The story would be that it’s your son’s 18th birthday, and you start reminiscing with the about the day he was born. You get a little carried away and mention that you actually had an orgasm while giving birth to him. You notice that actually turns him on, and you want him to get into his “birthday suit”, since you haven’t since him naked in a while. You also get naked, and encourage him to start jerking off. You strip down as well to show him the body he came out of 18 years ago. The rest of the dirty talk I would leave up to you (although mention stuff like how breastfeeding him used to turn you on, etc)

JOI, MILF, ROLE PLAY, TABOO, VIRTUAL SEX

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You can’t explain when it started, but it’s been like this for as long as you can remember. Every winter, when your mom takes out her cold-weather clothes, her gloves just…get to you. Seeing women donning and doffing warm, knit gloves always gets you so excited! So you can hardly be blamed for what you did, stealing your mother’s gloves to jerk off onto. The softness, their thickness and warmth…god, you must have cum six or seven times in just a couple days, right into Mom’s gloves! Only…she found out. She came into your room to confront you over the issue, pulling them from their “hiding spot” in your sock drawer and gently demanding that you tell her why you were doing this. Of course, the conversation was uncomfortable, and it only got moreso, when she pulled the cum drenched gloves onto her hands you sprung a huge boner. Unavoidable, seeing her like that. But, it seems like Mom is almost…hungry for it. She’s staring at your crotch, and the huge tent your cock is making. She’s distracted. You can tell she wants to see what’s going on down there. You’re happy to oblige, and when you take it out, you know what’s going to happen next. Mom is impressed by your size and those gloves have you throbbing. She gets on her knees on the floor and starts to stroke you with her soft, gloved hands. She strokes and teases you, and it’s just as amazing as you’ve fantasized. Even after cumming over and over again on those gloves, you’re able to give your mother a huge, hot load right onto her hands!

TABOO, HANDJOBS, POV, VIRTUAL SEX, GLOVE FETISH

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Lately, all you’ve been able to think about when you’re at home is your mother. Specifically, the way she smells. She’s got this pungent, sexy scent to her, especially after she works out, and its driving you crazy! It’s almost impossible to focus. So, you decided to try and get it out of your system by going to her hamper and stealing a pair of her worn, cotton undies. Of course, you jerked and came like a million times while sniffing the ripe cotton thong, but your real mistake was in leaving them on the couch, for her to find!! You came home from school one day to find her on the couch, acting really weird. And the smell in the room…oh, my God. You mention it, the musk in the room, but she acts ignorant to it.
How could she be? She must have found the panties!! You decide to push it, bringing up how you enjoy whatever smell it is, and you see her hand slip under the blanket, beginning to move. Is she touching herself?! You’ve done something like this before but she promised it would never happen again…but you can tell she likes it, the smell in the air, the way you enjoy her dirty panties, the tangy scent of her ass. It’s all you can do not to pull the blanket back and stick your face between her sweaty cheeks! It’s no use pretending, for either of you, as she bends over and shows you her asshole, taking the panties out from under the blanket and sniffing them as she implores you to take your cock out and shove it into her asshole, pack it deep into her dirty shitter! You can’t believe how into it she is, fingering her ass and stroking you into her tight and dirty rosebud, telling you over and over about how much she loves your cock in her dirtiest hole. She begs for you to flood her messy asshole with cum, and when you unloose a huge load into her gaping ass, she squats over the table and those dirty panties and you watch as she pushes out every last bit of that dirty load, licking and sucking the cum up like a filthy slut.

