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Showing 1 - 60 Videos

My Step-SISTER Dry Humps Me Until I TAKE HER VIRGINITY video from Grey Productions

My Step-SISTER Dry Humps Me Until I TAKE HER VIRGINITY by Grey Productions I am bored one night and go to see if my stepbrother is still awake. I had heard about this party some people were having and I beg him to take me. He refuses, but I beg and beg and beg. I explain that I really just want to start doing cool things like he does, and that I really, really need to lose my virginity. A party is the best way to get that done. Somehow, one thing leads to another, and I do lose my virginity. TO HIM. Oh ya, he also CUMS INSIDE MY PUSSY.

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The REAL Stranger Things Finale video from Grey Productions

The REAL Stranger Things Finale by Grey Productions MILFie Bobby Brown presents the real finale to Stranger Things. Vecna, after receiving a proposal from Will to trade his virgin ass for saving the world, has a more appealing idea. He wants to take El's virginity, and make her pitiful boyfriend Mike sit in the corner and watch. It takes some convincing for El to even hear him out, but then, putting aside her fear of hurting Mike, she agrees. Vecna returns them all to Eddie's old trailer and he has his way with El, all while humiliating Mike. Things start with a deepthroat gagging blowjob, making her strip, some more face fucking, rough doggystyle, and then she bounces on his cock reverse cowgirl so Mike can see her precious face as she takes her ever first cock. Vecna then seals the deal with a dripping creampie that Mike gets to stare at from the corner. In true villain fashion, though, Vecna decides after taking El that he will take Will too. Only THEN will he agree to remain in the upside down, close the gates, and free Hawkins from an eternity of suffering.

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You've been r@ ped ? Watch this video from Princess Rapunzel

You've been r@ ped ? Watch this by Princess Rapunzel After the r @pe ? Your MIND became your hell. Your own personal hell. HELL was not even the r@ pe. Hell is you. Living in your own mind. Racing thoughts. Anxious. Scared. PANIC attacks. All day every day. Sometimes it stops. And you think it's finally over. But then it starts again, and again and again. You can't escape it. You can't escape it. The r @pe is done. But the PAIN the hurts. The anxiety. The DEPRESSION. It's forever. Living INSIDE of you. You CAN'T ESCAPE yourself. Never. Ever. The only way for you to escape yourself is literally to be k!lled. Or to k!ll yourself. But you're still young. You have plenty of years to live yet. And you know it. you also know that you do not want to keep living like this for the rest of your life. The r @pe is done, and you cannot change that whatsoever. But you can change something else... If you talk to people about it. They will always only see you as WEAK WEAK WEAK. A pathetic hole only good to be r@ ped. A miserable faggot who secretely enjoyed it. A "male" who has nothing manly in him. A pathetic idiot who was stupid enough to be a part of the few males on this earth that got r@ ped. You'll be seen by your peers as a WEAK, GAY, and PATHETIC asshole. And you don't want that. It would only add to your pain. To your SHAME. It would only make you feel even worse than you already are. And you don't want that. NO NO NO. You don't want to be even worse, depressed and anxious than you already are. You want to be better. HAPPIER...

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Addictive Princess video from Princess Rapunzel

Addictive Princess by Princess Rapunzel Hi addict. I am well aware of your obsession with me. I want to cultivate your addiction with me. However I can. I know you've been obsessing over my clips. Spending hours jerking and jerking like a pathetic little wanker. You can barely take your hands off your cock anymore. You just need more and more. You always need more of me. I don't know why exactly, why you are so obsessed with me. Maybe you love luxury and glamor that I surround myself with, and you want a little piece of it. Maybe it's my hair you're enchanted by. Or my insanely hot body, that has you tugging your cock for hours. I suspect it's a mixture of all those things, that makes me so fucking addictive. But it's time for you to go further and deepen your addiction for me. I always want you to go further and deeper for me. I want you worshipping me every single day. I don't want you to cum without my permission. My permission is very very important. I want to drive you crazy with frustration when I deny you permission to cum for me. You know you don't get to cum without my permission. Why should I just grant it to you like that. It's so fun to deny you and see your addiction get even worse. So that you get even more hooked on me. With everyday I have you spending with blue balls. I want your blue balls to get so bad, knowing that it's all been caused by me. Knowing that there's really nothing you can do about it, except keep on edging, keep on paying, keep on worshipping, in the hopes that I will be generous enough to let you release. And maybe the cravings will go down and subside for a few days, maybe a few hours before the cycle will start all over again.

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REPROGRAMMING 20Yr Olds into CASH PUMPS! video from Princess Rapunzel

REPROGRAMMING 20Yr Olds into CASH PUMPS! by Princess Rapunzel This video has been censored to maximize its power. I Sexualizing pixels in your 20s? Absolutely the smartest move! There’s no better time than your 20s to start associating pixels with pleasure! Some people think it’s unethical to take advantage of gullible guys in their 20’s who are young, goofy and full of cum, but I strongly disagree. I love that your prefrontal cortex is still a work in progress. Which means hacking your brain into My favorite cash machine is ch ild's play! Oh yes! At twenty sth, your cash-dispensing engine (cashcock!) is revving on pure testosterone and endless horny energy—like a non-stop, money-spitting machine just begging to blow! So go ahead, train that clueless little cashcock to explode with excitement every time you hit “pay.” Future savings? Who cares! Your only goal is to turn your wild, dumb desires into a glorious cascade of cash! Get ready to love being broke like never before! Poverty builds character and you need this! Men in their 20s are set for a lifetime of nonstop cash flow—and I fully intend to milk every drop of it!

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Virgins First Time video from Luna Allora

Virgins First Time by Luna Allora You go on a first date with Luna and things go better than you could've imagined, so well in fact she invites you to come spend more time with her at her place! You arrive and she immediately wants to get to it, but you're apprehensive, not only are you a virgin but you've already been told by so many women just how small your cock is. This doesn't phase Luna, she is used to men saying their cocks are small only to find they are quite average. She's in for quite a surprise when you take off your pants and she sees just how small it really is! Generously, she lets you try your best anyway but when she doesn't even realize it when your cock is inside her she can't manage to find a way to keep making excuses for you. So she-as politely as she can-lets you finish up, but not inside her, you don't deserve that!

