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duration 17:11
Stroke Your Virgin Cock for Me video from MsCakes
Stroke Your Virgin Cock for Me by MsCakes Custom vid - the name “Doug” is said once at the beginning. We’ve been good friends for many years, and I just found out that you’re a 35-year-old virgin. I’m feeling a bit sorry for you, so I offer to help you feel better. No, of course I’m not gonna have sex with you… but I will give you the best orgasm of your life, without even touching you! First, I want you to undress for me and show me your virgin dick. Ooh, you actually have a pretty nice cock… and it’s already slightly hard for me! Now I want you to spit in your hand to get it nice and wet, and start stroking your cock up and down. You’ve told me about your issues with premature ejaculation in the past, so I want you to just relax and follow my instructions. To encourage you, I slowly strip off all my clothes and tease you with my sexy body. Being a virgin, you must masturbate a whole lot… but I bet you’ve never experienced jerking off to a beautiful naked woman right in front of you before. I know how much you love my tight ass, so I spend plenty of time teasing you with it as I instruct you to gradually stroke harder and faster for me. I also show off my perfect tits and spread my beautiful pussy, telling you to imagine how good it would feel to fuck it. I edge your virgin cock a few times until you’re practically begging me to cum. To finish you off, I turn around to show off my ass again as I give you a countdown to cum for me. I don’t want you making a mess all over the floor though, so make sure to catch it all with your other hand. Mmm, that felt so good didn’t it? Now, I think it’s only fair that you do a little something for me in return. I want you to take the cum that’s in your hand, and eat it. That’s right, you heard me! You see, I have a kink for watching men eat their own cum, and I think you owe me for giving you the best orgasm ever. So go on, lick it all up just for me… and be sure to swallow every last drop!
duration 11:02
YOUR COCK HUNGRY STEPSISTER TEASES YOUR LIL DINKY video from Ellie Idol
YOUR COCK HUNGRY STEPSISTER TEASES YOUR LIL DINKY by Ellie Idol Your new stepsis Ellie comes into your room and immediately starts gushing about her experience at college today. She's met a new man who looks JUST like Jason Momoa and he's HUNG as fuck! She can't help but go on and on about what they did together during break. She even fills you in on her plan to have him sneak into her room for another round of mind-blowingly good sex. She's just so excited to feel his giant cock inside of her again. It's apparent you're uncomfortable by the situation and she says it's just sex. Suddenly it makes sense to her...you're a VIRGIN!! Stepsister Ellie asks if it's a confidence issue since you're not exactly packing... Yes, she saw you the other day getting out of the shower. It's small! She says she'll show you her body if you show her your little dicklet. Besides, she's caught you staring at her ass already multiple times and she knows you're into her. She WOULD have fucked you had your dick not been teeny tiny, even with you being her stepbrother. It's a shame really... So, Ellie begins to describe her plans in more detail as she encourages you to jerk off that small uncut dinky. She knows exactly what she does to you. It's so easy to work up a virgin like yourself. Her ass is so close to your face you can almost taste it and you're so close to cumming but she cuts you off saying she wants you nice and FRUSTRATED as you hear her fucking her stud through those paper-thin walls. It's just blue balls for you, stepbrother!
