You’ve finally got a girlfriend! All those lessons with Mom really paid off, and you were confident enough to chat up your sister’s friend, Olivia. The two of you have been going hot and heavy for a couple weeks now. When mom comes in to talk to you, you wonder if she’s going to say you spend too much time with Olivia—you can sense she’s been a little jealous lately—but she tells you how much she loves her, and how happy she is. Yes, she wants more time with you, and yeah, she wants to be your first for everything…but, Olivia doesn’t mean you two can’t try new things, right? She climbs onto your bed and starts to show you the outfit she wore, just for you: a tight black skirt, black thigh highs with lace tops and a back seam, suede t-strap pumps…God, she must know…she has to know. Know that you’ve always had a strange fascination with her stockings, her lace, her in heels…and her feet. She teases you for a while, showing you her body, before stripping down and rubbing her stockinged feet all over your cock. Eventually, she strips off the nylon as well, stroking and milking you with the wrinkled soles of her sexy feet until you explode all over her toes, her tits…god, it makes you want to do it all again, watching her suck cum from her toes and giggle!

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Spending the night at teacher’s house…what could go wrong?? She can’t just turn you out, when no one is at home to help you, and you have a broken leg. Of course, she’s on a teacher’s salary, so not exactly the type of place where there’s a guestroom. You’ll just have to share a bed…but then, you can’t go to bed unless your naked. Nether can she. What else is there to do but get under the covers and try to get through the night? It seems like it will pass innocently enough but then…you have this ache. Its a pain, really…in your crotch. You need help! you’re nearly crying! There’s only one thing she knows how to do. Can you keep a secret?

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OK, so maybe you shouldn’t have bought homemade “cock enhancement,” but the guys selling it are total geniuses, using CRISPR for super cutting-edge biohacking stuff, and they guaranteed that it’ll make your cock MONSTER!…and, well…yeah, it did. But like…*really* monster. Its big, that’s for sure–big, bulging, ridged, pink and purple, throbbing, and it cums buckets! You made sure of that, stroking it and cumming twice before you started to get worried it wouldn’t go back to normal. The instructions say you have to cum hard–like, best orgasm of your life hard–in order for it to return to normal size and shape. They also say it has to be done by another person’s “orifice,” but…the only person home is your mom…

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Look, honey, I know this is weird, but its doctor’s orders! He said that at your last checkup, he noticed you were…well, very, very large! He wants an erect measurement, so its either me, here at home, or you have to go in and get hard for Dr. Roberts. I know its weird, sweetie, but lets just try and get it over with ok? …Oh, my. Well, yes, you are big. Bigger than anything I’ve ever seen. Is this ok, honey? Its not too weird? Yes, absolutely the largest…god, 9″! That’s much bigger than your father…and honestly, I’m glad you don’t take after him in that regard. I’d hate for you to leave your future lovers unsatisfied. Oh, yes, I suppose I did imply that, huh? Hmm…well….it’s true. Gosh, you’re SO big! The doctor said I’ll need to get a sample, too, to measure the volume of your cum. Is that ok, sweetie? Can I stroke it for you? Oh, my breasts? Well, if you think that would help…my god, you’re just SO much bigger than your father’s tiny cock! I can’t help myself, I’m sorry…

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You and your mom are getting ready to go to your great uncle’s funeral…when your cock gets just unreasonably hard! You try to jerk off, but it’s persistent! It probably has something to do with the stockings you saw your mom putting on earlier…god, her thighs just get you so hard. You try over and over, but you can’t get it to go away…and then your mom busts into your bathroom, demanding you get downstairs and get going. You try to hide your boner and the situaton, telling her you just can’t go, but she’s not hearing it. She demands to know what’s goin gon, and once you tell her, she’s, well…God, you can’t believe this, but she’s determined to make your erection go away! Peeling off her dress–she just had the thing dry cleaned, she’s not going to stain it now with your spunk–she readies herself to stroke your dick, on her knees, telling you that it needs to feel really good (God, does it) and that you have to cum really, really hard (fuck, you’re going to!). After just a few minutes, she seems to get a little squirmy…is she getting turned on?? You don’t have to wonder long, before your mom has her mouth all over your cock, stroking you and begging for a thick load…you can’t believe how much cum she milks out of you, as you watch it splash all over her face, dripping down her body…

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Your mother has always been overly attached. You being her only son, and dad leaving so early on, it was always just you two. Even so, her level of interest and involvement in you has become a little much as you’ve grown older. Every girlfriend you’ve had has mentioned it: your mom is really clingy, you two are too close, she needs to cut the apron strings. You don’t totally disagree but…she’s your mom. You love her. Lately, though (especially since that unfortunate incident where you accidentally sent some photos to her instead of your girlfriend), she’s been even more insistent on you coming to spend time with her. So you make the drive up after work one night. It’s not too far, but she still insists you have some coffee for your drive home, since you refuse her offers to spend the night. But the coffee doesn’t do much to perk you up…in fact, it makes you feel even more drowsy. So tired. God, you can’t keep your eyes open…you’ll just rest on the couch for a bit, wake up rested, and head home…only when you wake up, you feel…so weird. Groggy and…god, you can’t move and…oh, my god, that…your…cock…oh my god, your cock is in her…oh, god…what’s happening? Why can’t you move?? Mommy finally has you where she wants you: right below her, unable to move, hard as a rock…and, she says, you won’t remember any of it…unless you want to. Its her special cocktail, she tells you, purchased on the dark web. A combo that will keep you compliant and hard, just for her. What mommy has always wanted!

