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Showing 61 - 120 Videos

Stripping For My Tutor + Making Him Cum video from 420sextime

Stripping For My Tutor + Making Him Cum by 420sextime Guess what?!?! I got straight A's on my report card and it's because of you! Thank you so much for tutoring me this semester, you really helped me out. The thing is... I know you haven't been paid and I thought maybe I could make it up to you in a fun sort of way... What if I take off an item of my clothing for each A that I got. I can see that I'm turning you on, take your dick out and let me suck it! I've been dreaming of feeling your cock inside of my pussy ever since you began tutoring me, fuck me and use my pussy to make yourself cum!

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young ass stretched by old teacher video from FetishIslands

young ass stretched by old teacher by FetishIslands skinny young blonde teen in sexy school uniform gets first time rough anus stretched by her old horny teacher

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2 Schoolgirls 1 Cock video from InfinityWhore

2 Schoolgirls 1 Cock by InfinityWhore These naughty little schoolgirls are busy playing with each other while away on their school trip when their teacher walks in and catches them eating each other's pussies. He scolds them for being so slutty and warns them that he will have to tell their parents about their behavior. Fortunately, they have an idea... they crawl towards him, tugging on his zipper and explaining that there might be another way. They get out his cock and share it between their mouths, taking turns to suck his cock and tonguing it between them. They giggle and help each other to take him in their throats while moaning and touching themselves, showing off their tits. Becoming too horny, they start to take turns with their teacher's cock in their mouths while the other plays with her pussy. They take turns eating one another while the teacher holds their heads steady to slide his cock into their mouths while watching them play... they even take the opportunity to scissor and rub their wet pussies together while pleasuring him. Eventually, he needs to feel the warmth of their pussies and instructs them to get on all fours. They wait obediently on the edge of the bed while he pushes up behind them, one after another. He slides from one pussy to another, again and again, fucking them hard and making them moan and cum while they kiss and rub each other's clits. When he starts to cum, they rush to catch it on their faces - his cum shot is huge! They both giggle and shudder while he covers them with his hot load before they both clean off his cock.

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Futanari Nun Exploits Her Female Student video from InfinityWhore

Futanari Nun Exploits Her Female Student by InfinityWhore [This was a custom request] This woman of the church runs a school for Christian girls who are being led astray from their religion. One female student has been visiting her for a while now, and is progressing well, but today's session on sexuality and human biology is about to change everything. The female nun begins teaching her one on one lesson with the girl but seems to be playing with something underneath her nun's habit as she talks about the female vagina. She seems flustered and distracted and, before long, tries to change the subject back to the Bible. But the student has lots of questions for her teacher... She starts to tell her about how she gets wet and that she thinks she may like her neighbour. She admits that she thinks about what it would be like to fuck him and wonders what his penis is like underneath his jeans. The Nun seems to get a little jealous and starts asking questions about the man. She tells her student that whatever he has under his jeans will not be big enough to please her and that she shouldn't be thinking sinful thoughts about this man. The whole time, she shuffles with a huge bulge underneath her nun's habit and squirms on the spot. When the student asks how her teacher knows all of this and the Nun begins to admit something to her student. She was born a futanari... with a huge, thick veiny cock. She still wanted to be a woman of the church and NO ONE knows about her naughty, unusual secret. She begins to fling the huge thing around underneath her habit and asks if the student has ever had sinful thoughts about her teacher. She admits that she has... and, with that, the Nun finally reveals her gigantic veiny cock, making the female student gasp. The teacher tells her student that she's also been having sinful thoughts and plays with her cock over her student every night. She begins to stroke it in front of her, telling her that this has to stay their little secret but that, because she's a woman of God, they could have some fun and then the Nun will just ask God for forgiveness. Besides, because she has a cock, biologically there's nothing wrong with the two women having intercourse. The female student begins to suck the nun's huge cock while she encourages her to take it. The tip is so big that she can barely fit her lips around it but she tries her best, lapping up the Nun's precum while she moans and writhes around. She shows off her swollen balls and tells the young girl that it's her job to empty them. She licks the Nun's huge cock until it's wet with spit and ready to push inside her pussy. She bends over obediently for the futa cock and braces herself for the giganic thing to pop inside her. With one swift push, the Nun enters the student's wet virgin pussy. She is in pain from the huge cock but the Nun is enjoying her too much. She starts to dominate the girl, calling her a good slut and telling her that she owns her now with her veiny futa cock. She wants to become the girl's new obsession, her new God! She tears into her, ripping her virgin pussy apart, but it feels too good around her cock to stop. She moans and yells until she's ready to pump cum inside the girl and doesn't hold back. She fills her virgin pussy up with seed, emptying those fat balls straight into her belly and probably getting her pregnant. The student is in shock and left hazy from the huge futa cock stretching her but the nun knows that now she's has a taste, she'll be back again and again to fell her obscenely large penis. These lessons are about to become a lot more fun...

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Tiny Schoolgirl Vs. Supersized Cock video from InfinityWhore

Tiny Schoolgirl Vs. Supersized Cock by InfinityWhore You call your student over to your desk after class as the rest of the school pack up to go to lunch. You tell her that her uniform isn't acceptable. Her tits are practically hanging out because so many of her buttons are undone. She becomes embarrassed and explains that her guardians can't afford to buy her so many new shirts as her breasts are growing so quickly. She demonstrates how the shirt won't do up by tugging the buttons together to no avail... you begin to grow hard. As she begs you not to send her to the Principal's office, you get an idea. She's heard how big you are but she's not prepared for the real thing. When you pull your huge, throbbing, veiny cock out from your trousers, she's in awe. She wraps her small hands around it before daring to put it in her mouth. She can barely fit her lips around the tip, her hands stroke the rest of you as she attempts to lick and suck your gigantic cock. You can hear how wet she is under the desk and, hesitantly, she stands to try to fit you inside her tight virgin pussy. Her wetness helps but again she struggles to get past your huge tip. She does her best to take you in various positions as she rubs her clit and fingers her tiny asshole, but how far can she slide down that girthy shaft?

