Category: Taboo Roleplay

  • situationship wrecker

    situationship wrecker

    8.5 mins • your new girl has been taking things slow with you, maybe a bit too slow. her best friend confronts you about it and informs you that it will probably be a while before your girl wants to fuck. I’m just looking out for you, I can tell you’re frustrated with it and…

  • seducing daddy

    seducing daddy

    20 mins • don’t you want me, daddy? I know that you do, you just need a little encouragement is all. I slowly strip down while telling you how badly you need me, how bad you want me. describing my soft skin, my sweet scene, the way my innocence turns you on. making you desire…

  • private session with coach

    private session with coach

    16 mins • coach wants to have a private session with me to work on my form, i’m so excited! I don’t want my teammates to be jealous of the special attention i’m getting, so I tell coach we should probably keep it a secret. i’m wearing a tight leotard with sheer pink pantyhose underneath.…

  • crush on my teacher

    crush on my teacher

    16 mins • my favorite teacher holds me back after class because I was caught passing notes, I’m so embarrassed when I realize he read the notes! my friends keep teasing me about having a crush on him, calling me teacher’s pet. I start rambling trying to explain but my teacher says he likes me…

  • good girl for daddy

    good girl for daddy

    7 mins • I’m such a good girl for you, daddy. all I want is to make you happy and take your cock in my throat so good for you. please fuck my throat until I gag and drool all over it. I wanna make daddy cum in my sweet mouth, I’m such a messy…

  • crush on our brother

    crush on our brother

    22 mins • I keep teasing my sister about her secret crush on our brother, she gets fed up and we have a pillow fight, pulling each others clothes off. she gives me wedgies and I get her back by pansting her! once we’re naked, I notice how cute her pussy is. she says mine…

  • big brother teaches me about condoms

    big brother teaches me about condoms

    25 mins • just got back from the shops with big bro and I snoop through his shopping bag while he’s fighting with his gf on the phone. I pull out a box of condoms he just bought and ask what they are. he says they’re for his hf but she’s mad at him so…

  • daddy’s new game

    daddy’s new game

    14 mins • my first girl/girl custom video with the adorable Madisyn Wood! we wanna show daddy a new trick we learned with our stuffies! we rub ourselves on our big teddy and tell daddy to watch us, it feels so good! we grind and bounce and daddy suggests that we kiss each other! that…

  • my cousin’s huge cock

    my cousin’s huge cock

    13 mins • there is another version of this video using the name Tommy, available only on manyvids! my family is having a pool party and my cousin walks into my room without knocking while I’m changing. I turn around and freak out, calling you a perv and then I notice the massive bulge in…

  • i need you, daddy

    i need you, daddy

    21 mins • daddy, we need to have a talk. you haven’t been paying enough attention to me. I miss cuddling with you… and the other stuff. I know you’re just trying to do the right thing but I don’t care what anyone else thinks, I want you. I need you. don’t you want me,…

  • please don’t fire me

    please don’t fire me

    21 mins • you call me into your office to discuss my performance. I know I’m late sometimes, but the customers love me! please don’t fire me, I really like it here. and I thought everyone liked me too. well if you like me so much, why are you firing me? you propose a deal…

  • I belong to daddy

    I belong to daddy

    16 mins • you made me ♡ I’m yours ♡ I belong to you ♡ In this adorable ddlg roleplay, daddy walks in on me naked, he watches me for a minute before announcing himself and asks why I’m naked. “didn’t I tell you, dad? I’m a nudist now!” you tell me to cover up…

  • sister lost the bet

    sister lost the bet

    24 mins • I lost a bet and you seriously think I’m going to suck your dick? it was obviously a joke! but this isn’t funny… how did you get those photos? I was sexting with some random guy online, how could those get back to YOU? as long as you delete everything and never…

  • i thought you were daddy

    i thought you were daddy

    24 mins • custom taboo roleplay! I’m folding laundry when you come up behind me, you run your hands over my body and slide into my panties, fingering me as I softly moan into your ear. I start moaning “yes, daddy” and you stop. I turn around and realize it’s my brother! I thought you…

  • graduation night

    graduation night

    18 mins • reminiscing with daddy about the past, present, and future of my sexual exploits while giving a blowjob and riding with a creampie finish — I just got home from my graduation after-party and I lay down on daddy’s lap, exhausted and sore. I tell you how slutty I was, how everyone wanted…

