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Showing 1 - 14 Videos

Taking Your StepSisters Virginity video from Evelyn Knight

Taking Your StepSisters Virginity by Evelyn Knight Hey step-bro… I have a huge favour to ask you, and uhm. I’m a little nervous about it…. I invite you into my room to talk, and slowly I start discussing how I’m going to college soon and Mom and Dad are finally going to let me date! But I don’t really want to go to college a virgin, so I’d really like your help. At first you don’t understand, and I’m too shy to ask you directly but then I blurt out that I was hoping you could take my virginity! I just want to lose it to someone I trust, so I’d feel so much better if I lost my virginity to you! After some pleading and comvincing, you agree and I want to do it right now, while mom and dad aren’t home. So you tell me to strip, looking at my gorgeous naked body and telling me how beautiful I am. I’m sooo nervous step bro! But I excitedly agree to give you a handjob/blowjob, and oh wow. Your cock it so much bigger than I expected! I eagerly suck your cock, following your instructions and sloppily gagging on your length. I get as much as I can down my throat, drooling everywhere and making lots of delicious wet noises as I suck your cock. Then I strip my panties off and climb onto the bed, you lay me down on my back and then you finger me a little first to get me ready because I’m so nervous. You ask me if I’ve ever masturbated before and I admit I have, and you tell me to rub my clit while you finger my tight pussy until I orgasm for you step-bro! Your cock is twitching and you can’t wait any longer, you ask If im ready and I am - Please step-bro, fuck me! You slide your cock into my aching pussy and Pliny’s me away, my breasts swaying and I grip the sheets as your cock pushes deep inside of me, fucking in missionary until I beg you to cum inside of me!

^$18.00 Add to Cart

Shy Step Daughter Gives Daddy Her Virginity video from Evelyn Knight

Shy Step Daughter Gives Daddy Her Virginity by Evelyn Knight Your shy and innocent step daughter has decided she wants to lose her virginity - to you!! XOXO I've been thinking about this for a while, and I'm so nervous, but I want you to be my first. Will you take my virginity, Daddy? I've been waiting for this moment, the chance to show you just how much I've grown up. I know it might seem wrong, but I feel so safe with you, and I want to feel close to you in every way. Will you take my virginity and teach me all the things a girl should know? In this video, you'll see me mustering up the courage to ask you to take my innocence. I'll be so shy and awkward, but I promise it'll be adorable. Then, we'll start with some sweet kisses and I'll strip down to my favorite lingerie, just for you. Things will get a little more intimate as I give you a soft handjob and some gentle sucking. You'll check to make sure I'm ready for you, you check my wetness, your fingers and tongue exploring my untouched pussy and then... As our bodies entwine, you climb on top of me, your strong frame pinning me down in the most delightful way. We're skin to skin, no barriers, just you and me, Daddy. I want to feel every inch of you, to truly be one with you. There's no need for condoms. As I cum for the first time under your skilled touch, I know I've made the right choice. Feeling you fill me up with your creampie fulfills me in a way I didn’t know I needed - and after we're done, we cuddle up together, just like we always do. But in this moment, we're not just step father and step daughter; we're lovers, confidants, and your little girl will be yours forever Daddy! XOXO

^$22.00 Add to Cart

18th Birthday Virgin's Creampie video from Madisyn Wood

18th Birthday Virgin's Creampie by Madisyn Wood I’m turning 18! You’re my best friend and I was hoping for my 18th you’d finally give me your cock! But you don’t… and I guilt/convince you into playing with me since I’m a virgin and I’ve been saving myself for you. You’d be the first person to ever fuck me. You play with my boobs, then finger my pussy, and then I ride you. My tight virgin pussy feels so good for you, when you start fucking my missionary I tell you the real present I want is a CREAMPIE!! (missionary beginning is virtual sex pov, then rest is dildo visible pov through creampie) You fill me as I cum and it’s so, so much cum. Best present ever

^$9.00 Add to Cart

Mommy Takes Your Virginity video from Madisyn Wood

Mommy Takes Your Virginity by Madisyn Wood You book a session at a massage parlour/brothel type place but to your surprise YOUR MOMmmy walks in!! You’re so embarrassed and she is too! She’s sorry you had to find out this way that she’s a whore, and she awkwardly tells you that since you paid already and you’re both already there…. you both might as well go through with it anyways. She strips and teases you before sensually sucking your big cock. You stick it in, in missionary when she realizes SHE’S YOUR FIRST and taking your virginity. She praises you and encourages you sweetly. When she starts riding she starts getting more intense, dirty talking and riding hard. Mommy cums on your cock as she begs for your creampie (implied). But you paid to cum twice, so she strokes out the second and swallows it!!

