Genre: Big Toys, Garter And Stockings, Maid Fetish, Redhead, Role Play, Olive Wood
Video Description: Left to her own devices, your new maid has decided she would rather clean your toy collection than your kitchen sink. She might as well try them all out while she's at it, and nothing would turn her on more than letting you watch.
Genre: Big Toys, Garter And Stockings, Maid Fetish, Redhead, Role Play, Olive Wood
Video Description: Left to her own devices, your new maid has decided she would rather clean your toy collection than your kitchen sink. She might as well try them all out while she's at it, and nothing would turn her on more than letting you watch.
Genre: Anal, GFE, Role Play, Small, Penis Encouragement, Small Penis Worship, Virtual Sex, Olive Wood
Video Description: You've been nervous about your first time with the girl you've been seeing. She seems to really like you, but how will she feel when she realizes how small you are? Luckily you for, she doesn't seem to be even the slightest bit disappointed. She thinks you are perfect just as you are and delights in pleasuring you in as many ways as she can. She might even let you go where no man has ever gone before...
Genre: Family, Impregnation, mommy, Mommy Roleplay, POV, Role Play, sister, Sisters, Taboo, taboo mommy, Olive Wood
Video Description: PART 1 Scene 1: Mommy’s always been open about her career as a camgirl, but you’ve never encountered her in action until now. When you arrive home to find Mommy three sheets to the wind with her webcam propped up in your dining room, you can’t help but linger in the hallway and watch in awe as she sloppily entertains her online friends. Mommy lights up when she sees you and beckons you over to join her on camera. You know Mommy isn’t herself when she has too much to drink, but she’s so enthusiastic you can’t help but agree. One thing leads to another and you find yourself with your cock down Mommy’s throat while thousands of strangers watch. With encouragement from the men in her chatroom, Mommy convinces you to bend her over the table and take her from behind. The show is a hit, but abruptly cuts out halfway through and Mommy can’t seem to figure out how to log back on. Scene 2: Morning comes and Mommy nervously stops you in the living room to apologize for letting you appear online with her. She explains that she’s been banned from the cam site for life for letting you appear in her show, and recordings of the two of you are now circulating all over the internet. Mommy has no idea how she’s going to make rent without her camgirl gig, although she’s inundated with requests from strangers who want to see more of you together. The two of you agree you have no choice but to entertain some of their offers, and find yourself in correspondence with a mysterious stranger who runs an underground service for clients who want to hook up with related couples. You’re quickly booked by a husband and wife, and prepare to invite them into your home later that evening. Scene 3: Your first clients are a dream come true. The husband wants to sit in a corner and watch while his beautiful young wife role plays as your sister. Your new “sister” needs a sex lesson from Mommy and her own brother’s cock is the perfect tool for the job. Mommy begins the role play a little awkwardly, but it doesn’t take her long to fully embrace her role as a mother of two. She lets you new sister watch as she sucks your cock and has sex with you, then instructs “Sis” to do the same. Your new sister enthusiastically does everything Mommy says, and you become so immersed in the fantasy that you begin to truly believe she’s family. The session ends with Mommy encouraging you to cum inside her new daughter, and the couple leaves happy, assuring you they’ll be back soon for more. PART 2 The family business is booming after you and Mommy discover there’s a market for mother/son threesomes. Although you’ve had plenty of group sex, you’ve had very little time to focus on each other, and you’ve taken tonight for yourselves to indulge in a little breeding role play. The scenario wildly excites you and it doesn’t take you long to fill Mommy up with your cum. With semen still leaking down her thigh, Mommy gets up to check her phone and excitedly announces you’ve received a commission for your very first sex tape. Knowing you’re shy about appearing in front of the camera, Mommy leaves it up to you to decide what you film. Since breeding is fresh in your mind, you suggest filming a POV style video in which you pretend she’s heavily pregnant and the two of you have just had a shotgun wedding. Mommy enthusiastically agrees and you film a steamy role play video that begins to feel just a little bit too real. Seeing Mommy in white lingerie and imagining her as your pregnant wife sends you over the edge and as you finish inside her, you close your eyes and will your sperm to fertilize her. While Mommy admires the creampie you’ve given her, you can no longer hold your feelings in and confess how desperately you want to impregnate her and marry her. Mommy blushes and agrees, adding that a pregnancy might be just the thing your business needs to grow even more successful.
