Category: Taboo Roleplay

  • babysitter’s daddy issues

    babysitter’s daddy issues

    17 mins • I left my phone at your house after my last babysitting shift and when I come back to get it, I realize you’ve looked thru my texts! at first I’m angry because you violated my privacy but then I realize you saw the texts I wrote about you. it’s just a little crush,…

  • daddy teaches me about sex

    daddy teaches me about sex

    10 mins • this custom video opens with me in an adorable little outfit, I’m so shy but I tell daddy that I’m curious about sex! I ask you to tell me about it but you say you’ll show me! I get so excited and when I see daddy’s cock, I know I’m gonna have…

  • teasing my brother

    teasing my brother

    17 mins • my brother and I are having an all-nighter together, watching movies, playing games, and messing around, when he starts to get tired. I playfully bounce on him to keep him awake when I feel something hard under me, curious, I start grinding my hips on it, trying to figure out what it…

  • babysitter blowjob

    babysitter blowjob

    15 mins • you get home from a date night to greet the bbysitter but your wife isn’t with you. I ask where she went and you say she went out for a girls night. I know it’s none of my business, but I figured you’d want some alone time after a romantic dinner together.…

  • your girlfriend’s little sister

    your girlfriend’s little sister

    16 mins • this elaborate roleplay video opens with me texting my sister’s boyfriend, pretending to be her. I tell him I’m home alone and want him to come over. when he shows up, I play coy “that’s so weird, she’s at her friend’s place tonight, it’s just me here” then I confess you to…

  • step bro helps out

    step bro helps out

    17 mins • I just got back from my first date ever and my step bro asks me how it went. okay, promise you won’t tell anyone? i had fun but something happened and I’m not sure what to do. we were in his car and we were kissing, then he put his hand between…

  • your girlfriend doesn’t deserve you

    your girlfriend doesn’t deserve you

    18 mins • I pick up the phone, excited to hear from my best friend, but you tell me you got in a fight with your gf AGAIN. she’s always picking fights with you and trying to control your whole life. I invite you over to help take your mind off things when you reveal…

  • I only like older men

    I only like older men

    ♡ i only like older men ♡ 16 mins • you’re my dad’s friend, right? he’s not here right now, but I actually wanted to ask you something. you got divorced, right? i think that’s kind of hot, like it’s really mature. it’s like having stocks or whatever, like doing paperwork? how old are you…

  • spreading for my uncle

    spreading for my uncle

    ♡ spreading for my uncle ♡ 10 mins • my parents are out of town so i’m staying with my uncle for the weekend. I’m so excited, I’ve been wanting to spend some alone time with you. I know you’re my uncle, but I’m not a little girl anymore. I wanna show you how grown…

  • roleplay game with daddy

    roleplay game with daddy

    ♡ roleplay game with daddy ♡ 12 mins • daddy and I are on a cruise this weekend and I’m having an amazing time, but everyone keeps thinking we’re a couple! I keep telling them “he’s my dad, not my husband!” but wouldn’t it be funny if we pretend to be a couple? just while…

  • step sister wants your cock

    step sister wants your cock

    ♡ step sister wants your cock ♡ 21 mins • this is a loose sequel to my video “Step Bro I Had A Bad Dream” ♡ I’m your cute little step sister and I tell you I wanna try something… after the last time we hung out, I’ve been thinking about it so much, and…

  • daddy’s good girl

    daddy’s good girl

    ♡ daddy’s good girl ♡ 13 mins • sweet submissive ddlg roleplay. starts with some ass focused sweet talk, bouncing my booty for you while telling you how much I love to sit on your lap and wiggle around, daddy. in my thigh high socks, I spread my legs and tease my wet pussy, showing…

  • inspection day

    inspection day

    ♡ inspection day ♡ 14 mins • Daddy, it’s inspection day and I need your help! Can you take a look at my pussy and make sure everything looks good? you have to look really really close… you want me to rub it and stick my fingers inside? Well I need to make sure it’s…

  • babysitter’s secret arrangement 3

    babysitter’s secret arrangement 3

    ♡ babysitter’s secret arrangement 3 ♡ 18 mins • the final insallment of the bbysitter saga is here ♡ I know it’s your wife’s pilates night, but I don’t think I can keep staying late with you. I have a boyfriend now, and I wouldn’t feel right cheating on him. you’ve been so good to…

  • babysitter’s secret arrangement 2

    babysitter’s secret arrangement 2

    ♡ babysitter’s secret arrangement 2 ♡ 15 mins • hey sir, I just wanted to say thank you for helping me out last week, I got an A on my test and I’m so close to having enough money saved up for a car! so, your wife is at pilates again today, I was thinking…

