Video Description: You love being married to Mommy. The two of you are more in love than ever and certain the honeymoon phase will never end, but there’s one thing step-Mommy can’t get off her mind. Now that you’re a married couple, it’s time to start growing your family, and she’s DESPERATE to begin. She’s not as young as she was when she had you and you don’t have a moment (or a load of semen) to waste...
Genre: Family, MILF, mommy, Mommy Roleplay, Olive Wood, POV, Role Play, stepmom, stepmommy, Taboo, Virtual Sex
Video Description: You’re alone with Mommy, miles from home in a town where no one recognizes either of you. Free from any interruptions or the risk of being caught, you can finally enjoy each other in all the ways you’ve always wanted to try...
Genre: Family, mommy, Mommy Roleplay, POV, Role Play, Taboo, taboo mommy, Virtual Sex, Olive Wood
Video Description: Your step-sister is worried about Mommy. Although it’s hard to keep track of her dating life, your step-sister suspects she’s been dumped by one of her much younger boyfriends and the rejection has hit her hard. Sis knows Mommy thrives on the validation she receives from young men and thinks you ought to help boost her spirits by paying her a compliment. You don’t particularly enjoy dealing with Mommy during her depressive episodes, but Sis makes you an offer you can’t refuse (a blowjob) and sends you off to Mommy’s room with a kiss. Mommy throws the door open half-naked and demands to know if anyone has come to call for her. You shake your head and she sighs, ushering you in as she attempts to cover herself with a robe and apologizes for her sorry state. As she begins to lament about her recent breakup, you blurt out your step-sister’s request verbatim and tell Mommy you think she’s beautiful. Mommy immediately perks up and begins to fish for more compliments. She goes on about her love for younger men and adds that if you weren’t her step-son, she’d date you in a heartbeat. You assure her the feeling is mutual and the two of you embrace. You’re humiliated when Mommy pulls away and gleefully points out your growing erection. She promises you it’s nothing to worry about, in fact, one of her favorite things about young men is their insatiable appetite for sex. It’s perfectly natural for a boy your age to find her arousing, so perhaps it wouldn’t be wholly UNnatural for her for tend to your urges. Mommy steps closer and unzips your pants. She gets on her knees and begins to suck your cock before climbing onto her dresser and ordering you to stroke yourself as she fingers her pussy and gets it ready for you. She teases you for what feels like an eternity before pulling you in and wrapping her legs tightly around you as she guides you inside her. She uses lots of everyone’s favorite “I” word as she reminds you you’re back inside the body that birthed you, and climaxes as she enthuses about her new family kink. Mommy flips over so you can take her from behind and watches herself in the mirror as you push yourself inside her even deeper than before. She turns around and begins to kiss you, dragging you into bed as she encourages you to continue in missionary position. The two of you take turns on top, and you find you especially enjoy watching Mommy’s big round breasts bounce up and down as she rides you. When you can no longer hold in your orgasm, Mommy rolls back over and begs you to come inside her, which you do without hesitation. You leave Mommy’s room and suddenly remember the deal you made with your step-sister. She corners you as you head towards the bathroom to clean up and demands to know how Mommy doing. You explain that Mommy is doing well, in fact, she seemed to be glowing when you left the room. Sis is so proud of you that she offers you your payment on the spot. She takes your cock between her hands and notes that you taste and smell especially good. Although she can’t quite pinpoint the flavor, the combination of your semen mixed with Mommy’s pussy drives her wild with desire as she hungrily slobbers on your cock and brings you to orgasm once more.
Video Description: Custom commission. TRIGGER WARNING. While studying to become a therapist, your struggling step-sister takes on a job at a sketchy "lingerie therapy" company. After moving to the other side of country to get away from you, she'd never suspect that her strange, masked client is YOU. She tries to run, but it's too late. You've had your entire life to plan her captivity and there's nothing she can do but surrender control. (Not a ton of sex in this one, as the customer who commissioned it specifically did not want any)
Genre: Family, mommy, Mommy Roleplay, POV, Role Play, siblings, sister, Son, Taboo, taboo mommy, Virtual Sex, Olive Wood
Video Description: You have no memories of your mother. Mommy left you with your big sister when you were young and all you’ve ever known is Sis. The two of you have developed a unique bond as she’s grown into the role of your caretaker and more recently, your lover.
Genre: Daddys Girl, Family, POV, Role Play, Taboo, Virtual Sex, Olive Wood
Video Description: There's only room for one man in her life and it isn't her new husband, it's you.
Genre: Aunt, Family, first time, Mommy Roleplay, Older Woman Younger Man, Pantyhose, POV, Role Play, Taboo, virginity, Virtual Sex, Olive Wood
Video Description: Your aunt has never approved of her sister’s strict parenting style. When you come to stay for the weekend, she makes it her mission to get you out of your shell and teach you what it feels like to finally be treated like a real man.
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