Videos Tagged with wincest

FionaDagger - Strip Poker With Your step-Sister

Tue 07 Apr 2026 21:27:04 +0200

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The internet has gone down in your house, so you wander into your step-***ter's room to see if it's the same for her. The two of you discuss what to do while you can't get online, and you settle on playing a card game! You jokingly suggest strip poker, and your step-***ter scoffs and says that's a crazy idea. You imply that she's just a chicken, knowing that this is bound to get her on board with playing! Your step-***ter argues with you that she's not a chicken, in fact she's confident that she can beat you! The two of you begin to play, giggling and teasing each other as you awkwardly lose more and more clothing, until you're both left in your underwear! Your step-***ter loses the final round and reluctantly gets fully naked, shyly hiding herself as you tease her for losing. You tell your step-***ter to sit normally and not hide herself, and she tells you she'll only do this if you also get completely naked! You strip off your boxers, and your step-***ter immediately realises that you've gotten hard during the game. She's shocked but can't look away, and mentions how surprisingly big it is. You ask her if she likes it, and she in***ts she doesn't - but you inform her that you can tell she's lying! She tries to change the subject, and asks what the two of you should do now. You convince her to play truth or dare next, and begin using the game to ramp things up... When you step-***ter goes for a truth, you ask her if she's getting turned on seeing your cock, and she reluctantly admits she is... The two of you gradually confess more and more as your step-***ter relaxes, until finally you dare her to touch your dick. She touches it for only a few seconds, but you can tell she's excited by it. She dares you to touch her pussy, and you discover how very wet she is as you finger her for a few seconds. Soon you're daring her to suck you off, and she even gets carried away, going back for more! Your step-***ter seems to be completely swept up in the game now, looking desperately flushed and aroused, and you're thrilled when she dares you to actually fuck her! She says it only has to be for a few seconds, but of course, once you're inside her the two of you get completely carried away, and you keep pounding her until the two of you cum together! Your step-***ter seems stunned for a few moments afterwards as the reality of what just happened sinks in, and she begins to in***t that that can never happen again... But quickly changes her mind to, well maybe just one more time....

Bettie Bondage - Making Porn with Aunt Bettie

Sun 04 May 2025 05:45:07 +0200

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Your aunt asked you to come stay with her and your uncle for a few days. It’s been a while and they live by a nice beach near a college town so you’re all too happy to agree. When you get there, your Aunt Bettie seems so happy to see you, greeting you with a warm smile. You forgot what a looker she was. She helps you get settled in the guest room. You can tell she wants to ask you something…a favor…

She needs your help, making some extra cash. She wants you to help her make some movies. Dirty movies. She’s heard that young guys are really into older woman – is that true? What about her? You tell her you need to see everything to let her know, eager to have her reveal whats under that silk robe. She turns around, dropping it and showing you her gorgeous ass, long lean legs…yup. You love older women.

She explains what she needs you to do – film her undressing, like you’re spying on her. From behind the door. You’ll do anything that allows you to keep staring at her gorgeous body. You position yourself behind hte door and watch your Aunt Bettie get totalyl naked, stealing little glances at her eager nephew. She wants you to film her walking, her naked ass the focus. No problem…until she hears the front door! Uncle has arrived home early! She quickly runs to hide, telling you to go back into the room…

Later that night, you wake up to your aunt straddling you, just a bra and panties on. She tells you that you need one more part for the video: she needs you to tape her riding you. Your cock. You can’t believe it, watching as she takes her bra off and shifts her panties down her thighs, looking up and feeling your Aunt Bettie’s pussy sliding down your cock. She keeps telling you to be quiet, Uncle is sleeping in the next room, but she can hardly contain her lust and enjoyment, moaning and cumming on your cokc before urging you to fill her with your young cum…