Genre: Close Ups, Cream Pie, Family, first time, mommy, Mommy Roleplay, POV, Role Play, Taboo, taboo mommy, Olive Wood
Video Description: Mommy knows how excited you get lying next to her in bed, and today she’s decided to surprise you by not wearing panties. It’s time for you to become intimately familiar with the pussy that gave birth to you.
Genre: Blowjob, Encouragement, Family, mommy, Mommy Roleplay, Older Woman Younger Man, POV, Blowjob, Role Play, Taboo, Olive Wood
Video Description: Tomorrow you’re going on your first ever big date and you can’t seem to calm your nerves. Mommy tells you you’ll always be her special champ and that you’re going to do wonderfully. She’s certain that tomorrow will be the day you lose your virginity, but you disagree. Mommy’s warm, loving blowjobs are the closest thing you’ve ever experienced to sex and you’re deeply concerned that nothing will hold a candle to her mouth. You ask Mommy for oral sex to help you relax and she agrees, hungrily sucking every last drop of cum out of you before hugging you goodnight and sending you off to bed.
Genre: Cougar, Family, mommy, Mommy Roleplay, Older Woman Younger Man, Taboo, Virtual Sex, Olive Wood
Video Description: Mommy hasn’t given you a moment of peace since you returned home from college. Fed up with the way she smothers you and treats you like a little boy, you confront her and explain that you’re embarrassed. Mommy is deeply hurt and begs you to let her find a new way to prove her love to you. Maybe it’s time to treat you like an adult and add some special new games to your family repertoire.
Genre: Family, MILF, mommy, Mommy Roleplay, POV, Taboo, Virtual Sex, Olive Wood
Video Description: Mommy can't help but drag you to bed when she finds out how much you enjoy her exciting new culinary creation.
Genre: Car Sex, Family, handjob, JOI, mommy, Mommy Roleplay, mommy son, POV, Role Play, Taboo, Olive Wood
Video Description: In order to clear your mind of impure thoughts and help you keep a level head on your first date, Mommy parks in your crush’s driveway and refuses to let you out until you “release some tension”.
Genre: Breeding, Family, Impregnation, Impregnation Fantasy, mommy, Mommy Roleplay, POV Role Play, Taboo, taboo mommy, Virtual Sex, Olive Wood
Video Description: You arrive a few minutes late to tonight’s breeding session and find Mommy in bed waiting for you. She demands to know why you’re late and thoroughly inspects you to make sure you haven’t been off sowing your seed in other women. After conducting a taste test, Mommy determines you’re ready to do the deed and spreads her legs for you. Tonight is her most fertile night of the month and she needs to be impregnated NOW, so you’d better give her exactly what she wants!
Genre: Facials, Family, POV, Sisters, Taboo, Virtual Sex, Olive Wood
Video Description: After your sister unwittingly reveals the fact that she posts videos on a clip site for a living, you do what any good brother would do and offer your services as a stunt cock. On-screen roleplay quickly turns to off-camera debauchery as the two of you realize your lust for one another is far from make believe.
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.
Genre: Breeding, Daddy Roleplay, Daddys Girl, daughter, Family, Home Wrecker, Impregnation Fantasy, POV, Role Play, Taboo, Virtual Sex, Olive Wood
Video Description: Your wife can no longer get pregnant and your daughter has selflessly offered to be your surrogate and give birth to her new sibling. She knows her mother is jealous of how close her pregnancy has made the two of you and she LOVES it. Knowing your wife can never compete with her, she’s determined to steal you for herself and start a family as lovers. This will be her first pregnancy of many, so you’d better start practicing for the next one now. Viewer discretion advised.
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.
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)
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