sloansmoans – Nanny Gets Blackmailed

Watch as your “nanny” comes rushing in from a storm. You weren’t expecting her, you were expecting your parents. She tells you that they got caught in the storm and need to stay at a hotel so they called her to rush over to you. As she’s explaining this she doesn’t realize that her white t-shirt is soaked and you can see her perfect tits and nipples through her top. She goes on about how she’s there to take care of you and that she’ll be staying the night and having fun with you. She asks you for a hug and she presses her breasts against you unknowingly. Once she takes a step back she looks down and realizes that her shirt is see-through. She’s so embarrassed! She crosses her arms and apologizes profusely. She tells you that she really should shower and get her clothes dry. She tells you she’ll be quick… Your nanny comes in from her shower only wearing a towel. She’s a bit frustrated because it seems that her clothes went missing. She asks you if you hid them from her and you deny it, even though you absolutely did. She keeps asking you to tell her where they are until she stops and smiles and realizes what is happening. She asks if seeing her nipples made you want to see more. You are at the age where you’re starting to become interested in girls, after all. She tells you that it’s very naughty but she’ll make a deal with you. She’ll show you her naked body if you promise to give her back her clothes. You promise. She’s the first woman you’ll be seeing naked and this excites her. She takes her towel off and poses for you in many different ways. She’s so caught up in her posing that she doesn’t notice you’re taking photos of her. She tells you to stop! She shouts at you to delete them! She explains how having photos of her on your phone could get her into big trouble. She pleads with you to delete them but you don’t. Instead, you want to make another deal. She tells you that she’s not going to agree but that’s when you say you’re going to send the photos to your friends right now if she doesn’t let you keep the photos AND masturbate in front of you. She’s shocked that you know what that is! She pleads with you further until she can’t believe she’s going to agree to your new terms. She then spreads her legs in front of you and shows you how women masturbate. She’s so embarrassed to be masturbating in front of the boy she nanny’s. But then she starts to become really turned on and she can’t believe that she’s into this. She’s so horny that when you start taking more photos of her masturbating she half heartedly tells you not to. And when you take your cock out to jerk off she tries to tell you not to but gets distracted by her own pleasure and your big cock. She can’t believe how big it is and she can’t stop staring at it! She then starts to encourage you to stroke for her. This sets her over the edge and she cums really hard for you. Once her orgasm subsides she says “fuck it” and gets on her knees in front of you. She grabs hold of your cock with both hands and begins to jerk you off herself. You can’t believe what’s happening, but you love it. She dirty talks about her big tits bouncing and how naughty she and you are. She tells you to take photos of her so you can blackmail her later because she doesn’t know why, but this is turning her on so much. She keeps jerking your cock and tells you that it’s okay to cum wherever you want to. You can’t help yourself so you cum all over her pretty face. She’s takes your cum like the naughty nanny she is and tells you that she wants your cum to dry on her face as a reminder of how naughty you are. She then tells you that you must promise to keep this a secret otherwise she won’t be able to be your nanny anymore. Don’t you have the best nanny ever?

File Size : 3.32 GB, Resolution : 1920×1080, Duration : 00:23:37

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Mama Fiona – Virgins 1st Ejaculation

Oh my Goodness little boy! It is your BIRTHDAY! And me, your super hott, very sexually experienced nanny, wants to give you and all your little friends a very important birthday gift. Very VERY important. I’m going to give you… you’re VERY FIRST ejaculations! Thats right! I’m going to make all of you cum for the very first time! Aren’t you a lucky group of boys? I’d say. I’m so good at what I do, I’m able to make ALL of you cum within 15 minutes! Isn’t that impeccable? And wow, all of you cum REALLY quick! I barely have to do anything before you’re filling up with cum and shooting it everywhere. It gets very cummy, I might even get some on my face! You all can’t believe your eyes as you watch each of your friends fall into ecstasy on this very special day. This is going to be your very best birthday yet!

File Size : 2.08 GB, Resolution : 1920×1080, Duration : 00:15:02

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Lady Fyre – The Sitters Appetite

Sequel to “Watching Porn with Your Sitter”. Part 1: I start to edge and tease you while talking about how you’re going to bring me one of your friends to play with. I show off my legs for you because in the little time we’ve spent together, I’ve learned that you love looking at my legs. You will only get release after I get to play with your friend. If you want to feel this pleasure again, you will bring me soft, young cocks to touch. You can even listen outside the door if you’d like. Part 2: I’ve played with your friend, so now it’s time for your release. I’m still wearing my clothes from earlier, which means that I’m still wearing the clothes I wore with him. Can you smell his fear? You were once afraid, and then you gave in. Now you beg me for release. It’s all you think about. You’re even willing to bring me more young cocks to touch just so you can feel the pleasure once again. You’re a good boy, and your friend is too. He loved my touch, even though he was afraid. He gave in. They always give in. You’re going to bring me even more boys. Say it. Tell me you’re going to bring them to me, and I will let you release. I’ll give you that sweet orgasm you’ve been craving, that orgasmic release that you need.

