Tag: Roleplay
You’ve been having a secret sexual affair with your aunt for months. You know exactly how fucked up it is, but every time you get that text, your dick takes over and you find yourself at hers yet again. She’s started trying to convince you to move in with her, so you don’t have to do all this sneaking around anymore. But you’re not sure you’re ready for that, to admit to yourself that this is all really happening.
Your new stepmom has had her eye on you since the day you were introduced. When you drop in unexpected and find her home alone for the night, will you give her what she wants?
Goddamn it, Son. You’ve gotten ANOTHER small object stuck inside yourself and Mommy has to come to the rescue yet again to help remove it. Mommy is starting to suspect you’re purposefully hiding things in your asshole because you secretly love the way her gloved fingers feel sliding inside you and stretching you open.
Scene 1: Mrs. Wood complains to her husband about one of her son’s friends (you) who has been relentlessly sexually harassing her all day.
Your sister catches you in the bathroom taking photos of your cock with the door wide open. Knowing that you don’t have a girlfriend, she teases you relentlessly and suggests that you must have been putting on a show so that you’d get caught. She calls your mother over to tattle, but Mommy takes your side. She explains that your sister is far too harsh on you and that perhaps, she bullies you because she has a secret crush on you. In order to gauge your sister’s true feelings, Mommy suggests that the two of you pretend that you’ve been seeing a new girl and is certain that when your sister finds out, she’ll confess her true feelings. You like the idea, but you know you’re a terrible liar and if you don’t REALLY lose your virginity, your sister is going to see right through you. Mommy wants her boy to be happy, so she offers her loving holes and the two of you climax on the sofa moments before your sister arrives. When Mommy announces that she overheard you having sex with a mystery woman, your sister can’t conceal her jealousy and demands that you prove it to her. She determines that the only way to know the truth is to examine your cock and check for signs that you’ve recently been inside a woman. Upon smelling your mother’s fluids on you, she breaks down and confesses that she’s always wanted you for herself. She delights in licking the “mystery woman” off your cock and begs you to bury yourself deep inside her. How can you resist?
You decide to have a talk with Mommy about something taboo. You confess that you are attracted to her and want to start having sex with her. She is very shocked and taken back by all this. You ask her to seriously reconsider and to take her time to think about it. After much time, she decides she needs to test the waters first…..with a kiss! Then by taking undressing in front of each other….Which leads to sexual tensions rising and you both can’t help but touch yourselves. You offer to help Mommy relax and you eat her out until she cums. Mommy enjoys herself so much that she agrees to have sex with you!
In this video, there are multiple scenarios where you are daydreaming and all of the women you are fantasizing about turn into Mommy. Many of these daydreams get interrupted while mid-cumming. Even Mommy interrupts you during one of these scenarios as you were daydreaming while jerking off. First scene is a blurred face riding you and turns into Mommy. Second is a schoolgirl with a nice ass who wants to be spanked and you take her from behind and she turns into Mommy. Third is a cheerleader who flirts dancing who shoves your face into her big tits and kisses you as she turns into Mommy riding you. Fourth is a nurse who shows you her tits and jerks you off for a health check and she turns into Mommy. You and Mom watch TV as she talks about going to Hooters with her friends. You daydream about her in a Hooters outfit. She strips down and rides you until you both actually finally cum! Mom snaps her fingers and asks if you were daydreaming.
Mommy interrupts your TV show to confront you about a bag of cucumbers she’s found under your bed. She knows they’ve been inside you, but you attempt to deflect and feign confusion when she expresses concern. You feel yourself turn beet red as she continues to detail the dangers of raw produce in your anus, and buckle when she produces one of her own toys for you to use instead. Mommy gently reminds you it’s perfectly normal to explore your body and encourages you head into your room to try out her gift. Upon noting your reluctance to accept, she asks if perhaps it would be better for the two of you to try it together. You desperately want her to slide the toy inside you, but play coy until she takes initiative and insists upon moving forward.
Snow Day!! Everything’s cancelled so it looks like it’s just me and you ALL DAY. Don’t worry, though! Stepmommy has big plans for us today! Do you like my lingerie? Aw thanks baby! I wore it just for you.. Is it OK if I put your cock in my mouth? Yeah? What about between my tits? I’m going to suck that big dick and tittyfuck you all morning, and after I make you cum all over me, I’m making breakfast!