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duration 12:24
Convincing Anal Virgin Maid into Ass To Mouth video from InfinityWhore
Convincing Anal Virgin Maid into Ass To Mouth by InfinityWhore This little French maid works for a very influential and affluent businessman, so surely he could help her out!? Otherwise, she'll be kicked out of her apartment... so she waits for him to arrive at the end of her shift and timidly explains the situation. He's happy to help, only he tells her she must do something for him first - make him cum. Realizing it's the only way out of her predicament, she agrees to suck his cock and maybe even let him fuck her pussy. She subordinately drops to her knees and works expertly on his cock, even letting him get carried away and fuck her face while she gags and drools, but then he asks for something else. He wants to fuck her arse. She explains that she's never had anal sex before and is scared but he insists - telling her it's the only way. So hesitantly, she bends over the sofa... It takes a while for her to adjust to taking his cock but eventually his thick length slides inside her tight little arsehole with a pop. She whines and moans about how painful it feels but he doesn't stop - fucking her harder until she opens up for him. Eventually, it begins to feel good and she shudders to orgasm with his cock inside her arse. Realizing he's hired her for cleaning - he decides to make her clean her arse from his cock with her mouth - until he can't handle the feeling of her lips around him anymore and pulls out of her throat - plastering her face with a huge cumshot. Glazed with his cum - she hopefully smiles up at him while he tells her she's definitely earned what she wanted.
duration 17:51
Nun Tricks Altar Boy into Fucking video from InfinityWhore
Nun Tricks Altar Boy into Fucking by InfinityWhore [This was a custom request] You're an altar boy in a Christian community and you love your religion so you're a little concerned when something starts happening to you which does not feel Holy. In fact, it feels like a sin. You've started feeling your genitals getting hard whenever you see an attractive woman - so - panicked, you visit the head Nun in your Church to ask for advice. She knows exactly what is happening to you, of course, but she uses your panic to blackmail you. She tells you that your hard cock is the work of the Devil and that you must not tell anyone else because you'll be shunned from the Christian community for having the Devil inside you. You are horrified and want to do whatever it takes to get this unholy being out of you. She tells you about the white liquid inside you and that it's where the Devil resides. She knows how to get it out of you so you agree to let her help. As you're so scared, the 'Devil' won't show himself so the attractive Nun beings to ride up her dress to show off sheer hold ups and stockings - as well as her perfect breasts. She even spanks her bare arse with her crucifix - telling you she's doing it to keep the Devil away from her soul. Right on cue, your cock gets hard. Her mouth is around your length before you know whats happening and she works your cock with an expertise that makes you feel so amazing. She tells you the pleasure that you're feeling is the Devil's work and that you must give into it for now in order to release the white liquid that he is possessing. She makes you promise that you'll never tell anyone else and only come to her with this problem in the future. She is the only one who knows how to free you. Feeling you're close, she tells you about one more trick that she has up her sleeve to release the evil from within you. She slides down onto your cock, pussy soaking wet (she tells you the Devil has started to affect her body too and that putting your bodies together will confuse him). Nothing has ever felt as good as this but, on her word, you believe that it's just the Devil putting carnal thoughts in your head. As she rides you, she reminds you that you're a disgusting Christian boy for being so weak and letting the Devil inside you. She asks how your parents would feel, or the other Altar boys? You let the pleasure take over you and release the liquid inside her body while she moans and writhes with her own pleasure. She tells you that her body is so loyal to God that she can swallow and destroy the evil inside her, unlike you. You may have to come and visit her a few times a week now to make sure the Devil never takes over your weak little body again. You belong to her.
