Mommy stumbles into your room late at night after coming home from a Halloween Party. At first you laugh at your confused mom, but you quickly realize she thinks she’s in her room. She’s playfully teasing her body and talking about how bad she needs to be fucked! You should probably tell her you’re not Dad, but watching her is making you so hard. She crawls into bed and starts rubbing your dick, you two lock eyes and she finally sees that it’s her SON and not her HUSBAND. But she’s already wet, she doesn’t even care who fucks her at this point. She climbs on top of you and rides you till you explode deep in her hairy pussy. Shh, don’t tell Daddy.

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You go into the kitchen and your mom asks you what time your going out to your friends Halloween party. You explain your not going out anymore and just want to stay home tonight. Confused, your mom is trying to understand why you arent going out anymore and you tell her you just dont want to. She explains that she planned an Adult party tonight at home thinking you were gunna be out all night and now her plans are slightly ruined because she doesnt want you there. She tells you if your going to stay home you absolutly must stay upstairs in your bedroom all night while she attends the party downstairs. You agree. Your mom goes off to get ready and changed for her party and then comes in your bedroom in her sexy witch outfit telling you the party is about to start and reminding you to not come downstairs into the party until morning. You go quiet, clearly stunned looking at your mom in her sexy oufit. She snaps you out of it and you agree. Your mom attends her party, mingling with others and ends up having casual conversation with a mysterious masked man on the couch. She wants to know who’s hiding under that mask but the man wont tell her. She guesses but she cant figure it out and he’s hesitant to take his mask off. She suggests to go upstairs with her to somewhere more Private and maybe she can convince the masked man to take it off. Teasing ensues when they are upstairs as she starts kissing/biting the masked mans neck….then explains she feels a weird connnection with him for some reason and really drawn to him but has no idea who is under the mask. She notices she gave him a hard on biting his neck and proposes that she should take care of it since she gave it to him and that if she can make him cum he will take the mask off, he agress. She starts sucking his cock and then starts fucking him. Middway through fucking his mask slips off and she realizes its her own son. She confronts you, angry, confused and in shock that you would sneak into her party wearing a mask and tricking her, but you remind her that she was really enjoying fucking you and after a moment she continues since she cant get enough of your cock. She fucks you until you cum inside her and after your done fucking she tells you even though you made her cum to go back to your room and that your still grounded for tricking her at her party.

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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.

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I’m best friends with your Stepmom and greet you both as you arrive to my Halloween Party. I’m dressed as a Greek Goddess and you’re in a toga. Shortly after your arrival, I ask your stepmom if I can steal you away to help me with something in the bedroom. As you enter my bedroom I sit on the bed and ask for your assistance in taking off my heels. You get down on your knees to remove my heels. I catch your gaze peeping at my tits. I encourage you that there’s no shame in looking and tease you as I take my tits out. I then admit something to you: “I know you’re having sex with your Stepmom”. Your mom and I have been friends for years and share everything together…even cock. That’s why she arranged for you to come along to the party and coordinated our matching costumes theme. She told me about your huge cock, how long you last and your massive loads. She thought she would share and let me have a taste. So now will you be a good boy and give me what I want? While you’re down on your knees I tell you to lick my pussy and you do so very well. Now I’m eager to see your cock and have you take it out for me. I praise how big it is and begin jerking you off. Followed by a blowjob and tit fucking. Then I bend over on the bed for you to fuck me doggy until I cum. Your mom said you’re very good on top so then I lay back on the bed for you to fuck me missionary where I cum yet again from your huge cock. I get so horny I beg for you to cream pie me. You’re hesitant as we’re not using a condom but I tell you that we could get married and move in together. Heck, I’d even let you still fuck your mom. That really get’s you going and we both cum at the same time as you shoot a massive cream pie deep inside my cunt.

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Mommy comes to tuck you in after you spent your night trick-or-treating. What’s that that you have there? Mommy said no more candy tonight. It’s not candy? Let me see what it is. Honey! This is for grown-ups! Where did you get it? Someone gave it to you when you were trick-or-treating? You didn’t take any did you? You did? Oh no, here, let mommy lay with you and take care of you. Do you like the way Mommy’s mouth feels on your cock? Just wait until you feel her pussy!

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Mommy catches you spying on her as she’s getting ready for a Halloween party. You’re gonna miss me? Oh, sweetie, I won’t be gone that long! How about you go get into bed and I’ll come and tuck you in before I leave. Oh, what’s that that you’re hiding under the blankets? Show mommy what you have. Oh…it’s your cock? You have a boner for mommy? Now that’s not really appropriate. Help you get rid of it?! That’s not appropriate either! Okay, I can’t say that I haven’t thought about it before…you’re mommy’s handsome little man, after all…Mommy sucks your cock and then rides it until you blow your load in her mouth.

HALLOWEEN, MOMMY ROLEPLAY, ROLE PLAY, TABOO, TATTOOS

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Mommy comes to tuck you in after you spent your night trick-or-treating. What’s that that you have there? Mommy said no more candy tonight. It’s not candy? Let me see what it is. Honey! This is for grown-ups! Where did you get it? Someone gave it to you when you were trick-or-treating? You didn’t take any did you? You did? Oh no, here, let mommy lay with you and take care of you. Do you like the way Mommy’s mouth feels on your cock? Just wait until you feel her pussy!

HALLOWEEN, MOMMY ROLEPLAY, ROLE PLAY, TABOO, TATTOOS

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Your mommy comes home after a long day of work to find your semen is all over her bed. She asks if you forgot who’s room you were masturbating in? You also thought she’d clean it up for you. Your mommy is very displeased. She tells you what she wants, she wants you to eat her cunt. You always give your mommy what she wants, you fuss a bit but you always give in. Your mommy turns around and tells you to eat her asshole. You tell her it’s dirty but she doesn’t care. She tells you to put your tongue right in there. Your mommy is so mean to you, but it’s always been this way. She tells you to fuck her the way she likes. Your fuck your mommy the way you always have, even though she says means dirty things to you the whole time. Your mommy cums, but you haven’t yet. She tells you she doesn’t care, and to start her bath for her. She’s tired of all your whining.

TABOO, KINK, MOMMY ROLEPLAY, POV SEX, HALLOWEEN

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You picked out a Halloween costume for your step-mother, doing a bit of a trick or treat thing, and a nasty trick in that you got your thick and curvy step-mother a very tight skimpy outfit! You’re going to a family costume party for her work and you picked out the costumes. You’re the only step-son and she’s a single step-mom and you’re a bit closer than most moms and sons, you get naked in front of each other despite your age, etc. You’ve always had the hots for her but she lacks confidence and doesn’t dress very sexy, always covering up her big butt and fat titties. So you’re ecstatic, trying to cover your boner in your Robin costume as she strips off her satin robe and starts putting on her pushup bra, garter and black leotard. She catches you staring at her cleavage as she bends over to clip on the knee socks. She puts on the wig and the witch hat and looks amazing, your boner is aching but you feel so confused and guilty. She notices your boner and is nice about it, then gets on the bed to lace on her high heeled booties you picked out. Once she’s dressed, something changes…your step-mom is different…dirty…assertive. She tells you that you can’t go to the partner in such a tight outfit with a boner like this so it must be taken care of. She tells you to take it out and jerk it for her, and makes you clean the rental heels with your mouth, taunting you in such a forbidden way! She’s sexual with you, and very dominant, and you can’t do anything but exactly what she says, which includes worshipping her ass, sucking her heels, being called humiliating names, and more.

MOMMY ROLEPLAY, ROLE PLAY, HALLOWEEN, TABOO, TRANSFORMATION FANTASIES

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