Sunday, February 18, 2018

A Deal Is A Deal

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.

"It is early evening and m0m hasn't been home from work long. She's been looking forward to sitting down and relaxing all day. Her s0n sits on the edge of her bed when she walks in and sits down in front of her computer. She is dressed in business casual. She checks her email before returning to a saved game of Farmville. It has been six months since she asked her s0n what he wanted for his upcoming birthday, and he replied "a blowjob." Since that day he has asked her again and again if it might happen, to which she would always reply - "If you're good." The day had finally arrived, and both of them try to keep cool, even though they're both VERY nervous.

"My feet are so sore. Can you believe I've been working at that place for twenty years now? Longer than you've ben alive.... too long if you ask me," she says while looking at her computer and absent-mindedly kicking off her shoes. "So today's the big day... did you still have your heart set on... you know... the BJ from the older woman in your life?" "Yea," says s0n. "Really? you think other boys imagine doing things like that with their own m0thers? I dunno. I can't imagine any other boys asking their m0ms for sexual favors. Oh shit, Gary wants me to join his co-op." She says, distracted by her video game.
"When do you wanna do this?" m0m asks, distracted by her game. There is a long pause – s0n is too nervous to answer. "Son?" she says. 

"I've been waiting on you all night" he says. "Actually, hold on" she says and s0n sighs exasperated. He is sure she will give him an excuse, a reason she can't go through with it. "Hold on," she says again sweetly, still staring at her computer screen. Then she turns to face him, removes her glasses, and sets them down on the keyboard. "How long's this gonna take?" she says staring at her s0n seriously. He jumps up and runs out of the room. "Where are you goin?!" she says. "Hold on!" he replies before returning to her room holding some brand new lingerie. "What is that?" she says with disappointment. "I... I want you to wear it," says son. "Oh, I'm not wearin' that!" she replies, obviously irritated. "I thought it'd look really good on you," he says. "No!" she says. "Fine," he says. She lays down the law - "Let's get one thing straight... Listen! We are not making a habit of this." 

"Are we gonna do this?" he says impatiently. 

"Yea, o-kay" she says turning back to her computer for a moment. "You better stop clicking!" he says as he takes out his cock from his shorts. "I can't or I'll lose this farm! Why can't you do it on your bed?" she says before turning to him again and realizing his dick is out. Panicked, she says "Alright go! Do it quick," and they stare at each other for a moment not knowing what to do. She gets up and moves towards him. "Sit down," she says but he is already sitting on her bed. She gently takes hold of his penis and is mesmerized for a moment. Then she glances up at him before taking him into her her mouth. She sucks slowly and tenderly, worshipping his cock for a little while with her eyes closed. Then she looks up at him and stops. She let's of his cock. "I can't believe I'm doing this... with my own s0n... Just a second..." She says, getting up and walking quickly out of the room. "I'll be right back, I"m just getting a towel." She comes back in with a small towel and gets back on her knees. 

"Are you sure this is what you want? A blowjob from your own m0ther? ...Okay." She returns to the blowjob. She looks at him with passion and contempt, moaning slightly while she sucks. "Can you believe it's actually happening? It's like a dream. Does m0mmy's mouth feel good? Does your stomach hurt a little, huh? Because it's so wrong? Because m0mmies aren't supposed to suck off little boys? We can't go back now. No matter what happens down the road, you'll always know your cock was in m0mmy's mouth. That I tasted your pre-cum and felt your balls against my chin." 

She sucks him some more, rubbing his cock on her face. She stops again. "Oh my god, it feels like you're about to cum. It's really turning you on, seeing your m0m like this isn't it? Don't you want it to last a little bit longer?" She says opening her blouse. "Do you want to just spurt it all out into my mouth right away or do you want to take your time, and play with m0mmy's tits while she sucks you off? Do you want to cum on my face or do you want m0mmy to swallow it? ...Or did you want to cum on my tits? We really should have discussed it first I guess," she says playfully pulling her breasts out. 

"Can you imagine what your father would do if he could see us now? His wife on her knees asking their s0n where and how he wants to cum on her? He'd have a heart attack!" She continues sucking him off, smiling and moaning. "He bought me this bed. Did you know that? And now I'm sucking your dick on it." She grabs a nearby bottle of baby oil and squirts it on her boobs. Then she rubs his cock on and between her boobs. "Do you like m0mmy's boobs? They feel so soft against your hard cock. Don't cum yet. Don't you cum." She sucks on his balls. "Do you ever imagine fucking me? Burying this dick in your own m0m? Maybe bending me over at the sink while I do the dishes, or over the washing machine? Yea I bet you do. I bet you've imagined covering me in cum almost as much as you've imagined filling me with cum. Filling m0mmy's pussy, and m0mmy's throat with cum... Is that right? ...I thought so... M0mmy has these same fantasies baby... M0mmy wants your cum so fucking bad." 