duration 12:00
Friend's Mom Takes Your Virginity video from Fiona Dagger
Friend's Mom Takes Your Virginity by Fiona Dagger *Watch the first 3 minutes of this video, and all my other videos, by subscribing to my Club for as little as $2 a month!* (This was originally filmed as a custom video and the name Sam is used once) You've gone round to your friend's house to hang out and watch tv, but your friend started a wrestling match with you and then got way too aggressive with it and punched you in the balls! His mom heard the commotion and has come to check on you, after yelling at her son and sending him to his bedroom! She apologises for his behaviour and asks if you're okay, and you can't hide how much pain you're in. Your friend's mother says she'll call your mom in a moment but first she should maybe just have a look and make sure you're not seriously hurt. She pulls down your jeans and starts examining your cock and balls, touching you gently and talking soothingly to you. She's impressed by how big you are, and begins softly touching and stroking your cock, asking if it hurts. She says she has an idea for how she can make you feel a little better, and how she can say sorry for her awful son's behaviour - have you ever had sex before?? You tell her you haven't, and she asks if you'd like to try it with her now - she promises she'll guide you through it and that it will feel very nice, and that you'll be all better afterwards! You shyly agree and she quickly turns around and pulls down her leggings, bending over and guiding you inside her. She takes charge and encourages you just to relax, as she moves back and forth on your cock. She keeps talking soothingly to you as your cock slides in and out of her pussy, and after a couple of minutes you can't help but release a big load inside her! She pulls up her leggings again and tells you to be sure to not tell anyone about this, then goes to call your mom! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, taboo, virgin, milf, soothing, gentle, dildo fucking
duration 41:39
If I Wasn't Your Mother (Step) video from PaintedRose
If I Wasn't Your Mother (Step) by PaintedRose Your Step-Mom gets home from the office and takes you out to dinner and dessert and then after seeing the waitress flirt with you, she asks if you like girls. Mom doesn't really have a filter and she's very sexual around you with her body and dress and you often have to look away because of hiding erections. Tonight she tells you that if she wasn't your Mother that she'd have and devour you - she clarifies that you're handsome and sexy which leaves you with a fat hard on and a dirty dream about Mommy. Mommy is also thinking about you as she rubs her dommy cougar pussy thinking about your delicious cub meat which she admits is completely fucked up but laughs about how kinky she is. The next day, you're quiet so Mommy clears the air about erections being normal and that her body is reacting to you too - she lets you watch her change and get topless. One thing leads to another and well.. a handjob and her tasting your first cum off of her fingers. She wants all of you and she won't share - you're her precious little pervert and she's claiming your innocent young cock. She undresses sensually and literally - fucks your brains out like she promised. This film contains Stem-Mom Love-Lust First Time POV Sex and Handjob w cum spray, 2 blowjobs - 1 with facial, Missionary, cowgirl, doggy style, ass twerk, Underboob, Dirty Talk, dripping creampie in this slow burn fucked up pervy taboo film. A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!
duration 36:04
Sex Ed From Big Sis video from Fiona Dagger
Sex Ed From Big Sis by Fiona Dagger (This video is taken from my Just For Fans, and is perfect to watch on your phone! It's a good example of the kind of taboo content I post on my JFF - I make videos like this which are filmed on my phone, and generally a little shorter and simpler than my full length roleplay videos; plus I also post photo sets and GIFs, all with explicit taboo story captions. There's also NO pay-to-view content once you're subscribed, $7.99 gets you access to everything, including this very video! :) Subscribe to JustFor.Fans/FionaDagger for just $7.99 a month to see all the taboo content you've been missing out on!) In this video: Your big sis is a popular girl at your school, and tries to look out for you as much as she can! She tells you she's concerned because there's this rumour going around at school that you're still a virgin, which would obviously be super embarrasing! You sadly admit to your sister that it's true, and confess that you just have huge anxiety about anything sexual - to the point where you've only ever tried masturbating a couple