^$8.00 Add to Cart

Becoming a real boy: Losing your virginity video from Domino Faye

Becoming a real boy: Losing your virginity by Domino Faye Losing your virginity!? I can help with that! You're nervous about your first time and that's understandable. Let me advice you on all things first time

^$19.00 Add to Cart

Foot Loving Virgin with Footjob, POV Fucking, Dirty Talk, Teasing, Loud Orgasm video from Tia Black

Foot Loving Virgin with Footjob, POV Fucking, Dirty Talk, Teasing, Loud Orgasm by Tia Black You walk in to find your slutty roommate laying back, browsing her phone. Her ass nearly exposed. She lazily stretches her bare feet, rubs them together, showing off her slender arches. You can't help but stare for a few minutes, before she notices you. She asks if you've been creeping on her, and you're too embarrassed to deny it. She can tell how worked up you are, and asks if you've jerked off recently. Before she waits for a response, she tells you that she doesn't like this behavior, and offers to fuck you to keep you from being a pent-up weirdo. She proceeds to give you a handjob, footjob, and then finally takes your virginity. She rides you, teasing and talking dirty to you, before taking out her vibrator. She encourages you to cum inside her! She has a long, hard orgasm while your cock is buried deep inside her pussy! After she cums, she tells you to expect this is happen more often, since you were actually a pretty good lay! #dirtytalk #roleplay #footjob #barefeet #teasing #virgin #virginity #dildofucking #orgasm #cumencouragement

^$7.00 Add to Cart

Teach me how to have sex, stepdaddy video from Lilli Hale

Teach me how to have sex, stepdaddy by Lilli Hale Im your stepdaughter and obviously was doing things with my friend but I promise I am still a virgin he just tried to put it in my mouth but someone came in and he couldnt finish but honestly, I just want you to teach me how to have sex, I am a virgin and I want my stepdaddy to take it. You teach me how to suck cock, how to rub my pussy and finally how to take your cock inside my tight virgin pussy and you of course cant help but cum inside me

^$10.00 Add to Cart

Virgin POV First Time with Dirty Talk, Handjob, POV Sex, Riding, Creampie video from Tia Black

Virgin POV First Time with Dirty Talk, Handjob, POV Sex, Riding, Creampie by Tia Black Your dorm mate comes out of her room and sits next to you, and you feel your face instantly turn red. You were just trying to relax in the living room, and now your heart is pumping faster and you feel your pants getting tight. Your roomie can be such a bully. She loves teasing you, and knows how to push your buttons. She also knows you're a virgin, and makes sure to bring it up in casual conversation. You hate it, but you also get hard when she teases you about it. She sits next to you, and starts some small-talk. She acts innocent at first, but as she continues talking, the teasing starts. But unlike the other times, this time she pushes it. Her teasing turns into dirty talk, and soon she's telling you to take out your virgin cock. She's feeling horny, and wants to make you her play thing. Since virgins are so "wound up", she knows that you'll do everything she tells you to! #roleplay #dirtytalk #virgin #virginpov #handjob #cumshot #creampie #pov #cumencouragement #teasing

^$7.00 Add to Cart

Losing my virginity to my step brother video from Domino Faye

Losing my virginity to my step brother by Domino Faye Losing my virginity to my step-brother??? This is genuinely the craziest deal I've ever sent out... An hour long brand new step-sister roleplay. I come to my big stepbro to ask for advice on my first big party tonight. It's all a little scary since I've never done this before. So you end up giving me advice but it's confusing and it's a bit easier to just show me. Idon't wanna lose my virginity yet though but you say if we do it like this it doesn't count.

