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Harley Sin Videos

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Showing 61-91 of 91 Results

28:59
Sex Ed with Futa Mom video from Harley Sin
Sex Ed with Futa Mom Son has started going through changes and wants to talk to dad. But dads away on business and mom wants to know what’s wrong. He has some questions only dad can answer but mom has a secret. She’s not a regular mother in the physical sense. Though her overall appearance is mom but you see, mommy has a little secret. Mommy has a futa cock, and knows everything her son could want to know. Her son is shocked, how is this possible? How did he never notice? Well mommy too can keep a secret. She is VERY good at keeping secrets. And just being around her boy right now well…. She has an erection. Would her son like to see? Well, being very curious at the changes in his own body well.. yes, yes he would. Mommy shows her son her hard futa cock. Explains how when we become aroused the penis becomes erect. Another word is hard, or boner. Mommy can see that you’re hard too. Mommy wants to see it. You take it out to show mommy because something strange is happening. Seeing mommy's huge futa cock has make you throbbing. Mom wonders have you felt a mouth around that cock? No? Here, let mommy show you. There is no better person that your mom for helping you experiment with these feelings. No one to break her boys heart, or make fun of him if he cums too soon. Mommy would never do that. Mommy only wants to take care of her boy. Mommy sucks your cock and it feels amazing! You’ve never had a real blowjob before. Only in your imagination. The real thing is so much better. But mommy stops suddenly when your whole body feels tingly. She can tell you’re close. Close to what? That just felt so good you lost track for a few minutes. She’ll show you. She just wanted your cock lubed up. Masturbation is so important. It's part of a healthy sex life. She’s going to show you how to stroke until you can’t help but cum. Cum? What’s cum? Don’t worry.. mommy will show you XO Contains: taboo, kink, mommy roleplay, POV, futa, futanari, blowjobs, mutual masturbation, love, eye contact, long hair, tattoos, cum shots, cum on tits, cum fetish, masturbation encouragement
31:38
Family CuckTime Call video from Harley Sin
Family CuckTime Call **Contains: taboo, kink, mommy roleplay, cuckolding, cuck, threesome, cum fetish, facials, submissive sluts, family, POV, MILF** Your wife is trying to FaceTime with you but can't get it to work..as usual. You two have your routine weekly as you're away so much working. She talks about her day, as usual. You feel bad but she reassures you, she's ok as your son is with her. They take care of each other. You say your goodbyes but something seems off about her, so you don't hit disconnect right away. She starts talking to herself, kinda bad talking you so you're curious. But then someone else comes into the room. She doesn't say anything but her eyes change. Then the words she utters changes your life forever. She tells her SON, your SON, to bring his cock over to her. You watch in horror as she gets fucked every which way by your own son. Her mouth, her pussy. What is happening? You don't even know what you're seeing when she says she's about to cum and you shout out "WTF ARE YOU DOINg?!" You've finally comes to your senses and try to stop this.. this... you can't even say the word. But you know what the word is. But your wife, the mother of your son, is angry. At YOU. How is this possible. Shouldn't you be furious at her? She says you can't even get it up, you need a lil blue pill. She hasn't been satisfies in years. And this.. son. Young, perfect cock, one bedroom over? What did you expect to happen. Now since its out in the open, you get to watch her get fucked. And not only does your wife cum all over her own sons cock, she lets him cum anyway he wants on her. The thing she always refused to do for you. All. Over. Her slutty face. XO
45:50
Total Slut For Bullys Threesome video from Harley Sin
Total Slut For Bullys Threesome Part 3 In **The Bully Series** Your mom is surprised to see you with your bully in her house again. You never seem to give her a warning he's coming over. His parents are away on vacation, and he gets bored at his house, all alone. She doesn't think thats a good idea. But after he reminds her the bullying as been reduced since... last time.. she reluctantly agrees to let him stay, in the guest room, ALONE. **Later that night** You are in your room, its the middle of the night. You hear noises, quietly, coming from your moms room. Soft, moaning noises. You try to listen harder. Something else is getting hard too... you can hear your mom saying her son is going to hear, that she's trying to be quiet but she cant control herself. Asking your bully to pound her wet pussy. You press your ear against the wall to hear more clearly, she's getting louder. She cums hard, and tells the bully to quickly get back to his room before her son wakes up..... Next thing you know, its light out and your mom is crawling into your bed. Looking like, she's been fucking him all night in her slut lingerie. She seems really guilty, asks you if you heard anything last night? She knows you did already, and wants to apologize. She takes your hard cock out, it's bigger than the bully's. Even though he fucks really good, she likes your thick cock better. She puts it in her mouth, but can hear the bully wake up. He's looking for her, for round 2. He knows at the door but she tells him to stay out. Tells him she's making it up to her son for what he heard last night. The bully opens the door and catches her red handed. With your cock in her mouth. She asks the bully if he wants round 2... of course he does XO **Fantasy includes: POV, threesomes, creampie, facial, messy, dirty talk, cumshots, taboo, kink, mommy roleplay, spit roast, bully**
