Your mom asked you last week to have a “sit down” with her about the birds and the bees. You rolled your eyes, you know all there is to know, but she insists that this is more in-depth than all that where-do–come-from stuff. She seems really eager, so you concede and agree to sit down and talk.
When you walk into the living room, she seems a little nervous. You can’t imagine why, she’s the one who wanted to talk to begin with. She confesses to eavesdropping on your conversation about prom night – the hotel room, losing your virginity to you girlfriend. A little mortified, you expect a lecture about waiting but instead, your mom says she’d like you to be “as prepared as possible,” whatever that means. You agree to come sit on the couch. It almost seems like she’s going to put on a demonstration, but when you sit down, she takes a place at your feet. Odd.
You ask what she’s doing and she explains that its best to have a hands-on approach. A what? Woah, what’s going on here? She assures you that it’ll be totally clinical, but that its the only way to truly prepare you. She keeps asking intimate questions about how far you and your girlfriend have gone, if you’ve discussed birth control. You have to admit, talking like this to a woman on her knees before you has you a little hard. She tells you that for this to be the most beneficial, she wants to explore the reality of sex. She brings out a bottle of lube and tells you that you need to get hard. What? You practically jump out of your seat, how outlandish is this?? But she’s so insistent, and you have to admit that you’ve jerked it to her before…not that you’d ever tell her that. She tells you to get hard and walks out for a minute. You’re already there so you sit and look at the supplies before you, wondering if she’s just going to watch you use a fleshlight. Kinda hot, you think.
When she comes back, she asks if you’re there. You lie, saying its weird. You don’t want to admit to your mom that your throbbing in your jeans. She offers to help, which only makes you harder. When she fishes in your pants and pulls out a rockhard erection, she smiles. She applies the lube to the head of your cock, stroking and trying to remain professional as you groan and enjoy her hand. You can’t imagine how good the fleshlight will feel…
She positions it above your cock and starts to slide it down your head, giving instructions the whole time. You want to cum right then but you hold off, trying to stop yourself as your mother strokes the fleshlight down your cock, moaning and encouraging you as she talks about cumming inside your girlfriend’s pussy. Finally, she tells you that she’ll help you cum inside and outside of the toy. You pump into the toy a bit before she pulls out and jerks you onto the toy. She fucks your cum back into the toy, clearly enjoying herself as she plays with your load…you watch, incredulous, as she puts her tongue against the toy and laps at your cum…You don’t think that part was educational…
Tag: Bettie Bondage
You walk into the living room to see me with an old notebook out. I’m smiling and laughing, so you ask what’s so funny. I tell you it’s my old journal from high school! Too funny to look back and think about all of that. I just wish I was as hot as I was then – every time I see your sister’s tight little body I think about when I looked like that. What’s that sweetie, you think I’m sexy? Well that’s very kind of you son. But not like your sister, or your girlfriends, I’ll bet…oh don’t say that, you’ve never even seen my tits! You’d like to?? Wow…I’m your mother, isn’t that a little inappropriate? I don’t know about this…alright, but just promise to be honest about my body. I want to know if I’ve still got it…
What do you think? You like them? Mm, thanks sweetie. What about my ass? Still got it? Mm, sweetie you’re flattering me so much. Am I turning you on? Baby why don’t you come over here. I think I need some attention…mm, that’s it baby, slide that cock into mom’s tight wet cunt. Mmm, do you want to cum inside me? That’s it, baby, fill mommy up with cum…
Category: TABOO
Related Categories: MILF, CREAMPIE, MOMMAS BOY, POV, VIRTUAL SEX
It’s prom night, and your mom sits you down to talk about something very important: safe sex. She pulls out a condom and tells you that she wants to show you how to use one properly. Ugh, mom, I saw that stupid banana thing in sex ed… you groan. She insists that this is a more hands-on lesson. She intends to show you first hand. You can’t believe what she’s saying, but she insists that its the only way to make sure you’re being safe.
