Milf
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'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
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 Secret Encounter
You have a crush on your friends hot MILF. She decides to show you the ropes while trying you out to see if you'd make a good lover...it all has to be hush-hush though. Your dirty little secret...
Length: 9 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
Counselors Small Penis censored
This is a custom vid for Stephen & I say his name several times throughout the vid...but you can enjoy this even if you're name isn't Stephen. Here's the outline: "I'm a high school student you are a school counselor. I go to see you because somebody pulled my pants down as a prank at a pool party and the hot girls in my class saw my small penis. You are really nice & sweet about it and try to reassure me that it was probably cold water & that young women can be cruel etc. You get me to show you my penis so you can reassure me that its all in my head. You ask to see it erect so you can properly judge it. You admit to me that it is smaller than average. You take pity on me and let me masturbate in front of you. I ask you if you'd be interested in someone like me and you turn from nice to real bitch laying on SPH insults going on about your lovers huge cock & comparing the two. You do a tease showing of your ass, mocking me. Showing your tits saying how your small my cock would look in between them. Eventually you show your pussy by taking your panties off but leaving a short skirt on. I cum, you say how pathetic i am for not holding out. You mock my cock as the cum drips down it and it shrinks even smaller. You make me to lick my cum up laughing at me calling me your bitch. The End"
Length: 10 minutes
Empty Your Balls For MILF
MILF's Boys & MILF fans: drop your drawers & pj bottoms, it's time to wank for your me. I got a call from the school...you've been caught jerking off in the bathroom AGAIN. From now on you'll masturbate in front of me every morning before you go to school so you're not so horny. I know it's humiliating doing that in front of your me...but I also know you secretly fantasize about me. You're ashamed of that, aren't you. I'll let you sniff & lick me to help you with your nervousness...
Length: 12 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