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“Have you seen all this? All this stuff about this actress’ photoshoot, just because she has armpit hair?” your mother asks you, annoyed. You can tell she thinks everyone’s reactions are ridiculous, unfair, etc. Of course, she’s biased–she doesn’t shave. But she’s very interested in hearing what you think about it all, if you’re one of those people who says its “disgusting.” You tell her you don’t know how you feel–you’ve never been with a girl who doesn’t shave. Your mother is incredulous. “Really? You’ve never even seen it in porn?” Nope, you tell her. She smirks. “Well, I don’t shave. I’ll show you!” she takes her sweater off and shows you her armpits. “There. Isn’t so bad, right? Women can be sexy with body hair,” she tells you. Of course, that’s a little different than down below, but mom’s not going to stop with her underarms. She wants to make sure you understand that women can be sexy without shaving, so that if you’re with a girl and she gets naked, you don’t balk at the sight, if she chooses to be au naturale. You’re not sure what’s happening here…is your mother trying to suggest you should…oh, wow…well, she does look really sexy, even without shaving…even if she is your mother…

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Your ex-friend’s MILF of a mom has been cheating. You saw her inviting some guy into their house, and the way she smiled at him….you just knew something was happening. And you’ve been looking for something to really fuck with your former friend. What better way to do that than to trick his mom into thinking her paramour wants her to dress up like a slut and wear a butt plug in anticipation of his visit? The look on her face when you walk in, her all dressed up in black sheer lingerie and heels? Priceless. Even more amazing is the knowledge that her ass is plugged, stretched…and its about to get even more so. What’s she going to do–not take your giant, thick cock in her ass? Not with the dirt you have on her. You’re going to have so much fun watching her stretch to take your fat cock and thick load! And by the end of it, you know she’ll be begging for more and cumming hard…after all, she may be a mother, but above all, she’s a slut.

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Your mother has seemed really distracted lately–bothered by something. You finally get it out of her: a coworker found out she fudged some finance reports, and he’s threatening to report her. Not just to work–to the authorities! What he wants in return? A porno, featuring your mother and a young man. Someone who could be her son, in fact. Her coworker seems to have a mommy fetish. The problem is your mother can’t imagine randomly hooking up with some young man, and letting him record it?? What, so another person will have something to blackmail her over? Of course, you hate seeing her like this…and you’ve always been willing to do anything for her. You could never say no. And if you said you hadn’t thought about this, about doing those things with her…well… He has a list of what he wants to see: blowjob, cowgirl, reverse cowgirl, creampie, facial…its like he read your mind. Your cock is throbbing as you convince your mom its the only way to get out of this. You have to, you tell her. It’s the only solution! Finally, she agrees, and you head to the guest bedroom to finally free your throbbing cock and wait for her to put on the lingerie he’s making her wear. You know, when this is all over, you might even send him an anonymous thank you card!

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You hear your mother from the bedroom–she sounds exasperated. When you peek in, you see her pressing on her full, milky tits. Ever since she got pregnant, her tits have been enormous–even more so now that she’s full of milk and breastfeeding! You’re jealous, and even seeing her trying to express it by hand has you rock hard. You clear your throat and she jumps a bit, covering herself a little before inviting you in. You can tell she’s uncomfortable. She tells you that normally, when she needs to get rid of extra milk, your father helps her with it but he’s away for work. “I just don’t seem to respond to pumps,” she says, pressing her gorgeous, full tits. “He, well…he uses his mouth, and that does the trick,” she tells you, a little embarrassed. Why don’t you help her, you ask? She balks, saying you’re far too old to breastfeed, but you break her defenses down: its ok, you’re still her boy after all, it’ll be just like before, it won’t be weird at all! Eventually, she acquiesces, and you position yourself beneath her, looking up at her perfect, engorged tits as she offers you a dripping nipple. Your cock practically bursts through your pants when you start to suck, hearing your mother moan as you provide her with her long sought after relief. You keep sucking, flicking your tongue and trying to resist the urge to whip out your dick and jerk it all over her tits…when you hear a new moan. A pleasure moan. You can tell she’s starting to really, really like this…even if she shouldn’t! You focus on her moans, making her breath speed up, her heart race, you can hear it in her voice…only a little longer and she won’t be able to say no, a little more of your mouth on her tits, and she won’t want to say no!

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