of times! Your sister is shocked but assures you not to worry, she's going to help out. She kindly offers to teach you a few things and help you feel less freaked out, then she can use her status at school to find you a cute girlfriend. You admit that you've never even watched porn, and have never seen breasts (other than your mom's, of course!) Your sis pulls down her top to show you hers, patiently waiting for you to get over your nerves, and encouraging you to touch and squeeze them. She then asks you to get out your cock, and though you're very nervous, once you do show it to her she tells you it's a lovely cock and you should be very happy with it! She gets you to show her how you would stroke it, taking over after a moment and showing you a better way to touch it. She tells you that one of the things you'll probably end up doing with a girl is oral stuff, and offers to demonstrate. She slowly and gently begins sucking your cock, giggling when she can see how much you like it. After a few minutes she suggests you try returning the favour on her, and teaches you how to eat pussy! You surprise her here by how quickly you pick it up, and she begins squirming and gasping before stopping you and saying you're doing great! She suggests that you might as well go all the way, it's no big deal - even though it's technically 'the i word', it's only practice so it doesn't count really. You nervously enter your sister but soon get into it, starting to pound her hard until her pussy creams! She compliments you on how good you're doing and says that she didn't expect this to happen on your first time, but you're about to make her cum! You cum with her and fill her pussy with spunk, then shyly ask her if she wouldn't mind giving you a few more lessons... TAGS: british, english, redhead, ginger, tattooed, tattoos, solo female, roleplay, dirty talk, posh accent, pov, taboo, family affairs, siblings, bro sis, brother sister, fantasy, sex ed, education, lesson, sweet, loving, teasing, dildo fucking, dildo sucking
duration 20:23
Bratty Sis Blackmails You video from Fiona Dagger
Bratty Sis Blackmails You by Fiona Dagger (This video is taken from my Just For Fans, and is perfect to watch on your phone! It's a good example of the kind of taboo content I post on my JFF - I make videos like this which are generally a bit shorter and simpler than my full length roleplay videos, plus I also post photo sets and GIFs, all with explicit taboo story captions. There's also NO pay-to-view content once you're subscribed, $7.99 gets you access to everything, including this very video! :) Subscribe to JustFor.Fans/FionaDagger for just $7.99 a month to see all the taboo content you've been missing out on!) In this video: Your little sister comes into your room looking rather upset, and wanting to hang out. You ask if she's still going out with her boyfriend tonight, and she tells you no, he broke up with her just now. You begin to comfort her but she tells you she's not that bummed about it, she wasn't really into him. Mostly she's just annoyed that they didn't last long enough to do anything, you know, sexually! She complains to you that she keeps dating these guys who break up with her after a few days or a couple of weeks, and she's stuck being a virgin! She's worried she's never going to lose her virginity, and the longer she waits the more stressed out and in her head she gets about it! She laments to you her lack of any male friends, saying if only she had a male best friend, he could just help her out one time, and then it would be less of an intimidating thing for her. You agree it's a shame that she only has female friends. Your sister then gets a sly look on her face, and to your horror suggests that YOU help her! You immediately try to shut her down, but she begs you to help her, saying it would only be one time, and you're supposed to want to look after her!! You tell her no, no way, she's your little sister, it would be totally wrong. It would be the i word! Besides, you have a girlfriend anyway, who you love. Your sister looks even more sly at the mention of your girlfriend, and horrifies you even more by pointedly asking what your girlfriend would think about all the messaging, and sexting, and exchanging of nudes you've been doing with girls online... You're furious at your sister for snooping and for using it against you like this, but she's got you trapped. You eventually, reluctantly, agree to help her this one time, on the condition that nobody ever finds out, and your girlfriend stays in the dark about your online activities. Your sister gleefully strips down, having a moment of doubt when she sees the size of your cock and wonders whether it will be too big for her first time; but