  • my uncle takes my virginity

    my uncle takes my virginity

    ♡ my uncle takes my virginity ♡ 19 mins • all my friends have been teasing me about being the only virgin in our friend group. I’ve only kissed one boy and I really want to be more experienced for when I have a boyfriend. I don’t want to be a slut or anything, and…

  • babysitter’s secret arrangement

    babysitter’s secret arrangement

    ♡ babysitter’s secret arrangement ♡ 17 mins • sir, you know I love being a babysitter and I love working for you, but I’m trying to save up for a car right now and I need more money. Is there any way I could get some more hours or pick up some extra jobs from…

  • your sister’s bully

    your sister’s bully

    ♡ your sister’s bully ♡ 16 mins • I’ve been bullying your little sister and you came over to my place to confront me, but I started bossing you around and it turned you on. I tease you for getting a boner for me and order you to take your pants off and stroke your…

  • my pervy uncle

    my pervy uncle

    ♡ my pervy uncle ♡ 15 mins • I got kicked out of my parents house and beg my uncle to let me stay with him. I promise I won’t be any trouble, I’ll do chores and whatever you want, I just need somewhere to stay for tonight. I wake up in the middle of…

  • daddy caught me masturbating

    daddy caught me masturbating

    ♡ daddy caught me masturbating ♡ 19 mins • another adorable ddlg custom video! you’re spying on me while I play with myself. watch me hump and grind on my teddy bear and hitachi wand. after a while I lay on my back and that’s when I see you watching me. daddy, were you spying…

  • sister ruins no nut november

    sister ruins no nut november

    ♡ sister ruins no nut november ♡ 14 mins • you’ve been acting so weird lately, what’s going on with you? wait you’re seriously participating in no nut november? i thought that was a joke thing, do people really do that? so you haven’t cum for almost a month… you must be really sensetive to…

  • step bro, I had a bad dream

    step bro, I had a bad dream

    ♡ step bro, I had a bad dream ♡15 mins • I woke up from a nightmare and couldn’t get back to sleep so I asked my step bro if I could come sleep in his room. I snuggled up into his bed and step bro decided to cuddle with me, he’s so sweet. he…

  • anal with my best friend

    anal with my best friend

    ♡ anal with my best friend ♡24 mins • my boyfriend isn’t talking to me. I asked him if we could try anal and he’s being all weird about it. I’m so glad I have you to talk to about it, you’re such a good friend. I just really wanna see what it’s like… and…

  • doctor’s appointment

    doctor’s appointment

    ♡ doctor’s appointment ♡13 mins • I went in to my doctor’s office for a checkup and we decided to start with a pelvic exam, I’m always so nervous seeing a doctor but I lay back and try to relax as he uses his gloved hands to explore my vagina. he starts with spreading and…

  • saving your marriage

    saving your marriage

    ♡ saving your marriage ♡ 18 mins • I’ve been counseling you and your wife for a few months and decided to have you come in for a one-on-one session. I’ve noticed that you don’t have a very fulfilling sex life and I’m concerned that if we bring this up to your wife, she’ll just…

  • tea for three

    tea for three

    ♡ tea for three ♡15 mins • you and your girlfriend just moved in together and you invited me over for tea. I chat with you both while making some rude comments to your gf. she goes to the kitchen to make us some tea and I immediately spread my legs to show you that…

  • cheat on your gf with me

    cheat on your gf with me

    ♡ cheat on your gf with me ♡24 mins • oh no are you fighting with your girlfriend again? idk why you even bother with her, she’s always causing problems for no reason. if I were your girlfriend, I’d just be so happy to be with you. you’re so great and you know I’ve always…

  • saving your slut sister

    saving your slut sister

    ♡ saving your slut sister ♡21 mins • my brother took my stuff in his room again. I go looking for it but find his creepy jesus shrine instead. does he really need a crucifix, bible, and mother teresa figurine next to his bed? i’m so tired of him trying to save me and help…

  • step bro i’m stuck

    step bro i’m stuck

    ♡ step bro, i’m stuck ♡16 mins • help me step bro!! I was reaching for my weed pen and I got my arm stuck behind the couch! luckily my step bro was nearby to help me. but he rubbed up against my ass trying to help me get out and I felt a boner????…

  • daddy please get me pregnant

    daddy please get me pregnant

    ♡ daddy please get me pregnant ♡15 mins • my first impregnation roleplay! I had so much fun ♡ starts off with a dialogue intro, I tell you I need to ask you for a big favor, I want a bby and I want you to get me pregnant. at first you say no but…