File Size : 1.03 GB, Resolution : 1920×1080, Duration : 00:18:47

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Lady Fyre – Watching Porn With Your Sitter

Your parents are out of town for the weekend, and they’ve asked your hot neighbor to sit. At first, she’s not sure what to do with a boy like you, but then she suggests you do something naughty together. How about watching porn? You protest, saying your parents wouldn’t like it, but she won’t tell if you won’t, so you decide to go along. She turns on her favorite porn movie, of a MILF seducing a younger man, and she tells you how she’s been wanting to try this for so long. Do you think the woman in the video is sexy? Do you think your neighbor is sexy? She leans in to touch you. You recoil at first, afraid of what she’s doing, but then your young cock starts to get hard. She pulls down your pants and you let her. But then she starts to get real intense and you protest, which seems to just make her even more horny. She’s feeding off your fear. She likes it. She leans in and kisses your neck over and over. She crawls up your body, trailing her breasts along your cock. You get harder. You can’t help it. She rubs your cock and strokes it until your young penis explodes. It’s such a powerful orgasm and you don’t really understand what’s going on, but she seems very pleased and in a way, you’re glad she’s stopped. She licks her fingers, tasting your semen. Her hunger never ends. She says you’re going to get used to it, and she’ll help you. There’s still time before your parents come back.

File Size : 1.44 GB, Resolution : 3840×2160, Duration : 00:22:06

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Tigger Rosey – Easy Babysitter Eats Your Cum


You try to seduce your babysitter and she acts like she doesn’t care, and tries to get you back to bed. But gets a little flirty… all flustered.. She acts like its no big deal and decides to teach you a lesson… aka jerking you off and fucking you.. and eats all your Cum and LOVES it.

File Size : 2.14 GB, Resolution : 1920×1080, Duration : 00:15:12

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Tara Tainton – The Return Of Jerky Boy


Oh, gosh… MUST Jerk Boy return tonight?? Just before bedtime?? Okay, okay… and I have to play Evil Nanny?? Yes, yes, of course, I’m evil. Whatever you say… Jerky Boy. Now, what does Evil Nanny have to do to get you into bed AND put an end to your… exhibitionist jerking??? I’ll do whatever it takes!

File Size : 528.69 MB, Resolution : 1920×1080, Duration : 00:22:27

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Tigger Rosey – Bad Babysitter Fucks Virgin


You roleplay as a babysitter, you show up in yoga pants saying you just came from the gym. Before we do anything else you say you have to stretch because you always stretch after the gym, so I watch you. After a little while you notice me staring at your butt as you bend over. You look back at me and say “are you checking out your babysitters butt?….You know, it’s not polite to stare.” in a sort of teasing way. You get on your hands and knees and rubbing your butt with one hand you ask if I want to touch it. You say it’s ok and that you won’t tell anybody as I come closer to touch it. As I touch it you tell me to rub it and squeeze it “ooh that feels nice.” you say and you notice I have a boner. You’re very surprised and ask if that has ever happened to me before and I say no. You poke at it, “wow, it’s really hard.” you tell me. You ask if I know what to do with it to make it go away and I say no. You think for a second and say “I guess I can show you.” You get on your back and slide off your pants and tell me to take mine off too. You “teach” me everything to do from there in missionary virtual sex.

File Size : 428.97 MB, Resolution : 1920×1080, Duration : 00:11:59

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Siena Rose – Taboo Babysitter Takes Your Virginity


Your parents have to stay out of town for the night due to some bad weather and I am going to stay over since they don’t trust a young teenage boy alone at home. I talk to you a bit while wearing a low cut top and oops, just a tiny nip slip. I quickly decide to go make dinner since I am so embarrassed. I come back later from taking a shower with my hair still wet and I have a towel around me…which accidentally drops while I am talking to you. I talk to you for a second, full frontal nude and slowly pick my towel back up to walk away showing my ass. Later I come to your bedroom to talk about that crazy nip slip and the towel drop. I confess that I noticed your grown up now and that you have been checking me out. I tell you we reached a crossed a line and now we can’t go back. I tell you we can take it further if you promise not to tell anyone. I tease you and crawl on top of you, talking seductively and rubbing my body on you. My tits are in your face and I grind your cock until I pull back those covers. I tell you I want to take your young virginity. I ease my pussy down on your cock and tell you that I popped your cherry. I suck your cock but don’t let you cum. I ride you cowgirl and reverse cowgirl until I cum REALLY loud and hard and then I crawl down and suck that virgin cum loud out swallowing every hot drop.

File Size : 590.68 MB, Resolution : 1920×1080, Duration : 00:26:06

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Download Siena Rose - Taboo Babysitter Takes Your Virginity.mp4