FionaDagger - Helping Out Your Lonely Mom

Thu 24 Apr 2025 04:36:07 +0200

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You can tell your mom is feeling a bit low, but she seems reluctant to tell you what’s up. You keep gently pressing her until she admits that she’s just been feeling a bit lonely and frustrated recently; it’s been quite a few months since your dad left, and she’s had no luck on the dating apps… and to be completely honest, she’s just incredibly horny! She apologises and asks if this is too much information for you, but you assure her not to worry and that she can tell you anything. She relaxes and confides in you that she’s just desperate to be ravished by someone, and she’s feeling quite desperate at this point! You suggest that if she had someone who she was comfortable with, then she could just have a casual encounter and get some relief from her frustration. Your mom agrees, but says she doesn’t have anyone like that! You tell her that you would be willing to help her out, if she really needed it… Your mom assumes you’re joking, and it takes a couple of minutes to convince her that it was a serious offer! Once she understands that you really meant it, she begins to consider it. She’s very unsure, admitting that it would definitely solve her problem, but worrying that it will change the dynamic between you two afterwards! You promise her that it won’t be a big deal at all, and that if you get weirded out you’ll just stop. Your mom then shyly agrees and begins taking off her clothes, asking you to look away as she feels funny getting undressed in front of you! As you strip off your own clothes she catches a glimpse of your erection and is stunned at how big it is, struggling to tear her eyes away! You tell her to relax and lay back, and the moment you plunge your cock into her pussy you can see how the pleasure overtakes her; making her moan gutturally and tell you that this was exactly what she needed. She soon forgets her misgivings as you thrust in and out of her tight pussy, and you quickly bring her to orgasm! She cums hard, clearly needing the release, and then before you can keep going she asks if you wouldn’t mind if she sucked your cock for a bit! You tell her that’s fine, but you kind of prefer cumming inside a pussy… She says that’s no problem, you’ve helped her out so much that you can cum wherever you like, but it’s just been so long since she’s sucked a cock, and you have such a lovely one! She gets to her knees and passionately starts sucking your dick, telling you how much she’s always loved giving head, and how much she’s missed it. You warn her that you’re getting close, and she lays back to let you quickly slide back inside her and pound away until you blow your load deep in her pussy! She thanks you profusely and asks if you’d be willing to help her out like this a few times a week, that way she needn’t bother with those awful dating sites at all!

Fiona Dagger - Bro Gives Me Just The Tip

Sat 18 Jan 2025 16:10:07 +0200

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You and your sister are super close, and this evening the two of you are just hanging out and chatting. Your sister is complaing about how the two of you seem to have terrible luck with dating, which seems so unfair! She says how handsome, funny and sweet you are and laments how crazy it is that you’re unable to find a decent girlfriend. The two of you discuss how annoying it is that the two of you get on perfectly, but you had to be born siblings, so you couldn’t be together! As you’re joking about this the conversation grows gradually more serious, as the two of you really start to consider what you’re saying. If you guys had met as strangers, you’d totally be into each other! The atmosphere changes and grows more intense, until eventually your sister suggests that you just try kissing really quickly – because surely then you’ll both find it disgusting, and you can snap out of this strange mood you’ve both found yourself in! You kiss, and immediately the two of you feel an insane amount of chemisty. You can barely control yourself but you manage to pull back, and look your sister in the eye. She tells you she feels just the same, and that kissing you has only made her want you more! The two of you talk about how bad this is, and how wrong it would be to do anything, but that it’s just so frustrating, as you suddenly want each other so much, and you know you’d be the perfect couple! You kiss some more, and your sister begs you to put your hands on her body. As you kiss her and caress her breasts she confesses that she’s desperate to feel you inside her, but she knows she can’t let that happen. You suggest that you use just the tip, and she thinks this is a great idea! She lays back and you carefully insert just the head of your cock into her wet pussy, then slowly begin fucking her with it as she tries to convince herself that this is fine, and it doesn’t really count! She plays with her clit and encourages you to stroke your cock as the tip of your cock goes in and out of her pussy, and she describes to you how she’s imagining you fucking her deeply! The two of you cum together, and your sister happily says that since that didn’t count at all, the two of you can keep doing it, and you won’t have to feel guilty!