She pulls the condom out of its wrapper and has you present your cock which is, despite your nervousness around having your own mom handle your dick, rock hard. She slides the condom on and starts to stroke you. You ask her what’s she’s doing but she insists she just needs to see it all the way through, to make sure you know how to take it off afterwards. She tells you that you should use it for blowjobs too, but you tell her that it ruins bjs – to which she replies by putting her mouth around your cock! She keeps stroking you, milking your cum into the condom. She begins to slip it off, fumbling a bit and spilling your cum. So much for safety she giggles. She licks it up quickly before smirking and telling you to have fun at the prom!
Category: TABOO
Related Categories: MOMMAS BOY, CONDOM HANDJOBS, CONDOM BLOWJOBS, HANDJOBS, VIRTUAL SEX
Your mother is sleeping around behind your dad’s back. You know it. You decided to set up a hidden camera in her room over the weekend while your father is away on business. You even lie and tell her you’ll be sleeping at a friend’s house for the weekend, setting up the camera and watching it remotely from the library. When you see her appear on screen, you can’t help but watch the grainy black and white footage. You see your mother start to undress as she sits on top of some guy in your parent’s bed. She’s dirty talking and telling him all about how your dad is away and so are you. You can’t believe her – what a slut! Despite your anger you feel your cock grow in your pants. You almost take it out and jerk off right there in the library but then, you get an idea…
You arrive back at home once you see them finish and get dressed. Looking in the driveway and seeing only your mother’s car when you get back, you walk in with your tablet in hand. You have the video saved, queued up for your plan. Your mom is so surprised to see you! You can tell she hoped to have the house to herself for her little rendezvous. Not if you can help it.
You confront her, showing her the video and telling her you know everything! She acts all upset, sorry and sad – telling you that she can’t believe you’ve spied on her like this. Before she can recover from being found out, you tell her what you need: you want what that guy got. You want her. You watch her face as she realizes what predicament she’s in. Either fuck her own son, or get revealed for the cheating slut she is. You know she has no choice, and even the little sobs she lets out as she begs you not to do this won’t make you stop. You’re going to make your mom fuck you.
At first, she’s so reluctant, begging you to take anything else: a car, money, anything! But you’re persistent. You want her mouth, her pussy – everything. It doesn’t take long before she’s getting into it – your own mother, drooling over your cock, dirty talking her son and begging for cum!
The best part? Your hidden cam is going the whole time, capturing your mom taking your cock! The ideal ammo to insure your mom stays your blackmailed cumslut.
Category: TABOO
Related Categories: BLACKMAIL FANTASY, POV SEX, VIRTUAL SEX, POV, DIRTY TALK
The other day, a friend of yours showed you a pretty crazy video: your English teacher… giving him head! It was shot hidden camera style but it was unmistakable: your teacher on her knees, sucking his cock til he came in her mouth. He told you about how it’d been going on for a while, how he talked her into taking his cum in her mouth but hadn’t yet been able to make her take his load on her face. You ask him to send the video to you and he happily obliges, the idiot.
Armed with your damning evidence, you arrange a meeting to discuss your “grades” with your teacher. She is all bitch as you sit down, listing all your failures and not letting you get a word in edgewise. That’s OK; it just makes what you’re about to do a sweeter revenge! You tell her you have something to show her. Something that’ll change her mind. She gets all offended, asking if you’re blackmailing her. Yes, you assure her, I am blackmailing you!- and you show her the video. Then you show her the number you obtained and saved in your phone…her husband. She suddenly agrees to change your grade, to give you an A, but you let her know that’s not all you need. You tell her you want her on her knees, right here. She fights you, telling you that you’ll get caught but you just attach the video to a message and threaten with renewed seriousness and before you know it, she’s on her knees with your cock in her mouth. She’s pleading with you to hurry as you look down and watch the slut deep-throat your dick, drooling and gagging. You tell her you’ll cum, but only if you can do it all over her face. She pleads with you, clearly humiliated but you insist. She gives up, stroking you onto her face until she’s absolutely covered. You smile down at her as she looks up at you, totally humiliated and dripping with cum.
