Your mom thinks you should invite him over for dinner, you know, the guy who’s been bullying you at school. She thinks if you two only spent some time together, you’d hit it off. You think its a terrible idea, but she confesses she already extended an invitation. You immediately ask her if he flirted when he answered the door. Your mom is confused, flirting? But she’s a much older woman, AND a mother. No young men flirt with women like her when they have much younger things to choose from. Your mom brushes your statement off.. when she notices he’s already here! And right on time. You all finish dinner, your mom says you should have a beverage, even though you’re both a bit young. She gets two glasses, and since she doesn’t have a third she gives you the flower mug. She laughs when you say it emasculating. She also gives your bully and herself most of it, and leaves only a sip for you. Your mom and bully are flirting at dinner. Seems your mom drank hers too fast. Your bully keeps complimenting her, and she’s eating it up. All of a sudden she notices its getting late, so late in fact she doesn’t feel right sending him home so late. She offers him to spend the night, in YOUR bed. You try to object but your mom tells you not to be rude, he’s a guest. After dinner your mom is cleaning up, you ask if anything else is going on. She denies it, says she was not flirting. She’s just being nice. She knows her plans going to work, you two will be friends. She should go check on him though, make sure he’s comfortable. She enters her sons room, and can’t believe what she sees. Her sons bully is masturbating in his bed. She tries looking away but she can’t. She starts to explain what she’s doing checking on him and gets embarrassed. Then she notices, the bully seems really distraught. She gets closer and he wants to know, is there something weird looking about his dick. She comes in for a closer look, and says it looks really normal. You say you’re worried it’s small. She says her son has the same concerns, but since you’re comparing, her sons dick is rather small compared to yours. You tell her you were thinking about her, and your boner got so hard, you couldn’t help yourself. It hurts now, from being so hard. She can’t stop starting at your cock. A little hand job couldn’t hurt anyone. She’s rubbing your cock and kissing you. You put your hands down her pants, and she’s already wet. Your masturbating each other when you ask if she’s ready for your cock. She begs you for it. You finally fuck on her sons bed. You’re about to cum and ask where she wants it. She wants it deep inside her pussy. She wants to feel your cum fill her up. You leave a huge cream pie, which drips all over her sons bed.

TABOO, MOMMY ROLEPLAY, MILF

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Your mom just lost her job and is desperate for rent. She asks you for help and you said of course you will help her, as long as she sucks your cock. Reluctant, she does, then you tell her she has to fuck you. She begins to really enjoy it, and you are too, so you decide to cum inside of her despite her asking you not to.

MOMMY ROLEPLAY, DILDO RIDING, POV BLOWJOB, CURVY

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You walk in to your mom masturbating, upset you are home early on purpose, she decides to punish you. She says she will ride your nine inch cock until you cum cowgirl and reverse cowgirl, dirty talking along the way. If you don’t fuck her she will tell your father how you were peeping. After she makes you cum, she masturbates with lovense vibrator and cums with small squirt. She now owns you and you better do what she says when she says it.

TABOO, MOMMY ROLEPLAY, DILDO RIDING, FEMDOM POV, MILF

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Tomorrow, it’s his birthday. It’s late tonight, but I couldn’t wait to give him my special gift, so I entered his bedroom and made sure we were alone to give him ahead of time! I was so excited to get him a new pair of gloves! When he took them out of the gift bag I couldn’t resist but to try them on his dick right away! I love to be sneaky with him. I jerked him off, let him play with my tits and hold my hand until I made him cum all over them like a good girl that I am.

GLOVE FETISH, HANDJOBS, MOMMY ROLEPLAY, MILF, TABOO

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Kristi’s son has been away at college for a few months and he is back home for a 2 week break… just him and his mother. Kristi is extra excited to see him and immediately starts asking all about college and how it’s been. She can sense that something isn’t right… her son is feeling tense and miserable about something so she begins to ask why. After a little reluctancy, her son confesses that he is still a virgin and it is really causing problems at college with the girls. Kristi assures her son that being a virgin is nothing to be ashamed of but she can see it is still bothering him. She gives him his favorite shoulder massage, just like she always has… but this time his eyes begin to wander down his mother’s shirt! She catches him staring at her tits and she immediately knows what she needs to do. A good mother will do anything for her son…

TABOO, MILF, VIRTUAL SEX, MOMMY ROLEPLAY, HANDJOBS

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This movie I want you to be my mother / who has seen me wear my underwear there or borrowed his mom. You explain to me that it’s okay that you do it and that they always want a girl but a sissy will work well enough. You come into my room with different types of bra, panty, pantyhose and other underwear. then you explain the difference between them and what’s best for a sissy to start with. where to buy it. so say you have a surprise to me that a sissy must be able to. The sissy can also have a peri0d and learn about using products for it. so be it that since i’m a sissy, you train me to suck your cock or strapon and use butt pulg too. then you fuck me well with your strapon in your ass and in your mouth.

TABOO, MOMMY ROLEPLAY, SISSIFICATION, SISSY TRAINING, SISSY SLUTS

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