FionaDagger - Your Sister, The Escort

Mon 23 Dec 2024 13:38:05 +0200

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You’ve always been super close with your sister, so you’re happy when she comes over to your place for a catch up, but you can quickly tell that there’s something on her mind. She admits that she has something to tell you, and asks that you try and keep an open mind, before confessing that she’s actually been working as an escort for the last 6 months. She tells you that your relationship with her is so important to her, and she knows how lucky she is to be so comfortable with her brother, so she was nervous to tell you in case it made you see her differently. You reassure your sister that you would never judge her and you’re not mad at all, only wanting to check that she’s being safe and is looking after herself. She assures you that she’s being very careful, and is actually really enjoying the work – she likes sex, and she likes money, so this is a win win! You realise that there might be an opportunity here, and casually ask her if she would really have sex with anyone for money. She says yeah, pretty much, and you then ask her… What about you? Would she fuck you for money? Of course, your sister thinks you’re joking and laughs at the idea of you hiring her services, but she gradually comes to realise that it’s a serious question. She’s surprised, and concerned that doing sexual stuff would have an impact on your close relationship, but you promise her that it wouldn’t. It takes a little while to convince her, and she seems very nervous about the idea, but eventually she agrees to give it a go. She awkwardly undresses, unable to stop herself from giggling at the strangeness of the situation, and kneels down to suck your cock. You’re rock hard and so excited as she stares at your dick, psyching herself up to actually put it in her mouth. Once she does, the first couple of minutes keep being interrupted by her helpless laughter; it’s just so weird sucking her own brother’s cock! She begins to realise that you get even more excited whenever she mentions how you guys are related, and so she ramps that up, enjoying your reactions. You can tell she’s starting to get turned on in spite of herself, as she relaxes into it and sucks your cock more and more intently. She asks if you still want to fuck her, and admits that her pussy has gotten quite wet while she was sucking you off; she’s really surprised at how much she’s enjoying this. She lays on her back for you to slide your cock inside her, and it’s not long at all before she’s moaning about how good your cock feels, and how dirty it is to be enjoying her own brother’s cock! She forgets all about her nerves and begs you to fuck her harder, so you flip her over and pound her in doggy style, pumping your cock into her until she orgasms intensely, shaking and groaning about how it’s so crazy that her own brother could make her cum so hard. She kneels down and starts dirty talking to you about how she bets you’re dying to cover her face in cum, begging for her brother’s spunk, and you oblige her by shooting a whole load onto her face!

FionaDagger - Sis Helps Sis Explore Her Body

Wed 18 Sep 2024 05:45:04 +0200

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You’ve got a date with a hot guy tonight, and you go see your twin sister for advice. You admit to her that you’re feeling extremely nervous, and your sister comforts you and asks what you’re feeling so scared about. You admit to her that you’ve never had an orgasm, not even by yourself! You wouldn’t even know how to go about giving yourself one, and now you’re scared that your date will just be super awkward and he’ll be able to tell how inexperienced you are! Your sister is shocked by this but tells you not to worry, she’s happy to help you. She offers to walk you through what to do to make yourself cum – she’ll even do it on herself so you can watch and follow along! You ask if she’s sure but she says of course, as twins the two of you are so close that she’s happy to do anything to help you. You nervously begin to follow her instructions as you watch her playing with her own pussy, and though at first you feel awkward and shy the two of you soon find yourselves getting more and more into it, and more aroused by each others bodies. After a while your sister leans over to show you better how to do it – she takes over for you, rubbing your clit until you’re squirming and gasping, and the two of you cum together!

FionaDagger - Taboo - Fucking Your Mom

Sun 23 Jun 2024 17:26:30 +0200

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You're in your room masturbating one day when your mum walks in to get your dirty laundry - she doesn't notice you at first and you decide to keep going, but then she spots you and is shocked and embarrassed to see you touching yourself! She tells you off and tries to get you to cover up, asking why you didn't stop or say anything when she came in the room!? Wait a second, are you the reason some of her panties have been going missing recently!? She begins to calm down a little and says it's clear you must have developed a bit of a crush on her, don't worry it's nothing to be ashamed of, it happens some times! You keep touching yourself as she talks to you and you notice she can't stop looking at your cock.. She mentions it's certainly got a lot bigger than the last time she saw it! She suggests that as you've clearly got yourself worked up, maybe she could do a sort of show for you to enjoy while you touch yourself, would you like that? You ask her to be as dirty as possible and she shyly starts to strip off, trying to talk dirty to you, and gradually getting more and more into it and less embarrassed! After a while she asks if you'd enjoy fucking her for a bit, and of course you say yes, so she lies down on the bed and opens her legs for you to fuck her tight pussy! She keeps talking to you the whole time, encouraging you and calling you a good boy, and after a while asks if you'd like to try fucking her asshole as well? You bend her over the bed and fuck her ass until she tells you to cum deep inside her!

