Videos Tagged with mean

FionaDagger - Mom’s Bisexual Encouragement Punishment

Thu 25 Dec 2025 14:24:03 +0200

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Your mom arrives home early and catches you and your friend in her bedroom, masturbating with her dirty panties! She’s horrified and starts laying into you and promising to inform your friend’s mother of this disgusting behavior, and then decides she’s going to punish you right here and now – and since you both seem to love masturbating so much, you can keep doing it – but you’ll be masturbating each other while she watches! She insists that you take back her dirty panties so you can both smell them as you stroke each other’s dicks, and berates and humiliates you as you both reluctantly jerk each other off! She informs your friend that she’s going to make sure his mother punishes him every day by making him suck and lick her dirty panties clean at the end of each night, and then wash them all by hand – and as for you, you’ll be cleaning your mom’s pussy out with your tongue every night – even after she’s let your father fill her up with spunk! She keeps making you stroke each other faster and faster, telling you both that if she catches you doing anything else like this ever again she’ll be making you suck each other’s cocks next time – and as you both get close to cumming, she warns you that the first one to cum is going to eat both loads off the floor! Your friend jacks your cock furiously to get you to cum first, and you can’t stop yourself shooting a load all over the carpet! Your friend starts cumming just after you, and your mother gleefully commands you to get on the floor and start licking up both loads before they stain her nice carpet!

Krissi Pookie - Blackmailing Daddy For More Allowance Money

Mon 05 May 2025 05:12:02 +0200

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Katherine Pine - New Step Mommy Punishment

Thu 24 Apr 2025 04:36:02 +0200

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It is your first day back from university and you walk into your house and your ex-girlfriend is just sitting there. You have no clue why she is here, you two broke up over text awhile ago. This isn’t making sense. She suddenly reveals that she is actually going to be living with you. You are so confused. Katherine explains to you that a while ago, she walked in on your dad taking a shower. She saw his extra large rock hard cock and couldn’t resist. She cheated on you with your own dad. You can’t believe any of this! She never gave you a reason for the break up and you moved away, but you had such a hard time letting go of the relationship. She then reveals that she is actually now married to your dad, which makes her your new mommy. You are so angry. Your new mommy says that you need to establish some clear boundaries going forward. You can no longer fantasize about her, you can no longer masturbate, and you can no longer watch any porn! She is not your boss, and this is ridiculous. The more you protest this change, the angrier she gets. Your new mommy surprises you with a new gift. It is a chastity cage. You will be wearing this all the time from now on, to make sure that you follow her rules. Katherine then goes into detail about why she cheated with your dad. His cock is just soooo big she couldn’t contain herself. She will let him fuck her wherever he pleases. You’ll just have to listen to your ex girlfriend moan for your father’s gigantic cock. She finds you to be pathetic, and your cock could never ever compare to your dad’s. While she is explaining this you are secretly getting a boner in your pants. You try to hide it, and you pretend to be angry, but now this is all actually turning you on. Enough is enough and your new mommy has decided you don’t know how to listen so you will be getting an actual punishment. She has you pull down your pants and she makes fun of you. The fact that you got hard to her describing having sex with your father is hilarious to her. But, she says you are absolutely not supposed to fantasize about your new mommy. She bends you over her knee and begins spanking you with her hand. Your bottom turns red. Still, your cock remains hard. She then spanks you with a belt and a wooden hair brush. Katherine makes you repeat embarrassing horrible phrases, like how small your cock is. The spanking is finished once you have gone soft. She takes apart the chastity cage and puts it on you. Now you must behave for your new mommy, and be a good boy for her. ~ TLDR: Ex girlfriend marries your dad and becomes your stepmom. Dirty talking & cuckolding. Spanking is not done POV and is done looking at the camera but using a hand, belt, and wooden hair brush. You are POV locked into a chastity cage at the end of the video. This video was originally created as a custom video. I love making customs, I would be happy to bring your particular fantasy to life. Please feel free to contact me so I can create a special video for you!

Fiona Dagger - Grumpy Sis Is Your First Time

Mon 10 Feb 2025 17:44:03 +0200

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(This video is a bit cheaper because it’s shot on my phone rather than my filming camera! It is a sequel to ‘Cucked By Mom & Dad’, though you can also just watch it on its own!) Since your parents found out about you still being a virgin, they’ve had some very odd ideas about how to ‘sort you out’… Now, your mom has enlisted your big sister to do the deed and make you a man! Though she’s very grumpy and annoyed about it, she agrees to help you – and actually ends up being quite supportive, in a strange way! When she sees your cock she tells you it’s not as small as mom said, and you don’t need to worry about it quite so much – yes, it is small, and way smaller than dad, but she’s definitely seen smaller. She alternates between snapping at you and being sweet and helpful, as she strokes your cock until you’re hard, then sucks it for a while to soothe your nerves. Eventually she tells you you can’t put it off any longer, and you really just need to fuck her now. She guides it in for you and allows you to get used to the sensation, before flipping over and telling you to go at it and fuck her as hard as you can – as she’ll need to report back to mom and dad about how you performed, and she wants to be able to tell them that you did good and fucked her like a man!

Tattooed Temptress - Pervert Wanks For Mommy

Sun 22 Sep 2024 06:10:03 +0200

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Mommy finds her photos on your laptop, she's been selling her photos for money so she can buy the things you like, little did she know that her own perverted son has been looking at them too.

How could you, don't you know how fucked up that is? You've left mommy with no choice, as a punishment for being such a pervert, you're going to wank over mommies tits and pussy for real, you're going to wank over her cunt, that should drive the perversion out of you.

Sloansmoans - Mommy Makes Sis Watch

Mon 02 Sep 2024 04:36:04 +0200

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You and I have been sneaking around having a sexual relationship for a while. Mommy and son. You love what we do. You love that... naughty, special word I use to describe all of the forbidden acts that take place between us. But lately, I think someone is catching wind of our secret. Your sister. That stupid little cunt has been dressing slutty to tempt you, I just know it. So tonight as we're about to fuck I call her over and make her watch. I'm mean to her. So cruel. I compare my sexy, juicy tits to her tiny ones that you'll never find attractive. I make it very clear that she'll NEVER have you... enjoy me, xo

Tattooed Temptress - Mean Mommy Pity Fuck

Sun 19 Feb 2023 06:04:05 +0200

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Mommy heard you last night, crying for hours. What’s wrong? Did your girlfriend break up with you? I’m not surprised. Well, mommy is feeling very generous today, and if it will make you feel better, mommy will let you fuck her pussy.

What other options do you have? You’re a fat loser who just wanks all the time. Mommy hears you night after night, beating your sad loser cock. So come on, let mommy see your cock, you can’t fuck unless you get it out!

Mommy looks down at your tiny little pin dick, no wonder your gf broke up with you. Let’s get this over with, slide that pathetic little dick into mommys pussy…. is it in? I can’t even feel it. You’re nothing like your fathers big alpha cock. And nothing like the boy who bullys you either, that’s right, I fuck your bullys big black cock, and they’re all so much better than you.

Mommy eventually gets bored and tells you to hurry up and cum already, and after the countdown, you squirt your disappointing cum inside her cunt.