Tag: OLDER WOMAN / YOUNGER MAN

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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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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Fucking Your Best Friends Mom (Mom Fucks Your Virgin Best Friend) – Bettie Bondage

Your best friend has been telling you all about this hot older woman he’s been seeing. You two are in high school and neither of you have ever had sex, but it seems like your friend is getting close with this MILF! He says she’s the mother of one of your schoolmates, but won’t say who…
I.
I think it’s time…yes, it’s time. I want you to lose your virginity to me. I don’t care that you’re my son’s best friend, and I know its wrong but…I still…I want it.
Come over. Spend the day with me. He’ll be in school, he’ll never know. I love your youth, your strength…a lonely woman like me needs this sort of thing, once in a while…
II.
You come home early from school and hear something upstairs…what is that? It sounds like…no, couldn’t be…you look through the bedroom door and see your mother, on all fours getting fucked hard. Guilty for looking but hard as a rock, you watch as you begin to stroke…then you hear his voice. Your best friend. Now it’s all so clear…
III.
Son, I never meant for this to happen. I didn’t want to hurt you, I just had needs. Needs that Tyler filled. He’s just a cock, on a young strong body! I promise…I never meant anything by it…yes, sometimes he did. He’d ask me. To talk about you. Your cock. Whether his was bigger. I’m sorry, son! I didn’t mean anything by it. It’s just talk, just dirty talk that meant nothing to me. What can I do, to restore our relationship and build your trust in me? Anything, I’ll do anything at all!
You want to watch? Me? Fuck your best friend? No, no…it’s fine…I said anything. And I mean it. We’ll have to talk to Tyler, make sure he’s ok with it…
IV.
That’s it, sweetie. Watch mommy take cock. I want you to stroke to me. I love it, having this young cock inside my pussy while you stroke to me…c’mon baby. Stroke and cum for me. I need that young jizz, I’m such a slut for it!

Category: TABOO
Related Categories: OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, CUCKOLDING, VOYEUR, ROLE PLAY

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Anal When Dad’s Home (Anal with Mom) – Bettie Bondage

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

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Teaching You to Jerk – Bettie Bondage

Hey sweetie. I wanted to have a talk with you. I know you’ve been really going through some changes lately, and I want you to know how totally normal that is. In fact, your brother was just like you. I helped him too. Mmmm. That’s right. Your dear old mom helped him to jerk off. And more! Wouldn’t you like that, too? Mmm. Wouldn’t you like to have mom’s mouth on your cock? I want to make you cum for me…

Category: TABOO
Related Categories: POV, FANTASIES, MOMMAS BOY, VIRTUAL SEX, OLDER WOMAN / YOUNGER MAN

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Daydreaming of Your Stepmom – Bettie Bondage

Your stepmom is always bugging you to obey her rules and respect her as a parent. Whatever. She’s barely ten years older than you! Just some stripper your dad was stupid enough to “fall in love with.” Most of the time you just ignore her and leave but today you find yourself daydreaming as she bitches at you…every time she pauses you imagine her pulling out her tits, teasing you with her body while she begs you to take out your cock and jerk off. You picture her bouncing her ass like she did when she worked at the club, showing you her wet holes while you stroke. Every time you come back to reality she’s looking at you like you’re crazy. She can tell you’re not listening to a word she’s saying, and that’s fine by you. You just keep staring at her gorgeous cleavage and imagining her round ass.
As you come back from one particularly intense reverie involving her pussy on display for you to jerk to, you realize that your stepmom has your cock out! She’s stroking and smiling, telling you she knows you’ve been dreaming about her. Knows you’ve wanted to fuck her. Maybe you two can work on a mutually beneficial relationship…

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

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Caught by Mom giving Auntie a Big Facial (Mom Catches You Giving Aunt a Facial) – Bettie Bondage

You’re on a trip with your mother and aunt – staying at a hotel with a nice big pool. Your aunt comes in looking for your mother – they were supposed to head down for a swim together, but your mom left a little while ago to go shopping. Dejected, your aunt turns to you for some company, asking you questions about school, friends, and girls…with which you have no news. She’s shocked – surely a handsome boy like you has a girlfriend or two? But no, chronically shy as you are, there is no special lady. Your aunt offers to help you get over the shyness, by roleplaying the girl you’re into. Ok, that can’t hurt, right?…
…Problem is, the girl you like is your much older teacher! Auntie Bee takes it in stride, admitting that older women often find young, strapping men attractive. She agrees to roleplay your teacher, and things quickly get more charged than you realized they would. You practically moan when your auntie leans forward, her cleavage pouring out of her tight swimsuit as she puts her hand on your leg and asks if you’d take that as a signal that a woman is interested?
Moments later, she’s moved her hand up your thigh. You may not be terribly experienced but you know where this is going. Your aunt wants your cock. And you want to give it to her. You watch as your aunt pulls your cock out and starts jerking and sucking, slurping hungrily as she enjoys your young cock. She begs you to cum on her face as she sucks and strokes you to finish. Smiling up at you, her face coated in your load, you hear the door creak open as your mom walks in….

Category: TABOO
Related Categories: FACIALS, OLDER WOMAN / YOUNGER MAN, FANTASIES, ROLE PLAY, MILF

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My Awesome Mother’s Proposal – Lady Fyre

You have a great relationship with your mother. Some people might find it odd, but you really enjoy spending time together. Every night when she gets home from work you eat dinner & watch movies together. Sometimes you even snuggle. But before dinner & movies, you have sex. Tonight is the same as every night. When mother comes home this evening she has a special surprise for you though. She thinks it’s time that you two start living as husband & wife. You already spend all of your free time together, and don’t you want to live with her forever? Isn’t the sex just amazing?
She talks about where you should have the wedding, what kind of food you’ll have at the reception, and who will be invited. Mother knows you’re having sex with your principal, so of course she’ll be invited too. Also, your aunts will be there since you’re fucking them already. They can actually be like your other wives, and you can all be one big happy family. While mom is riding your young cock, she asks you to think about her proposal. If you cum inside her & give her a wonderful creampie, she’ll know your answer is yes.

Category: TABOO
Related Categories: FUCKING, OLDER WOMAN / YOUNGER MAN, MILF, CREAMPIE, MOMMAS BOY

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