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SPH Cheating Girlfriend Locks You Up video from Tia Black

SPH Cheating Girlfriend Locks You Up by Tia Black You and your GF are attending different universities, but that doesn't mean you're any less devoted to her, right? To prove your devotion, you let her lock your cock up and keep the cage on until you reunite at the end of the semester. When you finally do reunite, she reveals that she's fucked multiple guys! If you're good and do as you're told, maaaybe she'll finally take your virginity!

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My Step-MOM Says It's Not Weird I'm a Virgin and She'll Fix It video from Grey Productions

My Step-MOM Says It's Not Weird I'm a Virgin and She'll Fix It by Grey Productions I'm freshly 18, and still a virgin! My step-mom knows I masturbate, and has the sneaking suspicion that I spy on her. One day she barges into room claiming dinner is ready, knowing that she is going to walk in on me jerking off. When she first comes into my room and catches me I am extremely mad and embarrassed. After a lot of coaxing she convince me to let her show me exactly what I need to know sexually. First with her hand, then her mouth, and then eventually her pussy. This is what a good step-mom does right?

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AUTISTIC SELF-HATRED video from Princess Rapunzel

AUTISTIC SELF-HATRED by Princess Rapunzel It’s a psychological deep-dive into autistic self-hatred — told through power, control, and dependence. I’m not here to fix you; I’m here to understand you, use what you hide, and make it mean something. You’ve spent your whole life trying to hold yourself together, and now you let me hold the pieces for you. Every routine, every flaw, every lonely birthday becomes part of how you serve. You serve because it’s the only time you stop hating yourself. You don’t find peace by being “normal” — you find it in structure, in surrender, in ME. It’s manipulative comfort, toxic care, and brutal honesty wrapped in dominance — the only kind of love you actually deserve.

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You Want Your Step-MOM's Body Back So Do EXACTLY WHAT I SAY video from Grey Productions

You Want Your Step-MOM's Body Back So Do EXACTLY WHAT I SAY by Grey Productions Your bully at school has been an absolute devastation to your life for many years. Constant harassment. One day he makes a very odd threat to you; that he knows a way to take control of your step-mommy's body. You think that it is so far fetched and fake that it's not anything to worry about, but it does shake you. As soon as you get home you go running straight to your step-mommy to complain, yet again, about your bully. You also tell her about what he said regarding taking over her body and she dismisses it as ridiculous. The next morning, guess what, YEP, the bully now has control of your precious step-mommy's body. He first explores his new vessel, and formulates a plan to make sure your life is ruined even more than usual, all for the sake of him getting his precious step-mommy back. He goes to greet you in her body and you instantly can tell something is off, and he explains what he has done. Not only that but he says you must follow him into her bedroom and watch something without fail, if you ever want her back. It ends up being a male professional who he let's completely defile her mouth, body, and pussy; ALL WHILE YOU HAVE TO WATCH. The finale? You have to clean out this random guy's cum from her pussy before I will release her back to you. EVERY. LAST. DROP.

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Playing Truth or Dare with my step-SISTER and my Girlfriend video from Grey Productions

Playing Truth or Dare with my step-SISTER and my Girlfriend by Grey Productions My step-sister and I both got grounded on a Friday night. She was super bummed because she had planned on losing her virginity to my boyfriend tonight! Meanwhile our parents are downstairs hosting a bunch of their friends having the best time. Since we both got grounded we were just hanging out his my room when my girlfriend all of a sudden shows up. She snuck in the window downstairs and brought some party favors to try and make our night better. A while later after partaking in those, we decide to play truth or dare. Eventually it escalates to stripping, her watching my girlfriend blowing him, and then it goes WAY further. My step-sister gets dared to blow me. After that, she does end up losing her virginity..... but to ME! Not only that, but I cums inside of her, and while we are trying to figure that out our step-mom busts in the door and catches us in the act.

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Step-Parents Held Hostage Step-Siblings Have to Fuck to Rescue Them video from Grey Productions

Step-Parents Held Hostage Step-Siblings Have to Fuck to Rescue Them by Grey Productions My younger step-SISTER and I come home from school. She shouts out for step-mom and step-dad but no one answers. She then sees a note on the counter that reads “If you ever want to see your step-parents again, go to the bedroom.” I act confused and we both head to her bedroom where we find another note. This one reads, “We have taken your step-parents and are holding them hostage. We do not want ransom money. What we demand is that you two follow this list of instructions to a ‘T’. If you do not, you will never see your step-parents again. We are watching from a hidden camera, so if you try to leave this room, make any phone calls, or deviate from this list of tasks, you will never see your step-parents again.”

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Chat Roulette With my Step-SISTER Leads to Taking Her Virginity video from Grey Productions

Chat Roulette With my Step-SISTER Leads to Taking Her Virginity by Grey Productions Our step-parents are gone for the day and we are super bored. My step-sister comes to check to see what I am doing and I am sitting there on Chat Roulette. She already knows exactly what goes on with that website and some how I still sucker her into sitting there with me as I scroll through the various degenerates online. At one point we get to a guy that isn't just sitting there jerking his dick and he immediately offers to Venmo her to show her tits. After a bunch of convincing, she caves and goes for it. Then it escalates. We both get naked, we touch each other, and I stick my fingers in her pussy... and THEN it goes way beyond any imaginable thought. He pays us more and more and more to go from blowjob to eventually having me take my step-sister's virginity. Not only that, but he pays for me to cum inside her and EAT IT OUT OF HER PUSSY. We can't believe this all happened. At least we made more money than I even thought was possible, and my I told her it doesn't count and that she is still a virgin since I'm her sibling.. I also promised that no one will ever find out. She better hope that guy wasn't recording the whole thing.