TABOO, ASS SMELLING, ANAL, DIRTY TALK, POV, VIRTUAL SEX

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Mom could tell something was wrong. “Hey honey,” she said when she saw you walk past her, “why are you so mopey? Come here.” She gave you a warm, comforting smile and patted the spot beside her. “What’s got you down? You’re not even supposed to be home tonight, right? Why aren’t you out? Didn’t I give you money?”
She was right – you were supposed to be out with your new, big crush tonight, but she had cancelled last minute. “Why are you home? Why didn’t she want to go out with you? Honey, that’s ridiculous,” she laughed at your response. “No, there’s no rumor saying that.” But it was true. Even though it was embarrassing to admit, word around school was that you had a massive cock, and for whatever reason, that scared a lot of girls away.
“I saw it when you were younger,” Mom continued. “Yes, I’m your mother, I’ve seen it. I’m sure there’s another reason – did she tell you why? That’s the reason she gave you? Are you sure she’s not lying?” Mom was having a terribly difficult time believing that was the real reason, but you told her over and over that’s what the girl had said.
“I mean, who would’ve started a rumor like that anyway? Is it a bad rumor?” she asked confused. “So, the other boys started this…well, do you have a problem? Do we need to have you checked out? Just let me see it.” She didn’t believe you, so she had you stand up and pull your cock out despite your hesitation and discomfort.
“Well, alright…you didn’t get that from your father,” Mom said fascinated, her eyes examining your cock. “Is it even hard? I kinda wanna see it hard.” She knew it was awkward to ask you to do something like that, especially because she was your mom, but she was honestly infatuated and couldn’t help but want to see more of it.
“It doesn’t look like you have a problem at all,” she said after seeing it erect. “Can I touch it? It’s crazy, I can’t take my eyes off of it.” She wrapped her hand around your erection and her eyes widened, “Oh my god, sweetheart, it’s massive. And this is why she didn’t want to go out with you? You know, older women aren’t like that – it’s not going to be this way through college.”
As Mom stroked your cock, she become more obsessed with its massive size, and it was almost as if she couldn’t control herself anymore. She soon had to have it inside her mouth, then inside her warm, wet pussy. She told you there was no reason to worry about that silly, young girl who was afraid of your cock…especially when Mommy loved how big it was.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MILF, LINGERIE

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“I know you’ve been having insomnia lately, honey,” Mom began to say, “so I got this prescription from the doctor – it’s sleeping pills. It should help you sleep better, so when you go to school, you’re much more rested, and you can get your homework done and get better grades.” She handed you the bottle of tablets, then told you to take one and head off to bed.
“It might cause sleepwalking, but I don’t think you’ll do that,” she said in a comforting tone. “I’m pretty sure you’ll just sleep through the night – let me know if you need anything.” So, you did exactly as she told you, and after that, you didn’t remember a thing.
Mom was on the phone when you started sleepwalking into her room. She heard you slam into the closet door, “Hold on, I think that’s my son. Honey, are you okay?” Her face had a concerned, serious look, and she told her friend on the phone about the new medication for your insomnia. “He’s kind of bouncing everywhere – should I wake him up? Yeah, that’s what I thought, that you weren’t supposed to wake up someone sleepwalking.”
She giggled and found it to be cute as your arm ran up her leg on the bed, then against her hand and wavy hair. “Go back to bed, honey,” she smiled pointing in the direction where it was at, then went back to her phone call, “or should I just kinda lead him back to his bedroom, or will he find his way back?” She wasn’t too sure how to handle the situation, and as you become more handsy with her, she decided she better get off the phone to deal with it.
“No, don’t touch me there, no…get off,” Mom said sternly as you groped her tits. “Go back to bed, sweetheart.” She wasn’t sure how to get you to stop, or if it was even possible to. “Do I let him touch me?” she asked herself. “Maybe he’ll go back to bed if he gets what he wants. This is weird, I don’t think he’ll remember anything.”
You continued to pull down the straps to her purple lingerie, and she scolded you for it. “Alright, if this makes you go to bed quicker. I don’t think you even understand me, you’re so asleep,” she said examining you. “Your eyes just look dazed and confused. Come here, Mommy will give you what you want.”
In a desperate attempt to have you go back to bed, Mom stripped down and encouraged you to touch her perky, beautiful tits. “Do like how they feel?” she whispered. “Come suck on them.” After touching her bare body, you pushed her down and pulled on her panties. Mom realized that you wanted them off, so she took them off and spread her legs. “Do you like Mommy’s pussy? Do you want a closer look? Do you like it when Mommy touches herself? It looks like the sleeping pills are giving you a little boner,” she said as she rubbed her clit in front of you.
“You gonna finger Mommy, huh?” she moaned softly. “Come on, touch Mommy. Doesn’t it feel nice and warm on your hand? Does it make you wanna go to sleep?” She encouraged you to put your fingers inside of her, and to enjoy yourself using her body.
Mom knew that you would want more eventually, so she laid back, and told you to put your hard, little penis inside of her. You fucked her hard and fast, completely unaware, and she moaned loudly, her eyes rolling in pleasure, until you came. You patted her head gently, as if telling her she did a good job, then attempted to head back to your room to go to sleep.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, POV

