Your mother has been flirting with you. Big time. There’s no misreading these cues. So, you decide to leave her a little love letter and a few small gifts for Valentines. You figure it’s as good a day as any to finally go through with you. You leave a note telling her to be ready this evening, when her “secret admirer” will pick her up. You even leave her a sexy, low cut top you know will hug her big tits just right. You can’t wait to see her in it.
When you arrive, she’s puzzled. “What do you mean you’re my date? But…the chocolates? The sexy outfit? You can’t…oh, my god. Have I led you on, sweetie?!” She’s mortified, taking the champagne you brought and downing glass after glass as she starts to confess, her words pouring out as quickly as she pours the bubbly, getting more and more uninhibited as she goes. “See,” she slurs, “I’m gonna have to be pretty far gone to go through with this!”
You grin. So she’s going to go through with it after all? She giggles. Well, you went through all the trouble…and picked out such a nice top to display her big, perfect rack. “I bet you wanna fuck them, don’t you?” she says. “Come on, let’s go to my bed…” Once upstairs, she lays you down and takes out her tits, wrapping them around your turgid cock and oiling you both up, stroking your straining dick with her soft, heavy tits until you can’t take it anymore, until she begs you to coat them in your cum.

Category: TABOO
Related Categories: MILF, VIRTUAL SEX, POV, BIG TITS, ROLE PLAY

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Your mother stops you on the way out the door. It seems as though she has something sensitive to discuss with you…about your girlfriend. She tells you that she knows the truth: that you’ve been cheating on your girlfriend. And if you want your mother to keep that secret between you two, you’re going to need to give her something…not just anything…
You can’t believe what she’s asking you to do. Your mother wants you to…with her…or else she’ll expose you! You don’t want to have this reaction, but you’re getting aroused. Your mother is noticing too. There’s no avoiding it – your mother is blackmailing you for your cock!

Category: TABOO
Related Categories: BLACKMAIL FANTASY, DIRTY TALK, MILF, CHEATING, POV SEX

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I come home and here you are, lounging on the couch. And my son’s not even home! Where do you get off, laying on my couch like you live here? Look, I need to talk to you. You’re a bad influence on my son! You’re just dragging him down. And I’m willing to pay you to stop hanging out with him. Yes, you heard me right! Whatever it takes to secure my son’s futur…hey, is it a full moon tonight? Oh…look, you have to leave. Now. Seriously, this is for your own good…I just…oh no…
Watch as I transform from a nerdy prude mom into a slutty MILF, my wool socks and boots turning into sheer black pantyhose and high heels. My long skirt shortens into a mini and my flannel button up disappears, revealing a tight white tank top, my tits spilling out. It takes under a minute for me to start coming onto you, possessed by my sickness I become entranced by your young body and virility. I begin encouraging you to stroke your cock for me, jerk off while I dirty talk you. I tell you to cum for me, I’m ravenous for young cum! stroking your cock over my face and taking your load across my tits.

Category: TRANSFORMATION FANTASIES
Related Categories: TRANSFORMATION FETISH, MILF, OLDER WOMAN / YOUNGER MAN, JOI, JERK OFF INSTRUCTION

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Lately your mom has been taking to working out in the living room at such a time that you get home just as she’s stretching out. She wears these tight, tight spandex yoga pants that go see-through when she bends forward or squats, and just a sports bra. At first you felt weird walking into the living room with her like that, but when you realized that she doesn’t wear panties – that you can see her pussy clearly through the strained fabric – you start to look forward to coming home to this, weird as it is to admit that, even just to yourself. You look forward to catching her, watching from the foyer so she doesn’t see you. Every time you have to go run upstairs and jerk your cock until you cum, thinking about your own mother…
Today, she seems to be angling her ass and pussy right in your direction, bending and stretching perfectly to give you a gorgeous view. You can hardly stop yourself from jerking it right there, you know you won’t last long before you have to run upstairs…but before you can turn to leave, she turns her head and looks straight at you! She smiles, telling you she knows you watch. In fact, that’s why she chooses to workout at this exact time. You can’t believe it! You stand and watch as she shows off some more for you, putting her pussy on display as you come closer. You kneel down before her as she shakes her spandex clad ass at you, teasing and bouncing before sliding her pants down and telling you to get closer, take out your cock…soon, your mother’s pussy is sliding up and down the length of your cock…

Category: TABOO
Related Categories: YOGA PANTS, SPANDEX, WORKOUT CLOTHES, VOYEUR, MOMMAS BOY

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Your mom is going out to a party this evening and asks for your help picking out on outfit. She tells you to turn around while she changes and tries on a few different things. She’s always been a total babe, and you have to admit that you’ve peeped on her coming out of the shower before, so you don’t exactly look away. She’s shimmying out of different outfits and watching her is amazing. She tries on a few sorta boring things before she slips into this amazing tight white dress. It hugs her curves perfectly, and she can see in your eyes that this is the one.
Later that night, she stumbles in the door. She’s definitely wasted, you can tell as she plops down onto the couch and slurs her words, asking you what you’re watching. It’s some stupid reality dance competition. Some girl with no ass is trying to twerk. Your mother scoffs, telling you that she can do better than that. She’s falling all over you as you look her over, pouring out of her tight white dress. Oh yeah? you ask. Then prove it… You never thought it would work but without much teasing, your mom is on the coffee table in front of you, bouncing her ass right in your direction. She keeps stealing glances over her shoulder. You know she wants this…

Category: TABOO
Related Categories: POV, VIRTUAL SEX, BOOTY SHAKING, WHITE BOOTY, ROLE PLAY

