Tag: FAMILY

Olive Wood – Mommy Should Be Your First

You burst into Mommy’s room after an abysmal movie date and are comforted to see she’s waited up for you. Mommy prompts you to fill her in on your evening, and you tearfully admit to your date walking out on you halfway through the movie. You’re concerned you may have offended her by trying to kiss her and ask Mommy if you’re a bad person or a clumsy kisser. Mommy assures you you did nothing wrong, but just to be on the safe side, she suggests you demonstrate the kiss you gave your date. Mommy needs multiple kisses in order to properly assess your skill level, and determines you’re in dire need of coaching. The two of you kiss until she’s satisfied with your progress, but somehow neither of you feel satisfied. In order for this lesson to truly be a success, Mommy decides she ought to teach you how to properly handle breasts. As you fondle Mommy, she can’t seem to take her eyes off your obvious erection. She sighs and admits that if she wasn’t your mother, your cock would already be in her hands. She closes her eyes and pretends for a moment that you’re unrelated, but neither of you can hold it together for long. Soon, Mommy finds herself unzipping your pants and can’t seem to stop herself from leaning over to taste you. Mommy gently teases you with her mouth, but it isn’t enough for her. While she has you in her bed, she might as well take your intimacy lesson to the next level.

Sydney Harwin – The Last Taboo With Mom

After months of nervously touching each other inappropriately, you and your mom are planning on taking the next step in your secret “affair-relationship”.. you want to have sex, the ULTIMATE and final taboo act.. but your damn dad is possessive and barely lets your mom out of his sights, so it’ll be hard, but definitely worth the wait when you finally get what you’ve both been desperate for..

Olive Wood – Mommy Gives You The Talk

You missed countless days of school growing up and somehow managed to slide by without taking a single human biology class. When your older sister announces her first pregnancy, it suddenly occurs to you that you still haven’t the slightest idea how babies are made. Horrified that she may have failed you as a parent, mommy wastes no time in sitting you down to have “the talk”. Although your sex education is over a decade overdue, Mommy’s hands-on parenting style has you covering all the bases in no time.

Olive Wood – Using Mommy While Her Parents Are Visiting

You’re used to your special afternoon playtime with Mommy. When she explains that today’s session will have to wait because your grandparents are downstairs, you refuse to take “no” for an answer and insist that your cock absolutely must be milked. Although she’s terrified of what may happen if her parents find out what she likes to do with their grandson, Mommy gives in and nervously offers to suck and ride you until you finish inside her. You’d better hurry so you don’t get caught!

Olive Wood – Embarrassing Mom Parts 1 & 2

PART 1:
Avast ye! Your mother has arrived to boys’ night dressed like a pirate and ready to set sail. Although you’re humiliated, you agree to let her stay if she’s willing to play “bar wench” for the evening and sneak you refreshments. After several rounds of grog and encouragement from your flabbergasted friends, the night takes an unexpected turn when Mommy begs you to lose your virginity to her.

Time to hoist your mainsail and head below deck! There’s booty to be had!

PART 2:
Your embarrassing mother is back and thinks she can tag along to a cosplay convention in a slutty burger costume she found at the back of her closet. Though you attempt to refuse her, she’s determined to prove to you and your friends that she’s cool mom material, and takes your cock while your bewildered buddies spectate.