Tags: Olive Wood Begging For Cum Blackmail Fantasy daddy Daddy Roleplay daughter Family Older Man Younger Women POV Role Play Taboo Virtual Sex Olive Wood 2024

Olive Wood - Daughter Issues [4K 1440P]




 Olive Wood - Daughter Issues [4K 1440P]


Genre: Begging For Cum, Blackmail Fantasy, daddy, Daddy Roleplay, daughter, Family, Older Man Younger Women, POV, Role Play, Taboo, Virtual Sex, Olive Wood

Video Description: You stumble home after a night of boozing. Your wife is out of town and you expect your daughter will be in bed, but she enthusiastically greets you at the door. She assures you she won’t tell her mother you’re hammered again and begs you to bring her with you next time you want a night out on the town. As she prattles on about how much she loves spending time with you, you begin to feel a little woozy and lose your footing. You insist you don’t need her help, but she determinately ushers you over to the sofa and tucks you in. You hate the thought of her seeing you like this, but she refuses to leave your side and hovers over you until you can no longer hold your eyes open. You have odd, erotic dreams, but you’ll have no recollection of them when you wake up. You awaken to the sun in your eyes and your daughter’s long red hair tickling your face. You attempt to shoo her away so you can sIeep in, but she has some urgent news for you. Upon confirming you have no recollection of arriving home last night, she sits you up and bluntly informs you that the two of you had sex! Before you can muster an appropriate response, she gushes about how explosive your chemistry was and how you professed your love for her the moment you were inside her. She adds that the two of you are clearly meant for each other, and leans in for a kiss to help jog your memory. When you refuse, she pouts and insists it’s in your best interest for her to sustain your romance in any way it takes. She threatens to tell your wife everything if you don’t obey her, and you’re left with no choice but to unzip your pants and follow orders. She takes you into her mouth before slipping you between her breasts and slowly teasing you. You hope this is as far as you’ll have to go, but she bends over and demands penetration. You’re disgusted with yourself, but seeing her exposed and eagerly awaiting your cock floods you with desire. She backs up into you as you guiltily admire your own daughter’s perfect ass. As you feel her getting wetter on your cock, your intrusive thoughts get the better of you and you decide to see how loudly you can get her to squeal. She groans as you thrust harder and it takes all your willpower not to cum. Thrilled by your sudden burst of enthusiasm, she flips over so she can watch you penetrate her. As she guides you back inside, she reminds you that last night you came inside her. You’re horrified, but she assures you the pregnancy risk is low and urges you to do it again. Imagining a risky pregnancy with her Daddy sends her over the edge and she erupts in orgasm. She begs you to do the same and you can’t find the willpower to protest. You throw her down on the rug and give her exactly what she wants as she praises you for being the world’s most perfect father.
Views: 15
Tags: Olive Wood Beautiful Agony Family Jerk Off Instruction JOI mommy Mommy Roleplay mommy son POV Roleplay Taboo Olive Wood 2024

Olive Wood - Mommy and Son Look but Dont Touch [FullHD 1080P]




 Olive Wood - Mommy and Son Look but Dont Touch [FullHD 1080P]


Genre: Beautiful Agony, Family, Jerk Off Instruction, JOI, mommy, Mommy Roleplay, mommy son, POV, Roleplay, Taboo, Olive Wood

Video Description: It would be wrong to plunge yourself inside Mommy, despite how much you both crave it. Instead, the two of you make do with touching yourselves side-by-side while Mommy describes her filthiest fantasies in explicit detail. Let’s hope Daddy doesn’t hear you.
Views: 30
Tags: Olive Wood Aunt Breeding Impregnation mommy Mommy Roleplay POV Role Play Sisters Taboo Twins Virtual Sex Olive Wood 2024

Olive Wood - Aunt Helps You Breed Mommy [HD 720P]




 Olive Wood - Aunt Helps You Breed Mommy [HD 720P]


Genre: Aunt, Breeding, Impregnation, mommy, Mommy Roleplay, POV, Role Play, Sisters, Taboo, Twins, Virtual Sex, Olive Wood

