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.
Tag: Roleplay
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!
Mommy knows your secret! You’re horrified when she confronts you about your obsession with massive cocks and the oversized dildo she found under your bed, but Mommy is understanding. She knows that the only way to help you is to fully feminize you, lock you in chastity, and train you to please masculine, superior men like the good little slut you are.
Mommy tries her hardest to feign anger when she finds out you’ve been recording her enjoying “intimate time” in the shower, but she can’t keep the act up for long.
You burst into Mommy’s room after an abysmal movie date and are comforted to see she’s waited up for you. Mommy prompts you to fill her in on your evening, and you tearfully admit to your date walking out on you halfway through the movie. You’re concerned you may have offended her by trying to kiss her and ask Mommy if you’re a bad person or a clumsy kisser. Mommy assures you you did nothing wrong, but just to be on the safe side, she suggests you demonstrate the kiss you gave your date. Mommy needs multiple kisses in order to properly assess your skill level, and determines you’re in dire need of coaching. The two of you kiss until she’s satisfied with your progress, but somehow neither of you feel satisfied. In order for this lesson to truly be a success, Mommy decides she ought to teach you how to properly handle breasts. As you fondle Mommy, she can’t seem to take her eyes off your obvious erection. She sighs and admits that if she wasn’t your mother, your cock would already be in her hands. She closes her eyes and pretends for a moment that you’re unrelated, but neither of you can hold it together for long. Soon, Mommy finds herself unzipping your pants and can’t seem to stop herself from leaning over to taste you. Mommy gently teases you with her mouth, but it isn’t enough for her. While she has you in her bed, she might as well take your intimacy lesson to the next level.
Mommy isn’t feeling very well, so you’ve decided to come over and look after her. What a sweet boy you are.
Mommy is feeling impulsive and distraught after yet another breakup. Good thing her special boy is around to help her through her loss.
PART 1:
Avast ye! Your mother has arrived to boys’ night dressed like a pirate and ready to set sail. Although you’re humiliated, you agree to let her stay if she’s willing to play “bar wench” for the evening and sneak you refreshments. After several rounds of grog and encouragement from your flabbergasted friends, the night takes an unexpected turn when Mommy begs you to lose your virginity to her.
Time to hoist your mainsail and head below deck! There’s booty to be had!
PART 2:
Your embarrassing mother is back and thinks she can tag along to a cosplay convention in a slutty burger costume she found at the back of her closet. Though you attempt to refuse her, she’s determined to prove to you and your friends that she’s cool mom material, and takes your cock while your bewildered buddies spectate.
You’ve been unexpectedly declared the heir to your family’s substantial fortune. When you and your wife throw a party to celebrate, your bitter, frigid, Aunt pays you an unexpected visit. Although she’s not so frigid anymore…in fact, you’ve never seen her act this friendly with anyone before.