Category: BLACKMAIL FANTASY
Related Categories: TEACHER FETISH, POV SEX, VIRTUAL SEX, FACIALS, FANTASIES
Ever since you and your Mom started fooling around, she’s been so brazen! Today took the cake, though. Dad was home and she insisted on having you in her ass for the first time!! She started to suck your cock, deepthroating you sloppily until your cock was soaked in spit, then sliding her ass onto your cock, begging you to pound her tight hole. At one point Dad even walked in! She ground onto your cock while telling him how she missed cuddling, and you’re too big to sit on her lap so…well. her she is on your lap! All the while burying your dick deeper into her ass. Your mom is such a slut!!
Category: TABOO
Related Categories: OLDER WOMAN / YOUNGER MAN, ANAL, POV, VIRTUAL SEX, CHEATING
It happened. The thing you most feared, and most thrills you: your mom found your writing notebook. Stories upon stories. Dirty stories…about her. You can’t help it! Ever since you stumbled across some videos like that. You started seeking it out, reading erotica, downloading videos. It’s such a taboo, so wrong and forbidden that its sometimes all you can think about. You watch movies, write stories and she’s the only woman who floats into your mind when you touch yourself. And now, here she is, with the book in her hands, a confused and concerned look on her face.
She tells you something must be done. That’s she is confiscating the journal and has erased the taboo porn on your computer, replacing it with a folder of decidedly different porn. You can’t believe this is how she’s reacting…by giving you porn to jerk off to? You don’t care what it is, the fact that your mom watched it and now is sharing it with you, knowing you’ll be jerking and cumming to it? Too fucking hot. You agree to her plan and race upstairs to look and see what she has in store for you.
The next week, your mom asks you to “check in” and see what progress you’ve made in getting rid of this unconventional fetish. You tell her that you’ve been watching the videos constantly. You think it’s helping. She smiles, eager to hear more. She asks you to be totally honest with her. Seeing her sitting next to you on the couch, leaning forward and touching your thigh, you can’t help but be honest. You need to tell her what you want. You admit that knowing she compiled the folder just made you want her more, knowing she carefully cultivated everything you’ve cum to for a whole week? You’ve never come harder.
She looks defeated, starting to talk about a friend she confided in. This friend had a similar situation with her son…only she fixed the issue by, ahem, indulging his fantasy. Your cock twitches as she starts to rub your thigh. She looks so nervous, it’s kind of cute. Maybe, she says, maybe that would work with us? I can’t imaging doing this but we have to do something…and my friend seemed so sure of this method!
Category: TABOO
Related Categories: POV, VIRTUAL SEX, FANTASIES, HANDJOBS, CUM IN MOUTH
You hear familiar sounds coming from your parent’s bedroom, the sounds of a woman enjoying herself, but you know your dad isn’t home so you sneak up and look in, only to see your mother lying on the bed with a huge toy, plunging it in and out of her pussy while she moans and writhes. She looks amazing, her chest heaving and her pussy glistening as she draws the thick black toy in and out of her wet quim. You step in, standing there boldly but she’s lost to the world, her head thrown back as she fucks herself. Even when she finally looks up enough to see you standing there, she’s too far gone to stop. She apologizes, explaining that it just feels too good to stop…she begs you to forgive her, it’s just that she’s never been penetrated like this…she pulls the toy from her pussy as it gapes, pulses, and she squirts all over the bedspread. She’s shocked. My goodness, that’s never happened before! And to think, from this toy, five times the size of an average penis!
…What do you mean? you ask her. She tells you that this big huge toy is a fantasy – normal guys are like your father, about 2 inches. Right? You laugh. She must be kidding. But you quickly realize that your mother has been victim to a grave injustice: your father convinced her, a virgin until they married, that 2 inches was perfectly average. She’d never even kissed a man until marriage, who was she to doubt that? She admits that she’s never felt something hit so deep, your father always just pressed his penis against the opening of her pussy and ejaculated a few seconds later. You begin to realize that for all intents and purposes, your mother is a virgin! Your cock grows harder in your pants as she continues masturbating in full view, confessing her needs and lacking love-life to her son as she apologizes for her incorrigible lust.