duration 48:08
Sis Lets You Creampie video from Fiona Dagger
Sis Lets You Creampie by Fiona Dagger (This was originally filmed as a custom video) Your sister is super bored and convinces you to lend her your laptop, and you soon notice her giggling suspiciously over it! You demand to know what she's looking at, and she confesses that she's found your folder of saved porn! You're incredibly embarrassed, and grow even more so as she teases you about how most of the videos share the same theme - it seems you're obsessed with creampies! She makes fun of you for a bit but then feels bad, admitting that it's also a huge fetish for her so you shouldn't feel awkward about it. But when she discovers that you've never actually done it in real life, in fact that you've never had your cock inside a pussy at all... She can't stop herself from gently teasing you even more! She says that, as you must be so desperate and blue balled, she wouldn't be surprised if you'd ever thought about her in a sexual way - it would just make sense, as she's around you all the time! You eventually admit that sure, you might have thought about it once or twice... And your sister giggles, saying it's just natural to consider these things. Gaining confidence, you ask her if she would consider letting you creampie her just this once, just so you can say you've done it - but your sister seems shocked, telling you that it's okay and normal to fantasise about these things, but that doesn't mean you should actually do it! You back off, embarrassed, but after a moment she reconsiders, telling you that she'll let you 'climb on and hump away', as long as you give her all the money your grandma gave you for that great exam result... You happily agree and your sister strips off, but nerves strike you and she has to calm you down and convince you that it'll be fine - just put the tip in, and then see how you feel. You nervously slide just the head of your cock into your sister, as she encourages you, and spend a few minutes just stroking up and down with your hand while you're partially inside. Eventually you work up the courage to thrust yourself fully inside, and, unsuprisingly, cum instantly. Your sister is amazed by how much cum she can feel flooding her insides, and encourages you to try again if you're able - she admits that it did feel incredible, and she feels bad that you didn't even get to hump at all - so you go again, this time lasting much longer, and impressing your sister so much with your second cumshot that she offers to make this a regular thing, saying that you can skip jacking off at all now and instead just unload your spunk into her every night! TAGS: british, english, redhead, ginger, posh accent, solo female, roleplay, dirty talk, tattoos, tattooed, wincest, siblings, family affairs, brother sister, taboo fantasy, cum in pussy, dildo fucking, pov, encouraging
duration 25:11
They Used Me as a Slut for Losing a Bet video from Adria Nite
They Used Me as a Slut for Losing a Bet by Adria Nite I am disappointed in my boyfriend for losing a basketball game. I express my negative emotions but I am understandable and suggest that we just spend the evening together and that's it's not that big of a deal. He points out though that we have lost a bet with the guys he played against - I should do whatever they ask for if the win. I tell my boyfriend that it was just a stupid joke, we should take it seriously and just leave. That's when the guys appear and are ready to claim what's theirs. I am hesitant but I agree to follow them, I tell my boyfriend to go with me though. When we are there, I am ready to cook or to clean for them, I just want to make it quick. They have different plans. They cover my eyes. I am chatty and laugh that they are so ridiculous. It's not funny anymore when I touch their cocks with my mouth. I can't do stupid things like that so I try to leave but the door is locked. I panic but finally agree to strip for them because they promise to practice basketball with my boyfriend. I am ashamed but I remove my clothing. When I am ready to leave, they are not finished. They want me to give them blowjobs. I feel stupid doing that but I remember that it's for my boyfriend who at this point is just useless and watches them take what they want. I am happy to hear after a couple of minutes that I can stop. It's not the end though. Now, in order to keep the promise, I need to let them fuck me. I feel used, but feel like my boyfriend is a coward anyways so I agree. I can hold back anymore. I enjoy their dicks inside me. They are so much bigger and better than my boyfriends. The sex makes me feel so much better than when I am with my boyfriend. They both fuck my pussy and end up cumming at the same time on my face and creamping me. I sigh in pleasure and tell my boyfriend that the sports practice is not going to be the only one he needs.
duration 20:23
Pet Intern in Heels Blackmailed video from Adria Nite
Pet Intern in Heels Blackmailed by Adria Nite You own a profitable company and a new intern has just been hired. Today is her first day at the office. She introduces herself and thanks you for the opportunity. She presents her outfit to you hoping that she has met the dress code. She is wearing black sheer tights, a black mini skirt, heels and a blazer. You tell her to turn around so that you can see her clearly. You hand her a file and tell her to go through it in order to catch up on what is going on in the company. She sits down to start reading and she nervously plays with her legs and heels. She looks at you every now and then and she can't help but notice that you have been staring at her legs. She feels embarrassed and wants you to stop but you tell her why she is here. You have chosen her to be your office pet to be used whenever you please. When she hears that she wants to leave immediately but you blackmail-fantasy her telling she will be hired and left with bad references if she doesn't obey. You order her to go back to work and talk dirty to you at the same time. She pages the documents as she tells you to take off your pants and start stroking your cock. She is shy and blushing but she knows what to do to keep her position. She talks all about your cock and how you would like her to suck on it. You watch her play with her heels and run her hands up her legs. She sees you hard. You walk up to her and she gives you a blowjob. You cum on her face ruining her makeup and clothes. She is at your service now and loves being your little pet intern.
