Vote for Diane Andrews!

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I Had A Long Day

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Feminine Bitch Boy

Feminine Bitch Boy

Well hello princess. What have we here? A little bitch boy who likes to wear girly panties! What a treat for me. Not only is the sight of a man in girly underwear thrilling for me, but it also really makes me want to spank you. The idea of you being humiliated further causes my loins to throb, so without further ado, get on your knees bitch boy, I've got a surprise for you. 

That thin fabric won't protect you now.

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Trick And Treat

Trick And Treat

Did you have fun trick or treating? You did? That's good. I had a lot of fun, too. It's so neat dressing up and being someone different. I really like your police officer costume. I think every woman loves a man in uniform. You don't want to take it off, do you? And you want me to keep mine on, too! You silly boy. You like it when we are differnt people, don't you? I kind of do, too. It's rather sexy actually. We can do things we wouldn't normally do. Like, since you're a big, manly police officer, you can punish me for being a bit whorish lately. And these breasts of mine have just not wanted to stay in this bra all night! I've tried so hard to be a good girl around all the trick-or-treaters, of course, but they kind of have a mind of their own. Maybe you could come a little closer, Mr. Police Officer, and set them free...

Includes: MILF, Momma's Boy, Taboo, Role Playing, Mask Fetish, Big Tits, Tit Fucking, Costumes

You Found My Dirty Pictures

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Naughty Boy JOI

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Becoming My Rain Coat

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High Heel Worship

High Heel Worship

Here you are again, my little pet. I know how much you love my sexy stiletto heels, and today I am going to show you a few of my favorite pairs, and I might even let you jerk off to them, and ON them. I know you love to lick my heels clean for me, as any good pet should. Suck on my high heels like a good bitch. 

You will get to cum when I say, and only when I say, but I do know how much I turn you on, especially in this leather corset with my perfect breasts pushed up so high. These big beautiful mounds just might make you burst before the end, but you better not. If you're a good little bitch boy and you last until the end, I will reward you by letting you cum on my favorite pair of high heels. 

You are powerless at my feet.

Includes: High Heels, Goddess Worship, Cleavage, Corset, Stockings, Foot Fetish, Feet, Femdom, Female Domination, Jerk Off Instruction, Masturbation Instruction

Tit Worship

Tit Worship

Once again, all it takes is just a peak of my cleavage and you're hard as a rock. I can see that bulge inside your pants just aching to come out and play. I bet you want me to open my blouse just a little bit more so you can see my big, perfect tits. Look at you getting harder and harder... I'm not quite sure I want to open my blouse yet. I rather like teasing you and making you work for it. Maybe you should take your cock out of its constraints and start stroking it for me. If I can watch you do that, then it will tempt me to bring them out. I like the way you stroke your cock for me. My titties like the way you stroke your cock too. You can go a little faster, but not too fast, I want you to last. I'm going to tease and taunt you until the very end. Now as I start to open my blouse you can go faster, and then as I show you each one you can go faster yet, until finally they are both exposed and you cum all over them.

My DD's will be waiting for next time.

Includes: Tit Worship, Big Tits, Cleavage, Masturbation Instruction, JOI, Jerk Off Instruction

Sissy Tea Time Rehearsal

Sissy Tea Time Rehearsal

This was a custom order. To submit a request, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review.

"Dear Ms. Andrews could you please make me a custom named "Sissy Tea Time Rehearsal" In this clip you force me to wear panties and a garter belt and stockings. You have set up a tea time play date with me. But instead of letting me drink my tea, you humiliate me and force me to stroke my clitty into the tea cup for your amusement. You tell me that I'm just a porn addicted, perverted sissy masturbator with a tiny clit instead of a cock. You make me stand up with my clit over the cup full of tea and you instruct me to stroke that tiny clit with two fingers while you smile, laugh and enjoy your tea. You let me know that this is a rehearsal and that the real tea party is next week. At that time you're going to make me do this in front of all you girlfriends. They will take pictures and post on social media. You instruct me to keep my pinky out, reminding me that it's a tea party. You demonstrate while you drink your tea. If there is pre-cum you make me take my pinky and wipe the tip of clit, then you force me to ask permission to suck it off my finger. When we get near the end, you make me rub my clitty faster and faster, but I am to slow down if I feel I will cum. You repeat this over and over until I ruin my orgasm into the tea cup with a very slow light stroking motion. The slower I can go and still cum, the more you praise me. Then, of course, I have to drink the tea. Please remember to humiliate me the entire time, talking about your girlfriends, how they will enjoy it."

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Worthy Of Worship

Worthy Of Worship

I know what a beautiful woman like me, and a beautiful set of stockings does to a boy like you. I know they make your little clitty dribble. The sounds they make, how they feel, how my feet smell in them after a long day in high heels. A woman like me; I'm your dreams. Your fantasies. But, I am way out of your league. Women like me, we only go for Alpha males. Beta males such as yourself only get to watch me on screen and jerk your tiny little clitty while I humiliate you and tease you with my beautiful body, long legs, big tits, and sex appeal. It's just the law of nature. I was blessed with certain assets and attributes that make you crazy with desire. 