Video Description: You arrive home from school to find Mommy in the living room with her twin sister. Mommy seems on edge, but Aunt Olivia is thrilled to see you and excitedly begins to spill the details of a plan they’ve been developing. She cryptically suggests you’re an integral part of a major family decision, but stops herself before finishing and urges your mother to explain the rest. Mommy is hesitant to share, but after being goaded into keying you in, she announces a plan to give your late father what he always wanted—another baby! Without your father’s sperm she can never pass on his DNA, but Aunt Olivia has convinced her to try the next best thing—you! Mommy looks nauseated after explaining their plan aloud, but Aunt Olivia seems giddy. She announces that she’ll be overseeing Mommy’s impregnation and that the two of you had better get started right away. Although you’d never admit it, you quietly love the idea of being inside Mommy, and Aunt Olivia by her side feels like a wet dream come true. You pretend to have concerns about maintaining an erection and Aunt Olivia leaps to the rescue by offering her services as a fluffer. As she pulls your cock out of your pants and begins to tease it with her mouth, she congratulates your mother on having such a perfect son and urges her to prepare herself for you. Once Aunt Olivia has thoroughly ensured your arousal, she instructs Mommy to lift her skirt so you can all admire the vagina that brought you into the world. As Auntie slides a few fingers inside her sister to help warm her up, it takes an enormous amount of willpower to stop yourself from stroking yourself to climax. Seeing how eager you are, she guides your mother to the sofa and helps remove her dress. Mommy feels exposed and insists on a blanket between the two of you to keep it “clinical”, but despite her efforts to stay covered you’re still able to watch yourself stretch her open. Mommy lets out a stifled moan and can’t conceal her pleasure as you begin to thrust, but quickly withdraws when she notices your eyes locked in on her pussy. She guides your face up to hers and demands that you look into her eyes and nowhere else, but somehow this excites you both even more. As Aunt Olivia urges you to fuck Mommy harder, Mommy shrieks and begs you to slow down so she doesn’t orgasm. An orgasm on her son’s cock would be taking this whole thing too far and you absolutely mustn’t let her climax. You pretend not to hear her and quicken your pace as she squeals in both pleasure and frustration. After her accidental orgasm, Mommy can no longer look you in the eyes and insists that you finish from behind, but you don’t mind. Now you can stare directly at Mommy’s body without being shamed for it. Aunt Olivia eggs you on as you push yourself against Mommy’s soft curves. You could easily climax now, but you can’t stop thinking about looking into Mommy’s eyes as she came. With Aunt Olivia’s help, you convince Mommy to turn back around and ride you until you finally explode inside her. With your semen secured, Mommy lies back on the floor to keep it from running down her legs. Aunt Olivia surveys her sister on the ground and decides she’d like you in her pussy next. Mommy protests and Aunt Olivia retracts her request. You can try her ass instead! (Simulated)
Views: 46
Tags: Olive Wood Family MILF mommy Mommy Roleplay Mother Nurse Play Taboo Olive Wood 2024

Olive Wood - You're a Very Sick Boy TRIPLE FEATURE [FullHD 1080P]




 Olive Wood - You're a Very Sick Boy TRIPLE FEATURE [FullHD 1080P]


Genre: Family, MILF, mommy, Mommy Roleplay, Mother, Nurse Play, Taboo, Olive Wood

Video Description: All three episodes of my “You’re a Very Sick Boy” series. The fun with Mommy never ends as she does everything she can to keep her special boy safe under her loving care.
Views: 25
Tags: Olive Wood Family Mommy Roleplay POV Role Play Taboo Olive Wood 2024

Olive Wood - Mommy's New Favorite Toy [FullHD 1080P]




 Olive Wood - Mommy's New Favorite Toy [FullHD 1080P]


Genre: Family, Mommy Roleplay, POV, Role Play, Taboo, Olive Wood

Video Description: Your father is away on business over the holidays so you decide to pay him a surprise visit with your stepmom. Due to a slew of mishaps, the two of you miss a flight and end up stranded in a hotel overnight. If that wasn't awkward enough, it seems as though your dad has been secretly spending the holidays with another woman. Mommy is devastated, of course, and it's up to her special boy to help her feel much, much better...
Views: 26
Tags: Olive Wood Dildo Fucking Gagging Glasses Masturbation Orgasms Redhead Olive Wood 2024

Olive Wood - Just a Simple Video [4K 2160P]




 Olive Wood - Just a Simple Video [4K 2160P]


Genre: Dildo Fucking, Gagging, Glasses, Masturbation, Orgasms, Redhead, Olive Wood

Video Description: I found a video I made two or three years ago in my video queue. Lots of play, but not role play.
Views: 19
Tags: Olive Wood Dildo Fucking Gagging Glasses Masturbation Orgasms Redhead Olive Wood 2024

Olive Wood - Just a Simple Video [4K 2160P]




 Olive Wood - Just a Simple Video [4K 2160P]


Genre: Dildo Fucking, Gagging, Glasses, Masturbation, Orgasms, Redhead, Olive Wood

Video Description: I found a video I made two or three years ago in my video queue. Lots of play, but not role play.
Views: 16
Tags: Olive Wood Family Mommy Roleplay Pov Role Play Taboo Virtual Sex 2024

Olive Wood - Mommy and the Masturbation Problem [FullHD 1080P]




 Olive Wood - Mommy and the Masturbation Problem [FullHD 1080P]


Genre: Olive Wood, Family, Mommy Roleplay, Pov, Role Play, Taboo, Virtual Sex

Views: 86
Tags: Olive Wood Milf Mommy Roleplay Pov Role Play Taboo Virtual Sex 2024

Olive Wood - Mommy Porn Saves The World [FullHD 1080P]




 Olive Wood - Mommy Porn Saves The World [FullHD 1080P]


Genre: Olive Wood, Milf, Mommy Roleplay, Pov, Role Play, Taboo, Virtual Sex

Views: 51
Tags: Olive Wood Family Mommy Roleplay Pov Role Play Taboo Virtual Sex 2024

Olive Wood - Mommy Wants Sister to Watch [FullHD 1080P]




Olive Wood - Mommy Wants Sister to Watch [FullHD 1080P]


Genre: Olive Wood, Family, Mommy Roleplay, Pov, Role Play, Taboo, Virtual Sex

Views: 48