FionaDagger - Strict Mom Punishes You

Sun 23 Jun 2024 17:13:47 +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!

FionaDagger - Sharing A Hotel With Sis

Tue 21 May 2024 15:13:22 +0200

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Your sister was in charge of booking the hotel room for the night, and it seems she fucked up! She swears she asked for a twin room, but they’ve only given you the one bed. It’s fine though, it will be like a cute little slepover like you guys used to have! She asks if you want to hang out or watch a movie or something, but you grumpily tell her you’d rather go straight to bed. Your sister shrugs and starts to get ready for bed, provocatively getting undressed just in your line of sight, and daring you to comment on it. You try not to watch but gradually find yourself staring as she gets changed, before sitting down on the bed in her short little nightdress. She bothers you for a bit and you can’t help but notice how short her dress is! She laughs at you complaining about it, and tells you it’s not like she’s making you look – but you can if you want to! You’re going to be sharing a bed together, so you might as well get comfy with each other, right? She pulls up her skirt to flash her pussy at you and at first you look away, horrified, but you soon find yourself staring at it. You manage to get a hold of yourself and tell your sister that she’s being super weird, and you want to go to bed now. She sighs and huffs but lays down, pushing her ass closer and closer to you on the bed. After a while of wrestling with yourself you just can’t help it, and you reach out to touch her ass and pussy, but quickly get freaked out and pull away. She sits up and demands to know why you stopped; telling you that she wanted you to do it, and she knows you want to as well! You try to protest, telling her it’s wrong to do that stuff with your sibling, but she tells you she doesn’t care. In fact, that’s what makes it so hot. It’s dirty and wrong, and that’s why it feels so good. She takes your hand and puts it back on her pussy, taking your cock out of your pants to stroke it. You can resist less and less as she plays with your hard cock, and when she asks if you want more, you say yes… She begins sucking your cock, giggling and telling you how long she’s been fantasising about this, and how filthy it feels to have her brother’s dick in her mouth… She then rides your cock before you pound her in doggy until she cums hard on your cock, then begs you to cum on her face!

Bettie Bondage - Peeping on Mommy’s Dates

Wed 16 Aug 2023 15:42:09 +0200

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Home from school early one day, you hear some noises from your mom’s room upstairs. Peeking inside, you see your mother sprawled across the bed…moaning…touching herself…sucking on some man’s cock! You know you should look away but you can’t. Your mother is so sexy, with her tongue snaking around a cock, with her hand dipping between her thighs…you watch as she sucks and strokes him to completion, spraying his cum across her face. You groan a little and she looks over, making eye contact with you as she smirks a bit. You rush downstairs, wondering what that was all about.

You mother comes down shortly after, tightening her robe around her sexy body, barely concealing her full breasts. Her face is still covered in sticky white cum. She tells you that the man upstairs is one of her friends, her dates, and she was giving him a blowjob. You’re not really sure what you saw, and you tell her that. You’ve been fairly uninterested in girls up to this moment; seeing your mother like that has ignited something in you.

Your mother explains not just what you saw, but also what adult intimacy is. You find yourself getting more and more aroused as she mimes masturbation, explaining to you what you need to do to shoot semen like the man upstairs did all over her face. She notices how turned on you are and, surprised by your lack of experience, suggests that you try it out for the first time while she watches, “so I can make sure you do it right.” You’re all too happy to take out your cock and start stroking to your mother, watching in rapture and near-orgasm as she exposes first her breasts, and then her dripping wet pussy. She spreads her legs for you, telling you how to jerk as she begins to plunge her fingers in and out of her wetness, urging you on.

She stammers, “Sweetie, do you…do you want to…do you want to put your penis inside me?” You may be a virgin but you know enough to want it, more than anything you want it. You mother straddles you on the couch, stroking your cock against her pussy, sliding down your rigid, thick cock, until you’re buried inside your mother. She rocks back and forth, riding you, her tits swaying in front of your face as you try to hold off. She pushes herself down onto your cock fully, cumming hard, begging you to please cum inside her…cum inside of your mother…