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Schoolgirl is Desperate For Your Cock video from InfinityWhore

Schoolgirl is Desperate For Your Cock by InfinityWhore You're a sixth form teacher and you've been tasked to tutor your eighteen-year-old student at home due to the pandemic. Knowing that this particular girl is a bit of a nightmare, you ask that she wears her school uniform to avoid any revealing outfits - she complies, but not quite in the way that you expected. Within just minutes of you turning up, she's being suggestive and showing off her body. You can't help but feel your cock twitching against the fabric of your pants... when she takes her bra off and you see those perfect tits pressed against her shirt, you give in to the aching feeling in your groin and get out your cock - only you're not going to risk your job by letting her touch it. Instead, you watch as she squirms; frustrated and desperate for you. So desperate, that she starts stuffing her holes with the only things she can find.

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Locker Room Sex Education video from Adria Nite

Locker Room Sex Education by Adria Nite You're a physio who takes care of girls playing volleyball. One of them hooked up with you and now she can't stop sending you dirty video from the locker room to tease you. She sets up her phone every time she changes after practice to record for you and sometimes the camera caught other girls too. After one game she heads into the bathroom to record herself masturbate and pee. She gets caught and rushes back to the locker room. She then chats with her teammate about girly stuff such as panties ot seethrough gym wear. She gets dirtier and dirtier teaching her friend to spread her pussy. She tries to convince her that pervs like you or the coach love it and they wouldn't hesitate to put their fingers in some pussies. She confesses that she has been recording for the whole time and they both tease you. The other girl is shocked but agrees to go further. They both masturbate for you and your hookup gives you a body tour. Someone gets in and they get dressed quickly just to send the perv magnet video to you.To hook up with the slutty student on a physio session, check out the previous part of this video: Pervert for Barely Legal Exposed

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Bad Girls Get Taught A Lesson with Anal in Gloves video from Sasha And Baby

Bad Girls Get Taught A Lesson with Anal in Gloves by Sasha And Baby Bebe has been a very bad girl at school, and is staying after for detention. Ms. Elwood has seen girls like this before, and they need to be put in their place. She begins exposing and using Bebe's tight, young body. Bebe tries to protest, but she knows she deserves it and her pussy is even leaking! Sasha starts fingering her asshole with a glove on, before grabbing a pretty purple jewel plug. Watch Bebe get her tight school girl ass hole filled like a naughty slut! We specialize in girl girl customs! What fantasies do you have? No matter how crazy your ideas are, we can probably bring them to life. I'd like to say "we've done it all," but then someone comes up with something new, like a "life jacket bondage fantasy." We did that one too! Great pricing, 24-48 hour delivery. Feel free to message us here or check our website in the watermark of this video.

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Teacher is Obsessed with Students Tits - Cum Countdown for Naughty Teacher video from Sasha And Baby

Teacher is Obsessed with Students Tits - Cum Countdown for Naughty Teacher by Sasha And Baby You've been such a naughty teacher staring at our firm 18 year old tits. Well, what are you going to do about it? Just whip it out already. You know you want to stroke to us so just fucking do it. We want it to. We've wanted it since the first day we walked into your classroom. Do we need to beg for your load? We will. Do you need us to count you down before you explode? Can't wait to see your hot load all over us. We specialize in girl girl customs! What fantasies do you have? No matter how crazy your ideas are, we can probably bring them to life. I'd like to say "we've done it all," but then someone comes up with something new, like a "life jacket bondage fantasy." We did that one too! Great pricing, 24-48 hour delivery. Feel free to message us here or check our website in the watermark of this video.

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peeping professor video from Squeezypeach

peeping professor by Squeezypeach I stop by to thank my professor for helping me out with an essay, I'm so excited because I got an A and can't wait to show you. wearing a tight mini-skirt, I spread my legs absent-mindedly while rummaging through my backpack. when I realize I've been flashing you, I get so embarrassed but I mention that this isn't the first time I've caught you looking. the next day I show up after class wearing another super tight super short mini skirt. I explain how I've seen you looking and I think you assigned my seat right in front of your desk on purpose so that you can see up my skirt. I demonstrate all the ways I spread my legs during your lectures without realizing. sometimes I even keep my legs crossed thru the whole class but when I get up to leave, I uncross them and you can see my panties. you can't tell if I'm teasing you, trying to get you aroused, or just fucking with you in general. finally, I show up the day before graduation to say thank you for all your help this semester and one last thing before I go. I want you to get your cock out for me. I taunt you some more about how much you like to see your student's panties, how I started wearing cute panties every day just for you, spreading my legs as wide as I can and sitting right at the edge of my seat so you have a perfect view while you cum for me.

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Unprotected Sex with Your Teacher video from Adria Nite

Unprotected Sex with Your Teacher by Adria Nite You misbehaved in class and interrupted everyone so you got sent to detention. Your young sexy teacher enters the room annoyed that she has to be here. She tells you not to speak and just mind your business while she minds hers. After a while she sees some balloons in your bag and it makes her laugh. She amuses herself blowing them until they pop not realising you got hard. When she finally notices she decides to turn this boring afternoon around for both of you. She tells you to get closer and starts sucking your cock which makes her super horny. She finds a condom in your bag, puts it on your cock and spreads her legs for you. You fuck your teacher and her pussy is dripping. She wants to feel you better though so she takes the condom off and rides you until you cover her face with your cum.

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Meeting with the teacher. Strapon, domination video from Marlene Moore

Meeting with the teacher. Strapon, domination by Marlene Moore Your son's teacher has called you for a serious talk. Not only does he not pay attention in class, he is also at risk in 4 subjects! The teacher seriously considers not letting him go to the next class. Unless you play with it a bit. However, it turns out that he has very unusual preferences. After she blackmails you into taking care of her feet and licking her ass, she'll reach for her favorite toy, which turns out to be a strapon! First he makes you suck him, then stick out his tight ass and let him fuck it! How much are you willing to go to get her son through to the next grade?

