Showing posts with label masturbation humiliation. Show all posts
Showing posts with label masturbation humiliation. Show all posts

Sunday, March 3, 2019

Therapist Manipulation



This was a custom order - no name used. To submit a request, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review.


"In this video I am an employee that has been sent to a therapist because porn was found on my computer at work. You play a professional yet sadistic Therapist. I must be examined by you and follow your instructions exactly if I am going to get my job back. As it turns out, you enjoy teasing and humiliating masturbation junkies like me. It gives you great pleasure to make me stroke for you in all kind of ways, following your instructions exactly. Also, feel free to make me finger my asshole for you. You make me repeat humiliating phrases about the size of my penis and about how I am a horrible pervert. You make me worship you beauty and declare that you have complete control over me. You examine my penis and balls and humiliate me for being small and inadequate. Every once in a while you remind me that you're in charge and I can't get my job back unless I follow your commands. Please bring me to the edge over and over again only to make me stop so you can smirk in my face. When you finally decide to let me ejaculate on your command you tell me that I can only cum if I squirt it directly into my pathetic mouth for you. You make me agree. Then, you instruct me to get into position and make me aim carefully, then you count me down and command me to squirt that load into my mouth!! You make me swallow and show you that it's gone. Then you calmly schedule my appointment for next week."

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Monday, August 21, 2017

Continued Therapy



This was a custom fantasy fulfillment. To be considered, email me at diane (at) insatiablemilf (dot) com

A sequel to the highly regarded "Therapist Manipulation". Enjoy them together, or separately.

It's time for your next weekly session. I have zero tolerance for dirty masturbators, so this week we are turning things up a bit. I have several implements for you to use while I instruct you to masturbate in front of me. You will cum at my command, at my countdown, and at my instruction. Remember, you have no choice in any of this if you expect to keep your job, and this could go on, and on, and on as long as I please. This is only just the beginning...

"This is a continuation of the custom you made for me previously. This is my second therapy session and you have decided to up the humiliation a notch. You have no mercy for dirty masturbators. This time you make me strip down completely and put on nylon leggings and a tiara that says "Princess" on top. You also hand me an aneros toy. You make me put the toy in my mouth, spread my legs for you and begin masturbating my dirty little clitty for you. You smirk and smile as I'm forced to follow your instructions. Feel free to remind me that I have no choice and that this therapy may go on and on indefinitely. Please remind me this is just the beginning of what you have in store for me. Make me thank you (with my mouth full) and please make me repeat humiliating commands. Halfway through make me take the aneros out of my mouth and insert into my ass for you. Make me stroke with the two fingers and move the aneros in and out at the same time. Tease me about my man pussy and my stiff little clitty. Enjoy edging me repeatedly making me stroke harder and faster, but always with only two fingers. You can also make me take the aneros out from time to time and put it back in my mouth. You find this very amusing. When you are good and ready, make me remove the aneros from my ass and allow me to follow a long teasing countdown to an orgasm on the toy. Please make me clean the toy for you. Then show me your disgust and arranging for my next appointment."

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Sunday, July 9, 2017

Diane Andrews: Therapist Manipulation





This was a custom order - no name used. To submit a request, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review.


"In this video I am an employee that has been sent to a therapist because porn was found on my computer at work. You play a professional yet sadistic Therapist. I must be examined by you and follow your instructions exactly if I am going to get my job back. As it turns out, you enjoy teasing and humiliating masturbation junkies like me. It gives you great pleasure to make me stroke for you in all kind of ways, following your instructions exactly. Also, feel free to make me finger my asshole for you. You make me repeat humiliating phrases about the size of my penis and about how I am a horrible pervert. You make me worship you beauty and declare that you have complete control over me. You examine my penis and balls and humiliate me for being small and inadequate. Every once in a while you remind me that you're in charge and I can't get my job back unless I follow your commands. Please bring me to the edge over and over again only to make me stop so you can smirk in my face. When you finally decide to let me ejaculate on your command you tell me that I can only cum if I squirt it directly into my pathetic mouth for you. You make me agree. Then, you instruct me to get into position and make me aim carefully, then you count me down and command me to squirt that load into my mouth!! You make me swallow and show you that it's gone. Then you calmly schedule my appointment for next week."

Buy Now

Wednesday, April 1, 2015

Masturbation Humiliation

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I was just doing some laundry, like I always do, and I came across your socks, and well... I think you know what I'm getting at. They were... well... crusty. I KNOW you've been jerking off into them, and I know I've told you that it's wrong to masturbate. Since you seem to have no problem doing what's wrong, then whip it out right now and masturbate for me. You're such a dirty, perverted fucking masturbator that all it takes is for me to humiliate you and you're hard as a rock. So, start stroking. I know you've fantasized about me while you were jerking off. What boy your age doesn't? Especially with a mom as hot as me. It's obvious to me you've never been with a girl since all it takes is my cleavage and humiliating you about jerking off to get you hard. I bet while you're stroking it you imagine what the inside of my pussy feels like too.

Just the sight of my tits makes you blow your load!



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