You have been blessed with the privilege of worshiping me.

BUY NOW to experience the ultimate in Stockings, Femdom POV, SPH, Humiliation, Female Supremacy, Pantyhose Domination, JOI, Masturbation Instructions, Verbal Humiliation and the most erotic sensuality and sultry fantasy fulfillment with ME!

Venomous Coworker

Venomous Coworker

Your sexy coworker has been giving you the eye lately, and to your delight she has asked you over to her place for a drink. You can't believe your luck as you are sitting next to this amazingly seductive and sexy woman, but slowly things are getting blurry. You seem to be fading in and out of consciousness. Did she slip something in your drink?

"Am I, sexy? Do you want me? I bet you do. Most men do. They find me seductive, sexy, and even... dangerous."

Could she really be that venomous and evil? She seemed so nice at work. Such a sexy mystery. Somehow you've gone from her couch to her bed, but it's all a blur, you don't know how you got there. She is suddenly on top of you, and it appears as though she's extremely turned on by your inability to function, or even move. Is it possible for someone to be sexually aroused by someone else's pain?

"Don't stop breathing yet, darling. I'm not done getting what I want. Now that I do have what I want, you should probably know, I poisoned you. But, don't worry, your seed is inside me, so you will live on."

As you fade in and out of consciousness, it's suddenly lights out. Forever.

Includes: Executrix, Arrogant Woman, Virtual Sex, POV Sex, Stockings, High Heels, Office Domination, Sensual Domination, Poisonous Seduction

Experience this stunning and powerfully realistic POV masterpiece for yourself! BUY NOW

Trance: Relax and Rejuvenate

Trance: Relax And Rejuvenate

This time of year can be especially stressful. It's time to remedy that. I will take you to a new happy place where you will learn how to relax and rejuvenate. Listen to the soothing sound of my voice. You are going to follow a specific set of instructions to allow all the stress of life to release from your body. On my count... release. 

(Best when viewed in a quiet room with headphones. You will need a good lube)

Don't Be Ashamed

Don't Be Ashamed

Your mom is just saying goodnight and opens your door to find you masturbating. As shocked as she is to have walked in on you, she is so understanding and although she begins to leave, she comes back and makes sure you understand it's perfectly OK and natural to do that. She's so encouraging! In fact, she ultimately asks if you would like some help.

Sitting on the bed next to you, she tells you how good it is for you to masturbate, and she tells you the story of the first time she caught your father. How he was embarrassed, but she was extremely turned on, and helped him just like she's helping you. She realizes she probably shouldn't be walking around in such a skimpy little nighty, but she was on her way to bed afterall.

Now, it probably wouldn't be that big of a deal if she climbed on top of you and rubbed your cock thru her panties, right? I mean, as long as clothes are basically left on, then there really isn't anything wrong with it, right?

"Oh my, I'm so embarrassed, I can't believe I had an orgasm!" she says, right before she has another one at the same time you do!

We just have to make sure we keep this a secret, and it can never happen again.

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Continued Therapy

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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Seduced By Your Hot Mother In Law

Stealing Him

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.

 "Hi, I'd like a video similar to your 'Insatiable tipsy mum' clip, where I'm marrying your daughter, and it's the night before the wedding, and we are all staying in a big hotel where I'm due to get married in the morning. You come into my room to check up on me for your daughter, just to make sure everything is okay. You are a little drunk, and notice I am too, and you decide to have a drink and a toast with me to celebrate tomorrow's wedding. You notice me checking out your cleavage, and you act slightly shocked but start flirting. As you lean in to tell me off for checking out you out when I'm marrying your daughter in the morning, I kiss you. You pull away slightly, but then kiss me back, and quickly end up riding me (like the clip I mentioned) - towards the end, you tell me that you want more, and i should forget about marrying your daughter, and we should leave now and go on the honeymoon together instead. You laugh as I give in and agree."

Taboo Mature Aunt Porn

Home For The Holiday

You come home for the holiday to your Aunt cooking. She gives you some food, and you can't stop staring at her beautiful tits. As you eat, while you watch TV, when she talks. You are completely consumed with her tits. The movie you are watching with her shows a sex scene, and she attempts to cover your eyes and tells you not to watch, but just then you grab her tits. She removes your hand and tells you that's not appropriate.

Later, she's changing into lingerie in her room and you are spying on her. She catches you and gets angry and tells you to come sit, you're going to have a talk. She explains to you that you are not allowed to do that, but then suddenly she's flirting and starts to seduce you!

She definitely gives you something you won't soon forget!

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Sexy MILF Bra Fetish

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Bra Fetish Tease

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Mommy's On Vacation

 

Your favorite MILF is on vacation until at least the 21st!  I need my rest and relaxation, and to build up my sexy ass tan for more sexy ass clips for you to stroke to!

 

I'm already getting all tan and shiny :)

 

I am even going to make at least one clip ON my vacation just because I am THAT cool! :)

 

Kisses,

Diane Andrews

www.insatiablemilf.com