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Dominant French Teacher Seduces You video from Adria Nite

Dominant French Teacher Seduces You by Adria Nite You come to visit my Mommy but she isn't home yet. I suggest we chat a little before she comes back. You like that I am very friendly and seem to be very interested in me, especially in what's under my skirt. You enjoy my white panties. I don't mind that you are older and you have fun talking to a 18 year old. I tease you talking about your hard cock. You can stop staring at my feet curling up in excitement. I get super talkative and you get aroused. We have a little deal - we are not going to tell Mommy about anything.

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18 Yo Student Seduces Teacher to Get A video from Adria Nite

18 Yo Student Seduces Teacher to Get A by Adria Nite There is a gossip going around school that you give out good grades to students who come to your house and show you what you wanna see. I decide to try it for myself and it turns out to be true. You are reluctant to admit what your hobby is but when I start to strip, you cannot stop yourself from indulging the pleasure. I help you jerk off calling myself names that I deserve. I let you cum on my dumb whore face and leave with an A+.

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How to Earn an Easy A video from SinSpice

How to Earn an Easy A by SinSpice "How to Earn an Easy A" - Come on, teacher! I know you can't resist seeing me pull up my dress. I'll do anything to get an A. You can slide inside of me and give me that seed all over my ass to seal the deal

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Parent Teacher Conference video from Gigi Sweets

Parent Teacher Conference by Gigi Sweets You've been wondering why you son's teacher has been lowering his grades despite all of the hard work and extra credit he has been doing in school so you call her to a parent teacher meeting that is not an uncommon thing for you two. She has called you to multiple meetings about your son but for some reason, nothing ever seems to get resolved. Today, you plan on getting to the bottom of it! Why does she keep doing this??

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School Slut Creampied for a Better Grade video from Gigi Sweets

School Slut Creampied for a Better Grade by Gigi Sweets The school slut needs to talk to her teacher Mr. Harvey about her current grade in his class.. She offers a bunch of different thing she could do to make her grade higher like extra credit, and other things! They did eventually come to a compromise because she decided to let him know how she's caught him glancing at her chest in class. This dumb slut gets her holes filled just for her to pass her class.

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Teacher's Ass Equation video from PaintedRose

Teacher's Ass Equation by PaintedRose You're in study hall for not finishing your math and here comes Mrs. Flowers, your favorite teacher. She is wearing tight jeans, the kind that have pockets and squeeze and hug every curve. You don't know why, but you really like staring at her curves. When she returns, her pants have fallen down and she doesn't seem to notice but, you sure do. As she so sweetly helps you with your math and gives you kisses, she keeps falling out of her clothes, but you don't mind. Not one little bit. Just when you can't hardly take it anymore, she tells you that you're going to have to put your penis in her from behind - you pick the hole. Cum Inside like a good boy. Thank you for this custom film. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you!

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Teacher Begs To Be Bullied video from Lacey Royce

Teacher Begs To Be Bullied by Lacey Royce Lacey is the teacher in charge of Detention for a bunch of bullies. She begins her lecture - by going through all of the bad bullying behaviors they’ve been engaged in. As she starts listing their infractions, she becomes noticeably flustered and excited. Could the idea of being bullied turn Ms. Lacey on? As she continues talking, she tells them to take it out on her and starts demonstrating some of the things they could do - spanking her, giving her wedgies, pulling her bra straps… she’s starting to lose control. Stripping down and degrading herself in front of the bullies, begging for more, as they film everything and threaten to send it to her husband.

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Teacher fed up - Blasphemy/Fingering video from Lina Blackly

Teacher fed up - Blasphemy/Fingering by Lina Blackly Ms. Lina is DONE teaching Sunday School and is fed up with religious bullshit. She goes to the church and goes 'live' so everyone can hear her in the congregation, and she gets very up close during blasphemy and almost pulls down her pantyhose to finger her wet pussy on God's house. It's time for all of you sinners to join Satan!

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Practical Sex Ed With Teacher video from Fiona Dagger

Practical Sex Ed With Teacher by Fiona Dagger Stream and Download2.32 GB16m45sFHDIncluded in Get My Vids (This was originally filmed as a custom video, and the name Patrick is used a couple of times) You're in class feeling excited and rather nervous for your first 'practical' sex education lesson, and your teacher reassures everyone and selects you as a volunteer! You nervously join her at the front, where she soothes you and tells you not to worry, before instructing everyone to pay close attention and take notes of everything that happens. She says she needs to get you hard first, so drops to her knees to give you first a handjob and then a blowjob, calmly and sweetly explaining to everyone what she's doing. Once you're nice and hard she strips off completely and gets you to do the same, then lies back on her desk and tells you to approach her and to go ahead and insert yourself into her vagina. She's sweet and encouraging as you begin to fuck her, even telling off some of your classmates for giggling, and you soon relax and get into it. Once she feels like everyone has got a good look at that position she encourages you to try doggystyle, and informs everyone that there will be an extended project going the whole length of the school year - you're going to impregnate her today, and then the class will be able to study the whole term of the pregnancy! She gently tells you to relax and go ahead and cum inside her, then tells you that you did a great job and she hopes the class is excited for the lesson next week and to see how her pregnancy progresses! TAGS: british, english, redhead, ginger, tattoos, tattooed, posh accent, solo female, roleplay, dirty talk, taboo, school teacher, student, pupil, dildo fucking, dildo sucking, impregnation, pregnant, creampie, POV, sweet, gentle

^$9.00 Add to Cart

Fuck Your Professor To Pass video from Katherine Pine

Fuck Your Professor To Pass by Katherine Pine At the beginning of this video, I am giving you a lecture as your psychology teacher. Once the lecture is concluded I dismiss the class but I tell you that you need to stay after because I need to speak with you. I tell you that you are failing, and you haven’t been turning in your assignments. There is really no excuse at this point, and if you keep up with this behavior you will most certainly fail my entire course for the semester. There are some other students in a predicament like you, and I offered them a deal. I am offering you the same. If you fuck me, you’ll get a passing grade. You say yes, so I let you lick my pussy POV, and I tell you what a good job you’re doing. Then I lay on my back and get fucked by you missionary until you cum. The lecture at the beginning of this video is about 9 mins, This video was originally filmed as a custom video, if you’d like me to make you a special video please contact me anytime! This video features: Brunette, freckles, Long Nails, Big tits, Big ass, Big boobs, Huge tits, Huge ass, Big titties, Cute talk, Dirty talk, Amateur, Solo, Solo female, titty play, boob bouncing, school, professor, school boy, teacher, gentle domination, college, roleplays, roleplaying, fantasies, roleplay fantasies, missionary sex, failing grades, POV pussy eating, POV, point of view, virtual sex, VS, eat my pussy, lick my pussy, licking pussy

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MILF Teacher JOI in PVC LATEX SKIRT video from Lululemxn

MILF Teacher JOI in PVC LATEX SKIRT by Lululemxn I am your busty teacher in my tight latex pvc skirt and stockings. you have been failing on purpose in order to spend more time in my class... so I encourage you to jerk your cock for me and get it all out to rid you of further temptation. Huge tits in your face and teasing with my tight mini skirt stretched over my round ass.

