Tag: Bettie Bondage

The Talk – Bettie Bondage

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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Teacher Made Naked and Humiliated – Bettie Bondage

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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Stepmom Drains You – Bettie Bondage

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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PTA Mom Confesses to Fucking Friends So (PTA Mom Fantasy) – Bettie Bondage

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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New Years Eve (New Year’s Kiss with Mom) – Bettie Bondage

You bailed on a hotel suite in the city with some friends and your girlfriend for New Year’s to help your mother out with her annual New Year’s Bash. A bunch of loud, tipsy middle aged men and women talking about skiing and time shares – no thank you. Especially when it comes to your mom’s divorcee friends, who can get a little handsy after the champagne starts flowing. When it comes time for the countdown, you hide out in the bathroom, convinced one of these women is gonna try to get a kiss at midnite. You’re waiting, leaning against the wall when your mother bursts into the bathroom. She’s definitely had a lot this evening – she’s slurring her words, stumbling as she chats with you, telling you how much she appreciates you missing out on your night with your girlfriend…
She seems a little flirty – no big deal, she gets that way when she’s really gone, even if you are her son – but she surprises even you when she leans forward and asks if you’ll give her a kiss on the countdown. You say yes, trying not to make a big deal out of it – it’s just your mom, you kiss her all the time! But the kiss she gives you…well, it isn’t just a peck. She moans into your mouth. It makes your cock stir in your pants. And she knows it. Her voicy is breathy and there’s a flush across her cheeks. She’s horny. You can tell. Your own mother. And you’re entertaining the idea. You’ve had a little champagne, she’s likely to not remember a thing in the morning…so you go with it, when she starts to rub your chest, moving her hand down to your crotch. You go with it, when she gets on her knees, pulling your cock out and deepthroating like a pornstar. You’re too far gone now, you watch as your mother backs up onto your dick, riding your cock before pulling off and stroking your throbbing cock off onto her face.

Category: TABOO
Related Categories: POV, VIRTUAL SEX, FACIALS, BIG CLITS, ROLE PLAY

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My Mom, The Escort – Bettie Bondage

The other day you got an e-mail from a buddy. The subject said “Is this your mom?!?!” You couldn’t imagine what it could be and when you opened it to see a link, you clicked it despite the feeling that you were about to get rickrolled or worse. What you saw? Much worse. It was a link to an escort’s ad…the escort being your darling mom! You couldn’t believe your eyes: she was dressed up in the purple dress she wore to your cousin’s wedding, sexy stockings and a naughty grin. You felt so many conflicting emotions: anger, hurt, embarrassment…and yes, more than a little turned on. You couldn’t help it: you clicked through the photos and started to stroke. You wondered how you could confront her as you got to her booking page…no turning back now…
You asked her to wear the purple dress and despite all the evidence piling up, you were still pretty fucking surprised to see your mom answer the door in her sophisticated purple dress, black stockings and heels. At least she didn’t pretend that it was some misunderstanding. She sat you down and explained why: good money, your college is expensive, on and on and still, all you can think is “Are the reviews true?” She promises you to secrecy, and you realize this is your chance: you’re going to blackmail your mother into fucking you. For money. The humiliation of it, the taboo nature of the whole fucking scenario, has you rock hard before she even puts her mouth on your cock. She seems torn between being turned on by your cock and disgusted by your actions as she licks and strokes you, telling you how wrong it is while she milks your cock, emptying your balls and licking up your load like a good whore.

Category: TABOO
Related Categories: BLACKMAIL FANTASY, MILF, ROLE PLAY, POV, VIRTUAL SEX

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Making My Boys Cum – Bettie Bondage

Ever since you got your diagnosis from the doctor, your mom has been helping you with daily cum buildup release. This evening, she sucked and jerked you twice before bed but still, you find yourself unable to focus, the pressure building so intensely that you have no choice but to go wake her up and ask for help again. She’s so surprised that you need to cum again, making you promise to stay very quiet so you don’t wake up dad. She starts to stroke, leaning forward to take you into her mouth as she shushes you, glancing over her shoulder to make sure he’s still asleep. As you start to get closer, you notice her reaching over to rub him. What is she doing?!? She tells you to relax, sometimes she just jerks him or fucks him and he stays totally asleep, like sleepwalking only, y’know…fucking! You watch transfixed as he rolls over and you see her tits start to shake as she jerks you, getting fucked from behind by your sleeping father as she gets you off into her mouth. She urges you to cum, telling you her pussy is about to get creampied as you shoot onto her tongue. She smirks, pulling back the covers to show you her cum covered pussy as you struggle to keep your cock from rising again…

Category: TABOO
Related Categories: ROLE PLAY, MOMMAS BOY, CUM IN MOUTH, OLDER WOMAN / YOUNGER MAN, POV

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Mom Takes Three For the Team – Bettie Bondage