^$21.00 Add to Cart

Co-Star Conundrum video from SpunSugar

Co-Star Conundrum by SpunSugar My co-star has canceled again so I fired him. I need to get my content up so you’re going to have to stand in. You’ve been filming and editing my videos for years so you should be a natural but you’re hesitant, confessing you’re still a virgin. I explain it’s business, the family business and keeps a roof over your head. I take your virginity on film for you to replay over and over.

^$20.00 Add to Cart

Mommy Prom Night Proposition video from SpunSugar

Mommy Prom Night Proposition by SpunSugar You’re all set to take your date on the biggest night of your life thus far and have a whole plan of losing your virginity but I have other plans. I was prom queen after all. You’ll always be able to say you lost your virginity to a prom queen.

^$22.00 Add to Cart

Your Hairy MILF Guidance Counsellor Takes Your Virginity Taboo Roleplay video from Bootygirl229

Your Hairy MILF Guidance Counsellor Takes Your Virginity Taboo Roleplay by Bootygirl229 Your guidance counselor is very concerned about your grades this year. After you confess to her that you’ve been having trouble at home and that your girlfriend broke up with you, she decides it’s time for you to have some fun together. She strips down, makes you eat her hairy pussy and then decides to take your virginity.

^$20.00 Add to Cart

My Step-Brother Becomes My FIRST for EVERYTHING video from XNatashaGrey

My Step-Brother Becomes My FIRST for EVERYTHING by XNatashaGrey So our guardians are complete lushes, and today like most weekends they came home completely destroyed. Not only that, but they left some beverages laying around that my step-brother decided to steal for us. As we drink those and start to get loose he starts asking me all sorts of weird questions, mostly about sex. It eventually leads to him asking me if I am still a virgin, and then making me feel bad about not know how to do ANYTHING sexual. Meanwhile, he is recording us the entire time, even though I keep asking him to put away the camera. One thing leads to another and now I am touching my step-brother's cock for the first time, and then putting my mouth on it, and then he is between my legs eating my pussy and gives me my FIRST EVER orgasm. It was so overwhelming that I felt like I was peeing, so I immediately run to the bathroom and he follows me. He tells me how much guys love seeing girls pee so I let him watch (and film me). Now, he thinks I am ready to lose my virginity, and what better way to do that than to lose it to him. That way he says I can pretend that I am still a virgin, but know exactly what to do! So, even though we have no condom, he takes my virginity. I beg him not to impregnate me, but when he finishes he doesn't pull out quite in time. Now he tells me that he knows the secret to not getting pregnant, that he has to eat his cum out of my pussy. So he does, every last drop. Everything was going fine, awkward, but fine; until we hear them outside calling our names!

^$20.00 Add to Cart

Becoming my Step-Sister's FIRST for EVERYTHING video from Grey Productions

Becoming my Step-Sister's FIRST for EVERYTHING by Grey Productions So our guardians are complete lushes, and today like most weekends they came home completely destroyed. Not only that, but they left some beverages laying around that my I decided to steal for us. As we drink those and start to get loose I start asking her all sorts of questions, mostly about sex. It eventually leads to me asking me if she is still a virgin, and then making her feel bad about not knowing how to do ANYTHING sexual. Meanwhile, I am recording us the entire time, even though she keeps asking me to put away the camera. One thing leads to another and now I convince her to touch my cock for the first time, and then put her mouth on it, and then I am between her legs eating her pussy and giving her the FIRST EVER orgasm she's had. It was so overwhelming that she felt like she was peeing, so she immediately runs to the bathroom and I follow her. I tell her how much guys love seeing girls pee so she lets me watch (and film her). Now, I convince her she is ready to lose her virginity, and what better way to do that than to lose it to me. I told her that way she can pretend that she is still a virgin, but know exactly what to do! So, even though we have no condom, I take her virginity. She begs me not to impregnate her, but I don't pull out quite in time. It's not big deal though because I know the secret to not getting pregnant, I just have to eat up all the cum from inside and on her pussy. So I do, every last drop. Everything was going fine, awkward, but fine; until we hear them outside calling our names!

^$20.00 Add to Cart