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Schoolgirl White Satin Glove Handjob video from Sammie Cee

Schoolgirl White Satin Glove Handjob by Sammie Cee I'm lucky to have a professor who will see me after class. I explain to you that I know my grades have been slacking recently, but that I know of a mutual beneficial way of sorting this out. I reveal a pair of white satin gloves, I teasingly slip them on and see you're eager to cooperate. So the rumour I heard about your glove fetish is true. I come over to you, get your cock out of your pants, and tease it with my gloved hands. Talking about our little secret, and how sexy these gloves are, and how badly I want to see them with your cum on them.

^$15.00 Add to Cart

Ms. Flowers Pants Problems - ENF video from PaintedRose

Ms. Flowers Pants Problems - ENF by PaintedRose You arrive to your tutoring session to find Curvy Ms. Flowers having issues with her pants during the class. She is sweetly embarrassed as the pants fall down repeatedly to the ground. She asks you to look away if it happens and you try to but it's hard to focus and you do enjoy the view. Next day, you're late so you need to take the test make up after school. Today her pants are unable to button and she squirms and fidgets with her pants trying to keep her exposed thong out of view. She suspects you are touching yourself and starts being not so nice and sweet. You don't pretend to look away which only makes her upset with you. She catches and scolds you looking multiple times in this Embarrassed Nude Female Exposed Panty Custom Film! Naughty Boy! Thank you!

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teacher makes you cum on your face video from Veggiebabyy

teacher makes you cum on your face by Veggiebabyy This is a custom video! Contact me if you’d like your own! I caught you skipping class to jerk off in the bathroom, and I have it on video. If you don’t do what I say, I’ll expose you to everyone. Strip fully nude, and start stroking your cock for me. If we weren’t at school right now, I’d fuck your ass relentlessly. In the end, I make you cum all over your face, without giving you enough time to clean up before you head to your next class.

^$8.00 Add to Cart

Teacher Wants To Discuss Son's Grade video from PeachySkye

Teacher Wants To Discuss Son's Grade by PeachySkye *This is a custom video and I use his name throughout* You've been called in for a meeting with your sons teacher, he's failing his classes miserably. Luckily for you, the teacher knows your wife.. they went to school together and your wife would fuck all her boyfriends/crushes.. now the teacher wants revenge. Will you give in for the sake of your sons grades?

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Teacher catches you with her panties video from Friskyflowers

Teacher catches you with her panties by Friskyflowers Teacher catches you being a little creep in the locker room where you stole my panties during P.E. You are in big trouble every one’s going to find out what a pervert you are!!

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The horny teacher tells you to take care of her feet. Dangling, JOI in Polish, foot fetish video from Marlene Moore

The horny teacher tells you to take care of her feet. Dangling, JOI in Polish, foot fetish by Marlene Moore It was supposed to be an ordinary day at school, but during class, the teacher noticed that instead of focusing on the task, you were watching her feet! She was furious and called you for an after-school interview, and there she gave you an ultimatum - either she calls your step-parents, to whom you will explain yourself harshly, or you take care of her feet! Turns out the horny teacher has a little fetish and likes having her feet handled in a very special way... What's more, during this task, he wants to watch you masturbate! This only turns her on more and makes her want to put her pantyhose feet on your cock and then she'll make you fuck her. How much are you willing to go to keep her from telling step-parents what you do in class? If you have a foot fetish and like dangling, you'll love this video!

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College Professor JOI video from Brielle Day

College Professor JOI by Brielle Day I emailed you this morning and asked you to stop by my office to discuss your performance. I’m surprised at how quickly you show up! Did your other professor let you out of class early? Or could you just not wait to see me? I congratulate you on being my top student, but you can tell there's something else on my mind… I heard you have a crush on me… is it true? A student teacher relationship is forbidden… but, I think we can get around the rules.. Now sit back while I tease you and give you instructions on exactly how to stroke it. 10… 9… 8… can you last until the end? ✏️ | Topless, Explicit, Jerk Off Instruction with Countdown Video

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Your submissive teacher 2 video from Brea Rose

Your submissive teacher 2 by Brea Rose Its time for lesson number 2, there is a new student in the class today lets give him a quick overview of what we did last time. Now its time to go over your degrading names assignment, you boys are such quick learners! I want to teach you a couple more degrading things you can do to me too! The janitor enters the room at one point and you have him fuck and creampie me! You then gag my mouth with my panties and have me humiliate myself by fucking my pussy with pens, I write degrading names on my body and fuck my pussy and ass with my heel before sucking two of my student's cocks and taking a big load in my mouth! Tags: brea rose, brearose, submissive, teacher, heel fucking, degrading, degrade, creampie, object insertion, cum in mouth, blow job.

^$18.00 Add to Cart

Earn Your A video from Miss Ellie

Earn Your A by Miss Ellie Shh, it's lunchtime and I want to ride you right quick before the bell rings. Don't say a word, other's can't know we're fucking. If you want an A+ and good report, you'll lay there and let me ride your cock until you burst a fat load of semen inside of my tight milf pussy.