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After Mom and Dad divorced, you stepped up. You helped Mom around the house, doing extra chores, and even took care of your little sister. “I really appreciate you helping me,” Mom thanked you. “It’s a lot of new responsibilities for everyone, and without your dad here, I really need a lot of help.”
“And I really appreciate everything you’re doing now, but um…you know, there’s one thing that Mommy needs because your father’s not here to take care of me…” she said in a serious tone, her brown eyes locked on yours, “and that’s my sexual satisfaction. I just need you to know that’s going to be part of your responsibility, too.”
Ever since Dad had been gone, Mom’s sexual needs weren’t being meant, and since you were the only male in the house, you had to take care of them. “This is something we’re going to start to practice now,” she said sternly. “We’ll start with Mommy getting undressed.”
Mom stripped down, teasing you with her beautiful, mature body, in hopes of getting you aroused. Since this was your first time sexually satisfying her, she wanted to get rid of any nerves you might have. Her hands caressed her nude figure and she smiled sweetly, “Mommy’s going to teach you how to please her, just like your father did.”
“First we’re going to start with you licking Mommy’s pussy,” she said as she laid back on the bed with spread legs. She moaned softly, enjoying your warm, wet tongue against her clit. “Good boy,” she purred, and when she was tingling, aroused, and ready, she told you to fuck her.
“You’re the man of the house now,” she smiled looking up at you. So, whenever Mommy needed her sexual urges met, you’d be there to pleasure her, no matter what time or day it was.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, POV

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“I didn’t know you were watching me…” Mom smiled, “you scared me for a second!” She had been trying on different outfits for her big date later that night, and now that you were there, she wanted your opinion on what looked best. “For my date tonight, I need something that looks really good – I wanna impress this guy. I haven’t gone out dating in a while, so I’m kind of nervous. Wanna tell me what dress looks good?” she asked sweetly.
She slipped into a purple dress, then turned towards the mirror to examine her figure in it. “It’s feels comfortable, but is it too frumpy because it’s too loose?” she asked pulling on the extra material, then shaking her hips. “Should I wear this one, honey? I like how I can move…I can go dancing, it feels good. Should I put this in the maybe category? You like this dress! Stop being so fidgety – tell me which dress looks good!”
Mom stripped down, then threw on another dress – this one a tighter fit to her body. “What do you think about this one? It hugs my body nice and tight – I think this might be it,” she smiled, her hands running up and down the soft, silky material. “It shows off my boobs, I can definitely impress him.”
She turned back towards the mirror, and your eyes ran up and down her gorgeous, curvy body. It became more apparent now that you were fidgeting, but that was only because you had been trying to hide the massive erection you had from watching Mom change in and out of her sexy outfits. “Honey, stop fidgeting – why are you fidgeting so much? Tell me if this looks good or not, you’re being quiet. Do you like this or not? I think this is the one for the date tonight.”
“Honey…what are you being fidgety?” Mom asked again, but then it hit her. “Oh…uh…you know what? I think I know why you’re being fidgety. You know Mommy looks pretty – that’s okay if you got a little bit of a boner. You know what, Mommy’s gonna take care of it. I know every boy loves his mommy and thinks she’s beautiful – it’s natural, you don’t have to worry about it.”
She was caring and understanding, telling you that she’d take care of your issue first, then go out on her date. She wrapped her soft hand around your cock and began jerking you off. “You know you’re my boy, you don’t have to worry about anything. Does that feel good? We’ll take care of this and you won’t have to worry about it for the rest of the night,” she said with a warm, comforting smile.
Mom then get on her hands and knees to blow you, then stripped down and invited you to use her wet, delicious pussy. “Stick it right there,” she moaned. “Here, let me help you. Just thrust your dick up inside of me…just like that,” she said in a sexy and sultry voice. “You like Mommy’s tight, little pussy wrapped snug around that cock of yours? Gripping it tighter and tighter….”
Her naughty words and beautiful, mature body finally got you off, and the both of you came together. Mom blushed and thanked you for getting out all her nerves before her big date, then proceeded to get cleaned up before he arrived.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, POV

