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duration 8:45
First Time With Your Friend's Horny Older Sister video from InfinityWhore
First Time With Your Friend's Horny Older Sister by InfinityWhore [This was a custom request] You're alone in the room that your best friend has provided you while you stay round his house. Your friend is upstairs finishing some homework while his parents make you all dinner. That's when his older sister walks in. She's acting strangely and you're all alone. You've always fancied her you've noticed your cock randomly getting hard when she's around recently. This time is no different - and she notices. She's asks if you like her but then begins to hesitate due to the fact that you're her brother's friend and you're so much younger than her. But she admits that she wants it too. She begins to flash her panties and asks if you've ever wondered what a girl's pussy would feel like around your cock. She wants to show you. She jumps onto your boner and slides her panties aside, grinding her already wet pussy up and down your cock (which feels incredible). She wraps her panties around your hard member and teases you, asking if it feels good and if you want to put it inside her properly. You can only nod. She slides down onto your hard cock and feels so warm around you. You're lucky that you don't cum there and then, but you want to see this out. It's your very first time after all with your friend's super hot older sister. She rides you, encouraging you and telling you're that you're being a good little boy for her. She refers often to your age and the fact that this is your first time experiencing real pleasure, because of her. Really, she's just using you, she says and she praises you often for letting her do so. This doesn't feel like being used to you. You're loving it. She makes you promise to be quiet when you cum as the rest of her family, including your best friend, are just upstairs. She's adamant that this stays between you two as it could get her in a lot of trouble. But her praise and encouragement for your cum are all getting too much. She cums around you and it doesn't take long for you to join her, listening to her scream for your cum - calling you a good little boy over and over again. You cum inside a woman for the first time ever... and she jumps off, immediately adjusting her outfit and reminding you that this stays a secret.
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 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 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 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 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!
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