^$5.00 Add to Cart

The Final Study Date video from BlackxRose92

The Final Study Date by BlackxRose92 Custom video: " A teacher seduces her student, taking him home with her after school. He’s always been a disturbance in class, distracting the others, but you think it’s because he wants a romance with you and wants the attention. You notice on days that you wear tights he can’t keep his eyes off your legs, and he seems to behave extra well, almost as if he were enraptured by your legs. You ask him to stay behind at the end of class and he obeys eagerly. You tell him that since he’s been so good you’re gonna give him a reward at your house. You’re wearing a wiggle skirt and black fleece tights with heels, he can’t resist and agrees to ride to your house in your car. You lock the door behind you after leading him into your bedroom. You reveal to him you know about his fascination with tights and you’ve decided that his reward will be to fully experience your legs in the tights he loves so much. As you’re explaining this you seductively remove your heels and tease him with your pantyhose feet. You sit on the bed and quickly strip out of your skirt and shirt and then let him feel your legs. you tell him to get naked and he lets you handcuff his hands behind his back and tie his legs together in his horny and confused state. You notice he’s very hard so you have him lay on the bed after he’s bound. You then get him in a reverse scissorhold while you grab his dick and start to stroke it. Now that he’s under your control, you tell him the truth, and squeeze His neck tighter as he tries to squirm. You tell him that his reward is a quick and pleasurable release......from life. You let go for a split second and then squeeze again with all your strength for a few seconds before you snap him with a sharp twist of your thighs. He cums immediately AFTER, and you keep his head in the scissorhold as you watch his dick drain and comment on the size of the load as his body twitches, then you snap him a second time, twisting your hips in the opposite direction from the first time. Then you get off and check his neck, surprised that he’s still barely clinging to, despite his very broken state. You then reverse facesit on his nearly gone face as you put your hair up and think about how much easier class will be without him, while his body slowly squished under your ass."

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Teacher Shows You How Big of a Cock She Likes! video from Jane Teese

Teacher Shows You How Big of a Cock She Likes! by Jane Teese You're staying after class to study biology with your teacher when she catches you looking at her chest and not focusing. She has you take out your cock to start stroking it and she notices how small it is. She gives you jerk off instructions and shows you how big of a cock she likes. She gets off on her big dildo and then has you finish in her mouth!

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Motivational Detention video from DestinationKat

Motivational Detention by DestinationKat Your name is Nate in this video. You were sent to detention. Special detention. I motivate you to do better by giving you a show. I strip, blow a dildo, show off my body, ride a dildo in forward and reverse cowgirl, finishing with sitting and fucking myself until I cum.

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Stuck Student Gets Drained By CUM HUNGRY TEACHER video from TabithaXXX

Stuck Student Gets Drained By CUM HUNGRY TEACHER by TabithaXXX This is a custom film Unforeseen circumstances, leave a student trapped under a room divider. When a cock hungry teacher enters the room he pleads for her help as he has a date that night. Instead of helping, she sits on his face for a little while before giving up and vowing to consume the load that he has been saving for over a month for his waiting girlfriend. Tags: Milf, Mature, Amateur, bigtits, bigboobs, tits, boobs, blowjob, blow jobs, stuck, femdom, teacher, cock sucking, curvy, big dick, hard dick, horny. cum slut, cum swallow, cum in mouth, CIM, cock riding, pussy licking, blackmail, xxx, silk, satin, stockings, garter, pussy, bald pussy, older younger, teacher student, roleplay, role play, blonde, cum hungry, cum lover, boy girl, cock stroking, big ass, booty, pawg, sexy

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Taboo Roleplay - Lola Fae & Star Nine video from Star Nine

Taboo Roleplay - Lola Fae & Star Nine by Star Nine Lola Fae snuck out of her stepparents house and as her teacher, I offer her some extra credit, starting with collaring. Adding a leash, I pull her on top of me for lap sitting and sensual kisses. Taking her to the bedroom, she loves the teasing while bound in a spreadeagle. The breast worship makes her moan in pleasure as I'm nipple licking and nipple sucking. Removing her platform shoes, her red toenails are revealed and I'm doing some shoe smelling because she has smelly feet! Leaning down, I own her little feet. Debooting my black OTK boots, she's going to experience my sweaty feet! Boot smelling makes her weak with pleasure, but she loves toe sucking my red nails. I'm toe fucking her mouth and she uses her tongue to give spitty feet. Warmed up, I give her my big strapon because she just needs a cock to regain focus and get her grades back up. I'm pounding and foot sucking making her eyes roll to the back of her head. Untying her, she takes my big shaft in doggystyle and cowgirl till she's cumming hard. We have mutual foot worship and kissing in the afterglow and she's fully prepared for class! Includes taboo, Older Woman/Younger Woman, strap-on, lesbian domination, bondage OTHER KEYWORDS - Star Nine sensual domination female domination femdom strap-ons rope bondage rope tit worship tit play moaning fetish body worship female orgasms foot play worship foot fetish foot slave training foot domination submissive sluts older woman younger woman authority figures barely legal teens teacher fetish adult school girls fetish clothing fetish clothes corsets over the knee boots brat girls petite blondes tall woman kink Send your custom video request to star at starbondmedia dot com

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Harassed Teacher video from Jamie Foster

Harassed Teacher by Jamie Foster Your teacher turns you on and she is pretty submissive so puts up with you stopping by her office and taking out your cock and cumming for her

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Ms. Laveau takes a crack at it video from Morgana

Ms. Laveau takes a crack at it by Morgana Ms. Laveau is substituting a class and her pants have accidently dropped passed her butt. Without knowing, she resumes to teach the class and doesn't understand why the students are making fun and taking pictures of her ass. She gets frustrated, falls down, and realizes what has been happening the whole time. She gets embarrassed but doesn't pull her pants up. She then rushes off to fix it. Contains: Partial nudity

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cute futa schoolgirl pegs hot teacher video from Veggiebabyy

cute futa schoolgirl pegs hot teacher by Veggiebabyy You kept me after school for detention, but I know you have an ulterior motive. You know what I’ve been hiding under my little schoolgirl skirt, and can’t stop thinking about it. We stroke together for a bit before I bend you over, have you spread your ass for me, and give you a quick but thoroughly satisfying pegging.