My son’s teammates come home from a game without him tonight. Aw, his car broke down? What a shame! Well, I guess that works out ok, since I had a question to ask you boys. I’ve got a date, and I just don’t know if my outfit is appropriate? Would you guys mind checking me out?
Is this skirt too short? Can you see anything when I bend over…like this? Can you see my wet pussy? My ass, all plugged? You can? Perfect. Why don’t you boys help me out a little, before my son gets home? Uh huh. Yes. I want to fuck all three of you! I need every one of my holes filled, fucked, and cummed in…

Category: FANTASIES
Related Categories: MILF, OLDER WOMAN / YOUNGER MAN, TABOO, DOUBLE PENETRATION, CUMSHOTS

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Mom Helps You Win a Bet – Bettie Bondage

You and your friend made this stupid bet about jerking off: No jerking off for a whole month – loser has to cough up $500. You really don’t want to loose but it’s so hard! You’ve never even gone a week without jerking it. You’re finding that even being around your mom is turning you on! Granted, she is a total MILF but you’re normally able to stave off the attraction, jerk it to some porn and forget about it but now…she’s all you can think about. The other day you barged in on her in the bathroom just to catch a glimpse. You rub up against her in the kitchen…you can tell she feels your cock against her ass. You think she even wiggled back yesterday. Today, you offer to give her a footrub. With her feet in your lap, you can’t help it. You start to rub and grind yourself against her feet! She acts all offended, demanding an answer for your outlandish behavior.
You tell her about the bet, about how hard it is for you. You offer to pay her $300 of the $500 if she’ll help you get off without masturbating. Of course, she says no – she’s your mother, for goodness sake. But you push it. Beg for it. You even take your cock out so she can see how your cock is throbbing from lack of release. You can see her start to soften. She feels bad. Seeing her poor boy so desperate. You keep begging, pushing her, pleading, offering her money…
Finally, she relents. She agrees, telling you that you have an hour before Dad gets home. You watch as she grabs the lotion you used for her feet and drips some onto your already exposed cock. It doesn’t take long before she’s stroking and teasing you, brushing your cock against her lips and making you groan. You need to feel her mouth. No, she says, not for $300…
$500! You offer her the whole $500, if she’ll just take your cock into her mouth. She smiles, sliding you down her throat. My god, your mom’s mouth feels so good! You have to feel her pussy! You offer her $1000 – the whole $500 you’d pay out plus what you win! What if you both abstain? You’ll figure out the other $500, you need to fuck your mom! She grins. Ok, but because I want this! She says. Sure, you think, whatever gets her pussy on my cock…
You watch as she slides down her jeans and straddles you on the couch. Your rock hard cock slides against her pussy. She’s facing away, riding you cowgirl, sliding up and down your cock. You can’t believe how good she feels…you can’t believe you’re fucking your mother!!

Category: TABOO
Related Categories: MILF, OLDER WOMAN / YOUNGER MAN, POV SEX, DIRTY TALK, HANDJOBS

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Mom Helps You Sleep – Bettie Bondage

You get home early from work and hear a noise from your mom’s bedroom. It sounds like she’s crying so you go check. The door is open just a little bit and what you see is not what you expected! You can see your mom on all fours on her bed, getting fucked from behind. She’s talking to what seems like several guys, telling them how much she loves their cocks and wants their cum. You feel your cock begin to harden as you watch your mom take cock after cock, begging for cum as you imagine yourself emptying your swollen balls onto her ass.
Later that night, your in bed trying to sleep but you just can’t stop thinking about your mom, bent over like that. You finally decide you need to do something about it. You creep to your mother’s bedroom door. She’s in bed, still wearing some of the lingerie from her gangbang – crotchless panties and hot thigh high stockings. You stand and watch her for a minute, not sure what to do but finally, you enter, standing by her bed and trying to hide your rock hard erection as you call out to her.
She wakes with a start – sweetie, what’s wrong, are you ok – you assure her you’re fine, just can’t sleep. She tells you to turn around while she puts on a nightie and says you can sleep in her bed tonight. You pretend to look away as you watch her change in front of you, her full tits on display, her pussy visible through her crotchless panties.
You lay wide awake, facing her with your cock throbbing. She starts to gyrate her hips, rubbing her pussy on the pillow between her legs. You take that as an invitation and slide up against her, grinding your cock against her ass as she starts to grind back. Every once in a while she makes some comment, about you being hard, about your determination to get to sleep…each time you pretend to be asleep and wait til she turns over again before you start to grind against her again. She finally starts really pushing back, moaning as she rubs her pussy and dry humps her son’s cock! She finally tells you she needs it, sitting up and riding your cock reverse cowgirl before begging for your cum all over her ass!

Category: TABOO
Related Categories: MILF, VIRTUAL SEX, POV, ROLE PLAY, PILLOW HUMPING

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