Videos Tagged with punishment

CreamBerryFairy – Pervert Punishment

Mon 23 Mar 2026 02:32:04 +0200

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I will tie you on the bed and make you cum over and over again until your balls is empty.

Rainbowslut - Don't Tell Mom I Fucked My Dad

Sun 19 Oct 2025 20:23:05 +0200

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Daddy! I need to borrow the car again. I promise I will be a good girl this time.

Katherine Pine - New Step Mommy Punishment

Wed 23 Apr 2025 18:51:00 +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!

FionaDagger - Aunt Puts You In Your Place

Tue 22 Apr 2025 18:51:00 +0200

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Your mom has had enough of your terrible attitude and has sent you to stay with your aunt for a couple of weeks – and though you’re annoyed to be away from your computer, you’re expecting a pretty easy ride at your aunt’s house! So you’re very surprised when she sits you down and lets you know that your mother has told her all about the nasty podcasts you’ve been listening to recently, and how you’ve been talking to women in a very disrespectful way! Your aunt tells you that even though you probably think that your mother is the stricter of the two sisters, in fact your aunt is a lot more… forceful… with men than your mother is, and has stepped in many times over the years to help discipline men who are giving your mom trouble – she even stepped in to handle your father, back before they were married! She tells you your mother has given her complete permission for your aunt to do whatever she likes to return you to a good, obedient son – and she’ll be punishing and training you every day for the next 2 weeks, until you’ve learned to love and respect women again! She steps out of the room and returns in a very different outfit, and you’re shocked to see your aunt dressed like this – but even more shocked when she pulls down your trousers and starts spanking your ass! She then pushes you down onto the floor and removes her knickers, mounting your face and grinding her pussy onto your tongue as she commands you to worship her cunt and show her that you’re willing to unlearn your nasty attitude! She sees that your cock is growing hard and is pleased, leaning down and stroking it rapidly for a few seconds as you stay frozen in shock at this new side in your aunt – then she mounts your face again and demands that you lick her until she cums! She rides your face aggressively, not allowing you to stroke your aching cock, until you’ve brought her to orgasm – then she pushes you onto the bed and gets her strap-on harness, pushing back your legs and sliding her dildo into your ass, taking your anal virginity! She finally allows you to stroke your cock as she fucks you, but not without making you desperately beg her and thank her for teaching you to be better behaved; promising you’ll do everything she says while you’re staying with her… She pounds your ass hard, laughing at how desperate you look beneath her, until you can’t bear it any more and you have to beg her to be allowed to cum all over your stomach. After you’ve emptied your balls your aunt tells you that you have 2 hours to get cleaned up and to rest, and then the training will begin again… She wants to send you back to your mother as a perfectly well behaved, obedient and submissive son!

Nicolette Bloom & MistressNelly742 - 2 Mommies, 1 Cuck

Sun 25 Aug 2024 12:21:10 +0200

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You're going to be a good boy for Mommy Nelly and Mommy Nic, aren't you? I know you are. Mommy Nic has been training you for a very long time. You're on a path of servitude. You will be a good slave. You will be a good servant. Most importantly you will be our good cucky boy. Do you know what a cuck is? We'll teach you sweetie. You know women are meant to be worshipped. Good boy. Now Mommy Nic is going to put on your cage. We have a big surprise for you. Our big black daddy bull is going to come over and fill our pussies up with cum. Then it's your turn to serve. You will learn to lick and slurp up his cum. I don't think you're necessarily ready to clean 2 mommies. You haven't earned that yet. Don't worry, you'll get 2 cum countdowns.

FionaDagger - Strict Mom Punishes You

Sat 22 Jun 2024 19:12:07 +0200

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Your strict religious mother has found the stash of her panties that you've been hiding and cumming into, and she's not happy! She decides this needs a proper punishment, not just grounding, and informs you that she's going to traumatise you by making you wank off in front of her, so that you'll be so embarrassed that you'll never want to commit the sin of masturbation again. She gets impatient when you're not stroking fast enough for her, so she strips off and takes over, chastising you for your perverted ways and letting you know that she's determined to scare you off wanking forever, even if it takes many more sessions of her jerking you off!

Brea Rose - Giantess daughter shrinks pervy Dad

Mon 01 Jan 2024 00:31:47 +0200

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Caught my dad hiding in my closest trying to steal my panties, I have this new shrinking app which I am gonna try out on him as payback! I shrink my dad to half an inch tall, I laugh at his silly high pitched voice. I dangle my gym clothes over his head, they might cr*sh him! I drop my clothes on his head while I take a shower, I come back and can’t find him anywhere, then see him buried inside of my worn panties hahaha. I get on the bed and talk to my friend on the phone telling her all about shrinking my pervy dad, my dad is on my lap walking around and trying to walk up towards my face, I knock him down and he is staring right at my pussy, it looks so huge to him! I pick him up and put him on my boob, shaking my boobs causing him to fall down, poking my stomach as he tries to run along me to get to my pussy, he finally make it! As a reward I push him inside of my pussy and let him stay in there overnight.

Daddy Spanks, Fucks and Creampies

Sun 05 Feb 2023 00:05:26 +0200

(Daddy's dialogue is shown as text on screen) Daddy isn't happy when he finds out Jessica hasn't been going to her classes. He makes her spank her ass with a wooden paddle until her cheeks are cherry red, but Daddy isn't satisfied just yet. He makes her wear a ballgag, take off her shirt and spank her tits as well. Daddy still doesn't think Jessica learned her lesson, however, and makes her spank her little pussy with the paddle. Jessica's been punished, but she still needs to properly apologize to Daddy. She shows off her body for him, spit dripping from her ballgag and rubbing it over her tits. Then, she lets him fuck her doggystyle. Daddy makes her take off the ballgag after so he can hear her dirty talk to him, telling him how much she loves his cock and to cum inside of her. Daddy fills up Jessica's pussy with his cum and watches as it drips out. He forgives Jessica, and Jessica promises to never disobey him again.

Strict Officers Caught Their Disobedient Stepdaughters Making Out On The Couch And Join Them

Fri 25 Feb 2022 18:12:19 +0200

Mischievous Teen Girls Cuffed And Disciplined By Their Uniformed Step Fathers

Perv Stepdad Disciplines His Bratty Stepdaughter With A BJ

Fri 06 Aug 2021 00:19:55 +0200

Perv Stepdad Disciplines His Bratty Stepdaughter With A Blowjob Under The Table While Wife Is There

Fifi Foxx - Step Daughter Dominates with Shock Collar

Sun 23 Feb 2020 00:00:00 +0200

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mother catches step-daughter masturbating

Mon 21 May 2018 00:00:00 +0200