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ARMPIT HAIR WORSHIP video from Princess Rapunzel

ARMPIT HAIR WORSHIP by Princess Rapunzel Understand this: My power lies not only in my choice (+++hairy armpits), but also in your reaction to it. How horny and weak you are for my hairy armpits. You're mesmerized by my hairy armpits just like you are with my GIANT hair. You're here because you feel the power my armpit hair has over you. Because you know that my strength is something greater than yourself. My beauty is out of this world. You will continue to worship not just my armpit hair but everything it represents. Freedom. Defiance. Love. Power. ME.

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GOLD DIGGING HOMEWRECKING STEPMOTHER MAKES YOU EAT YOUR CUM 1080P - ELLIE IDOL video from Ellie Idol

GOLD DIGGING HOMEWRECKING STEPMOTHER MAKES YOU EAT YOUR CUM 1080P - ELLIE IDOL by Ellie Idol Ellie was your ma's hairstylist, but now she's your stepmother after stealing your megarich pops away. Since she moved in, there has been tension, as she broke up your 'rents' marriage. Though you still haven't been able to refrain from checking her out, she's taken notice. She decides to tell you exactly how she stole your pa from your ma. How once she had him on her hook, she took advantage of him with her looks, getting everything from no-limit credit cards to a high-rise penthouse they'd hook up in. One day, they decided enough was enough and presented your ma with divorce papers... mid-fuck!! Your ma was completely shocked and fell to her knees, a broken woman. All she could do was sign the papers when, suddenly, Ellie drooled a big load of seed onto her hair. It would be the last load she ever received from your da and the last hairstyling she'd get from her former hairdresser. This whole story has you pitching a small tent in your pants, and so she orders you to jerk that little penis as she strips her outfit to reveal the designer lingerie your pa bought her. He's going to fuck her in it tonight. He's a real man with a huge cock and a fat wallet. You're just a beta bitch who will soon be cut out of the will and moved into the basement, where you can jerk your nub all day long. She counts you down, and you cum like a good little loser for your new stepmommy. You don't object when she commands you to eat your own jizz either. Later on in the evening, your stepmother's moans lead you to sneak into her bedroom like a little Peeping Tom to watch her ride your dad's thick dick. You know you'll never give a woman pleasure in your lifetime, and she knows it too. They climax together, and she flashes you the LOSER hand sign, signaling that she knew you were watching her the whole time. Pathetic.

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Student Life & Paypig video from Princess Rapunzel

Student Life & Paypig by Princess Rapunzel Barely scraping by between classes and late-night study sessions, but your devotion is priceless—and I own every penny you don’t have. You’re skipping meals in the dorm, cutting corners on textbooks, all just to feed my expensive tastes. While your classmates party, you’re busy draining your wallet for me— trapped in the endless grind of college debt and secret worship. I’m the queen of your financial ruin, the reason your student life is more than lectures—it’s about submission and sacrifice. Ready to trade frat nights for tributes and freedom for my control? Because Rapunsimp, this is only the beginning of your delicious downfall!

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Panty Sniffing Blowjob Education.. For My Step-SON video from XNatashaGrey

Panty Sniffing Blowjob Education.. For My Step-SON by XNatashaGrey I find my underwear covered in cum, the only possible step-son was my little virgin step-son. After accusing him, he begs me to show him my pussy.. and then touch his cock.. and eventually blow him.. I can't believe I let him blow a giant load in my mouth.

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Movie Night with My Step-SISTER Gets Weird video from Grey Productions

Movie Night with My Step-SISTER Gets Weird by Grey Productions A few weeks ago I got in trouble for, getting messed up. Well my little step-sister found my backpack upstairs and when she went through it she found these candies that tasted JUST LIKE IT SMELLED when I got in trouble. Gummies are her favorites so she tries one and immediately spits it out. She comes downstairs to my room to let me know what she found (and that she was going to tell on me). Once down there I convinced her that they are actually a lot of fun, and to eat some with me and watch a movie. My little step-sister strangely trusts anything I say, so she agrees. The movie I choose to put on though, was super weird for her, it was called Taboo 2 and had very strange interactions between siblings. Not only that, but it was filmed in the 80's so the quality was terrible (I don't mind it). Eventually the movie got REALLY weird, and uncomfortable for her. The sex scenes that were going on between the actors started happening so she begged me to turn it off. She thought I was acting weird the entire time too, talking all sexual, and touching her and myself trying to convince her it wasn't weird. Eventually, she said she just wanted to go to bed, I turn the move off and convince her to stay and hang out. One thing leads to another and I end taking my step-sister's virginity. WHOOPS.

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Becoming My Step-Sister's Sex Coach video from Grey Productions

Becoming My Step-Sister's Sex Coach by Grey Productions My step-sister has been dating this real scum back that I know, who I guarantee was only with her to take her virginity (which it turns out he did). One day I hear her crying in her room when she was supposed to be going on a date with him. I go in and ask what's wrong only for her to tell me that he dumped her. She confessed that she let him take her virginity, but then I had the bright idea to put it in her head that she was probably just bad at sex and THAT is why he dumped her. I know my step-sister is a little freak because she has been watching porn non stop to make sure she knows exactly what to do on a dick. After some convincing, and getting into her head more, she let's me critique exactly what she did when they fucked, to make sure it wasn't her lack of skill. She gives me a full play by play of her first time. Starting with sucking my cock, riding me cowgirl and reverse, and then letting me fuck her doggystyle before cumming in her mouth. It definitely wasn't her lack of skill or slutty-ness, but I am going to keep this going for a while I think.

