OliveWood More TABOO Vids in HD 1080p POV

Description

Mommy and the Masturbation Problem HD

Mommy needs to have a little chat with you. She’s been finding dried semen on all of your laundry, her expensive hand lotion has gone missing, and it seems like the majority of your time is spent in your bedroom with the door shut. Concerned that you may be spending a too much time masturbating and not enough time dating, she urges you to let her find a solution to calm your relentless libido. Do you have anything in mind?
*VIEWER DISCRETION ADVISED*
#Family
#Mommy Roleplay
#POV
#Role Play
#Taboo


Mommy Never Says No HD

After a serious faux pas at a social function, Mommy’s friends don’t want you to attend this year’s holiday party. While Mommy prepares to head out without you, you can’t help but feel hurt that she’d rather spend the evening with her stuck up friends instead of you. Mommy hates the thought of you spending the night alone, and offers to spend some extra special time with you when she gets back to your hotel, but you can’t wait. You want Mommy NOW, and it doesn’t take much to convince her to give you your special treat early.
#MILF
#Mommy Roleplay
#POV
#Role Play
#Taboo


Mommy Wants Sister to Watch HD

Mommy knows about the secret crush you have on your sister. Jealous and determined to be the most desirable woman in the house, she calls you both in for a family talk and explains that it’s time for your sex education. Mommy begins by letting you both suck her breasts before casting your sister aside and focusing on you. She reminds you that no other woman, including your sister, holds a candle to her and that mothers and sons are the perfect match. Enormously aroused by the feeling of your tongue on her breast, she bends over and instructs you to lose your virginity to her. You love the way Mommy feels from behind and the fact that your sister is watching makes it even more thrilling. Mommy pushes you down on a chair and climbs on top of you. As she begins to ride you, she beckons your sister over for a sloppy kiss before using your cock to achieve an explosive orgasm. She encourages you to finish inside her, congratulating you when you finish and suggesting that perhaps next time you can try your sister, but ONLY with Mommy’s consent.
*Warning. Contains taboo trigger words!*
#Family
#Mommy Roleplay
#POV
#Role Play
#Taboo


A Gift for Sister HD

It’s your older sister’s birthday and you decide to surprise her with lunch at her office. She’s delighted to see you and excitedly details her plans for a birthday “girls night” on the town. You’re disappointed that she won’t be spending her special evening with you and beg her to change her plans, but she explains that she can’t. Although she can’t give you exactly what you want, she hates seeing you forlorn and offers a special treat to help you feel important.
A custom commission.
#Family
#POV
#Role Play
#Sisters
#Taboo


Best Friend’s Mom Needs a Boy Toy HD

Your best friend and his mother, Mrs. Wood, have always felt like family to you. Although she begs the two of you to attend a local university, you both bid her farewell and head out of state, leaving her with an empty nest for the first time in eighteen years. Lonely and vulnerable, she begins texting you on a daily basis and you develop a relationship as secret pen pals. Although your conversations are innocent at first, it quickly becomes apparent that Mrs.Wood’s intentions are far from pure. After several steamy nights of explicit conversation, she’s agreed to come pay you a visit.
You put on your best dress shirt and head her hotel, quivering with nervous excitement as you approach her room. She opens the door and instructs you to strip for her before ushering you over to the sofa and asking you to detail exactly what you want her to do to you. Once she’s satisfied with your answer, she rewards you by taking your cock into her mouth and teases you until you feel ready to burst. Before you have a chance to orgasm, she directs you to lie on the bed where she straddles you and rubs herself against you until she comes. She suggests that perhaps you shouldn’t go all the way since neither one of you brought a condom, but she’s too alluring to resist and she knows it. Sliding you inside her, she rides you and gives herself another orgasm, her large, round breasts bouncing up and down with every thrust. She bends over for you and instructs you to use her body as hard as you possibly can. When she orders you to cum inside her, you don’t hesitate for a moment and you both orgasm together without the slightest bit of remorse for what you’ve done.
#MILF
#Mommy Roleplay
#POV
#Role Play
#Taboo


Goodnight, Mommy HD

Mommy has noticed you haven’t been your usual, cheerful self lately and thinks you deserve some special one-on-one time in her bed tonight.
#ASMR
#Family
#Mommy Roleplay
#POV
#Taboo


Seduced by Your Nympho Patient HD

Your new patient loves talking about her sex life and claims she can seduce any man she chooses. Will her feminine allure work on you?
A custom request.
#Dirty Talking
#POV
#Redhead
#Role Play
#Taboo


The Bad Aunt HD

After matching with your married aunt on a dating website for cougars, it becomes apparent that she hasn’t a clue who you are. Although you’re certain of her identity, you’ve grown up significantly since she last saw you and she remains oblivious throughout weeks of text exchanges.
Eager to get her hands on a man much younger than her husband, she arranges for the two of you to meet at a remote hotel outside of town. Things appear to be going without a hitch until she begins to ask you about your history with older women. You explain that she’s your first, but nervously admit to having had a crush on one of your aunts growing up. Ready to try something new, she suggests a role play scenario in which she pretends to be your aunt. You‘re thrilled by the idea and enthusiastically play along until you accidentally refer to her as “Aunt Olive”. She pulls away and asks you how you know her real name. Panic flashes across your face as you attempt to come up with an excuse, but you can no longer hide the truth. You confess to being her nephew but assure her that despite being relations your attraction to her is genuine. Although she’s horrified at first, she talks herself into following through with the affair regardless of your family tree. She wants you too badly to turn back now, maybe even more than she did before learning who you really are.
#Boots
#Family
#Mommy Roleplay
#POV
#Taboo


The Bad Therapist HD

You’ve never had a therapy session quite like this one.
A custom commission.
#Lace/Lingerie
#POV
#Redhead
#Role Play
#Taboo