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Slow, Quiet Wet Dream For MILF's Boy
Sexy MILF (MILF) finds her boy in her bed. He's so still & quiet, but warm...& naked...& hard...she hushes him & moves slowly as to not disturb him. MILF's soothing voice & light touch...it's like a dream...MILF's pussy...MILF's hand...a messy climax and he'll always wonder if it was real or just something he imagined...
Length: 11 minutes
MILF's Sissy boy
MILF is here. Before you go off to school we need to get rid of that bulge in your panties. We don't want anyone to get suspicious of that big clitty of yours. I always wanted a girl & you look so pretty dressed up in your girly cloths with a bit of make-up. MILF's special, pretty girl. Just relax, MILF's expert hands in those leather gloves you love will do the job in no time. Let's empty those balls...that's MILF's good girl...
Length: 10 minutes
Step MILF Double Jerk Off
I'm your new Step MILF. While your Pa is out of town he has left me in charge of making sure you're up & ready for your first day at your new school. I understand that you may be distracted by the girls at school & it's important to me that you stay focused on your school work. Your Pa will be proud of you if you get good grades. I decide to help you stay focused by ensuring your balls are completely empty each morning. That's means that you'll jerk off TWICE while I tease you with my sexy body & sensually Dominant demeanor. You'll follow my instructions as I straddle your face, getting close enough for you to smell my feminine fragrance...this will be our little secret. It's taboo & unorthodox but I bet soon enough you'll only be able to cum looking at me, your step-MILF & other girls won't be a distraction at all...
Length: 15 minutes
Auntie & MILF's Groin Relief
MILF's boy seems to have slightly hurt his groin muscle. Auntie & MILF insist on examining the area & applying the appropriate salve. The next problem that 'pops' up Auntie & MILF also know how to deal with...they'll get the swelling down & have junior sorted out in short order. (Firm but loving sensual HJ with Fam FANTASY) (Click to see more of Lady Nina Birch)
Length: 10 minutes
MILF's Special Sex Ed
It's time to learn about the birds & the bees. The best way for offspring to learn is with each other. Loving Milf instructs & guides them, sometimes demonstrating. It's important that the Miss doesn't get a reputation at school so when she has urges she's to use her bro for her pleasure. He'll be taught how to satisfy & service both Milf & Miss...
Length: 20 minutes
MILF's Special Sissy
"I always wanted a girl!" ...We can't have the other students at school figuring out what you have under your skirt so MILF will just make sure we get rid of that stiffy before you go to school.
Length: 10 minutes
MILF Bath Time Jerk Off
It's bath time with loving MILF. So you're very relaxed & ready for bed after your bath you're going to be a good boy & cum for me...you're also going to make sure you're very clean so you'll be cleaning that bum hole with your finger while you stroke for me... xoxo
Length: 7 minutes
MILF's Boy: In Good Hands (MILF/boy)
Junior has been misbehaving at school. M decides he's not too old to spank but then gets a better idea when he seems humiliated to be half naked in front of her. She realizes that at his age there are better ways to get a boy to mind his M. She threatens him with chastity if he's bad but also shows him what his reward will be if he's good...she seduces him with her skilled, experienced hands...telling him that she can teach him everything about sexual pleasure & being a good lover...all he has to do is behave for Mmmmm...
Length: 10 minutes
Orgasm Control For My Boy
It's time for sex ed & masturbation instruction from your loving but strict "MILF". Today you'll learn orgasm control. At first you'll be expected to sit on your hands & not touch yourself while I tease & seduce you. Eventually I'll give you permission to touch yourself & will give you a countdown to stroke & NOT cum, then hands off. You'll edge yourself & eventually be given another long countdown from 20 to practice cumming on command. You will be a perfect boy for me & cum only when I give you permission. (Custom vid, Chris's name mentioned a few times.)