she's extremely detirmined to lose her virginity, so she lays down and beckons you closer. You position your cock at her entrance but freak out a bit before you can put it in - this is your own sister! She's having none of it and reminds you of the awkward positition you're in, bossily demanding that you hurry up and take her virginity. You take a deep breath and slide your cock into her pussy, feeling the mix of shock and pleasure as you penetrate your sister. You try to tell her to shut up and stop talking so much, so you can concentrate (and try not to think about who it is you're fucking), but she chats away constantly, and in spite of this you're surprised to find yourself getting into it. You feel extremely guilty as you begin to enjoy yourself, but you can't deny how very intense it feels to be inside your own sister! Your sister cums hard on your cock, and you find yourself admitting to her that you didn't finish yet, but... Your sister immediately tells you to just get on with it and cum inside her, it's no big deal! You don't need any more encouragement and begin fucking her hard again, quickly flooding her pussy with cum as you wrestle with how wrong this all is! You know you shouldn't, but as you pull out you tell your sister that if she wants any more experience, you'd be happy to help out, after all... TAGS: british, english, ginger, redhead, tattoos, tattooed, roleplay, dirty talk, solo female, posh accent, taboo, bro sis, bro/sis, brother sister, family affairs, pov, dildo fucking
duration 29:46
The Only Way I'd Let You Fuck Me video from Kat Danz
The Only Way I'd Let You Fuck Me by Kat Danz You thought YOU had a chance with ME? Yeah right. You don't want to date me. You barely care who I am. You just wanna fuck the pretty college cheerleader. Your hard dick just wants some action in the form of my tight virgin hole. Lucky for you, I looooove being watched. I would never ever ever actually fuck you, no way! But I'll let you watch me stuff this huge dildo in my pussy, and fuck myself until I'm a creamy mess. You wish this was your cock filling up my wet pussy, huh? Dreaming about how hard it would grip your fat cock? And if I fingered my little asshole in front of you? Would that bring you to the edge? Would that make your cock leak from its tip? You'll never get to feel my pussy. It's staying pure and untouched until I find the right man to pop it. But until then, I'll settle for your cock in my tight little asshole. It's not exactly what you wanted, but I'm not about to let some nerd be the first to take my pussy. So either fuck my dirty asshole or leave me alone. I knew you wouldn't say no. Girls never talk to you. This is the first time you've ever gotten close to being lucky lol! Fuck my ass and cum inside it, this opportunity isn't going to come again. And don't tell anyone at school that I'm a little anal slut. They'd think you're lying anyway lol. ***INCLUDES: pussy denial / exhibitionism / dildo fucking / brat girl / cheerleader roleplay / femdom / light humiliation / asshole fingering / POV dildo anal fucking
duration 37:14
Step-Mom Virgin Step-Son Only One Bed TABOO CREAMPIE video from TabithaXXX
Step-Mom Virgin Step-Son Only One Bed TABOO CREAMPIE by TabithaXXX I did not mean for it to happen. I would never have anticipated anything like this.My step-son and I went to a convention together out of town, and when we checked into our Airbnb, we realized that instead of two bedrooms, there was only one queen size bed. After some discussion, we decided that we could surely share a bed that the two of us had done so many times before, many many years ago. It would have been no different than that if I hadn’t lost control of my emotions and sexual urges. I never even thought of him that way. It is just wrong. I didn’t know until I started to open the door that he had started stroking his cock. I quickly stood back in the doorway so he would not see me. I couldn’t help but touch myself. It was such a turn on. I was so disgusted with myself, but I did it anyway. I don’t know what came over me, but I walked in anyway I before he could finish. He seemed very embarrassed. I reassured him that there was no need to be. It’s normal and natural an even I, his own step-mother masturbates. We started to masturbate together, and one thing led to another, and I was slowly teaching him how to have sex. With ME!! I could not control my urges. At the time I felt like I was doing the right thing. I was patient and calm and loving what better way for him to learn. The feeling of passion, and how wrong it all was just made it more amazing. We talked about where he should come, but it was irrelevant. He came inside of me and after I let him watch, his jizz drip slowly out of me.