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Having a mother who is a sex therapist has been…confusing, growing up. She’s always been so open around sex, always talking you about your penis and your habits. Of course, she insists that she act as your therapist, which doesn’t help the issue you’ve been having since you’ve gotten older. Of course, she acted like it was the end of the world that you couldn’t orgasm. You’ve been working on it, but there’s just something missing. Your mother tells you that she needs to see you for a very special session about this issue.
When you sit down, you can tell there’s something different about to go down. Of course, growing up hearing your own mother say such frank things about sex and men and women’s bodies has really changed how you look at her, but even so…she looks gorgeous. And she tells you that this will be a hands-on approach, something that neither of you can tell anyone about. You’re not sure what she has planned, but when she starts to undress, things become crystal clear. Your mother wants to help you orgasm, for the very first time! She undresses slowly, bringing out a thick pink toy from the table next to her leather armchair. Pulling aside her panties, she slides the toy inside, telling you to stroke at the same pace with which she fucks herself. You’re cock is throbbing, dripping precum as your mother brings you to the edge of orgasm, over and over.
When you feel like you can’t take any more, she tells you to come and stand right at the edge of the chair, with your cock pressed against the warm, wet opening of your mother’s inviting vagina. You wait, desperate to let the tingling in your balls overcome you, as she tells you exactly what to do. Slowly, you push into your mother, watching her face, a wash of pleasure as her son penetrates her. Her hips pivot and grind onto your cock, until you’re buried inside her. Moments later, she is bringing herself to orgasm on your cock, milking out your very first load, filling up your mother’s tight quim with sperm.

TABOO, MILF, NURSE PLAY, ROLE PLAY, POV, VIRTUAL SEX

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Your mom has always made such a big deal out of your grades, which hasn’t ever been a problem…until this last year. Senior year, the most important time in terms of grades, and your mind is anywhere but the books. In truth, it’s mostly her fault: she wears these tight, low-cut outfits that drive you crazy! Even today, at the parent-teach conference, she was wearing such a plunging neckline on her dress you thought you’d never think about anything but seeing her tits, her delicious pink nipples, ever again. Of course, she was stunned to hear that your grades have been slipping but mostly she’s just confused. What’s changed? Is it depression? Bullying? Boredom?
She’s really needling you about it, honestly. You can’t tell her though, can you? God, she’s relentless. You’ve never really hidden anything from her before but this is different. You take a deep breath and just say it: it’s you. You’re distracting. She looks so confused, you start to feel bad. But there’s no turning back now. You tell her that it’s the clothes she wears but she scoffs. She doesn’t believe you! You’ve been brave and admitted it and now she doesn’t even believe you. Of course.
“If you’re so distracted by my breasts, then show me! Evidence, mister!” you can’t believe what she’s saying. Does she? No…but again, she won’t relent. Show me, show me, I don’t believe you…until you can’t handle it! You pull your cock out and wave it at her, fully erect! Her tits have been swaying and bouncing in her tight outfit, you couldn’t help it. And now, all that’s left is to deal with it. Even mom agrees. This can’t go on. You need to refocus. So, lets just sit here, and see what happens. Let’s take away the taboo, right? Just sit here…
But of course, your cock stays rigid, because its not just the taboo. Its her. So sexy, mature, those milky breasts and the way her jeans hug her big hips…everything about her just oozes sex. You can’t make it go away. But maybe she can? She leans forward and takes your cock into her hand, stroking you so slowly and sensually you think you’ll explode. But you’re determined to have this last. You want to see where this goes, and soon she’s on her knees, her gorgeous tits out, stroking you against her hard nipples. She’s turned on, there’s no denying that. The only thing left to do, the only thing you two can do to fix your grades, is for you to cum all over your mother’s tits!

TABOO, MILF, POV, VIRTUAL SEX, REALITY PORN, BIG TITS

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