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Bodypaint Model - Candle Boxxx & Star Nine video from Star Nine

Bodypaint Model - Candle Boxxx & Star Nine by Star Nine I'm (Star Nine) leading an online body painting class with Candle Boxxx. She's shy but eager to please and strips her silky robe when directed. I have her raise her arms overhead and she tries to remain professional as I point out that her curvy body is like a canvas. Having her lay down with her arms stretched back, she's confused that she's the canvas! In a game of tease and denial, the brush hovers over her body, she doesn't know where it will land. Squirming and belly sucking, she tries to avoid the brush because it causes belly tickling. It's tit painting time, and she smiles, trying to refrain from nervous laughing. Toe pointing, foot wiggling, and belly contracting, she tries to maintain composure, but I'm scolding her to stay still. Working down her long legs, she continues toe wiggling and a bondage model makes the best model. Her flesh is cleaned and ready for belly button teasing that edges closer to her clit. Clean up time! I carefully massage her flesh with a sponge bath paying special attention to her pussy lips. Ending the class, she's excited to be done, but I have some extra curricular lessons to teach with the students gone. My paint brush grazes her sensitive flesh. She moans and gasps as I caress breasts, down to her flat belly, and to her swollen clit. Straining against her rope ties, she grunts as the sensations overtake her body. OTHER KEYWORDS - bodypainting body painting female art modeling belly fetish belly button fetish abs tickling fetish tickle instruction muscle control bondage rope bondage device made to cum imposed orgasms forced orgasms female orgasms body worship educational instructional adult school teacher fetish female domination femdom redheads big tits blondes tall woman kink Includes sensual tickling, bondage, bound orgasms, lesbian domination, sensual domination Send your custom video request to star at starbondmedia dot com

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Teacher Pee Soaked Panties video from Lululemxn

Teacher Pee Soaked Panties by Lululemxn This slutty school teacher tells a naughty story of a sexy student in class wetting herself in detention. Teacher gets so horny telling the story, she ends up playing with herself until she wets her knickers too!! See the pee soak through my white cotton panties as I let go and make a puddle on the floor!

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Cougar Bait: Five MILF Fuckboy video from PaintedRose

Cougar Bait: Five MILF Fuckboy by PaintedRose You didn't ask to be born so irresistible but someone has to do it! You're a chick magnet and Grandma, Your Teacher, School Nurse, Auntie, and finally Step-Mom each take turns teaching you how to be a good boy. The day starts with Grandma getting you ready for school which is going great with her great big granny panties and curlers. When you get to school, you wouldn't expect anything less than the teacher giving you a HARD time and then sending you to the school nurse when your erection won't resolve. Next the nurse gives you a special boy check up and then decides to call home and your Auntie Rose answers the call because your Mom is still at work. When you get home, Auntie takes really good care of her sweet headache boy until your Mom pulls in the driveway. Finally Mom gets home and really takes her time to teach you a lesson you will never forget - Nobody does it like Mommy! This is the ultimate Taboo, POV, MILFY roleplay. Fuck Scenes include Handjob, Blowjob, Titjob, cowgirl dick rides, stripping, front cowgirl, Then Mommy does BJ, Close up doggy dick ride, cowgirl, missionary creampie cum for Mommy! You're such a good boy! This video is 45 minutes and five separate scenes and so the 4K version is too large for clip sites. If you buy this and would like the 4K - just email me a screenshot of your purchase and I will send it to you. THANK YOU rosie@paintedrose.live

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Teacher's Pets: Cuck and Bull Timeout video from PaintedRose

Teacher's Pets: Cuck and Bull Timeout by PaintedRose Miss Rosie thanks your for the love note and flower and tells you that if you want to be her Teacher's Pet that she will have to see if your penis is big enough. After dropping your pants, she informs you that it's not big enough yet and that she has an idea to work with you and another student for some special tutoring. She calls her first pet back to class and it's obvious that she's infatuated with his ginormous dick and compares the two of you. Miss Rosie teaches you about what it will mean to be her Bull Pet and her Cuck Pet. She offers you special prizes for participating in this opportunity that you can't refuse. She attempts to see if you get bigger by sucking Big Boy's cock right in front of you while giving you permission to touch your little dick but not to cum quite yet. As she taunts you by praising Big Boy, she gets hotter and plays with her tits and pussy while blowing him until he cums in her mouth. She spits the entirety of his big dick juices into a little cum and tells you that if you want her to ever suck you that you will have to swallow his cum as a growth serum. She pours big boys cum down your throat and wanks you until you cum as a reward. You will be required to complete the cuck program to graduate to be her Teacher's Pet. This is a cuck and bull roleplay fantasy in a classroom scenario of favoritism, naughty puns, and submissive servitude. Thank you!

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Good Teacher Turns Bad: Sweet Tooth video from PaintedRose

Good Teacher Turns Bad: Sweet Tooth by PaintedRose This film is a little crush story between a good teacher Miss. Juliette and her favorite student - Little Romeo who wrote her a love note at the beginning of class. Miss Juliette goes over the times table for the sixes and when she gets to 6x9=54, Little Romeo answers "69" !!! Just then, he begins to daydream about Miss Juliette dancing and stripping down while licking a lollipop! She even hands him CANDY just as he is coming out of this fantasy daydream! Just then, Bad Teacher Miss Juliette is angry and dressed different and takes the candy and decides a paddling on the bottom is definitely in order for Sir Romeo! His bad boy boner only gets stiffer during the spanking and Bad teacher likes it and gives him a task. He must stay hard while she licks his lollipop and fucks his candy stick and instead of another paddling, she will add his name to the good boy list - only if he can satisfy her sweet tooth, and his. This film is a MILF cougar Taboo Teacher Fantasy Roleplay with Blowjob and on teacher on top cum together finale. Thank you!

