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.
Mommy is home alone, it’s her birthday, and she should be out celebrating. You know your useless dad has forgotten again, but you have something to cheer mommy up. Its a friend from practice, and he has the biggest cock on the team. Giving her a good fuck should cheer her up.
You come home from school, and mommy is waiting. She’s missed you… but you look sad, whats wrong? You tell mommy that in your sex ed class you learnt all about sex, and all your friends called it gross. Mommy always calls it ‘your special time’ but now you think it’s wrong and gross just like your friends do.
Mommy’s getting dressed in her bedroom when you come in and see something you shouldn’t have. Worse, it’s made your dick swell up and now its aching! Mommy quickly sits you down and tells you it’ll be alright. She’s used to treating this kind of swelling and if you just let mommy use her special medicine, it’ll all be better in no time…
This is super awkward and I hate to ask you honey, but we’re not doing so well for money right now. My boss didn’t give me that promotion so I’ve started a side hustle. You know, one of those subscription fan sites. Well, I post nudes and clips of me with dildos but see the thing is, there’s this one customer who pays a lot and he’s asked if I can do something for him with a real penis. Only, I don’t have any men in my life… except you.
Desperate for money.. this milf does sexual favors for help with bills. Your a college student with a bit of savings that could help her out.. but she has to do things YOUR WAY.
What did mommy tell you about taking a bath without her? Now let me make you nice and clean. You know mommy always takes care of you. I suck your dick, then fuck you, after I want you to cum for mommy on top of me!!
I’ve been dating my fellow naughty teacher for a while now, and while neither of us has acted on any of our sinful, dark fantasies, I find yourself with a golden opportunity when I’m stuck babysitting for his cute little nephew. I try to resist but ultimately I give in to my filthy urges and I love every minute of it.