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duration 12:33
Denim Clad Executrix Fools You With Poisoned Lip gloss video from Infinitywhore
Denim Clad Executrix Fools You With Poisoned Lip gloss by Infinitywhore [This was a custom request] You're surprised to say the least when you hear from your old school bully asking to get together for a drink, but it is years later after all and you've both grown up a lot. You travel to her flat and she immediately apologises for her cruelty at school, saying she wants to kiss and make up. She applies red lip gloss seductively and leans in for a kiss. You didn't think she meant it so literally but you did always have a thing for her despite the bullying - plus, you have recently began the process of a divorce from your wife so maybe this is exactly what you need. You kiss her on the lips and the two of you get talking - she somehow knows about the divorce already and shows empathy. However, you get an odd tickle in your throat and begin to cough, unable to stifle it. She starts to laugh and there's something unnerving about it. Her demeanour changes - she starts to admit that she's been having an affair with your soon to be ex-wife for months. She encouraged her to divorce you because you're such a loser. She's bullying you again just like she used to at school, calling you harsh names and swearing at you. She knows she's better than you and so does your wife. In fact, they have both been discussing how much they just want you out the way so that they can take your money to go on trips and start their life together. You're struggling to breath now and it's not just the many disturbing bombshells that she's dropped on you. She giggles and admits that she's poisoned you using her lip gloss. She watches and laughs at you as you clutch your throat, gasping for air. She's enjoying watching you so much that she even begins to masturbate over it, telling you how she and your wife will bury you somewhere remote so that they can both fuck and squirt over your grave. She enjoys revealing all the ways that she's ruined your worthless life as you start to fade away. Before you do, she turns around to reveal her plump denim-clad ass. She knows you've always had a fetish for denim because your wife told her. She still has the antidote so she makes sure you beg her for it with her sweaty ass in your face. She tells you to kiss her denim arse again and again to beg for your miserable life but of course she just laughs at your attempts to save yourself and continues to let you wither. The last thing you'll breath in is her perfect denim covered arse, knowing she plotted against you with your own wife JUST because you're such a loser.
duration 20:11
Sniffing Bully's Asshole Leads To Anal video from Infinitywhore
Sniffing Bully's Asshole Leads To Anal by Infinitywhore [This was a custom request] You've been paired up to work on a school project with the school bully - your school bully! She's visited your house to work on some homework for the project and you can tell that she despises being there. She talks to you with complete disgust and tells you to do all of the work because being around you is difficult enough. You can't help but glance at her amazing body in her tiny school skirt and she catches you staring. She immediately begins to hurl insults at you, laughing that you're even daring to look at her. She tells you that she's got no panties on and that you must desperately want to see her ass. It must be obvious that you do. You're rock hard. She scowls that if you want to see it that much, you can bury your nose inside it and sniff it. She's not washed for days and has been playing sports at school, even fucking her boyfriend and letting her pussy juices run down to her arsehole. She pushes her arse right into your face and laughs at the fact that you're having to smell her stinky, sweaty hole. Not finished, she tells you to stick your tongue out and prod it into her dirty arse to clean it, because it's all you're good for. None of this has discouraged your raging hard-on. You love the smell of her sweaty arse. She notices your predicament and doubles down on the insults - what kind of loser would get hard from smelling sweaty arse? It was supposed to be a humiliating punishment... that's when she notices the SIZE of your cock for the first time. You're much bigger than she thought... or had ever seen. You notice her beginning to warm to you a little. That's when she suggests that homework is too boring and that maybe you could have sex. You can't believe your luck. She opens her legs to let you fuck her, exclaiming that your cock is even bigger than her alpha boyfriend's cock! She still shows contempt to the fact that you're fucking her though... making sure that you know all of this is purely for her pleasure and that you're not allowed to cum. She screws her eyes tight when she does cum around you and tells you that she's thinking about the popular boys. Once she's done, she tells you to take your cock out of her. Only... you're too far gone now and desperate to cum - aggressively so. You pull out of her pussy and position your cock at the rim of her arse, much to her dismay. She begs you to stop but you ignore her pleas and push inside her virgin arse. At first, she cries and pleads for you to get out of her and insults you more than ever but, after a while, her disgust turns to pleasure as her arsehole relaxes around you and she realizes how good anal feels. She begins to enjoy your thick cock inside her arsehole and asks you to cum deep inside her (as long as you don't tell ANYONE at school about this). She cums from your hard cock pounding her ass and you follow closely after her, spilling your seed deep into her bowels. What a fun school project this has turned out to be, indeed!