She sucks hard on his cock, whimpering. "I'm gonna open my mouth baby and I want you to cum all over m0mmy's tongue okay? I want to taste you! I want you to fill m0mmy's mouth with cum! Please... give it to me sweety, cum for m0mmy, cum right into m0mmy's mouth." His cock erupts stream after stream of cum and she happily opens her mouth with her tongue way out to catch it all. She whimpers with ecstasy feeling the hot cum on her cheeks, dripping down onto her shiny tits. "That was fucking hot sweetheart. M0mmy wants more."

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Thursday, February 15, 2018

Prostate Massage Stroke Along

I get a lot of emails complimenting me on my prostate massage skills from a previous video. That video is now only avaiable in the member's area of my website. I also get asked for some instructions on how to hit the prostate right. Some of you are having issues with this, or aren't sure you're doing it right. First of all, you will KNOW you are doing it right because it will be the most intense orgasm of your life. So, if you haven't yet achieved that, watch this video and learn something. 

Stroke along with me.

(Ideally, the use of an Aneros prostate toy is best, but a toy or your fingers will also do for now)

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Wednesday, February 14, 2018

Proper Stimulation

Still in denial about your cock lust? I can fix that. You just need proper stimulation. The line needs to be drawn between whether it's my dirty talk and beautiful body you're jerking off to, or the idea of sucking cock and being fucked by cock. We will end this discussion once and for all, and after this you will be sure about your lust for cock.

Embrace it. It's OK, I won't tell.

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Tuesday, February 13, 2018

Don't Fall In Love

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.

I can tell you not to, but you will anyway. I can tell you not to do a lot of things, but you will do them anyway.

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Monday, February 12, 2018

Prove You're A Faggot Cocksucker

It's time you prove to me that you're serious. Enough of the bullshit. I get messages all the time proclaiming how much you want to be my personal sissy fagboy cocksucker. Prove it. It's easy to watch my videos and fantasize about sucking cock, but where's the reality in that? Where's the fun in that!? Troll for some real cock and turn that fantasy into a reality for once! Practice right now by sucking my cock. If you can't suck mine, how will you ever suck a real one. Deep throat it. Choke on it. Lick up all that cum. 

You're ready. Prove to me you have what it takes to be a real faggot cocksucker! Instructions within.

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Sunday, February 11, 2018

Whatever It Takes

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.<br><br>

"The scene opens on you entering the teenagers (my) bedroom.  Your wearing a button down top with no bra underneath and bikini bottoms.  The buttons are undone enough to show a good amount of cleavage.  You explain to me the
deal you made with my father.  As your explaining you're slowly unbuttoning your top.  Your attitude is that you know your not going to enjoy this but you're going to do your best to make my first time as fun as you can. 
After explaining you tell me to take off my clothes and lie down.  You straddle me but before putting me inside you, you tell me you wish I was wearing condom.  You put me inside you and just slowly move your body.

You know I'm going to cum quick.  After about 15 seconds I do cum.  You ask me if your pussy feels as good as I had dreamed it would.  You tell me you're gonna make me cum two more times and this time you're gonna fuck me a little harder.  You start moving up and down on me again.  You're not getting any physical pleasure from the act but you do feel flattered that this young kid is enjoying the experience so much.  You realize he is going to remember you for the rest of his life.  You start in with a little dirty talk and end by asking me if during all the times I would stare at you from my bedroom window if I ever really through you be with me, in my bedroom, riding my bareback cock and letting me cum inside you.  After hearing those words I immediately cum again. You ask me if there's any other type of dirty talk I would like to hear.  Does it turn me on that you're married?  

You instantly feel my cock get hard again.  You tell me this is the third and final time I'll get to feel this and that you're gonna ride me hard.  You start bouncing on me at a good pace.  You tell me to concentrate on how tightly your pussy wraps around my cock and how its just trying to pull the cum out of me.  You tell me to look at your perfect body as you ride me. After a minute or so you switch from bouncing to grinding and you tell me it's time to finish me off.  As you grind on me you ask me what turns me on more, fucking a married woman or getting to cum inside another mans wife.  I then cum for a third time.  After a couple seconds of cool down, you ask me not to tell anyone what happened.  I shouldn't brag to my friends or ever mention it to her husband.  I ask if you can't pay your bills next month, will you be back.  The scene fads to black you not knowing what to say."

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Saturday, February 10, 2018

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.

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Friday, February 9, 2018

Against Your Will

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.

"POV Bondage.  I am your captive and you are a sex starved sociopath.