She notices your growing bulge, confused. Don’t men normally get hard for pretty girls? Does that mean…you’re attracted to me? You confess, telling her that you’ve always wanted her. Only her. Even though you have had lots of girlfriends, it’s always only been about her. She blushes. She’s embarrassed – her own son lost his virginity before her! You correct her. You’re still a virgin. The girls at school are too afraid of your size to fuck you. Her eyes widen. You can tell she wants it, wants to see how large a man can really get…
You watch as she pulls your hard cock from your pants, gasping as tells you how much bigger you are than your father, guiding you into her pussy as she moans and begs you to fuck her, take her virginity. Your mother, splayed before you with her pussy full of your cock. You try not to cum as she begs you to fuck her harder, harder…and deeper.
You tell her you’re all the way in, you can’t get any deeper! She assures you that its ok, you’re still so much bigger than your father…but she keeps begging, harder, harder, fuck me deeper and harder sweetie! She’s stroking herself up and down your cock, riding you like a woman possessed. You can’t hold out, cumming inside her before she pulls you out and finishes you all over her pussy and stomach. She quickly grabs her huge toy again, plunging it in and out of herself as she gasps and moans…so deep, god it feels so good…You watch, your cock still dripping and twitching as you witness your mother squirt and cum hard from her thick black toy, again. She assures you that you were wonderful, amazing, so huge, don’t worry about her needing the toy, gosh I hope you don’t feel inadequate, sweetie…but you loved it all.
Category: TABOO
Related Categories: POV SEX, CUMSHOTS, BIG DICKS, SQUIRTING, MOMMAS BOY
You’re sleeping at a friend’s house, on the couch in the living room, when you hear a loud bang. You open your eyes to see a figure in the dark living room. Your first thought is that its your friend’s mom, home from her shift as a nurse but when see what she’s wearing, you think again: a tight leopard mini dress, fishnet stockings, and sky-high lucite stripper heels. She’s creeping across the room, trying to be quiet. You clear your throat to make your awakened state known and watch her flinch. She grimaces, clearly embarrassed as she slowly walks over.
“Shhh. We have to be quiet. We can’t wake up my son. And you can’t tell him you saw me like this…”
You think maybe it was a date or a hookup but she smirks, “No. I was at work. C’mon. You’re a smart boy…you must know what’s going on.” You look at her outfit, her makeup, the way she leans forward so you get a great view of her gorgeous cleavage. You know what’s going on alright. Your best friend’s mom is a stripper. And she’s flirting with you.
Category: FANTASIES
Related Categories: MILF, DIRTY TALK, VIRTUAL SEX, POV, CONFESSIONS
It’s late. Dark. You wake just enough to realize someone is climbing into your bed. It’s your mom. You can barely keep your eyes open as she gets under the covers, asking you if she can stay in your bed tonight. She can’t get a good nights rest alone. You say yes, eyes fluttering back to sleep as she smiles…
You begin to wake again. Your mom is watching you. She looks a little nervous, a little excited. You wake just enough to ask her what’s wrong and she shushes you. Tells you to relax as you feel her hand rooting around underneath the blanket. You feel her soft fingers grasp your cock, quickly hardening at her touch. She smirks. You stammer. “It’s ok, baby. I’m just giving my son a handjob.”
This must be a dream, right? You lay there, motionless as you feel her hand start to stroke. She’s telling you she wants to make you cum. This must be a dream, right? You watch as your mother’s face disappears beneath the sheets and you feel a warm, wet mouth against your cock. Your mother is sucking your cock…this has to be a dream, right? She’s telling you she wants you inside her. You feel her fingers guide your cock head to her pussy. You feel the soft, wet folds of her pussy pull you inside and in an instant, you are deeply buried inside your mother’s sweet snatch. This must be a dream, though it feels so real. Rocking her hips back and forth, you listen to your mother talk about how good you feel. How much she’s wanted you. You reach down and grasp her thighs, pushing deeper into her, enjoying this fantasy as you wonder if you’ve ever had such a vivid dream before.
She tells you to cum inside her. You’ve never done that before, but you suppose that’s what dreams are for. Watching your mother’s face as she moans in pleasure and desire for her son’s cum, you empty your cum into her as she purrs, content and full of her son’s semen. You feel so tired, even though this is just a dream…right?
Category: TABOO
Related Categories: VIRTUAL SEX, POV, MOMMAS BOY, FANTASIES, MILF