duration 20:48
Punishing Daughter's Bully With Anal Sex video from Infinitywhore
Punishing Daughter's Bully With Anal Sex by Infinitywhore [This was a custom request] Your daughter's bully has followed her home from school because she's taken a video of her vandalising the school and is going to get her kicked out of college! The bully is fuming and about to hit your daughter when you walk in and inform her that you now have the copy of the video. She's still being a brat, talking back and being mean to your daughter. And she's dressed like a slut! So you get an idea... You tell the girl to strip naked. She obviously doesn't want to and starts calling you names along with your daughter but you remind her how her future lies in your hands right now. She doesn't want you to call her parents so she does as she's told. You ask her to pass you her panties and put your cock in her mouth. She's appalled and tells you that you're way too old and the idea of your cock makes her feel sick. But, with no choice, she takes your hard cock between her lips. She's visibly disgusted and constantly back chats you while she sucks on your cock. Your daughter stays in the room and laughs at her bully's humiliation. She thinks you're a very odd family but just wants the copy of the video deleted so continues to follow your orders. You start to sniff on her panties and she's grossed out - telling you that they must be so sweaty after they've been up her arse crack all day. Her scent makes you even harder and you demand to fuck her. She denies you at first but you still have her under your thumb. So she lies back and lets you fuck her pussy but she laughs at you as you do so, telling you that she's not a virgin and that this isn't a punishment. She's happy to just lie back and take it until you're finished and then she can forget all about this. You fuck her harder but she isn't phased. So you pull out of her pussy and position your cock on the rim of her arse. She starts to panic now and begs you not to fuck her arse. She is an anal virgin and doesn't want you to take her virginity (perfect). With one swift motion you push your thick cock into her arse and she yells out, telling you how much you're hurting her. You fuck her arse hard and deep, telling her you want to degrade her and punish her for being such a mean girl. Your daughter still watches on from the corner of the room, enjoying seeing her bully in pain. You pull out of her arse and tell her to clean your cock, she's so disgusted that she's almost sick as she cleans her asshole off you. When you shove back into her arse, she's trying to rub her clit to take away the pain and she accidentally cums. She tells you this doesn't mean anything so you go straight from her arsehole into her pussy - cleaning your ass covered cock off inside her cunt until you fill her up with seed - owning her. She's not on the pill so you may have even left your offspring inside her belly. She's shocked at what you've just done and tries to be a brat again but the curtain soon slips and she tells you that she'll never bully your daughter again. In fact, she's so surprised by how hard she came while your cock was in her arse that she wants to become your anal plaything from now on and let you fuck her arse whenever you want.
duration 11:39
Roommate Smushes Fruit & Pisses On Book video from Infinitywhore
Roommate Smushes Fruit & Pisses On Book by Infinitywhore [This was a custom request] You come home from work to find your goth roommate eating your raspberries out of the fridge and with a book from your room - the 'famous' 50 shades of grey. Only, you thought she'd be impressed that you were reading it - instead she is mocking you! She knows you've only bought it because you want to fuck her and thought it might teach you a thing or two about BDSM. But you were wrong - she says it's a TRASH book. And she wants to teach you a lesson by destroying it and teasing you while she does so. She starts by smushing raspberries between it's pages, and spitting her sweet, fruity drool out onto it's pages before she pulls up her little skirt to show you her ass. Next thing you know, she's sat on the table before you - smushing raspberries into the book's pages with her bare arse. She lets them smush into her pussy and flattens more and more inside your favourite book, before turning around and opening her legs, to show you her fruit covered, wet pussy. She smashes more fruit against her pussy and even stuffs some inside her with a dildo - letting the juice dribble out. Only - she's not done. She wants to ruin your book once and for all. She spreads her pussy to show a stream of piss leaking down into the pages of your book. Turned on by how she's destroyed your property - and seeing how hard you are - she shoves her fingers into her cunt and violently makes herself cum, while still covered in fruit and piss. Your book is ruined.