I wake up and find myself tied spread eagle to your bed with ball gag (you explain).  The camera angle is set so no model needed, all I see is you.   You tied my ankles and one arm spread eagle, wide and tight, but left one arm untied because you wanted the sexual gratification of over powering it, pinning it and tying it against my will.  So the video starts with this struggle of you pinning and tying that last arm.  You are nude throughout.  Explain how I got there and how you set me up (your choice of course).

Once that final arm is tied....

You are a uber control freak.  You get off on controlling someone physically (literally get off) and constant verbal humiliation (ex "awe, whats it like to be overpowered by a woman?").  So the video has tons of talk explaining how you tied this wrist, or chose this position, so there is no chance of escape, because the verbal domination alone excites you immensely.  You also often verbalize that you like when I fight and struggle against the ropes ("Oh, look at you struggling your never going to get out.  Well, maybe youll get out, you keep trying!!").

The video will include two acts of pov sex separated by a perceived time lapse like you left me and came back later.  In each you humiliatingly get me hard against my will.  The second is a bit harder to get me hard so you drop hands off camera and gently "tickle" my armpits while your face is close to the camera with eye direct contact and you talk me through the torture (I am horribly ticklish to soft touches).  "If you dont want more tickling youll get hard baby".

This video should feel non-consensual.  I want to feel frustrated and hopeless.  I want to feel your love of control and that I will never get out because you enjoy the control and sex so deeply.

You are perfect for this!!"

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I Have The Power

This clip was a custom order (no names used) - to order yours, email me: diane (at)

Start of scene, you invite me into your house. You waste very little time and tell me that you see the way that I look at you. You say 'I know that you have wanted me for a long time (or something to that effect--feel free to adlib--I am not particular about the exact words, especially within single quotation marks).' You then say. 'confess your desire'. In POV style you then say something like 'of course [indicating that it is so obvious that I desire you]'. You then order me to 'kneel' and then tell me 'when you are in my presence outside of work, you are to address me as Mistress Andrews'. You then tell me to 'kiss my shoes.'

Then you beckon be to follow you and then order me to 'stay on your knees'. You then walk some where and sit down and order me to 'remove my shoes and kiss my feet [background: I tell you that I do not have a foot fetish {I really do not have a foot fetish}]. In POV style, You then tell me something like 'shhhh--this is not about what you want--it is all about me and what I want', as you unbutton your blouse and reveal one of you sexy bras. You then tell me something like 'obedience has its rewards.' As you tell me this, you rub your feet against the crouch of my pants and then say 'for someone not into feet, you are mighty hard'. Then you tell me to 'stand-up', and 'get undressed--I want to see what I am working with.' You then say 'not bad…now, get back on your knees'.

You then tell me to 'kiss and worship your ass'. Then you order me to 'lift my skirt', and reveal a pair of ff hose being held-up by a garter belt and sexy panties that match your bra. You say 'be patient'. You then order me to 'only smell' while pointing to your ass. You then say something like 'ah ha…no objection… you’re an ass slave'. You then order me to 'stroke'. You then order me to 'kiss both checks and stick your nose in the crack of your ass and breath my scent through my panties…yes that's it…breath deeply'.

You then order me to stop stroking. Then you tell me that 'it is not going to be that easy'. You tell me something to the effect of 'I like you, so I am going to be nice to you' . Further you say something like, 'here are the rules (1) you are to pay me a tribute of $200 per week and one half of all your bonuses; (2) I will continue to see whomever I choose whenever I choose; (3) you are to pay for an all expense one week vacation including first class flights and four star hotels'. Then you tell me, 'for this your get to see me when I wish, but don't be too needy or I'll get someone else to be my slave.'

While laying on your back you say something like "you are weak just like all other men…you want me more than anything." You then ask "what are you waiting for?" You then give me an order, something like 'put my foot in your mouth and hump my leg…remember its all about me and my wishes.' Then you say something like, 'if you cum, then you are my slave.'

You then remove your bra [trust me in that situation I would cum almost immediately]. You order me to 'clean up your mess from my stockings.' Then you re-affirm your order by saying 'with you tongue of course'. After you are satisfied, you then remove the stocking and tell me to 'open wide', and ball-up your stocking and pretend to shove it in my mouth. You then get-up, turn your back to me, and tell me...

'I am going to take a bath--you may leave…maybe next time I'll let you stick your tongue up my ass'

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Thursday, February 8, 2018

My Spying Son Part 2

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. 

 There you are again peeking at me through the keyhole in the door while I begin to undress for my shower. Again I know it's wrong, but the idea of you spying on me such as you do makes me excited. Come in here and let's do something about that. 

 (The second part to a fan created series which began with My Spying Son. Can be viewed in order or seperately) 

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