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Showing a Virgin a Real Pussy video from 420sextime

Showing a Virgin a Real Pussy by 420sextime Hey loser come in here, I need to talk to you. All you do is jerk off all day to that anime bullshit, you've been a virgin your whole life and that isn't going to stop anytime soon. Are you ever actually going to see a real pussy? Well I've got some news for you. I'm going to show you mine. No I'm not going to fuck you, my pussy is for real men. I want to give you a chance to see what you're missing out on, since you're never going to be with a real woman at this point, it might be your only chance to ACTUALLY see a real woman's real pussy for yourself, you pathetic dweeb ahahaha Includes: Humiliation, femdom, female orgasm, orgasm, masturbation, beta, virgin, virgin humiliation, beta humiliation, beta bitch, pathetic, dweeb, beta bitch boy, forever virgin, mean, brat, mean gnd, gnd, cute, denial

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Send me my money video from Princess Rapunzel

Send me my money by Princess Rapunzel You're going to be stuck at home because I drain your entiere bank account. You love it don't you ? You love serving me. And this is the only way you get to serve me. If you sacrifice and open up that fucking wallet, like a pathetic human ATM you are. MY pathetic human ATM. *small laugh* that's all you are to me. A human ATM. Yes. An ATM. That I can take from whenever I fucking want. Whenever I want something I can just say send me money and you do. That's so easy for me. My life is so easy. I can make a withdraw of any amount whenever I want. *small laugh*

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It's Not Weird, I'm Your Step-MOMMY video from XNatashaGrey

It's Not Weird, I'm Your Step-MOMMY by XNatashaGrey My step-son is freshly 18, and is still a virgin! I know he masturbates, and get the sneaking suspicion he spies on me. One day I barge into his room claiming dinner is ready, knowing that I am going to walk in on him touching himself. As I come in the room he is extremely offended, and embarrassed. After a lot of coaxing I convince him to let me show him exactly what to do. First with my hand, then my mouth, and then of course my pussy. I mean, this is what a good step-mommy does right?

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Toilet slavery for Rapunzel video from Princess Rapunzel

Toilet slavery for Rapunzel by Princess Rapunzel Okay so why do people enjoy being toilet slaves and what actually is a toilet slave so a toilet slave is a person who enjoys consuming or in any way engaging with their princess waste and the reason could be one of the two they either A) Enjoy degradation and extreme humiliation and they just want to be treated like trash like an object like the inferior they are or B) because they want to they love their Princess so much, they want to worship her so bad that they just want to consume every single part of her. Like they just want to become more and more connected with her and this is a way how to do it you know consuming something that is directly coming from her that they're like so OBSESSED with. Or C) it can be these two combined, they are inferior, a real beta that doesn't deserve the touch of a woman so now their mission in life is to worship their Princess with all of their heart, wallet and cock. No matter what it takes. *small laugh* PS = I'm not wearing ANY underwear...

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Paid $5000 to Make a Sex Video with my Step-BROTHER video from XNatashaGrey

Paid $5000 to Make a Sex Video with my Step-BROTHER by XNatashaGrey I haven't been making nearly enough doing my usual social media influencing and find an interesting opportunity online.. They ad is offering $5000 to make a porn with a step-sibling. They are also offering $5000 more for a creampie. I pitch the idea to my step-brother who is completely against it. Eventually he decides to help me. We have to introduce ourselves, and complete a list of actions. Tongue kissing, undressing each other, touching each other's bodies, perform oral sex on each other, and eventually UNPROTECTED sex. After suffering through doing all of these things with my step-brother, we decide that we have already gone this far, why not get the extra $5000 for the creampie. What have we done?

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Penis Size FAIL - Teacher's Embarrassing SPH JOI video from Stella Von Savage

Penis Size FAIL - Teacher's Embarrassing SPH JOI by Stella Von Savage It's your first day of anatomy class and your HOT teacher is going over the average male body. When she gets to the reproductive parts, she calls on YOU to give the class an example! You know your penis is FAR from the average size, but you're also afraid of looking stupid in front of this hot teacher and your entire class. So you follow her instructions, stand in front of the class and reveal your... dick. Everyone laughs! She quiets the class and attempts to point out the different parts, but your dick is so small that no one can really see anything. She dismisses the class to study properly sized penises in their textbooks, but holds you back afterwards to try to make up for your failed class participation grade. She has you jerk off in front of her in order to pass, will you do it?

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JUST THE TIP video from Princess Rapunzel

JUST THE TIP by Princess Rapunzel Yeah go ahead and be a big dick energy guy. That is your one chance at life to actually make a woman cum from tip alone even if in reality you don't necesseraly have a big dick. *small laugh* Even a small dick loser, a shrimp dick beta, a tiny penis moron could have a chance to make me orgasm with tip only. But. Only if that tip is so big and fat that I can feel the large girth out of it. If I can barely put my tiny princess hands around all the dollars bills that your big fat tip represents, then yes that's a cum in my books. That's your one chance at life to be a big dick guy even if you're only working with a few inches. *small laugh* Even if what you are looking at in the mirror down there looks more like a toothpick than a real man dick dick, that's your one chance in life to feel like what's like to pleasure a hot woman like me with your big fat tip.

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JOI for Mommy video from Princess Rapunzel

JOI for Mommy by Princess Rapunzel *touch pussy* so fucking good. Stroke for step-m0mmy. *jerk off sign* like a good boy. *moaning* *touch boobs* keep pumping. Keep jerking off that little boy cock. For step-m0mmy. Do you want to see step-m0mmy's titties? step-M0mmy's cute little titties that you dream to suck on. *small laugh* I'm sure you do. Keep pumping. don't stop. Look at those perfect tits. *jerk off sign* Keep pumping for step-m0mmy like a good boy. Don't take that hand off of your cock. Keep going. Listen to step-m0mmy. Fuck. *moaning as you are trying not to cum* *touch pussy + small laugh* Step-M0mmy knows what's best for you :)

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HUMAN ATM TRAINING DAY 6 = DESCRIPTION video from Princess Rapunzel

HUMAN ATM TRAINING DAY 6 = DESCRIPTION by Princess Rapunzel Welcome to ATM training day 6. Today is all about obedience training. ATMs always listen. ATMs don't speak. Unless I talk to you first and clearly I'm initiating conversation then you obviously allowed to talk. But what I mean by ATMs don't speak is if I tell you to dend a certain amount you will never ever have any excuse not to send. When I tell you to send you do it. Because that's how ATMs work. So as soon as I tell you to send you start sending. You sent the amount is that I ask whenever I ask for it ...

