Older Woman/Younger Man
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 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
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
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
Caught By Auntie
You get caught wanking by your hot Aunt. Even worse, you're jerking off with her dirty panties that you dug out of the dirty laundry hamper. As she shames you she notices your tiny penis & your tight foreskin. She makes you pull it back even though it hurts & talks about discussing getting it snipped with your M(ilf). She makes you finish jerking off in front of her while making fun of your tiny penis & teasing you about having a crush on her. (Custom vid with the name Stephen mentioned a couple times.)
Length: 12 minutes
Teacher Supervised Masturbation
This is a custom vid but no name is mentioned. I am a modern, but conservative teacher. (Glasses, blazer, jeans). Your hormones are effecting your studies so from now on you'll report to me each morning for guided masturbation. I'm professional and slightly dominant but in a nice way. I use "official language" (penis, anus, masturbate, ejaculation, etc.). This is about education and discipline. Young men need proper guidance in their sexual development. I also give you an anal toy to use & guide you in using it to have a more intense orgasm (so if you have an anal toy it would increase your enjoyment of this vid).
Length: 12 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 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's Little Hand Humper
This is a very special clip. I realize my devoted MILF's Boy's will buy any of my vids catering to their fetish but obviously some are better than others for certain reasons. THIS ONE is especially erotic & mesmerizing. It's more of a 'loving' MILF theme with similarities to "MILF's Ejaculation Test' with great up views of MILF's asshole, which you are instructed to sniff and lick while you jerk yourself off. I lovingly but sternly guide you to your climax before the babysitter arrives so you won't embarrass me with a stiffy in front of her. I watched this video several times myself (I love it that much) and I know you'll enjoy it over and over again too. xo MILF T
Length: 9 minutes