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 16:19
Your Therapist Finds Out You're a Virgin video from InfinityWhore
Your Therapist Finds Out You're a Virgin by InfinityWhore [This was a custom request] You've been getting therapy for a few months now but still haven't been feeling any better. Unusually this afternoon, your therapy is taking place in another room - a bedroom scenario. There's a reason for this. Your therapist wants to make you feel comfortable to answer questions about your sex life. You've avoided this question for a reason. Your therapist is hot, and you're still a virgin. You've only ever received a hand job and that was years ago, and you came very quickly. When you finally admit this, your therapist finally understands the issues that you've been facing in your everyday life. She tells you that she's grown to care about you and, even though it's very frowned upon, she decides that she wants to help you. She thinks that, by fucking you and letting you lose your virginity with her in this safe environment, it might help you to progress with your therapy and overcome some of your issues. She makes you promise not to tell a soul. She strips out of her clothes and reveals a body full of tattoos and piercings, something that you've always found attractive. She teases you with them, talking you through every aspect of making love to a woman. She begins by sliding down your cock. She feels amazing, she encourages you telling you how well you're doing. She admits that she has a breeding fetish and wants you to put your cum in her belly. Next, she wants you to show what you can do by getting on top and pounding into her. She spreads her legs and encourages you as you fuck her hard, making her pussy all creamy and wet. She begs you to cum inside her until you can't hold back and fill her womb with your seed. You're finally not a virgin anymore. And you feel better already!
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 13:46
MILF Gives Out Special Halloween Treats video from InfinityWhore
MILF Gives Out Special Halloween Treats by InfinityWhore 10 DAYS OF SPOOKS - DAY 1 #SpookySzn [This was a custom request] You're an adolescent boy trick or treating on Halloween when you approach the house which your Mum told you not to visit. A quirky woman lives there who smokes funny smelling cigarettes and is always very scantily clad. Your Mum doesn't like her... but you do. She's much older than you but SO hot. You can't help but watch her when you're out with your friends and look at her tight curves. You're not even sure why she makes you feel the way that she does but it makes your belly flutter and your cock grow. You knock on her door and she invites you in. She's smoking one of those cigarettes. You tell her it's Halloween and she's not even aware because she's had no trick or treaters so far - everyone's parents tell them to stay away from her house because she is known to give out special treats to little boys. You wonder what she means by this but it makes your chest feel tight and leaves a lump in your throat. She can see that you're nervous so offers you a puff on her special cigarette. You immediately feel calmer, if not a little lightheaded. She starts to ask you if you've ever seen a woman naked before and if you find her attractive. You're stunned when she flashes you one of her boobs. Your cock starts to get hard in your pants and she notices your arousal. Worried that you've offended her, you try to leave but she tells you that it's natural for young boys to be curious as she pulls out both of her breasts. She asks you if you've ever seen a woman's pussy before and spreads her legs to show off her little cotton panties. You're leaking into your boxers when she unzips your trousers and takes out your cock. She expertly plays with you and tells you not to worry because she knows exactly what she's doing. She explains that the reason this feels so good is because of all of the cum in your balls. It needs to be released and it's completely natural. She puts your prick in her mouth and she feels so warm around you. The feeling of her wet mouth on you is incredible. When she stops, you're desperate for more but she explains that her mouth isn't even the main part of her Halloween treat for you. She lays back on the sofa and removes her panties to show off her pink pussy. She parts it and points to exactly where you should push your cock in. You do as you're told and experience the complete ecstasy of pushing inside a woman for the first time. She guides you through the whole process, telling you exactly how to fuck her and what's happening within her body as you make her convulse and cum with your adolescent cock. Next, she bends over and asks you if you've ever heard of doggy style (of course you have, it's all your friends talk about). Again, she encourages you to slide your hard cock back inside her and grip her hips to pull her towards you as you fuck. She supports you - telling you how well you're doing and how good you feel. She asks you if you understand why your mum didn't want you cumming her now while you use her older pussy to reach your orgasm. When you're about to cum, she instructs that you push deep inside her. You feel the waves of your orgasm run through your body for the first time and pull her closer just as she asked while she begs you to fill up her belly. Your first ever load spills inside a womb more than twice your age and you are overwhelming proud of yourself. There's no doubt about it, this lady gives out the best Halloween treats in the neighbourhood!
