Finding those texts between you and your friend Brian wasn’t ever something you wanted for your mom. God, you never thought that he’d find those pictures of her, but when he did, your desire for her went into overdrive. You couldn’t control your cock around her. It was impossible…and to make it worse, it seemed like she was egging you on, wearing things that she knew you liked…but that can’t be it, can it? Until she sends you that text message, with a video. A video of her, doing things that mothers shouldn’t do in front of their sons…

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It’s your senior year and you’re finally coming into your own: more confident, more in shape, and ever since word got out about what you’re packing, you’ve been getting a lot of attention from some of the hottest girls at school. Tonight, it’s Allie, this really hot girl on the tumbling team. Fit, petite, and from what you hear, pretty slutty. Your curfew is 10 and it’s 11:30 now, but you can’t risk missing this opportunity. When you get home, you quietly open your bedroom door to find…your mother, in your bed…and her face…is…buried in your dirty boxers? What the fuck? You try to be quiet but the door clicks behind you and your mother snaps awake, demanding to know where you’ve been. You try to turn it on her, asking why she’s got her face in your dirty boxers but she pretends like it was an accident because you’re so messy. You just hope she doesn’t notice the pair of dirty panties you stole from her hamper, buried under your comforter. You’ve always loved jerking off to her. She starts to lecture you on curfew but then, her tone takes a turn. She mentions the pictures you’ve been sending, and you realize that your cell phone is next to her. Fuck, you left it behind. Your mother went through your phone and found out where you were going…and saw all the photos you’ve been sending. How fucking embarrassing. Even more so is when she tells you how nice your cock is. What?? You’re starting to think there’s more than just your messy habits behind her having her face in your boxers… You try to stay focused but its hard – you can practically see her nipples through her nightie. She’s always been that way, walking around flaunting her breasts and body. Even as she’s tearing into you, you can’t help but stare at her breasts, the way her silk robe falls open to reveal the lace cups of her teddy. She knows. You know. You try to redirect the conversation, back to what she said about your cock. She knows what you’re doing. You know what you want, same as she does. “We can’t do anything about it, you know,” she says, “even if it were true – even if my face was buried in your boxers and I was masturbating to the videos of you jerking off on your phone…even if that were all true, what good would talking about it do? It’s not like we can act on it…right? It’s not like you can take that cock out and stroke it…not like I can lie back and touch myself, watching you stroke…it’s not like you can take that cock and rub it against my pussy, push it inside of me, and finally do what we both want…”

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You’ve come over to your best friend’s house and his mother greets you and invites you to sit in the kitchen while she cleans up. You’re going with your friend’s family on a weekend getaway, and your friend and his father are out running errands. While your hanging out with your friend’s mom, you can’t help but notice that she’s barely dressed, hard nipples poking through the thin fabric of her robe. After a few minutes of talking her big beautiful breast pops out and you can’t help but notice it. Your friend’s mom notices the bulge rising in your pants and starts asking about your experience with women. She’s actually quite delighted to find out you’re still a virgin, and muses about how much she could teach you. Well, she has a nice surprise for you on the weekend getaway…consisting of lots of closeups of her beautiful big tits, her wet, hairy pussy, and her moans of orgasmic bliss while she lets you cum inside of her! This is a virtual sex tape you aren’t going to want to miss.

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Nanny Tucks You In: You’re technically a grown up, but your parents hired me, your former nanny, to come keep an eye on you and take care of the house while they are on an extended vacation. I come in to check if you’re in bed and find you wide awake. I offer to tuck you in, not realizing my button on my blouse has popped open exposing major cleavage and some nip slips. I realize you have a weird look on your face and see your dick is hard; you admit it’s from looking at my boobs! I’m horrified that I’ve exposed myself, but I’m a practical-minded nanny and now we just need to fix that erection problem you’re having so you can get some rest, right?

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You arexso lucky boy, this year you are on holiday only with your mommy! No dad this year! So you can get naughty & take your mom any time you want! You’re watching your mom to shower…and you still have that big question! What the woman like…how to lick her pussy to make her scream by please? You are lucky your mommy can teach you everything!

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There’s a rough time going on at your place, so you ask your friend’s step-mom Mindi if it’d be okay for you to spend the night. She’s always liked you so she is happy to have you. Later that night, she comes into the living room, where you’re unsuccessfully trying to rest. Mindi can’t rest either. She knows that your step-mom’s having a hard time right now, and she’s worried about how that’s affecting you. You are like a second step-son to her. As she’s talking to you she’s definitely trying to get something out…and so finally she asks you if you want a step-mommy. Not a “step-mom” step-mommy, but a step-mommy who can take care of the needs of a young man? Mindi has needs too, and hers aren’t getting taken care of. So maybe you can help each other out? Of course she’s noticed you staring at her tits, so maybe you should pull down your pants and show her how excited she makes you? Before you know it Mindi is stroking your cock, sucking it, and letting it go into her wet pussy and making it cum. As a reward for making her pussy cum she lets you tit fuck her and then begs for your cum all over her face!

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“How was the game, sweetie?” your mother coos, sitting down next to you on the couch. She knows. You can tell. She knows you were at the game with a girl. You try to lie, just in case you’re mistaking that look for something else…but its no use. Yup, she saw you with a girl, and now…well, she’s disappointed. And when mommy is disappointed in you, there’s no stopping her from draining your cock. She’s been doing it for ages, and even now that you’re 18 she hasn’t stopped. And now that she knows you were out with a girl? God, she’s never going to let you leave the house without emptying your balls with her hand. It’s always been her hand in the past. Clearly it’s not working, she says, as she starts to pull her blouse down, exposing her gorgeous, big breasts. “I know I usually save this for your birthday, but…do you want to touch them?” she asks, bringing herself close to you, pushing her breasts in your face. You groan, your cock throbbing in her hand as she slides down, her mouth so close to your cock. She’s never going to let anyone else have you, its always going to be her…but maybe that’s not so bad…

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Your mother comes into your room, and tells you she has something she wants to talk about. Turns out, she knows you’ve been sneaking your girlfriend into your room before school, and having lots of loud, dirty sex. Surprisingly, she’s not pissed about it. She actually seems totally ok with it! Not exactly the reaction you expected, but you’re happy about it, obviously. What you really don’t expect, though, is her asking for your help. “You see, it just seems like…well, it seems like she enjoys herself quite a bit, and well…” she trails off, clearly embarrassed. You finally coax it out of her: she’s never had an orgasm. You can’t really believe she’s coming to you for help, but you’re not an idiot. You’re going to take advantage of this situation any way you can. If that means helping your mom use a dildo two times bigger than her husband, and watching her cum her brains out on your bed…well then, so be it.

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There’s a rough time going on at your place, so you ask your friend’s mom Mindi if it’d be okay for you to spend the night. She’s always liked you so she is happy to have you. Later that night, she comes into the living room, where you’re unsuccessfully trying to rest. Mindi can’t rest either. She knows that your mom’s having a hard time right now, and she’s worried about how that’s affecting you. You are like a second son to her. As she’s talking to you she’s definitely trying to get something out…and so finally she asks you if you want a mommy. Not a “mom” mommy, but a mommy who can take care of the needs of a young man? Mindi has needs too, and hers aren’t getting taken care of. So maybe you can help each other out? Of course she’s noticed you staring at her tits, so maybe you should pull down your pants and show her how excited she makes you? Before you know it Mindi is stroking your cock, sucking it, and letting it go into her wet pussy and making it cum. As a reward for making her pussy cum she lets you tit fuck her and then begs for your cum all over her face!

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