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Cum Eating Class: Edge, Eat, Repeat! video from PaintedRose

Cum Eating Class: Edge, Eat, Repeat! by PaintedRose You sign up at Stamina School for Mistress Rosie's Cum Eating Class. You want to do this but you've lacked the proper education and motivation until now. Rosie is going to teach you how to obey and serve with two options: Pass or Fail! Reward or Punishment! Size matters for your cumload, especially if you're going to eat it. Rosie knows you lack stamina and the first step is to teach you how to properly edge and collect a big cumload. Once complete the collection, you start to lack.. motivation. Don't worry because Rosie has a PHD in in sensual seduction gives you the proper motivation. As you begin to get hard and horny enough to do anything to cum again it's time to get comfortable with spit and then cum play. Let's do it together - take the cum cup and smell it, rub between your fingers, use as lube, rub on nipples, lips.. now let's lick our lips a little. You love watching me rub your cum on my lips - it's not so scary is it sweety? No it's so sexy taboo dirty cum play. You do taste yummy - it turns me on so much watching you do it with me honey, I am so proud of you. Let's taste it and spit it back out. As Rosie grinds on your dick and you see the outline of her pussy lips and hard cum covered nipples glistening with your load she tells you it's time to toss it back together and swallow if you want to be allowed to cum again! You can do it.. Now you're really turned and doing anything Mistress says and you NEED to cum but there is only one way. Let me show you how and assume the position! Pass or Fail? This is an interactive taboo cum eating roleplay film with CEI, Cum and Spit play, long sensual tease edging and stamina building, mutual masturbation, Femdom Positive encouragement, 2 cum opportunities, and homework! Thank you for this custom video.

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Taboo Teacher: All Boys School video from PaintedRose

Taboo Teacher: All Boys School by PaintedRose Miss Flowers arrives today with her lunch in hand and a very proper skirt today. You are front of the class, afterall you ARE her favorite student. As Miss Flowers does her work, occasionally looking up to check on the class, you go off into vivid daydreams of naughty interactions with your favorite teacher. After class, Teacher asks you to stay behind to discuss something very important with a sweet smile. Miss Flowers has noticed you becoming aroused in her classroom and sweetly asks you to elaborate on what is causing this. You confide in her your secret and she then confides in you hers. She asks you why you think she likes working in an all boys school. In great detail, she informs you how much she loves teasing all the boys and then masturbating during her lunch break everyday. She asks you point blank if you'd like to see her wank her cunt for you...As long as you can keep in a secret, that is. You watch her strip for you, fuck a dildo and cum! She then tells you that you're going to make a mess in her mouth and she gives you your very first blowjob! This is a MILF POV older woman / younger male roleplay taboo fantasy. Thank you for this custom video!

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Study Hall: Teachers Panties Showing video from PaintedRose

Study Hall: Teachers Panties Showing by PaintedRose You arrive to the After school study hall and the new teacher arrives and greets you. After a bit, she drinks a soda pop and begins to get belly bloating which make her pants too tight immediately. Her pants are being pushed down exposing her panties over and over despite her attempts to try to pull them up. Throughout the video, the panties are exposed to varying levels. The teacher is somewhat embarrassed but makes sure you're not looking. She is also clumsy and keeps having to bend over and pick things up. She's nice but having quite a day. She grades your paper and then tells you study hall is dismissed. Thank you for this custom video.

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naughty teacher becomes naughty nanny video from Sloansmoans

naughty teacher becomes naughty nanny by Sloansmoans Part 3 in "The Naughty Teacher" series... I've been dating my fellow naughty teacher for a while now, and while neither of us has acted on any of our sinful, dark fantasies, I find yourself with a golden opportunity when I'm stuck babysitting for his cute little nephew. I try to resist but ultimately I give in to my filthy urges and I love every minute of it... enjoy me, xo TABOO/TEACHER FETISH/SLOW BURN STORY/DILDO SUCKING/CUM IN MOUTH/CUM SWALLOWING

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Student Blackmails And Fucks His Teacher video from Bella Bates

Student Blackmails And Fucks His Teacher by Bella Bates One of the teacher’s students has had problems with parents at home. Now he has no place to go. The teacher wants to help her student and says the student can spend the next night in her and her husband's home. When the teacher and her husband go to bed in the evening, student sneaks to the bedroom door, he sees the teacher having sex with her husband. The student secretly takes photos of their fucking. The next day, the student returns to his teacher after school and the benevolent teacher asks if the student wants to stay the next night too. But the student picks up his phone and shows the pictures to the teacher, the student says he wants something else. He does not spread the pictures if the teacher fucks with him. The teacher cannot agree to that, but she has no choice. The student takes the teacher to the bedroom and secretly puts the phone to record... The student gets a great reason to get fuck his teacher again. TEACHER. STUDENT. TABOO. DOGGY STYLE. MISSIONARY. CREAMPIE. BLACKMAIL. CHEATING. ROUGH SEX. IMPREGNATION FANTASY. BREEDING.

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Art Teacher: White Wash video from PaintedRose

Art Teacher: White Wash by PaintedRose Your Art Teacher notices you seem distracted today and asks you to stay in for lunch to finish your project so she can give you some pointers. She comes back with her top unbuttoned stating that it is just too hot in the classroom. She gives you a lesson on long strokes and encourages you to put a burst of white on your canvas when she is turned around stroking on a paintbrush! You comply... She let's you go have lunch but, instructs you that you need one more lesson! When you come back she is dressed and slips into a topless teasing mood while teaching you about blending colors and adding depth and dimension with color but, she used all the white pain and needs your helps now... This is a POV Style video with two cum opportunities - more if you want :) Thank you for this custom video!

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Teachers Buttcrack: Rosie Bends Over video from PaintedRose

Teachers Buttcrack: Rosie Bends Over by PaintedRose Teacher Rosie Gives you your work and then walks around doing things, and grading papers, and she keeps dropping her pen and having to bend over! She asks, "Was my butthole showing" The first two times it wasn't...but the third time! For doing so well on your schoolwork, you get a kiss! POV, Ass Worship, Butthole, Teacher Fetish.

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Teacher Falls Out: Pants Down Ass Tease video from PaintedRose

Teacher Falls Out: Pants Down Ass Tease by PaintedRose Teacher is at it again with her pants down in the classroom. She's falling out of her pants and her tops and you don't mind. She even bumps into your face with her butt a few times and then sweetly apologizes and kisses your cheek / lips. Then you see her breasts too! Her pussy lips are now right up close. Can it get any better? Hell yes. She loses her pen and searches for it, her pants getting lower as she bends over on the floor in front of you. You must have been a good student and got an A to get this lucky! She tells you that the extra credit is for licking her asshole - up close visual. You pass this oral exam with flying colors. Thank you for this custom video.

