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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.
duration 36:10
Shy Virgin Classmate Turned Anal Slut video from MsCakes
Shy Virgin Classmate Turned Anal Slut by MsCakes Custom vid (no names used). You are my classmate who comes over to study for an upcoming exam. We go up to my room, and I suggest that we take turns asking each other possible exam questions. However, you start asking me some personal questions about sex and masturbation instead. I just laugh and brush them off at first, but after awhile, I shyly admit to you that I’m still a virgin. Since I answered that question though, it’s only fair that I get to ask you some sexual questions too. I notice the bulge in your pants and tease you about being turned on by our conversation. I am a little curious though, so I ask if we could try some of the sexual things we talked about. Of course you say yes, so I shyly start stripping out of my sweater, jeans, bra, and panties for you. You can hardly believe that you’re seeing your normally shy and modest classmate fully nude right in front of you! I spread my legs to show you my tight, virgin pussy that’s already getting wet with anticipation. Then I tell you to lay on the bed so I can give you my very first blowjob. I start off nice and slow, gently running my tongue up and down your cock, before gradually sucking it harder and deeper in my mouth. Then it’s your turn to go down on me, so I lay back and let you eat and finger my pussy, making me moan with pleasure. Now my pussy’s dripping wet and I’m ready for you to take my virginity, but there’s just one problem - neither of us have condoms! Unfortunately I’m not on the pill either, and we really can’t risk me getting pregnant. We’re both really disappointed at first, but then I suggest that we can do anal instead since I can’t get pregnant that way. You think that’s a great idea, so I start getting my asshole warmed up with my fingers. Since I’ve never tried putting anything in there before, I’m pleasantly surprised by how good it feels. When I’m ready, I bend over so you can slowly slide your cock inside my virgin asshole. You go real slow and gentle at first, gradually stretching out my tight hole. As I become more accustomed to the sensations, I encourage you to fuck my ass harder and deeper. Then you want to try out a different position, so I turn over to the side with my legs together. It feels even more intense for me in this position, and you love being able to see my face while you fuck my ass even deeper. I decide that I want to cum with you while getting assfucked, so I grab my small bullet vibrator and lay on my back. You continue fucking my ass in missionary position until we cum at the same time, with me telling you to shoot it deep inside my ass. I can’t believe you turned me from a shy virgin to a naughty anal slut within one day! Guess you’ll just have to fuck my pussy as well during our next study session! ;)
duration 18:46
Awkward Virgin Wants To Fuck video from Fiona Dagger
Awkward Virgin Wants To Fuck by Fiona Dagger (This was originally filmed as a custom video) Your shy friend Fiona comes over to your place, after telling you that there's something she needs to talk to you about. She nervously explains to you that she's been having some money troubles recently, and since she knows you're doing well for funds, has come up with a bit of a crazy plan. You're very curious about what she means, and she eventually manages to gather her courage enough to explain that she's willing to offer the use of her body to you, if you'll help her out financially. You're quite shocked, and bemused by the awkwardly straight forward way she is propositioning you, and you don't agree immediately. Fiona apologises for how nervous and odd she must be coming across and reminds you that she's a complete virgin, but insists that she's very willing to try her hardest to please you. You're still not convinced, so she suggests you have a look at her body first and then decide - then she stands up to show off her curves to you, keeping her clothes on at first and awkwardly describing each body part and how she hopes it would please you - then, seeing you're still not quite on board, stripping off her clothes and doing the same naked; letting you get a good look at her body, all over. She uses awkward language, describing her 'breasts' and 'vagina' to you, and clearly feeling uncomfortable using sexual terms, but trying very hard to get you excited about using her body. She lies back on the bed and spreads her legs, allowing you a close look at her 'vagina', and telling you in detail how tight it is and how nice it would feel for you. Eventually you agree to her proposition, and she's thrilled; keeping up her cute and awkward dirty talk as you begin to fuck her, but now trying to use sexier words like 'pussy' and 'cock' but giggling shyly each time she does. She insists you shouldn't worry about her pleasure at all, since you're paying her you should focus entirely on your own orgasm; and keeps up her sweet and nervous dirty talk, insisting that she wants you to ejaculate deep inside her, until you can't hold it any longer and flood her tight pussy with cum. She asks if she did okay, checking that you enjoyed everything, and then tells you that anytime you want to repeat the arrangement she's ready and willing!
duration 17:40
Shy Virgin Sucks Your Cock video from Fiona Dagger
Shy Virgin Sucks Your Cock by Fiona Dagger (This was originally filmed as a custom video) You're catching up with an old friend, who you haven't seen since before you both went to university. She tells you how she wishes she had more crazy stories to tell you about, but she actually had a pretty tame and uneventful time! She says she's always been shy, and that you probably have loads of fun tales to tell, as you were always far more adventurous. You admit that you do have a few stories, and tell her about the time you streaked naked across campus in the middle of the day! She's fascinated and tells you she could never do something like that - she's never even seen a naked man in person before! You laugh and say that well, since half of your university has already seen you naked, it wouldn't be a big deal to let her have a look. She laughs it off initially, but then seems to change her mind, asking if you're sure you wouldn't feel uncomfortable having her look at your naked body? You insist that you'd be perfectly comfortable, so she shyly and excitedly asks you to do it! As you slowly take your clothes off she seems completely captivated, staring and blushing as you get naked in front of her. She asks if it would be alright if she could take a closer look, and gets right up next to you to closely examine your body, before getting your permission to touch you as well. She slowly touches your whole body, giggling and blushing, then kneels down to touch your legs - but gets completely distracted by your now-erect cock! She examines it closely, then finds herself touching it without thinking, and even beginning to kiss it... She then realises what she's doing and apologises, saying she should have asked before she touched it, but you assure her that it's fine. She begins to slowly lick, suck and stroke your cock, telling you how exciting this is for her! She gets more and more into it until you have to warn her that if she carries on much longer she'll make you cum, but she seems thrilled by this and insists that she wants to make you cum, and she really wants to try swallowing it! She goes back to sucking you enthusiastically, desperate to make you cum in her mouth, and when you shoot a huge load down her throat she swallows every drop!
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