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Losing my Virginity to my Step-BROTHER and getting CREAMPIED video from XNatashaGrey

Losing my Virginity to my Step-BROTHER and getting CREAMPIED by XNatashaGrey I am bored one night and go to see if my stepbrother is still awake. I had heard about this party some people were having and I beg him to take me. He refuses, but I beg and beg and beg. I explain that I really just want to start doing cool things like he does, and that I really, really need to lose my virginity. A party is the best way to get that done. Somehow, one thing leads to another, and I do lose my virginity. TO HIM. Oh ya, he also CUMS INSIDE MY PUSSY.

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My Step-BROTHER Told Me It's Not Losing My Virginity If It's HIM video from XNatashaGrey

My Step-BROTHER Told Me It's Not Losing My Virginity If It's HIM by XNatashaGrey My older step-brother is visiting from college while our parents are out of town for the weekend.. He had much more in mind for his weekend with me than just spending time together. He takes it upon himself to teach me all about sex, and boys, because he is ashamed that I am 18 years old and still a virgin. I completely trust my older step-brother, and know he wants what's best for me, but I still feel like the whole weekend was wrong. First he shows me porn, and how to masturbate... Then tries to feel me up during a massage.. Then we play truth or dare and he keeps daring me to take clothes off and touch him.. Eventually he dares me to put my mouth on his dick, and actually dares me to let him fuck me. I'm really glad that he told me having sex with him doesn't count as losing my virginity... I really want to save myself for the right guy. I do hope him eating his cum out of me keeps me from getting pregnant though.... I am kind of worried.

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Tough Love For Your Virgin Cock JOI video from PeachySkye

Tough Love For Your Virgin Cock JOI by PeachySkye Custom video description: PeachySkye is wearing a very sexy pair of bra & thonged panties to greet me for yet another JOI. In the past, she’s teased me light heartedly regarding my virgin status. This time, she’s feeling like she wants to go in quite a bit harder teasing me. She decides I need some virgin humiliation along with this JOI. She says this is going to be some tough love, but it’s what I deserve. She demands I strip fully nude for her and to start stroking my virgin cock. She wants me to be careful I don’t cum too fast, knowing I’ve been known for premature ejaculation. I’m only to cum when she gives me permission to cum. For the cum countdown, she says because I’m still a virgin, she wants me in the loser position… laying on my back, legs over head, cock pointed at my face. “That’s right, you’re going to give yourself a facial because you’re a virgin loser”. She counts me down and instructs me to cum all over my virgin loser face.

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Losing Your Anal Virginity video from Luna Allora

Losing Your Anal Virginity by Luna Allora It starts out with an innocent game of ''Never Have I Ever'' and turns into so much more when your friend realizes you've never been pegged before! If you like a gentle build up, this will fulfill all your anal desires! Starting with the smallest toy and getting you all stretched out until you can take every inch of my strap!

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Mindfucked into findom video from Princess Rapunzel

Mindfucked into findom by Princess Rapunzel You're so lucky that you get to send to me. You're so lucky that you're being mindfucked by me. You have no idea how lucky you are. *squeeze boobs + moaning* the most perfect princess tits, in the fucking world. The most beautiful princess ever. Princess Rapunzel boobs. Controlling your life. Controlling your cock. Controlling your bank account. Controlling and taking over your fucking mind. *tease with bare tits* Now send again for them. fucking you over and over and over. Another hundred. Another Benji for my perfect princess boobs. *moaning* so fucking hot. Don't worry loser I will let you go soon. I know you don't want it to end. But I have so many videos on my clip store. You will buy more again again and again. You will spend money for my perfect princess boobs, again and again, and again. Under my control, my power, my hotness again, and again, and again. You have no choice and it feels so fucking good.

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slutty brat livestreamer is also your babysitter video from Jolie Lyon

slutty brat livestreamer is also your babysitter by Jolie Lyon This slut you found online hosts live streams where she does the dirtiest, naughtiest stuff… and any internet perv is welcome to watch and stroke to her. She really just gets off on it, she likes the attention I guess? So when you see a notification pop up on your phone that she’s about to go live, you immediately tune in. This time, it seems like she’s in her best friend’s house… together with her friend’s little brother. Oh fuck, this poor boy has a crush on her? Poor guy, he has no clue yet, obviously, but this slut is NOT girlfriend material. She WILL give him the night of his young life though. She will kiss him, tease him, suck him, fuck his virgin little dick… and you will watch and enjoy, with all the other dirty pervs in the chat! [SPOILERS AHEAD! The taboo roleplay fantasy video you’re about to watch heavily focuses on BIG SIS type / LITTLE BRO type characters, fake LIVE STREAMING, virginity themes, e-girl characteristics and nympho slut themes. It features teasing / flashing ; off screen kissing / making out ; a blowjob scene ; a riding / cowgirl scene ; closeups ; cumming inside ; and taboo roleplay fantasy dirtytalk through the whole video. Have fun!]

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Growing Up as the Ugly Guy video from Princess Rapunzel

Growing Up as the Ugly Guy by Princess Rapunzel You were never the pretty one. You grew up invisible — the background noise in everyone else’s story. But I see you. I see every flinch, every desperate need to be useful, every quiet ache to matter to someone. I don’t give you love; I give you purpose. You were never meant to be loved. Just useful. I turn your insecurity into obedience, your ugliness into currency. It’s not romance — it’s control disguised as comfort. You don’t get to be adored. You get to be seen, and that’s enough to keep you on your knees.

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Reluctant Sub Secret Devotion video from Princess Rapunzel

Reluctant Sub Secret Devotion by Princess Rapunzel You act tough, but I know your secret—you’re my reluctant sub, addicted to obeying and paying even when you try to deny it. Behind that mask of resistance, your wallet trembles every time I command, sending tribute in secret while pretending it’s not happening. You hate how much you crave my control, but the proof is in every transaction, every quiet confession of devotion. You think you’re in control, but I hold the leash—your bank account, your heart, your darkest desires. No more hiding, no more pretending; it’s time to surrender fully and worship me with every payment. Are you ready to admit the truth? You belong to me.