duration 16:51
HUMANS R HUGE video from Siena Rose
HUMANS R HUGE by Siena Rose Mrs. Rose isn't just a creator, she is an EXPERIENCE. I'm a cute, sweet alien queen who directs my subjects to travel to the planet Earth to bring back a human for study. I'm confused by the human race as they have accomplished very little throughout the galaxy and I must know their secrets! After I address my subjects via hologram I sneak away and tell my droid that I am actually going with them on the mission. I travel across the galaxy, land my spaceship and head out in search of a human male. (Not gonna lie - the hud effect was fun but ALOT of work) I set my sights on you and I fire a stun shot, taking you back to my spaceship where I begin to examine you. You wake up and I tell you I'm not going to harm you, I just need to understand what is mankind's greatest accomplishments. My team removes your pants and suddenly your cock pops up, scaring me! I've never seen anything like that- I MUST know more about the strange appendage! Before long I am comparing your cock to my species, showing you how small their members are. I want more, I want to understand how it works! I study it, play with it, tease it and before long I am wanting you to take my alien virginity - you would be known throughout the universe for being the man who first fucked an alien!!!! You pound my pussy in several positions and I tell you to put it back in my mouth - you face fuck me hard and cum on my face! I'm not sure if I want to release you back to Earth and I'm pretty sure I'm going to have to study more of your kind soon! Please take the time to rate my vids! Your ratings help my rank and are extremely appreciated!!!! Tags: #aliens #space #roleplay #blowjob #dildofuck #storytelling #specialeffects #music #finaledit #permanentarchive #sienarosestudios #fartgun #funny #asmr #cockworship #cumonface #branditscan #2023archive #digitaleditor
duration 15:49
Virgin Bride's First Time POV Fuck with Squirt video from AnnaBubbly
Virgin Bride's First Time POV Fuck with Squirt by AnnaBubbly I start off on the bed in my wedding dress and veil. I talk about how nervous I am. You aren't a virgin so I let you guide me. You instruct me to remove my dress, revealing a cream coloured thong. I ask if you like my body. You instruct me to remove my panties so you can lick my pussy. You wanna...what!? Okay... I spread my legs and get nice and close. You begin to lick me (camera features as close as I could get my pussy with face still visible) and I moan a lot. I feel something go through my body. What was that? You...you made me cum? Can you taste me when I came? I am so sorry I came in your mouth! Next, you instruct me to get on my knees. I have never given a blow job before. I approach it slowly and carefully at first. I am not used to sucking dick, so I gag and cough a lot while trying to fit all of your length down my throat. I suck you for a few mins, still wearing the veil. Now it is time for intercourse. We don't have to wear a condom because we are married. We start off with my on top, I have you enter me slowly. It kind of hurts at first, but then it feels really good. I start enjoying myself and have another orgasm! I didn't know sex felt sooo good, I can't believe I waited until I was married. Then we move to missionary. I am using a dildo to represent your penis for this scene. I squirt like a fountain. What was that!? I am so embarassed, I am so sorry! I promise I won't do it again. But almost immediately, I have another giant squirting orgasm. I encourage it to be your turn finally, cum inside your bride. You fill me up, and I show off the creampie. I get curious and taste some of the cum from my pussy. Let's do this every single day as husband and wife!
duration 13:53
Sister Gets Cumshots - TABOO BUKKAKE video from Bella Bates
Sister Gets Cumshots - TABOO BUKKAKE by Bella Bates You and your friends are tempted by the idea that a woman is lying in front of you with bare pussy and you could shoot your cumshots on her. You are in your room wondering if your little sister could agree to that. You know that money attracts her and you collect the amount for her with your friends. You ask your sister to your room, which is full of your friends. Your sister thinks it's disgusting, especially when part of your friends starts taking cocks out as soon as she comes into the room. She keep you and your friends pervert but agrees if she gets a reward. When your sister is on your bed with bare pussy and without a bra you give her a dildo, you want her to use it when you jerking around her. Your sister says she has never put anything in her pussy yet and the dildo is very big. But she moisten it with her spit and pushes it into her tiny pussy. When you watch with your friends your sister masturbating, you take turns shooting cumshots on her. When you see that all cum on her, you turn on so much that you want dig your cock inside your sister's tiny cum covered pussy. It's her first time and she gets the cumshots on again, because your friends like to watch when you fuck your own sister without a condom... Brother, please promise to pull out before you cum? Your sister asks.. LITTLE SISTER. BROTHER. SIBLINGS. TABOO. BUKKAKE. CUMSLUT. CUMSHOTS. CUM PLAY. BAREBACK. IMPREGNATION FANTASY. CREAMPIE. CUM. FACIAL. CUM ON FACE. CUM ON TITS. VIRGIN. CUM IN MOUTH. DILDO. MASTURBATING. POV. VIRUAL SEX (with dildo).
