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duration 20:57
Babysitter Takes Your Virginity video from Jessica Starling
Babysitter Takes Your Virginity by Jessica Starling You're probably a little too old to need a babysitter still. Your babysitter isn't just a gross girl anymore, she's an incredibly sexy woman that you can't stop ogling. Your babysitter knows you're going to be a pain in the ass to watch -- you're going to keep acting up to get her attention. She says she has something special she does to control boys like you. She asks you if you've ever seen a naked girl in person before. She slowly strips down for you, remarking that you must still be a virgin and teasing you. You're rock hard by the time she's fully naked. Your babysitter then says she might need to do more to make sure you behave. She asks you if you want her to take your virginity, to which you anxiously and excitedly agree. She takes out your cock and is surprised by how big you are. She takes you in her mouth and down her throat, deepthroating you. Then, she gets on top of you and slowly lowers herself onto your cock. Her pussy feels amazing, but she tells you you're not allowed to cum until she says so, and not until after SHE cums. You have to hold in your orgasm, no matter how good it feels when she bounces on your cock. She confesses that she loves taking boys' virginities, seducing them and corrupting them. She's sad she only gets to take yours once. She rides your cock until she cums, then allows you to blow your load inside of her. You watch as your cum drips out of her soaking wet pussy. She tells you she may need to do this again to make sure you behave, but not to tell your parents.
duration 27:11
Popular Girl Fucks & Humiliates You POV video from Jessica Starling
Popular Girl Fucks & Humiliates You POV by Jessica Starling You come home from school one day to find the most popular -- and the meanest -- girl in school waiting for you in your room. She tells you she thought it'd be fun to torment you in your own home. Even though you hate her for bullying you, you still find her increadibly sexy. Having her alone in your room, threatening to torment you, is giving you a confusing boner. This is no surprise to her. I mean, everyone wants to fuck her, after all. And she is WAY out of your league, as she lets you know. She tells you she has an idea, and to your surprise, she starts rubbing your hard cock. She teases you about how hard you are already, how much you're going crazy over a clothed girl giving you a handjob. She accuses you of being a virgin. She's correct. This is the most any girl has ever touched you. She loves it, calling you a virgin loser. You cum about three minutes into the handjob, shooting it all over her shirt. She laughs and calls you pathetic. She can't believe how fast you came -- but she's not done with you yet. She strips naked and starts rubbing your aching cock again, and again, you cum disappointingly fast. Laughing, she wonders how fast she could make your pathetic cock cum if she were to fuck you. Before you know it, she has you on your back on your bed, mounting your cock, teasing you, telling you she knows you won't last long inside her. You cum again, right after putting your cock inside her. The feeling of her warm pussy around you was too much for you to handle. She throws her head back in laughter. You really are pathetic. She gets you hard again, determined to tease you as much as possible for cumming so fast. You cum again and again, filling her pussy up with your hot cum as she makes fun of you. The final time she rides you, she tells you your cock is hers now. It belongs to her, and you're not allowed to cum again until she does. She bounces on your cock, her big tits swaying in rhythm, until she orgasms on top of you. You're allowed to cum inside her again, and fill her up with your huge load. She shows you how much you've cum inside her up close, and tells you she can't wait to tell everyone how much of a loser you are.
duration 24:42
Brat Milks Your Virgin Cock 4 Times video from Jessica Starling
Brat Milks Your Virgin Cock 4 Times by Jessica Starling You've been a virgin for a frustrating amount of time. Tonight, you muster up all your courage and go to a party in your neighborhood to get laid -- except you don't know anyone and end up hiding upstairs instead of mingling. In walks the hot, bitchy popular girl you've had a crush on since forever. She immediately starts bullying you, telling you you're a loser and wondering why you're even here. You're nervous and silent, and she figures out you're here in hopes of losing your virginity. She laughs in your face. No one is going to fuck you, and even if they did, you'd last all of two seconds. She then says she's thought of something fun to do, something to torment you with. She begins teasing you with her body, squeezing her tits in her shirt before peeling it off, revealing her natural DDDs. She grabs your cock from outside of your pants. She's going to train you to last longer. She takes out your cock, gets on her knees and starts stroking you. It feels fucking amazing, and it's the most contact you've ever had with a girl. She teases and makes fun of you while she jerks you off, and before too long you blow a load on her tits. But she keeps going, milking you. She's not done with you yet. Eventually she reveals how much she loves cum and how she wants you to cover her in your virgin cum. You were perfect because of your lack of experience. You were sure to drench her in your cum multiple times. She begs for your cum again and again, making you cum on her tits another three times. She says that maybe next time, since she's trained you, she can take your virginity too.
duration 18:36
Ultimate Friend Zone - Star Nine video from Star Nine
Ultimate Friend Zone - Star Nine by Star Nine I'm (Star Nine) trying on a gold satin evening gown and talk to you in my mirror reflection. The satin dress makes my boobs look great, but is it too much for a first date? you're sweet to help and I make a confession on having sex with him despite being a virgin. you've never had sex before because you would've told me. you're best friend. Girls practice kissing, but maybe we should practice with sex toys. See if we're doing it right? This vibrating wand works for girls and I talk about the pussy sensations, but I know this isn't how actual fucking will feel like. Maybe this dildo will be better because the first time is hard for penetration. I don't know if I have a hymen but I have a tight pussy for this dildo. Vibing myself helps, but I can't bring this with me. Do you think I should tell him I'm a virgin? It's weird to still be a virgin. Teasing myself, I pull it away in a game of tease and denial. Do you want to use my wet toys? Boys can use vibrators on their balls head and perineum. you're probably not going to want to do anal toys. I'm not judging you for having a hard on! you should jack off while vibing yourself. Are you worried about cumming in front of me? I'm Deep throating the dildo before dildo fucking and vibing myself. Talking dirty, I go into details about the waves of orgasm until hand gagging myself for getting too loud. Edging myself, I stop masturbating for self gagging. We can't get caught, so I'm mmmphing through a red ballgag as I have multiple orgasms! I love that you're eager to put my big red drooly ballgag in your mouth! Dildo sucking almost gives you a premature ejaculation? Girls take longer to orgasm, so you need cock control. Let's do some tease and deny games as I'm dildo deepthroating. Thank you for being a good friend and helping with the sex education! I'm late for my date. Will you put these dirty toys away? Includes virgin humiliation, cuckolding, joi, solo female, electric massagers KEYWORDS - jerk off instruction masturbation encouragement masturbation instruction dirty talk cock tease & denial edging games orgasm control orgasm denial female masturbation solo masturbation moaning fetish female orgasms vibrators dildos dildo fucking sex toys ballgagged women ball gagged women gag talking shiny clothing shiny clothes silk/satin
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