Cum Loving Sweater Whore

Cum Loving Sweater Whore

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.

"Start off wearing the just the pink sweater and sweatpants and also keep your hair down. 

Humiliate, degrade me and call me names throughout the entire video.

Feel free to call me names like sweater slut, sweater whore, cum slut, sissy bitch, cum dumpster, etc. 

Talk about my sweater fetish and how much I love seeing you in this outfit.

Talk about how I would rather jack off to you fully clothed than in lingerie or fully naked. 

Talk about how hard my dick is from this. 

Begin giving me some JOI, have me jerk at different speeds and edge building up a big fat load of cum. 

Tell me what you think of my sweater fetish and fleece fetish. 

Talk about how I am wearing the same thing as you while I'm jacking off.

Show off your sweater and sweats and tease me with them.

You can tell I'm loving your sweater but you know I want more.

At this point pull out your fleece jacket and have it in your lap. 

Tell me to pull out mine as well and put it on as you are putting yours on. 

For now only zip it up to your breasts. 

Tease me plenty with your fleece jacket and talk about how much more excited I am and how badly I want to cum now. 

Show off your jacket top to bottom and also from the back side. Stick out your ass a bit so I can see the fleece jacket hugging the top of your ass. 

Talk about how the jacket feels. 

After teasing me some sit back down so I can see your face and entire jacket. 

Tell me that you know how much I love to eat my own cum and that's exactly what I'm going to do for you. 

Tell me what you think of cum eaters especially those that eat their own.

Humiliate me for wearing women's sweaters, fleece, sweatpants and jacking off and guzzling my own cum. 

Talk about cum and how it tastes, smells, the texture, etc. Also feel free to use the words sperm and semen when talking about all of this. 

Continue giving me JOI telling me to jack off to you and your fleece jacket. 

While giving me JOI zip your jacket all the way up to the top and tell me to do the same. 

Tell me that you know it's my favorite way to be worn and you know how submissive it makes me feel with a fuzzy collar zipped around my neck. 

It's time to cum so have me get into the cum slut position laying down on my back and flipping my legs up over my head getting my rock hard dick as close to my mouth as possible. 

Tell me to open wide and I better not cum until you say. 

Before you give me a countdown while I'm in this position really drive home and tell me exactly what it is I'm about to do. 

Give me a countdown from 10 and at the end tell me to shoot all my hot fresh cum straight into my mouth. 

Tell me not to swallow just yet, have me close my mouth and sit up and look at you. 

Talk about how big of load is in my mouth, humiliate me for what I just did, talk about the cum and how it tastes and how thick it is. 

Say things like did you enjoy jacking off into your mouth you filthy sweater whore, you like the taste of your own cum.

Eventually allow me to swallow and talk about how warm and cozy I am in my sweater and fleece with a belly full of hot fresh cum straight from my dick." 

BUY NOW to experience the ultimate in Sweater Fetish, Masturbation Instructions, Cum Eating Instructions, JOI, Jerk Off Instructions, Edging, CEI, Humiliation, Femdom and the most erotic sensuality and sultry fantasy fulfillment with ME!

Your Tiny Little Dick

Your Tiny Little Dick

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.

"Mommy is putting me to bed and your boobs slip out. Say "oh did that make your baby dick hard"you then pull my pants down and say "let's see what momma boy has..oh you do have a little baby dick" laughing at my tiny baby dick. calling me "babydick,baby cock, baby penis through out the whole video please in a nice way lots of "aww poor baby dick"as you start fingering yourself and getting me to jerk off lots of humiliation. Lots of,baby talk,diaper me..lots of SPH baby talk"

BUY NOW to experience the ultimate in Masturbation Instruction, SPH, JOI, Diaper Fetish, Humiliation, Jerk Off Instructions, Big Tits, Cleavage, Satin and the most erotic sensuality and sultry fantasy fulfillment with ME!

Breast Obsession

Breast Obsession

You are obsessed with the female form, but mainly breasts. They are what really do it for you, and I can't say that I blame you, I'm pretty in love with them, too. The power in a nice set of breasts alone makes me glad to be a woman. Just the sight of my cleavage drives you mad, and today you get an extra special treat. Stroking your cock while I play with them, massage them, bounce them, swing them, cover them in baby oil... it's all almost too much to handle. Do you think you're going to be able to last through the entire clip? Or, will your obsession with a nice set of tits get the best of you? 

Includes: Tit Worship, Dirty Talk, Bouncing Boobs, Big Tits, Lotion and Oil Fetish, Masturbation Encouragement

You Found My Dirty Pictures

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Naughty Boy JOI

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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."

BUY NOW to experience the ultimate in Masturbation Instruction, SPH, Femdom, JOI, CEI, Cum Eating Instructions, Ruined Orgasms, Edging, Femdom POV, Imposed Fem, Humiliation and the most erotic sensuality and sultry fantasy fulfillment with ME!

I Saw You Looking At My Armpits

I Saw You Looking At My Armpits

This was a custom order with name used. Email me for your own custom clip: diane (at) insatiablemilf (dot) com.

In the custom video, I'd like to feel "further than that" virtually in the custom video.

I want you to use my real name.. It should be in the meeting room or at my client's room in their office. During the video I want Ms. Diane to catch my looks to her armpits first, start to look different and after a minute I want her to catch my erection.

After that I want you to choose the rest for me depending on your mood. Put yourself in my clients place and do whatever you like.

- You can use my fetish as an tool to ask for more discounts and you can let me see you naked, lick your armpits only after discount confirmation.

- it can be turn into a sexual intercourse in the meeting room or client's office after locking the door. 

- it can be a JOI 

- you can force me for a CEI in change for confirming the deal.

Dirty, Perverted Masturbator

Dirty, Perverted Masturbator

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 humilate 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!

Includes: Masturbation Humiliation, MILF, Masturbation Instruction, Femdom, Taboo, Humiliation, Big Tits, Momma's Boy, JOI 

Prostate Massage Stroke Along

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)

BUY NOW to experience Prostate Massage, Masturbation Instruction, Jerk Off Instructions, Anal Masturbation, Aneros, JOI, Masturbation Encouragement, Instructional and a fantastic erotic experience with ME!