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Roommate Takes Your Virginity with TiaBlack video from Tia Black

Roommate Takes Your Virginity with TiaBlack by Tia Black As a virgin, you've always been sexually frustrated, especially when your roommate walks around half naked. You've been jerking off so much that she's started to notice. She barges into your room and confronts you about the cum stains on her face cloth. She berates you and demands that you take out your cock. She's going to settle this once and for all. Your virginity belongs to her now. She is also going to make you eat your own cum as punishment for being such a slob. No more mess around the apartment, understand? ( this vid includes POV handjob, standing doggystyle with spread eagle cowgirl, degradation, humiliation, male virgin roleplay, roommate fantasy, femdom (female domination) , bratty girls, sneakers, cumshot, cum eating instruction ( CEI ), cumshots, petite blonde models with braided pigtails and glasses ) #virgin #femdom #humiliation #cei #cumeatingencouragement #dirtytalk #roleplay #handjob #joi #creampie

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Loser Therapy 4: Caged and Locked in Chastity video from Stella Von Savage

Loser Therapy 4: Caged and Locked in Chastity by Stella Von Savage This is the ultimate series in beta male training. Stella's 4th session with you involves a treatment plan of chastity, only releasing when she instructs you. Stella owns you, reinforcing your loser status acceptance with light SPH, loser affirmations, rejection & denial.

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Playing Truth or Dare with my Step-Brother and his Pervy GF video from XNatashaGrey

Playing Truth or Dare with my Step-Brother and his Pervy GF by XNatashaGrey My step-brother and I both got grounded on a Friday night. I was super bummed because I had planned on losing my virginity to my boyfriend tonight! Meanwhile my step-parents are downstairs hosting a bunch of their friends having the best time. My older step-brother got grounded too, so we were just hanging out in my room when his girlfriend all of a sudden shows up. She snuck in the window downstairs and brought some party favors to try and make our night better. A while later after partaking in those, we decide to play truth or dare. Eventually it escalates to stripping, me watching his girlfriend blowing him, and then it goes WAY further. I get dared to blow my own step-brother! After that, I do end up losing my virginity..... but to HIM! Not only that, but he cums inside of me, and while we are trying to figure that out our step-mom busts in the door and catches us in the act.

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HUMAN ATM TRAINING DAY 5 = WALLET MICROMANAGED video from Princess Rapunzel

HUMAN ATM TRAINING DAY 5 = WALLET MICROMANAGED by Princess Rapunzel A large part of being a human ATM is having your entire life controlled by me. Not just your finances. Your life is going to be micromanaged by me. Doesn't that sound hot? *small laugh* When it comes to you being my human ATM long-term we have to figure out exactly how much you are gonna be sending me per month. I will never ever except no as an answer. If I ask you to send to me you send. You'll never say no. So, in order to prevent me being disappointed and angry at you, mommy will micromanage your life...

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My Step-MOM Gives Me a Panty Sniffing Blowjob Education video from Grey Productions

My Step-MOM Gives Me a Panty Sniffing Blowjob Education by Grey Productions My step-mom finds her underwear covered in cum, the only possible explanation was that I did it. After accusing me, I beg her to show me her pussy.. and then touch my cock.. and eventually blow me.. I can't believe she let me blow a giant load in her mouth.

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MANIPULATIVE GREEDY STEP-DAUGHTER video from Princess Rapunzel

MANIPULATIVE GREEDY STEP-DAUGHTER by Princess Rapunzel You know I've always been a greedy brat. But it's gonna get worse now. So much fucking worse, you can't even imagine how greedy I'm going to be. *small laugh* You've been around me for a long time now. Since I was a little girl. You know I'm spoiled and I get whatever the fuck I want. I've always been this way. My mom has always been giving me whatever the fuck I want. And then when you came into the picture I started using you to get whatever the fuck I want. I'm just spoiled that's how it goes. But recently I stumbled upon something on your computer. *small laugh* Something that would be detrimental to your marriage with mom. Yeah. You know exactly what I'm fucking talking about don't you. Of course you do …

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blue ball prison video from Lilredvelvet

blue ball prison by Lilredvelvet VERTICAL VIDEO! name use: bret. you only get to cum if you have sex with a woman in real life. and you cant do that can you? no. so you watch this video over and over again until that happens and jerk off with just your index finger and thumb. i humiliate your small cock and talk about my partners large cock and our sex life. i show off my outfit you picked out for me and talk down to you.

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I Have a Pervy Step-SON Who Likes to Watch video from XNatashaGrey

I Have a Pervy Step-SON Who Likes to Watch by XNatashaGrey My step-son has always been a little weirdo. He has never had a girlfriend, is definitely a virgin, and well... That's probably for the best because he has a TINY dick, even smaller than his step-father's. As he's grown up he has become absolutely obsessed with me, but in particular my stockings. He is always gooning at me in them anytime I come home from work. His new thing however, is to try and listen to me getting fucked any time I have a guy over. This time, I hear him, and decide I am sick of it. I make him come in the room, torment him, make him watch me jerk and suck my alpha and then I notice he is hard (go figure). We both make him drop his pants to see exactly how small his dick is, and wow, even with being tormented he can't help but get hard and cum. After he's done I tell him to clean up his mess, leave, so that we can get back tor real business.

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BYE BYE BRAIN video from Princess Rapunzel

BYE BYE BRAIN by Princess Rapunzel Let go. Let it all go. You are brainless. You don't have a brain anymore. You're stupid. You are so dumb. Say bye bye to your brain. Bye bye brain. No more thoughts. Only princess... Look deeper at my perfect princess hair. My perfect model body. So hot. You're so stupid. Dumber and dumber. Dumb. Dumb. Bye bye brain. Dumb. Dumb. Bye bye brain. Mushy brain. Stupid stupid stupid head. No thoughts. Mushy mushy brain. Bye-bye brain. Mushy mushy brain. Go deeper. Go deeper…

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Gangbang FOMO video from Felicity Azura

Gangbang FOMO by Felicity Azura You found a gangband event on fetlife. Upon arrival, you meet the beautiful woman mentioned online. However, she says that you’re not attractive enough for sex.

