Mom’s noticed you catching her naked a handful of times, and feels it’s time to have the talk, or at least a talk. She sits you down, confronts you, and explains how she is going to show you her body and how everything “works,” She closes the door and undresses reassuring you not to be nervous. She starts with her breasts explain the nipple & areola and talks about breastmilk & how the milk comes out, showing you and spraying & self-sucking her own milk from her breasts. She encourages you to try some, you hesitate at first but then decide to try some. Mom then decides to show you her pussy and explains & shows the different parts of her vagina and asking if you’d like to see how it looks when a woman cums. Encouraging you to get a nice up-close view she talks about getting wet, how playing with your ass is also arousing for some. Deciding to show you what a butt plug looks like, while masturbating by fingering herself & then using a vibrator. After mom cums for you, she shows off playing with her own cum and how it can be different for each woman.

MOMMAS BOY, ROLE PLAY, BUTT PLUG, MILF, LACTATING, FINGER FUCKING

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Ohmygoodness Mommy Anastasia St. Claire has walked in on me farting and laughing about it like a baby. I try to explain that its just a tummy ache but Mommy caught me way too much in the act with me lifting my bottom up in the air and giggling about it to myself. Its so embarrassing, I can’t believe she just happened to walk in at this time of all times. Mommy scolds and shames me, telling me that “Princesses don’t toot” and especially not laugh at it. And as if that wasn’t bad enough, Mommy then tells me that if I’m going to act like a baby about it rather than a princess, she’s going to treat me like a baby! She grabs the diaper off my nightstand, making me lay out on it an spread for her before she warns me that she will be silencing my noisy bottom and pulls out a large pink butt plug! Its so big that even with lube, it take a minute to get it into my tight untrained butthole. After making it fit, Mommy finished with a powdering, rubbing it all into my little pussy before taping my diaper up! My plug is so big that when she has me bend over to check that my diaper is all securely and tightly on, I can feel it slide deeper and wider but Mommy doesn’t care for my complaining….I’ve certainly learned my lesson about being a rude little girl now.

ADULT BABIES, AGE REGRESSION, BUTT PLUG, DIAPER DISCIPLINE, MOMMY ROLEPLAY

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This is a follow up to “Step-Mom Shows you her New Bikinis.” Your step-mom is making you breakfast while she explains that even though your dad is out of town, she has a lot to get done, and she wants you to focus on your own tasks. As she rambles on about what she needs to do, you can’t help but stare at her ass showing through her see-through leggings. She chides you for not listening and responding to her. After she gives you toast and scrambled eggs, she starts loading the dishwasher. You can’t even eat as you watch her bend over. She catches you staring and says that she doesn’t understand why you’re so obsessed with her butt (she knows why). Eventually she gets frustrated and gives you a full view of her booty, she even pulls down her leggings, and tells you to get an eye-full so you can focus for the rest of the day. She mentions that she made a mistake showing off her ass to you previously, and just because she let you fuck, doesn’t mean it can happen again. After, she walks into another room and you pull out your hard dick to start stroking to the memory of that ass. She walks back in and catches you. She decides that something needs to be done, and she tells you to meet her in her bedroom after you finish eating.
When you go into her room, she’s now wearing lingerie and a lace robe. She tells you that you’re not in trouble. She explains that since you are obsessed, she’ll fulfill your little fantasy one more time. She tells you to pull your dick out again, and she shows off her body. She mentions that she has a surprise, and when she bends over, you find out that she has a buttplug in. She says that she’s getting her ass ready so you can fuck it again and get everrrrryyyything out. You’re rock hard by now, so she gets on her knees and sucks your dick. Once your dick is lubed with her spit, she gets up, bends over the bed, removes the buttplug and tells you to slide your cock in. She gets into it and starts begging you to fuck her ass hard and drain your balls. You oblige and fill her asshole up with cum.

TABOO, ASS WORSHIP, BUTT PLUG, VIRTUAL SEX, ANAL, MASTURBATION ENCOURAGEMENT

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I was so surprised to get a phone call from your teacher that was not a glowing compliment. What has gotten you off track this semester? Sweetheart, being horny is normal and not an excuse for poor academic performance. What do you mean are horny for something “weird”? You can tell me and I promise I will do whatever I can to help you get your grades back up.
Wait, you want me to wear what? Stick that thing where? Oh goodness. Well, if dressing up in this slutty anime costume and wiggling my ass in your face with this plug in my hole is the only way to get you back to straight A’s, then I guess that is what I have to do.