Length: 18 minutes
MILF's Strap On Discipline
You are at an age now where the way you are disciplined for stepping out of line is about to change. Not only do I wear the pants in the Fam, I have the biggest swinging dick. That's why your old man is such a good husband. He gets my huge cock up his ass if he doesn't do everything I tell him to do. The same now goes for you. You will be a good boy, get good grades, clean up after yourself, etc. if you mess up, try to rebel, stay out past curfew or anything else you won't get grounded or have your video games taken away...noooo, you'll be stripped naked in front of your own M! Bent over & fucked hard with my monster cock!
Length: 9 minutes
Cum For MILF's Friend Ceara
Be a good boy & show Ceara how well trained you are. Show her how good you are at worshiping feet & cumming on command... (Click to see more of Ceara Lynch)
Length: 5 minutes
Your MILF Is A Lesbian
This is a wonderful bedtime jerk off instruction for my MILF's boy...with an added twist...it also includes me letting you know that my hot girlfriend is more than just a friend. I know you have a crush on her & maybe it will help to know that she's not interested in boys at all... We're going to let you have one last orgasm while watching us together before locking you up in chastity. From now on we'll be controlling your orgasms so you don't turn into a chronic masturbating pervert. (Click to see more of Alexandra Snow)
Length: 9 minutes
Humiliating MILF's Boy
My small-dicked boy is a bit of a loser. He has decided he wants to be a super hero for Halloween & has picked out this ridiculous mask. I make him parade around in it in front of my sexy girlfriend & show her his unusually tiny penis. I make him worship our boots & do other humiliating tasks. Poor boy! (Click to see more of Nikki Whiplash)
Length: 11 minutes
My Boy Will Learn To Worship Pussy
Before my boy goes off to college I decide to teach him about the birds & the bees. Who better to teach him than the loving mature woman who raised him to respect women? Today's lesson is primarily about learning to please a woman with his mouth. 1st I give detailed instructions, then I have him practice until I have a 100% real orgasm (not a fake porn orgasm). I then reward him by showing him what fellatio is & finish him with a hand job. The message throughout is to respect & worship women. To use his cock, hands & mouth to please a woman FIRST. Lots of SEX EDUCATION & real-world training on being a good lover & a gentleman.
Length: 23 minutes
Slow Loving Sex Ed
This is a gentle, sweet instructional situation with an intelligent, sexy "MILF" who wants to ensure her boy grows up to be a good lover. She catches him playing with her dirty panties which prompts her to take matters into her own hands. There's a long, slow teasing build up, lots of light touching through his shorts...a little sensual foot worship (where she explains he should worship a woman's foot like he would lick her pussy)...she demonstrates good oral skills, explaining the similarities of a penis & a pussy...she then shows him how to use a condom correctly & helps him get used to the sensation of intercourse while wearing a condom. All the while he is instructed to control his orgasm, he's edged & encouraged to take his time & enjoy the experience. There's no rush. There's a nice long hand job at the end where he's edged & teased...eventually erupting in a long built-up orgasm. He's lovingly chastised for not asking for permission as he was instructed. She continues to stroke his sensitive cock a little as punishment while he squirms & giggles. She teases that she'll smear his cum on her pussy & make him lick it off. It's light, loving, kinky discipline. He's left feeling that he has to work a little harder to please "MILF", & he has a lot of practicing to do, but he's in good hands with a experienced mature woman who takes a keen interest in his education. (This is a custom vid. I use the name 'Tommy' a few times.)
Length: 22 minutes
My Boy Won't Be Gay
To ensure her boy doesn't grow up to be a homosexual, a strict, church-going "MILF" takes matters into her own hands. A little bit of disciplinary spanking puts her boy in his place before she shows him how good it can feel to cum by a woman's hand.
Length: 13 minutes
Sissy Boy Wanked Before School
I always wanted a little girl, not a boy...so I dress my boy up like a girl. Before sending him/her off to school I milk him to ensure he doesn't pop a woody at school, which would raise some questions. While stroking him I tell him how I'll have to train him to be the perfect cock sucker in case a man tries to diddle him. That way he can keep them from going into 'her' panties by making him cum in 'her' mouth.
Length: 10 minutes
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