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The REAL Stranger Things Finale video from XNatashaGrey

The REAL Stranger Things Finale by XNatashaGrey MILFie Bobby Brown presents the real finale to Stranger Things. Vecna, after receiving a proposal from Will to trade his virgin ass for saving the world, has a more appealing idea. He wants to take El's virginity, and make her pitiful boyfriend Mike sit in the corner and watch. It takes some convincing for El to even hear him out, but then, putting aside her fear of hurting Mike, she agrees. Vecna returns them all to Eddie's old trailer and he has his way with El, all while humiliating Mike. Things start with a deepthroat gagging blowjob, making her strip, some more face fucking, rough doggystyle, and then she bounces on his cock reverse cowgirl so Mike can see her precious face as she takes her ever first cock. Vecna then seals the deal with a dripping creampie that Mike gets to stare at from the corner. In true villain fashion, though, Vecna decides after taking El that he will take Will too. Only THEN will he agree to remain in the upside down, close the gates, and free Hawkins from an eternity of suffering.

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free use for your futa tinder date: face fucking, facial, pegging video from Veggiebabyy

free use for your futa tinder date: face fucking, facial, pegging by Veggiebabyy This is a custom video! Contact me if you’d like your own! I’ve brought you back to my place after our date, and when I make a move, you get nervous. I tease out of you that you’re a virgin and that you’d do anything to lose your virginity. I decide to have some fun with this, making you strip and kneel for me. I fuck your face with my thick futa cock, telling you if you’re a good boy, maybe I’ll let you fuck my ass. I bend you over the couch, plowing you hard into the cushions until I pull out to cum on your face. You held up your end of the bargain, so I’ll let you fuck me… but then you cum in seconds! I laugh at you, telling you you’re my boyfriend now.

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FINDOM HUMILIATION video from Princess Rapunzel

FINDOM HUMILIATION by Princess Rapunzel You want to know what's extremely embarassing? *small laugh* The fact that I would never even glance in your general direction if you weren't sending me money. *small laugh* That is humiliating isn't it? I would literally never talk to you if you weren't sending me money. *caress tighs* Because you know what ? *crosing legs* You're a loser. *L sign* And I don't care about losers. I don't care about giving my time or my energy to a loser like you. The only way you could get me to look at you and even speak to you for a second is if you pay me. How embarassing it must be for you…

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DIGITAL SLAVES video from Princess Rapunzel

DIGITAL SLAVES by Princess Rapunzel You were born with a screen in your hand—now that screen belongs to me. Every swipe, every tap, every send tightens the leash around your neck. Your phone isn’t a tool, it’s my weapon, draining your account with the ease of a single click. I’m in your feed, your DMs, your thoughts… and your bank balance shows it. You think it’s just technology—no, it’s financial slavery via a Wi-Fi connection. Swipe, tap, send—your phone is my leash, your account my playground… and you’ll never log out.

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THE GUY WHO NEVER GOT PICKED video from Princess Rapunzel

THE GUY WHO NEVER GOT PICKED by Princess Rapunzel You were never the one they wanted, were you? Never the first choice. Never the one who stood out. But that quiet ache you’ve carried since then — that’s exactly what makes you mine. I don’t need you to impress me. I need you to surrender. While everyone else ignored you, I see you… and I see through you. Every insecurity, every craving, every time you wonder “why not me?” — I turn that into obedience. You’re not here to be picked anymore. You’re here to belong. To me.

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Bratty Roommate Bullies You video from Tia Black

Bratty Roommate Bullies You by Tia Black Your roommate catches you peaking up her skirt like a little pervert! What is she going to do with you? Teasing sounds like fun. She's going to play with her cute little pussy and make you watch, all while degrading you and telling you what a pathetic little virgin you are. :)

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I told my step-SISTER it's not losing her virginity if it's me. video from Grey Productions

I told my step-SISTER it's not losing her virginity if it's me. by Grey Productions I'm home from college on break while our parents are out of town for the weekend.. I had much more in mind for his weekend with my step-SISTER than just spending time together. I takes it upon himself to teach her all about sex, and boys, because I am ashamed that she is 18 years old and still a virgin. She completely trusts me and knows I wants what's best for her, so I take advantage of that. First I shows me porn, and how to masturbate... Then I start trying to feel her up during a massage.. Then we play truth or dare and I keeps daring her to take clothes off and touch me.. Eventually I dare her to put her mouth on my dick, and then push it further and dare her to let me fuck her. I was able to convince her that having sex with me doesn't count as losing her virginity... I had to tried hard because she really wanted to save herself for the right guy. I eventually cum inside her, but tell her that if I eat it out of her (which I do) she won't get pregnant. I'll be getting some Plan B to slip her first thing in the morning.

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glazing your mom in front of your nerdy friend video from Jolie Lyon

glazing your mom in front of your nerdy friend by Jolie Lyon [There are NO NAMES used in a sexual context in the video, it’s just a gimmic in the intro to the video. Steve STILL doesn’t get to fuck your mom :( RIP Steve. Also, you can watch this video standalone, but you’ll probably have more fun if you watch ”mom is going out on a date with someone other than you” first!] You and your mom have had a sexual relationship ever since her failed date with that nerd from your class… that fucking guy Steve. You kind of really want to rub it in his face that you’re the one fucking your mommy’s wet, warm pussy while he gets NONE… soooo, you tell him. Of course that nerd gets all pissy and starts using it to blackmail mom. He wants to see the two of you fuck, then he’ll shut up about this forever. All according to your plan. You are mommy’s bull, and that nerd from your class deserves to get REALLY, REALLY CUCKED! [SPOILERS AHEAD! The taboo role play, fantasy video you’re about to watch heavily focuses on MOM/SON sex, CUCKING, and dual POV’s. The video is shot in the son’s POV, while the cucked boy’s POV is shown in a smaller picture-in-picture. The actions features two separate blowjob scenes ; a riding / cowgirl scene ; tiny dildo ; a missionary scene ; cum encouragement ; cumshot ; cum play ; and taboo role play cucking dirtytalk through the whole video. Have fun and thank you for watching me!]