TABOO, MOMMAS BOY, COSPLAY, BUTT PLUG, POV SEX, MILF

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I am so lucky to have such a darling son who brings me breakfast in bed on Mother’s Day so I don’t have to put on clothes for brunch. The gift you got me is also lovely even if I am not sure what to do with this little, um, sculpture? These Mimosas must be going straight to my head because I am really feeling flushed and I don’t think I can wear this robe another second.
What did you put in this drink, sweetie? I am starting to feel a really strong need to take off this last bit of clothes I am wearing and I also feel much bolder about admitting that I know your “gift” is a butt plug. Does my special boy want to see me being naughty? Is that why you made your Mom’s drink extra special this morning? I have a feeling if I agree to put this plug in my ass then you are going to want put something in my pussy too. They do say a nice hard fuck always makes the best Mother’s Day present.

MILF, MOMMAS BOY, TABOO, BUTT PLUG, POV SEX, MAGIC CONTROL

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You and your mom go to the same Halloween party every year. She never dresses up, but this year is different. Something has changed about her recently and it seems she’s taking Halloween seriously- as a time to be someone you’re not- just for a night. She goes in her room to put on her costume, but when you don’t see her come out for a while, you get worried. When you check on her, your own sweet mother is head down, ass up on her bed struggling to put a cat-tail butt plug in. You both are shocked to see each other, but she oddly exclaims, “It will make more sense when I have the whole thing on! Give mommy a minute!”. …There’s not any way that this could make sense, could it? When you finally see her in the whole outfit, you’re floored. Your betty-crocker mother is..stunning, curvy, voluptuous, her tits are heaving out of this costume…and what’s more? There’s a huge hole in the ass of the body stocking so that she can wear the butt plug around ALL NIGHT. You tell her no one can see her like this. “Sweety, come on, it’s just an outfit- the guy at the shop said it’s what everyone is wearing nowadays. Mommy wants to get with the times.” She’s trying so hard, and oddly succeeding and shaking her milf body around in sexy ways. Some dude convinced your sweet, innocent mother that girls everywhere are going on on Halloween with their pussies showing.
You tell her that she can’t go out like that, but she shows it off even more, bouncing her huge butt around, bending over exposing her pussy. …She looks so good..but she’s saying such…odd things… Your face goes red. “Oh no! Don’t worry sweety, the guy at the shop told me this might happen and showed me how to take care of it.” Your heart is racing. Your mother is on top of your uncomfortably hard cock with an amazingly convenient hole, leaving nothing between the two of you. “Mommy wants to be your slutty cum kitten.” This…this is amazing..but definitely not how you usually spend Halloween with mommy.

Category: TABOO
Related Categories: COSTUMES, BUTT PLUG, BIG TITS, CUM PLAY, VIRTUAL SEX

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My son has been very sexually active from an early age. A year or so ago we started talking openly about his sexual partners. The talk really turns me on, I get so turned on I have to make him fuck me. He always has one last creampie for his mommy even if he has fucked 3 girls that day. I put in my butt plug then I sucked his cock just the way he likes it. next I climbed onto his cock and rode it until he pumped my tight pussy FULL of his cream.

Category: TABOO
Related Categories: ROLE PLAY, BLOW JOBS, MOMMAS BOY, BUTT PLUG, CREAMPIE

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It’s Billy’s birthday and Mommy has special plans for him. After the balloons and birthday cake I give him a very special present. At first he’s confused but I explain that now that he’s getting bigger it’s time for him to learn to use a “big boy toy”. Of course he doesn’t understand what a buttplug is. I tell him it goes in his bum and that all little boys learn to use one. I love how innocent and naive he is. He’ll believe anything his loving, perverted mommy tells him.
I have him undress and get on all fours. I lick his delicious little hole and then lube it up. My finger easily slips inside with only a little effort. I slowly push my finger in and out as I praise him. Next I push the little butt plug in, slowly, slowly. It disappears inside his virgin ass. I put mommy’s “buzzy toy” against it and notice how hard his cock is. Baby boy likes mommy violating his ass.
He’s doing far better than I ever expected so I get out another toy. This one is rippled with increasingly bigger beads. I push that one in, letting him acclimate to each anal bead before pushing the next one inside. Mommy’s patience pays off as I get all but the very biggest inside!
He’s done such a good job tonight that I milk his cock with the plug still deep in his ass. I know my little boy has so much cum in him. 🙂 He cums all over the blanket and mommy’s hand, the spasms pushing the plug out. I spread the cum all over his newly stretched hole and lick up its creamy goodness.
Afterwards I show him mommy’s big metal buttplug and a dildo. I explain that now that he’s mommy’s big boy we’ll do this every night until he learns to take them too. I can’t wait to see my son take a big, thick dildo in his ass….
Happy birthday, baby boy.

Category: TABOO
Related Categories: AGE REGRESSION, MILF, MOMMAS BOY, BUTT PLUG

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