duration 10:38
School Bully Makes You Her Bitch video from Infinitywhore
School Bully Makes You Her Bitch by Infinitywhore [This was a custom request] You're amazed when the most popular girl in school asks you to meet her somewhere private, only, when you get there you realise it's not what you expected at all. You've always been a loser and she doesn't take long to tell you that. She begins to humiliate you - she's noticed you staring at her flat ballet pumps under the desk and thinks foot lovers are weird. She tells you that you will never deserve to go near any pussy, let alone hers. She makes you clean her shoes with your tongue before making you get on your knees and placing a collar around your neck. You're hers. Because she knows you'll never get any pussy, being such a weird loser, she wants to help you. Make you look pretty so at least maybe men will want you, and you can take some cock! So piece by piece, she makes up your face with powder, eyeliner, mascara and finally lipstick. Now you look like a proper slut, and that's just what she wants. She has another surprise for you, her alpha, jock boyfriend has been hiding away watching this whole scene unfold. And now he knows that you're a sissy bitch too! Which means the whole school could find out. The schoolgirl puts a buttplug in your arse and tells you that she knows how much you want cock rather than pussy. She might be right - because you're hard and leaking. She fucks her boyfriend in front of you, just inches from your face so you can smell both of their arousal - she reminds you the whole time that he's a real man and you'll never be able to fuck her like that. When he finishes inside her, she makes you clean the cum from his cock with your mouth. Now you really are her good cock sucking little slut.
duration 19:40
Fucking the School Bully into Submission video from Bobabitch
Fucking the School Bully into Submission by Bobabitch Your little sister is have a rough time in college. The coursework is fine, but there's this really mean girl who won't leave her alone! It's stressing her out, and her grades are suffering! You decide the confront this bully and be the hero that your little sister so desperately needs. You try to talk to the bully, but she isn't letting up. She's studying to become a doctor, and on top of classes, shadowing, and studying for the MCAT, bullying your little sister is the only was she can blow off some steam. Well... one of the only ways. How much do you care about your little sister? She says that she'll stop bullying her if you agree to be her personal sex slave. She super pretty and popular, so as gross as it is, its not the worst bargain in the world. She strips for you unless your fully hard, then instructs you on exactly how to fuck her. She's kind of micromanaging to be honest. Jeez, what a bossy bitch. She orgasms and then tells you that she's had enough, even though you haven't cum yet. Being a sex slave is one thing, but you are NOT about to be blue balled by the brat. You start fucking her again, and even harder and rougher than before. At first she is shocked and angry that you're not listening to her, but its not long until her ivy-leauge-bound brain becomes a slutty mess. You bust a load inside her tight, bratty pussy and tell her to hit you up the next time she wants to cash in on her "sex slave." In this video, I use a fuck machine. All characters are implied and intended to be 18+.
duration 34:37
Bully Ruins Good Christian MILF video from Harleysin
Bully Ruins Good Christian MILF by Harleysin The mom of the boy you've been bullying shows up at your place unannounced. She's so prim, so proper, and best of all. She's just come from church. You're still wet from the shower, and only wearing a towel. She asks if your parents are home, and doesn't understand you've been left on your own, on a Sunday. She agrees to speak with you, but won't sit down as it won't take long. As she's standing in your living room, she explains that she needs you to stop bullying her son. She'll do anything, she can't stand it anymore. You ask her inappropriate questions, does she lay in the same bed with her husband, why isn't he here with her. She doesn't understand the purpose of your questions, but she answers them. There is not purpose to intercourse except to procreate, and she only has one son, so laying in the same bed does not serve. You tell her you'll stop bullying her boy, if you get to have her, for an hour. She doesn't understand, have her what? It finally hits her, when you remove your towel and she see's your huge hardon. She's never seen anything so massive. Even compared to her husband, who is the only man she's been with. She agrees, it's only an hour, to save her son from you. She sucks your cock. She is very hesitant at first, but slowly succums to your huge dick. She can barely fit it in her mouth. She's sucking you off when her son calls. He's checking in on her, seeing how the conversation is going. As she's talking to her son, she lift one of her legs up and slide it in. She's trying not to moan as she's talking to her boy, but a few escape her lips. He's asking what she's doing. At first she tries explaining, covering it up. But you're fucking her so good, after only.a few minutes, she's begging for more one the phone with her son! She tells him you're fucking her, and that she fucking LOVES it. She tells her son she has to go, and now has your full attention... What is this ruined MILF going to say, after she realizes she's fucked you in front of her boy? What will her husband think? Will she come back for more...? Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin
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