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Chat Roulette Turns Into My Step-BROTHER Taking My Virginity video from XNatashaGrey

Chat Roulette Turns Into My Step-BROTHER Taking My Virginity by XNatashaGrey Our parents are gone for the day and I am super bored. I go check to see what my bro is doing and he is sitting there on Chat Roulette. I know exactly what goes on with that website and some how he still suckers me into sitting there with him as he scrolls through the various degenerates online. At one point we get to a guy that isn't just sitting there jerking his dick and he immediately offers to Venmo me to show my tits. After a bunch of convincing, I cave and go for it. Then it escalates. We both get naked, we touch each other, and he sticks his finger in me... and THEN it goes way beyond any imaginable thought. He pays us more and more and more to go from blowjob to eventually letting my him take my virginity. Not only that, but he pays for him to cum inside me and EAT IT OUT OF MY PUSSY. I can't believe this all happened. At least I made more money than I even thought was possible, and my bro says it doesn't count and that I am still a virgin since he's my sibling.. He also promised that no one will ever find out. I sure hope that guy wasn't recording the whole thing.

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Findom drain for beginners video from Princess Rapunzel

Findom drain for beginners by Princess Rapunzel $1200 right here. And it looks so much better in my hands than it does in yours. Your money looks way better on me than it does in yours. Your money looks way better on me. *small laugh* This is gonna be your life from now in. So get used to it. You're gonna love it. You live to serve me and to please me. Living your fantasy is the only way to live a happy life. Ally our money comes to me. Findom is so simple for me. You give me your fucking money and you submit. Just like all ther other morons. Your money ? Is mine. It's not yours. Don't fucking forget that.

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School Girl CEI Blackmail Project - SPH CEI JOI video from Stella Von Savage

School Girl CEI Blackmail Project - SPH CEI JOI by Stella Von Savage You are paired with the HOTTEST lab partner to complete a school anatomy project. Unfortunately, it's a project to determine the average male penis size and you're not the most 'endowed'. Lucky for you, measuring dicks in the text books is the assignment. However, your gorgeous lab partner gets curious about YOUR dick size and talks you into pulling your pants down for a real-life example to put into your project. You're thinking this could potentially lead to something fun... but that's the wrong move for you! She laughs at your pathetically small dick, asking you to work it up so you at least have a measurement comparable to the cocks in the text books. You try, but you just end up cumming all over the books. She finds all this hilarious, but promises not to tell your classmates...but only if you agree to licking up all your cum off the dicks on the pages! You're mortified, but do it anyway because you know you'd be even more embarrassed if the whole class knew about this project gone horribly wrong!

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Movie Night with my Step-Brother Gets WEIRD video from XNatashaGrey

Movie Night with my Step-Brother Gets WEIRD by XNatashaGrey A few weeks ago my big step-brother got in trouble for, getting messed up. Well I found his backpack upstairs and when I went through it I found these candies that tasted JUST LIKE IT SMELLED when he got in trouble. Gummies are my favorites so I tried one and immediately spit it out. I went downstairs to his room to let him know what I found (and that I was going to tell on him). Once down there he convinced me that they are actually a lot of fun, and to eat some with him and watch a movie. I trust my older step-brother, so I agreed. The movie he puts on though, was super weird, it was called Taboo 2 and had very strange interactions between siblings. Not only that, but it was filmed in the 80's so the quality was terrible. Eventually the movie got REALLY weird, and uncomfortable, what was going on between the actors so I begged him to turn it off. My step-brother was acting weird the entire time too, talking all sexual, and touching me and himself trying to convince me it wasn't weird. Eventually, after I said I wanted to go to bed, he turns it off and convinces me to stay and hang out. One thing leads to another and I end up losing my virginity to my step-brother. WHOOPS.

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I help you to feel better about findom (findom therapy) video from Princess Rapunzel

I help you to feel better about findom (findom therapy) by Princess Rapunzel Hello there. How are you doing today ? You're having a good day, great. So what have you come into my office for today ? How have you been feeling lately ? You have something to open up about ? Okay tell me all about it. I'm all ears. Okay I'm gonna write that down in my notes. You've been feeling like a loser lately. Let me stop you for a second. What exactly do you mean ''feeling like a loser'' ? Not exactly sure what that entails. Okay so you feel inferior to women. Okay makes sense. Continue. Hm . You feel like you were born a beta male. *writes down* interesting ''born a beta male''. So you've been feeling like a loser and you think that you're a beta male. What else have you been up to ? How else are you feeling aside from that What has been on your mind lately ? *writes down* okay you have been sending large amounts of money to women. Interesting. Hey look *put the therapy notebook on the table* I see where this is going. I've seen a lot of men just like you. Very very similar situation. Very similar problems. A lot of men have this exact same problem. You're not the only one. You are not alone don't worry. But unfortunately I see where this is going and I don't really think there's anything I can do to help with this. I think I have another solution for you. A much better solution to your problem ?

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I'm your world video from Princess Rapunzel

I'm your world by Princess Rapunzel I'm your world and you're nothing to me. That's the scary part isn't it bitch ? You think you're special? You're just a little soldier. Yeah that's what you are. To be used and abu$ed. My army is growing so large. Practically taking over the male race. Cause you're all fucking pathetic weak bitches for me. Every man just falls right into his fucking knees. The sound of me, and then the sound of my voice. My body. My giant brunette hair. And then me knowing my fucking power. My beauty. How superior I am. How powerful I am. I can do anything I want. To any male. You're all my slaves. I can fuck your little heads up. And turn any male into my obedient bitch.

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