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Jessica Starling Videos

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20:00
Custom: Asshole Worship, Fingering video from Jessica Starling
Custom: Asshole Worship, Fingering (Custom uses the name "Hamid" throughout) "I'd love it if you could film yourself doing some sort of a "glutes exercise". Laying on your back with your knees bent, and lifting your ass up in front of the camera multiple times. I want you to really tense up your ass muscles as well as some thigh jiggling in that position. If you can spread your ass every now and then dirty talk of your asshole with my name, that would be great. No toys will be used during the video. You'll be standing over the camera with an upskirt view, completely naked. As if you're standing over my face. I wanna see your face, tits, pussy, thighs and your whole ass in the same frame of the video. I wanna see that sexy fold between your ass and thighs. I also wanna see your ass and thigh jiggle with dirty talk with my name. I'd also love it if you could play with your pussy every now and then with dirty talk. While doing all that, a JOI from you would be amazing. You're jiggling your ass and thighs and playing with yourself, standing over me. You look at my cock and you get turned on. Mentioning that you want to suck my cock so bad. You see me stroking it, and you get excited. Most important things are the upskirt view and thigh jiggling. I'd absolutely would love to see your pussy and ass from below. Lay on your back, your legs as far back as possible with your pussy and asshole facing the camera. More dirty talk with my name as you spread your asshole open and closed, playing with your pussy. After doing that, I want you to spread your asshole, fingering your asshole with more dirty talk with my name (Me licking your asshole, me fingering your asshole). You love it when I lick and finger your asshole. I’m licking your pussy while fingering your asshole. After I’m done fingering your asshole, you want my cock in your asshole. You'll continue fingering your asshole as you beg for my cock. A lovely view of your spread asshole, fingering your asshole and playing with your pussy; those are the most important things. No toys throughout the whole the video. Just your fingers."
27:11
Popular Girl Fucks & Humiliates You POV video from Jessica Starling
Popular Girl Fucks & Humiliates You POV 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.
27:00
Custom: Cock Worship, Blowjob, Fucking video from Jessica Starling
Custom: Cock Worship, Blowjob, Fucking "Scene 1: Jessica comes into her room and finds her Roommate (guy witch she does not really like) in her room. She whants to trow him out of the room. The guy claims that the Project he is working on is finally finished. He explains that he made his dick irresistible for Women. Jessica wants him to leave. The guy gets his dick out and Jessica stops and is completely mesmerized from the dick. Jessicas hostility is gone she has only eyes for the guys dick. She wants to touch it and asks for permission. The Scene moves on touching, handjob, licking, Jessica praises all the time what a "wonderful dick it is", "it is the best thing in the world" something like this. Jessica wants to take the dick in her mouth (for a blowjob). The Guy says only if she gets fully nude. After a short hesitation Jessica complies and gets nude. Jessica stats blowing, and deepthroating the dick, while in between praising the dick. The Scene ends with a Cumshot, and Jessica completely falling for the guys dick. She wants to do every thing for just one second more with the dick. Scene 2 Jessica enters the room, she whants some more of the guy dick. The Guy says "you know what to do"(implying its not the first time after her first "meeting", Jessica gets naked it is revealed under her cloth she has a slave collar (the one from Jessica Starling_Anal-Training-Sirs-Pet). Jessica starts blowing the guy. (Deepthroat, spit, gaging, dick praising, like above) Before the guy blows his load (thats Jessicas favorite part) he takes the dick away and demands that she calls her Boyfriend and break up with him. Jessica instantly follows the guy orders with no hesitation she calls her Boyfriend and breaks up with him, because she found the best dick in the world (*fake phone call). The Blowjob, deep throat session continues (Deepthroat, spit, gaging, dick praising, like before). The guy comes on her face. After that the guy whats to fuck Jessica's pussy. Jessica is totally fine with it (everything for the guy with the best dick). But Jessica is sorry because it is her first time (she wanted to wait till marriage) and that she has no experience pleasuring that wonderful dick with that hole. The guy (of course) fucks her any way). The guy whants Jessica to put on the ball gag. Jessica puts on the ball gag. Jessica keeps praising the dick with the ball gag on, spit runs down her mouth while the guy fucks her pussy. After fucking her he comes in her pussy. The Scene ends with Jessica exhausted and happy. Jessica puts of the ball gag. The guy whats to meet Jessica sexy friend from Class, and Jessica should lure her in next time. Jessica is agrees and is happy to have company next time, because it is absolutely clear that that dick needs more than one girl."
