” and her jaw drops in shock and pity, “it’s why Sarah broke it off with me.” I see the gears turning in my mother’s head, she thinks she can solve every problem, especially if it involves me. She tells me that all I need to do is find a woman who will build my confidence with patience and love. Mom’s beautiful lips part, and she tells me, “close your eyes.”
I hate to think that she’ll touch me, would she? I mean.. a part of me really wants her to, but I know it’s wrong. I search my brain to tell me what to do, what’s right? It’s my mom telling me to do something for her, and I should obey her, you should always obey your mother.. but oh God, would she touch me inappropriately? I don’t think she has that in her. We’ve always been close, but not “that kind of close.” My mom is stunning and if I wasn’t her son, I would give in to whatever she wanted, but it’s not right by law, by nature, to.. “CLOSE YOUR EYES,” she interrupts my inner-voice with her strict instruction, and oh God– I do it. I closed my eyes and waited with the hairs standing up on the back of my neck, my pumping through my body, my senses were all heightened with anticipation.

Category: TABOO
Related Categories: MOMMAS BOY, BLOW JOBS, CREAMPIE, MILF, BIG TITS

Continue to download