duration 22:21
Step Dad's BBC Ruins My Tiny Pussy video from Bella Bates
Step Dad's BBC Ruins My Tiny Pussy by Bella Bates You have lived with us for a while and I will ask you if you are happy with me and my mom. My friends also know about you and they told me something... My friends told me that black men have a big cock. I ask you, is it true? I want you to show me your cock a little, I just want to know. I promise I won’t tell Mom, and I beg you to show it to me, even a little. You agree to show me your cock, but it's not hard. I thought it was bigger, but I haven’t even seen a white man’s cock before, so I can’t compare. Then I, too, realize it’s not hard right now. When it’s hard, it’s bigger isn’t it? I ask you. I wonder how we can make it hard. I am a big girl and I have a woman's body. You like my mom's body and she gets you hard. So why not me too? I will start to introduce you to my body and undress in front of you... and your cock gets hard. WOW, I exclaim because it’s really big, I even take a couple of pictures because it’s so huge. Don’t be afraid, pictures do not show your face. I want to touch it... oh it is so hard that it feels like a rock... I also want to taste it... Listen, I don’t care that you are my step dad or my mom’s boyfriend.. I want you to be my first... I want your BBC.. I want that you ruin my tiny little pussy... BBC. BLACK COCK. STEP DAD/DADDY. STEP DAUGHTER. TABOO. IMPREGNATION FANTASY. CHEATING. TEEN. CREAMPIE. BLOWJOB. CUM ON TITS. VIRTUAL SEX (with dildo). BLACK DILDO. POV. POV SEX. VIRGIN. LOSING VIRGINITY. RUIN ME.
duration 10:47
ELLIE HAS YOU CANCEL YOUR DATE THEN FUCKS YOUR HOLES video from Ellie Idol
ELLIE HAS YOU CANCEL YOUR DATE THEN FUCKS YOUR HOLES by Ellie Idol Ellie is wondering why you've called her over before your date. You explain you need her help but she doesn't think you're really even MAN enough for a date. You always wear pink, HECK, half the time you and her even MATCH. Tonight, you're even wearing PANTIES underneath your clothing. She commands you to drop them so she can see what you're packing under there. Instantly she cracks up at the lack of inches you've got. Do you want to fuck your date? Well, there is no chance of it! She invites you to fuck her instead but you're too scared to even try as she knew you'd be. She has just the thing: a big strap-on! You are going to give up this foolish idea of going on dates with regular women. It's time to only go for Dominants because you're just a sissy bitch in need of training! Today you'll suck Ellie's big strap-on cock. The only thing in your future will be men or women with strapons. Give up the idea that you'll ever go on proper dates with normies. You want to look like a girl, so you might as well act like one!! Open your mouth up sissy and suck!! But first, you'll call up that girl and cancel tonight's date. It's really for the best. You'll be sparing both of you from the awkwardness. This is what you want anyway, or else you wouldn't wear panties. Maybe Ellie will call that girl when she's done with you and fuck her with the same strap-on you're sucking now! YOU'RE no good for her, so wipe those tears up. OH! You're crying because Ellie's fucking your throat too deep? Time to switch to your asshole instead then!! Spead open that virgin sissy pussy for Ellie's big long dick!!! You're her bitch tonight. Now wank yourself off into those panties!! Fill them with cream as you imagine Ellie filling your ASS with cream!! A much better night than it would have been had you gone out on that foolish date.
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