20:26
Fucking Mommy POV Virtual Sex video from Jessica Starling
Fucking Mommy POV Virtual Sex Dating life hasn't been easy for your newly-single mommy. There aren't a lot of good men out there. She comes home from a failed date one night, crawling into bed next to you, wanting to tuck you in. She expresses her disappointment in her dating life and tells you her lack of success hasn't been making her feel attractive. You assure your mommy she's beautiful, making her blush. She wishes more men were like her baby boy. She tells you she wants to be close with you tonight. You make her feel better about herself, more than anyone else. She moves her hand to your crotch and starts rubbing. You're confused, but mommy says it's okay that she's touching you. She just wants to make you feel good, the way you make her feel good. Mommy has been thinking about this for a while. After each failed date she'd come home and touch herself... and think about you. She doesn't need or want anyone else. She takes her big tits out of her sexy red dress and tells you to suck on them before begging to let her fuck you. She gets on top of you and rides your face first. You have an excellent view of your mommy's pretty pussy and her tits as you lick it. Then, she starts to mount you, telling you she's going to be gentle with her baby boy. She bounces up and down on your cock. Her pussy is dripping, she loves fucking you. She tells you it's okay to want to fuck mommy, and it's okay she wants you inside of her. Mommy begs you to get on top of her and pound her pussy. You fuck her missionary as she moans in ecstasy. You pull out and cum all over her stomach. She tastes it. Mommy tells you she'll never need another man again.
20:57
Babysitter Takes Your Virginity video from Jessica Starling
Babysitter Takes Your Virginity 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.
24:42
Brat Milks Your Virgin Cock 4 Times video from Jessica Starling
Brat Milks Your Virgin Cock 4 Times 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.
20:11
Homewrecker Marriage Counselor BJ Facial video from Jessica Starling
Homewrecker Marriage Counselor BJ Facial Your marriage is on the rocks. You and your wife have been seeing a marriage counselor for one last attempt at staying together -- the only thing is that you definitely want to bang the hot, young marriage counselor. After a few sessions, the counselor asks your wife to leave the room in order to have a one-on-one with you, something she assures your wife is essential to the therapy process. Once your wife is out of the room, your counselor admits she can't save your marriage. There are too many things that can't be worked through. And she thinks you deserve better. She advises you to leave your wife. There are better women out there -- like her. She begins to unbutton her top. You're nervous with your wife sitting right outside but rock hard from looking at your counselor's big, natural tits. She tells you she's so much better than your wife -- so much hotter and younger. She's simply a superior woman. She takes off her bra. You're stupefied by her body. She puts her hand on your crotch and assures you once she's done with you, you'll forget you ever had a wife. She begins to suck you huge cock, taking all of you effortlessly. She loves your cock, putting it all over her face and slapping it against her tits. She's gagging on your cock and spitting on her tits, playing with it. She keeps telling you that you need to leave your wife, that you need a hot young thing like her to service your cock. She's sucking your cock so well, you can't resist her. She tells you to cum on her face -- and then invite your wife back into the room to witness the aftermath of your infidelity. Aren't you ready to leave that old hag?
16:50
Custom: More Than Friends: Anal, Riding video from Jessica Starling
Custom: More Than Friends: Anal, Riding "The Wonder Years Reboot: Kevin Arnold grows up with the tom-boy next door, Winnie Cooper. They are best friends and he has never seen her in a romantic a way. Over the years she has become a beautiful woman but he still sees her as a friend. She is assertive and decisive. She sees their connection and she has a very kinky side. She wants to do something to completely change their dynamic. She knows if she confronts him face to face he will probably not hear her out due to the nature of their friendship. She decides to seduce him through a video. She quickly explains her feelings and shows him that she has been harboring kinky thoughts for a long time. Now that they are adults on their own she decided to make a move. She sets up her camera and decides to send a seductive message.She wants to express her feelings through the video. She is in no make-up and in her regular clothes, as he normally sees her. She explains how she feels and wants to be more than friends. (1min) She shows off her body head to toe, front and back, every inch. Spreading her pussy and ass. She brings out a dildo and demonstrates what she would like to do. She sticks it on the floor and mounts it while she plays with her tits. She uses her spit as she would oil to glisten her tits, drooling over each one. She rides the dildo slowly then ramping up aggressively. (5 mins) She periodically removes it and places it in her mouth to taste herself. (4 min) She replaces the dildo and rides it anally. During the riding she rubs her spit covered tits and places her nipples in her mouth, sucking on them slowly. (4 min) She rides the dildo to orgasm while continuingly rubbing her tits and drooling copious amounts on them. She removes the dildo and she deep throats it. (1 min) The shot closes with a wink and blowing a kiss."
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