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While trying to rouse you for school one morning, I playfully shake you to get you up and at ’em and discover you have a rock hard erection! I apologize, excusing myself so you can get situated…but you quickly ask me to stay while you take care of yourself…I can’t say I’m shocked, you’ve been staring at me with such desire since I showed you how to masturbate properly. I knew it was odd, and yes, perhaps even wrong, but you were so frustrated at school and I just knew it would help you focus to get yourself off. I was right – you were much more relaxed after that but now…well, I think I asked for this. I resist the urge at first, telling you its wrong and that your father would be so upset but you insist, telling me you need my help. You’re pleading, and I’ve never been good at telling you no…
I begin to stroke your cock, telling you how nice it feels, how hard it is in my hand, before I just have to take you into my mouth. Of course…one thing leads to another, and soon I’m riding your cock cowgirl, telling you to cum inside my pussy! We nearly get caught when your father comes up to find out whats the hold up on breakfast. I flatten myself against you and cover up with sheets while I hear you talk to him. I can feel your cock twitching in my pussy while you tell him you haven’t seen me since I woke you up…god, it’s hot enough to cum on your cock right there! Apparently you think so too, and seconds later fill my pussy with cum…one way to get you up in the morning!

Category: TABOO
Related Categories: CUCKOLDING, MILF, POV, VIRTUAL SEX, MOMMAS BOY

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Your mom has asked you to sit down and have a talk with her. You can’t imagine what she wants to talk about, and when she starts talking about jerking off, you can barely believe it! She wants to know if you stroke your cock, telling you how healthy it is and normal…even admitting that she does it! She tells you what type of porn she watches so that you’ll feel comfortable doing the same. You admit you have a think for older women/younger men, and she starts getting really flirty. Are you imagining it, or has she been pulling her shirt down, letting the straps of her tank top slip down her shoulders? That can’t be right…
Then, she comes out and says how wet she is talking about all this with you! You can’t believe it but your psyched – your cock is rock hard when she tells you to take it out and stroke. She pulls her shirt down so you can see her gorgeous tits while you stroke to her, all while she tells you how to stroke. She reaches out and wraps her hand around your cock as you watch, stunned and stoked to have your hot mom’s hand jerking your dick. She even sucks it! You can’t keep from cumming when she starts telling you to cover her with your load. You shoot ropes of thick cum all over her tits while she moans, licking your cum off her hands. Good talk…

Category: TABOO
Related Categories: JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT, MASTURBATION INSTRUCTION, CUMSHOTS, HANDJOBS

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Excuse me, gentlemen, this is a quiet study, please settle down… Now, what’s that? A device out during quiet study?? I’ll have none of that! Away…wait, why are you pointing that at me…what do you think you’re doing? …Watch as Ms. Bondage’s clothes disappear – first her dress goes, leaving her in just a black satin slip…then that too. You always knew she wore sexy little underthings. She squirms in her garter and stockings until POP, off they go, replaced by a leather skirt and bustier with vinyl top fishnets! Everyone is laughing, Ms. Bondage is mortified! She begs to be returned to her former, clothed state but POP! The class roars with laughter as Ms. Bondage stands before them, completely naked, grasping her arms in front of her in a sorry attempt to cover up.

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Your stepmom calls you into the living room. She’s been getting calls from school, about your behavior. She wants to know what’s up. She’s always so strict with you, acting like she knows best, willing to do anything to get you to behave. You tell her you think it’s because of what you gave up for Lent. Sugar? she asks, incredulous…and she should be. That was a coverup. What you really gave up, you tell her, is masturbation. She is shocked, practically clutching her pearls. She scolds you for doing it in the first place, cementing in your mind her as the vision of piety and perfection. She tells you that you must start behaving. What can you do to assure that? I know! she exclaims, clearly proud of her idea. I’ll jerk you off! It’ll be perfectly clinical, it won’t be masturbation, and you’ll go back to being a good boy for us! You can’t believe what she’s saying, but fuck, you haven’t cum in over two weeks, you’d fuck anything – or get jerked by anyone, including your stepmom. She reiterates her “clinical” approach, going to get gloves and lube as you pull your already rock hard cock out.
She sits down and gets to work, decidedly formal even when giving a hand job. You watch her drip baby oil on your dick and start to stroke. It feels AMAZING, even with the gloves. It doesn’t take long before your prim and proper stepmom has milked out a big thick load. Much to her surprise, however, your young libido keeps you hard even after. You tell her that since it’s been so long, she needs to do it again, to insure you return to your normal, well behaved self. She seems slightly skeptical, but returns to work, jerking your cock and telling you that you need to hurry up, that your father will be home soon. You decide to see what you can get away with, suggesting she use her mouth if she really wants fast results. She resists, so you persist. Finally, she relents, placing her mouth around your cock and jerking you onto her tongue. You can’t believe you got her to do this!! How long is Lent again?…

Category: TABOO
Related Categories: HANDJOBS, RELIGIOUS, GLOVE FETISH, POV, LOTION / OIL FETISH

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Hey Regina, come on in for a cup of coffee, let’s talk!Your boy has been hanging out here at our place SO much lately, it’s like I’ve got another son! Now, Regina, I wanted to know…does he, y’know…jerk off? Is he a virgin? Oh, don’t be such a prude. He’s hot…yeah, you heard me right! So hot, in fact, that I had to go downstairs last night and fuck your young son myself! Mmm, my pussy is getting so wet just talking to you about it now. Just imagine how wet it was when he filled it full of his young spunk!

Category: FANTASIES
Related Categories: CONFESSIONS, CONFRONTATION, OLDER WOMAN / YOUNGER MAN, DIRTY TALK, HUMILIATION

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