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Principle Humiliation SPH JOI video from PaintedRose

Principle Humiliation SPH JOI by PaintedRose You're late - you are small anyway so I am going to tease you until you make that little tiny thing cum.

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Teachers Sissy Boy Detention video from PaintedRose

Teachers Sissy Boy Detention by PaintedRose You are late for detention so now you will get a paddle. You like your teachers pantyhose and while bent over her knee, she feels your boner! So she decides to stop using her hand and use the wooden paddle! She spanks you harder. "You're Step-Mother should have done this at home"! Teacher then puts a stop to your boners with a chastity device. She humiliates you for having a sissy dick and teases you with her vibrator. Teacher tells you not to dare touch it! Teacher teases you into coming in your cage with a soft sissy dick but takes the vibrator away to ruin your orgasm for being a pervert in her class! See you for tomorrow's detention. Don't be late. Sissy Training, JOI, Cum Control, Ruined Orgasm, Chastity, Pantyhose and Teacher Fetish.

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Desperate School Girl Fucks Her Professor video from SinSpice

Desperate School Girl Fucks Her Professor by SinSpice "Desperate Student Fucks Her Professor" - She's pregnant and desperate to pass her class. This teacher knows what he wants from her. He leaves her in the bedroom only to return naked. She knows exactly what she has to do to earn an A

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pegging punishment video from Sloansmoans

pegging punishment by Sloansmoans I ask you, my student to meet with me after school for a meeting. You can probably tell by the expression on my face and my body language that I’m far from happy. You received yet another “F” on a test. This is unacceptable and you seem to have no explanation as to why. I know you’re a smart boy, I know you’re capable, so I decide to do some digging to find out what’s been distracting you lately. I find EXACTLY what I’m looking for on your laptop… Strap-on porn?! Yes, pages and pages on hot girls pegging and fucking men. You have a guilty look on your face as I tell you that I’ve called you into my office for you to receive punishment for being distracted and getting bad grades. A punishment I bet you’d never expect. I push you onto your knees and tease you with my body before I reveal that I am wearing a strap-on. I have what you want and you’re going to take it as punishment. I give you JOI to completion as I dirty talk about how I’m going to fuck you. You cum (visible cumshot) and I tell you to lay back for me to fuck you. I get on top and begin pegging you. Hard. Fucking you so hard and rough, giving you the discipline you deserve. My goal is to make you cum. I know your balls are full of cum again and I want it. I keep pumping into you, mercilessly until you explode onto my tits (visible cumshot). You think that’s the end, but I tell you not to get up. Now I’m going to ride YOUR cock until I cum. You get hard for me again like a good boy and I push your cock into my wet pussy. I ride you as I jerk off and I tell you that from now on you’re to be obedient in class. I won’t stop until you make me cum and I can tell I’m close. I bounce and ride and ultimately I cum all over your chest (visible cumshot). I’m just as satisfied as you are. You promise me that you’ll pay attention in class from now on… otherwise, there’ll be more punishment for you… enjoy me, xo TABOO/TEACHER ROLE PLAY/PEGGING/FEMDOM/NO HUMILIATION/ROUGH SEX/STRAP ON SEX/POV SEX/CUMSHOTS/IMPLIED ANAL PENETRATION/

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Trans Tutor Fucks Student Hidden Camera video from Roxxie Moth

Trans Tutor Fucks Student Hidden Camera by Roxxie Moth Transgender college tutor Roxxie Moth is preparing horny gothic student Raven Vice for an upcoming history exam, but Raven can't afford to pay for her session. Raven doesn't want to fail, so Roxxie suggests they can work out an arrangement, grabbing Raven's ass and pulling up her skirt before eating her out. Raven sucks Roxxie's cock, and Roxxie fucks Raven in all sorts of fun position before cumming on her gorgeous wet pussy. All the action is caught on a hidden camera - hopefully the college board doesn't find out!

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Student's mom seduces teacher video from Brea Rose

Student's mom seduces teacher by Brea Rose My son is failing his classes and his teacher has arranged a meeting with me to tell me. I am mortified and really don't want him to fail, I will do anything for him to pass his classes. I have noticed the way you stare down my top and at my ass whenever I come in to the school. Do you think we could work out a deal? Right here in the meeting room? I tease you and strip off in front of you, seeing how hard you are getting. I suck your cock and then let you fuck me in multiple positions, you cum inside of me and give me a big creampie! I think we all heavily benefitted from this arrangement, and we should definitely do this again in the future if my son is ever struggling!

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Teacher's Transformation video from BlackxRose92

Teacher's Transformation by BlackxRose92 Custom video: ""What did you do?" "You know that it is strictly forbidden to get any tattoos and piercings!? And as if it wasn't enough to get one you got multiple of both!" "I will have to inform the proper channels, and I will also see you in detention this afternoon!" .....After they are gone you say to yourself being a little naughty "Thank good they don't know my naughty secrets" You stand in front of the classroom reminding them to write a 10-page essay on why they regret doing what they did. Suddenly you begin to feel that your naughty side is about to come out. You sneeze and transform to your naughty look. At first you feel ashamed and desperate "Oh no you were not supposed to see me like that." But then your naughty side kicks in and you tell them that you have been even more naughty than they can imagine. Your begin to show off. You show them the tattoo on your back and tell them that they can't keep up with your level of naughtiness. You continue with your nipple piercings something that only really naughty kinky fucks have. Finally you got one more naughty secret no one expected from you. "I know you never suspected me to have this" Your reveal your naughtiest secret - a vertical clitoral hood piercing. You explain how it is sitting right on top of your clit and makes your orgasms super powerful and intense. You make fun that no one ever suspected you walking around being a dirty little whore all day. You sneeze and turn back to your teacher self. Concluding the scene with "Why are you looking at me like that? I'm not one of your dirty fantasies" (Naughty smile at the end). " Previews and GIFs are censored, videos are uncensored

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