  • show and tell

    show and tell

    12 mins • it’s show and tell day and I was told to bring my favorite thing to play with. I knew immediately what I would choose! it’s so cute and squishy, warm and soft, there’s so many different parts to explore and different ways to play with it! and best of all, it feels…

  • sharing my bed with my brother

    sharing my bed with my brother

    17 mins • you watch me change into my pjs as we get ready for bed. sharing a bed with your little sister makes you a little nervous but a little excited too. we joke about how this sounds like the set up to one of those pornos. as we crawl into bed, I ask…

  • ruin you

    ruin you

    22 mins • you invite a hot young escort back to your house, but you’re starting to have second thoughts when I mention your wife. what would she think of you, would she call you a pervert? but it’s too late now, I’m already here and you know I’m in control. I tempt you with…

  • giving daddy my virginity

    giving daddy my virginity

    22 mins • happy birthday, daddy! I wanted to get you the most special birthday gift ever and I remembered how you said that I have the most precious gift of all and that I should only give it to someone if I really really love them. so I want to give it to you!…

  • caught your babysitter masturbating

    caught your babysitter masturbating

    18 mins • you come home early and find your babysitter watching porn and masturbating! I’m so embarrassed and beg you not to fire me, but you tell me not to stop. I’m confused and a little concerned but I don’t want to lose my job so I follow your instructions, slowly lifting up my…

  • little sister cuddle fuck

    little sister cuddle fuck

    25 mins • your little sister crawls into your bed in the middle of the night. I heart a noise and got scared, can I come cuddle with you? I feel so much safer in here, but I’m having a hard time getting back to rest. I’m restless and I keep wiggling all over the…

  • getting my brother back

    getting my brother back

    23 mins • your bratty sister confronts you about your new girlfriend. she’s supposed to be a fake girlfriend, just a cover for us. you know, your actual long term relationship? but I know you’ve caught feelings for her and I don’t like it. do you really think some boring vanilla relationship with this random…

  • the photoshoot

    the photoshoot

    22 mins • Hi, I’m Abby! I saw your ad online and I’ve always wanted to try modelling but I don’t have any experience, so I’ll just follow your lead. you tell me to get comfortable and we’ll just do a few basic headshots. I give you my best pouty innocent look and then you…

  • blackmailed by your gf’s little sister

    blackmailed by your gf’s little sister

    14 mins • ♡ THERE IS ANOTHER VERSION OF THIS VIDEO WITH THE NAME MIKE ♡ the “Mike” version is only available on ManyVids – click here for that version ♡ in this taboo roleplay custom, we just got back from an event and your girlfriend was busy so you took her little sister instead.…

  • your cousin wants to be a porn star

    your cousin wants to be a porn star

    25 mins • your cute cousin needs a favor! I’m working on an audition tape to become a porn star, I’m so excited but I need some help and I don’t know who else to ask. all I need you to do is stay behind the camera and direct, just tell me what looks good.…

  • teacher’s pet

    teacher’s pet

    17 mins • you call me into your office and write me up for breaking the dress code. I beg you not to call my dad, I’m already in trouble for skipping class last week, please isn’t there something we can do? I stand and use the finger tip test to demonstrate the length of…

  • brother sister bodyswap

    brother sister bodyswap

    17 mins • my first ever bodyswap roleplay! starts off with me on the phone w my bestie, telling her how annoying my brother is being. he thinks it’s so easy being a girl, I bet he wouldn’t last one day in my life! after a dreamy transition scene, I wake up but it’s not…

  • what my boyfriend doesn’t know

    what my boyfriend doesn’t know

    17 mins • we’re playing video games and I notice you staring at my tits so I start teasing you to distract you from the game. I win the game and make fun of you, wiggling my ass at you “what are you gonna do about it, huh?” I’m getting turned on teasing you but…

  • babysitter’s secret arrangement 4

    babysitter’s secret arrangement 4

    19 mins • your favorite babysitter is back! i’m so excited for our “appointment” today – I’ve had my eye on a new phone and I’m gonna need a little extra “homework help” to get it. the mood shifts when you tell me you’re cutting me off! your wife is getting suspicious, but she’ll be…

  • sister ruins no nut november 2

    sister ruins no nut november 2

    17 mins • this is a loose sequel to “sister ruins no nut november” but works great as a stand alone video too!it’s that time of year again! I start teasing you about doing NNN, telling you it’s making you stressed out and it’s not worth it for a silly made up challenge. I start…