duration 11:50
Elf Is Desperate To Please Her New Daddy video from InfinityWhore
Elf Is Desperate To Please Her New Daddy by InfinityWhore Christmas Countdown! - ELF - An elf girl has turned up at your door, to your complete surprise, claiming that you're her Father. She exclaims how excited she is to have finally met you but you doubt her claims are true. You tell her she's very attractive and she simply states that she must have gotten it from you. Clearly, she isn't going to accept that you're not her Dad. Hell, for all you know, you might be. You get a sinister idea. You ask her to flash you her arse and she's taken aback. Back in the North Pole, where she's from, father/daughter relationships are sacred and built on respect and care. You tell her that it's different in the human world and she's so eager to please her newly found Father that she believes your lies. She bends over and shows off her red panties to you and you're immediately hard. You instruct that she pulls aside her panties and show off her tight little butthole. It's so cute, puckering before you. You have to fuck her. But you're enjoying how much she's following your every word so you instruct that she plays with her pussy while you fumble around in your jeans. You instruct her how to rub her clit in little circles and she moans with pleasure. This is all so brand new to her. Next, you tell her to push a finger inside her pussy. You can hear how wet she is and that's enough for you to stop playing around. You get your cock out and she's shocked by the size of it. She tells you that the hole she just had her finger in is very tight, but wants to please her Daddy nonetheless so lays on her back to take you. You push into her and she yells out as you stretch her virgin pussy to the max. You plow into her hard and fast, watching while her pussy creams up around your cock. She lays on her back, legs bent right back while you fuck her until she asks why her body is getting so tingly and cums hard around you, contracting so hard that her butthole puckers in and out. She asks you if you're starting to feel tingly too... and you are. You shoot a massive load of your seed deep into her belly and pull out to watch it dribble out of her used pussy and coat her arse. Maybe you will keep this little elf girl around after all.
duration 47:55
Ancient Demon Finally Gives You Purpose video from InfinityWhore
Ancient Demon Finally Gives You Purpose by InfinityWhore [This was a custom request] You take home a beautiful redhead from a night out and you can't believe your luck, especially when she immediately starts seducing you and talking about sliding out of her dress. But all is not as it seems - she clicks her fingers and, suddenly, she's completely naked in front of you and adoring huge black devil horns. She giggles evilly and explains that she's an ancient demon queen. She was attracted to you for a reason, but she won't tell you why. She clicks her fingers again, making you fully naked too. That's when she begins to laugh uncontrollably at your cock. You're less than three inches erect and no woman has even seen your cock before. This is exactly why. She taunts and laughs at you for a long time, but you can't help but stay hard seeing such a gorgeous creature naked in front of you - despite her comparing your cock to everything from a shrimp to a maggot. She tells you that, in the 500 years of being alive, she's never seen a cock so small and ugly. But your erection hasn't gone unnoticed either. She teases you, showing off her perfect curves and seductively leaning in to whisper that she knows that you wish she'd let you fuck her. But she denies you... instead, she uses her magic to create a huge dildo which she compares to your tiny cock. She tells you that some men really are that big in real life and that you should be ashamed. She encourages you to watch her while she stretches her tiny cunt with the huge toy - moaning and squirming, assuring you that you could never make a woman feel so good with your tiny cock. By this point, you're leaking precum from your hard cock but she forbids you to even touch yourself because such a pathetic man does not deserve any pleasure. All you're allowed to do is to lick her pussy and ass juices off of the huge cock. Noticing your desperation, she finally leans in and asks if you want to cum. She asks you a question that you thought you'd never hear, especially not from a woman like her, would you like to fuck her? Your heart skips a beat... until she explains that there's a condition. If you lose your virginity to her, she will take your soul back to hell with her and take everything from you. You're less eager now and pretty terrified, but she leans forward to wrap her warm hand around your cock for the first time. She uses your precum to stroke you and utters the most filthy things under her breath, inches from your face. It's impossible to say no. She lays back and guides you inside her pussy (filmed POV - no dildo). She feels incredible... you find it hard to not cum immediately but you want to enjoy this considering the circumstances so you hold off. She instructs you exactly how to fuck her, suddenly switching her mean persona to be kind and encouraging, while you lose your virginity to this demon queen. Her tits bounce as you begin to fuck her harder and harder, under her instructions, and she matches your strokes with her body until she cums around your little cock and you immediately join her. She looks straight into your eyes as you pump your load into her body and feel yourself begin to fade away. But man... was it worth it.
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