46:25
Bully Spit Roasts Mom ~Bully Series video from Harley Sin
Bully Spit Roasts Mom ~Bully Series Part 1 In **The Bully Series** Part 2: Bully-Bully-Gang-Bang/ Part 3: Total-Slut-For-Bullys-Threesome **Contains heavy reluctant mommy roleplay. Bully, mom, son threesome. Due to nature of this video, some scenes do not contain any dirty talk, as mom is reluctant until she's broken by bully. Contains multiple sex scenes with both bully & son.** Mom is watching TV when you come in with a new friend. Your mom notices you seem nervous, and asks you to introduce her. This new friend of yours calls her a slut. She's shocked, and starts questioning you. Who talks to someones mom like that? Then she realizes who this boy is. It's your bully. Well she's had enough. This bully thinks he can walk into her home and bully her too? No way she's having any of that. She asks you to wait outside while she talks to your bully in private. She tells you not to worry, she's got everything under control. You sneak up to the open door of her bedroom where you hear talking. They seem to be arguing. It sounds like your mom is in trouble but you're not sure what to do. She finally comes out, but she's practically naked. She's covering herself up, trying to hide her half naked body from you. She says this was the only way he would agree to stop. That he wants you to come in to finalize the agreement she's made. She's not sure what he wants, but its not looking good... XO Fantasy includes: taboo, kink, mommy roleplay, family, MILF, threesomes, POV, POV sex, facials, spit roast, virtual sex, blackmail fantasy, dirty talk, blowjob, missionary, humiliation
34:37
Bully Ruins Good Christian MILF video from Harley Sin
Bully Ruins Good Christian MILF The mom of the boy you've been bullying shows up at your place unannounced. She's so prim, so proper, and best of all. She's just come from church. You're still wet from the shower, and only wearing a towel. She asks if your parents are home, and doesn't understand you've been left on your own, on a Sunday. She agrees to speak with you, but won't sit down as it won't take long. As she's standing in your living room, she explains that she needs you to stop bullying her son. She'll do anything, she can't stand it anymore. You ask her inappropriate questions, does she lay in the same bed with her husband, why isn't he here with her. She doesn't understand the purpose of your questions, but she answers them. There is not purpose to intercourse except to procreate, and she only has one son, so laying in the same bed does not serve. You tell her you'll stop bullying her boy, if you get to have her, for an hour. She doesn't understand, have her what? It finally hits her, when you remove your towel and she see's your huge hardon. She's never seen anything so massive. Even compared to her husband, who is the only man she's been with. She agrees, it's only an hour, to save her son from you. She sucks your cock. She is very hesitant at first, but slowly succums to your huge dick. She can barely fit it in her mouth. She's sucking you off when her son calls. He's checking in on her, seeing how the conversation is going. As she's talking to her son, she lift one of her legs up and slide it in. She's trying not to moan as she's talking to her boy, but a few escape her lips. He's asking what she's doing. At first she tries explaining, covering it up. But you're fucking her so good, after only.a few minutes, she's begging for more one the phone with her son! She tells him you're fucking her, and that she fucking LOVES it. She tells her son she has to go, and now has your full attention... What is this ruined MILF going to say, after she realizes she's fucked you in front of her boy? What will her husband think? Will she come back for more...? Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin Harley Sin
26:34
Loving Mommys Beautiful Feet video from Harley Sin
Loving Mommys Beautiful Feet **Contains heavy foot theme mommy roleplay. POV blowjob, POV footjob, POV sex & creampie. Virtual foot licking & toe sucking. Cum countdown and Impregnation Fantasy** Mommy found out your secret. She knows you've been pleasuring yourself with her pantyhose but she's not at all mad. Quite the opposite. She's happy. She's wanted this for a long time. She starts kissing you and takes her clothes off. Finding her pantyhose knowing what you were doing, turned her on. She wants to know why her pantyhose? Oh. It's because her feet were in them. Mommy gets down in front of you and starts sucking your cock. She wants you to look at her beautiful feet while she pleasures you. She uses her spit to get your cock nice and wet. It's her feet you've always fantasied about, and she wants you to enjoy them. She wants you to enjoy them so much, she wraps them around you cock. She strokes you with her feet and spits all over you dick for lube. She loves the feeling so much, she begs you to put it in her. Mommy fucks you, slow at first. She wants you to lick her sole, suck on her toes. Her toes curl in your face as you pound her pussy and suck on those long pretty toes of her. It feel too good she thinks shes going to cum. She wants you both to cum at the same time but by counting backwards from 10. She takes her time, counts down with dirt talk in between each number. She wants you to impregnate her. She wants all your seed. Won't you give that to her? XO Fantasy includes: taboo, kink, mommy roleplay, foot fetish, foot job, POV blowjob, cum countdown, creampie, dirty talk, impregnation fantasy, POV sex
50:22
Mom Confesses ALL in Therapy : the Movie video from Harley Sin
Mom Confesses ALL in Therapy : the Movie **Part 1 in the series: Mommy Confesses ALL in Therapy : The Movie staring the shrink who convinces mommy the best way to combat these sexual feelings is by acting them out. Contains heavy mom/son trigger words and impregnation fantasy.** She doesn't know why she's even here. She can't even say the words out lout let alone confess her biggest secret in therapy. But she's been coming to you for years, she trusts you. You figure it's another woman but she shakes her head. You have never heard anything like this before she is certain. But you manage to convince her it's for the best. So she confesses. Its her son. Her own, biological son she's attracted to. She tries to get up, to leave but you tell her to sit back down. She always listens to you. You have a method, its.. controversial and new but, it just might work to cure her mom/son fantasies. She has to express her first arousal she felt for her son, in explicit detail. She needs to touch herself so she can process her sexual feelings in order be cured. She is hesitant but willing. She cant go on like this, living in the same house. And recently, her son has started.. looking at her in a way she might not be able to control herself. She confesses the first time she ever felt that arousal. She walked in on her son jerking off. She closed the door straight away but she couldn't get the vision of his precum out of her head. She wanted to lick it, the tip of his cock. She started only thinking about him when she touched herself after that. There was no going back. You tell her this is only the FIRST step of the treatment. She needs to express fully these feelings. She needs to act out her fantasies. You take your cock out, and pretend its her sons. You're leaking precum, and she cant help herself. The cock that she made, right there in front of her. Precum dripping for her to taste. She can't help but touch her own pussy. She's soaking wet. You know what the next step is. And when she's cumming, she admits it all. No one can withhold when their cumming, which is the deepest form of therapy. She's dressing after the session, a bit confused as she does not feel less aroused by the thought of her son. Cumming to her forbidden fantasy has only made it worst. But the treatment is not finished yet. Her son is to attend the next session with her.. it's part of.. the complete series XO Contains: taboo, kink, mommy roleplay, POV, confession, confessions, authority figures, precum play, blowjobs, impregnation fantasy, eye contact, long hair, tattoos, Harley Sin
35:12
Mother and Son First Time video from Harley Sin
Mother and Son First Time ** This is my most in-depth mother and son content to date. Please give yourself some time after this video for processing. This is my first content with background music, and I would love your feedback. Please send me a DM after purchase whether you liked or disliked it. Though I only showed snip-its of the sex scenes for effect, all the sex scene contain mother/son trigger dirty talk** You have surprised your mother. She works so hard, she's a single mom and has been for years. She comes home, thinking you must be having someone over but its all for her. Candles, cheese, grapes, and dinner cooking in the oven. She cant believe it. You've even drawn a bath and left her robe out so she can be more comfortable. You sit down to dinner, beautiful soft music playing just for her. When she hears it, its your song! You're confused, but of course you don't remember. She used to dance with you around the house when you were little, falling in love with you. But you get quiet, your mother starts to get uncomfortable. She doesn't understand, when you tell her you feel more than just mother son love for her. She gets flushed, because mothers and sons are not supposed to feel that way. But she can't lie to you. She feels that way too. But you can never act on it. She's relieved, having everything in the open. She laughs. You ask her to dance.... and down the rabbit hole you fall XO Fantasy includes: taboo, kink, mommy roleplay, POV, cowgirl, POV sex, POV kissing, virtual sex, pussy eating, mutual masturbation, masturbation encouragement, love, romance, music, aftercare
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