Step Mom's Surprise

Step-Mom's Surprise

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 this if you can wear a robe, and the Bali Flower Bra and use your squirting dildo again.  You are my step mother again and you can pretend to come in my room early in the morning to show me a surprise.  

You can talk about how much you enjoyed are secret the last time you showed me your bra and tits and stroke and jerked my cock off and made you cum everywhere.  Hmmmm.   It was so wonderful seeing you get so hard when I stroked and played with your nipples.  I love how you squirted like a fountain. You tell me you went out actually the other day and got a surprise for me and you wanted to show it to me.  You can say "so do you to want to see it?"  "I think your going to love it."   "It's right here behind my robe." While your saying That you can pretend to rub my crotch area and play with my nipples.   

You open and take off your robe and you show me your bra.  You can ask me things like "what do you think about that?" You like it?  Hmmm I can tell your getting really hard again just like the last time.  You can touch,

Squeeze, and caress your breast through the bra.    You can talk to me how it's getting me even extra hard along with my morning wood.   But you assure me it is ok because it's still are little secret.  You pull my shorts down and take out my cock.  You also tell me you have another surprise.  You pull out some lube. (I  will look for the lube on Amazon and send the link to you so you will be able to add it to your wishlist, and I will I'll send the money for your to buy it).  

You can talk about how your going to make my cock very slippery and wet.  You put lots of  lube on just enough to make a smacking wet sound.  Then you can say "hmmmm... you like the way your Step Mommie's hand filled wrapped around your cock? ". You love Step Mommies bra?"  "Look at you I can tell". Your such a naughty boy but it's ok.  No one has to know how much you love looking at my bras and tits and stroking your cock.   

Then you can say, "this time I want you to not only cum on my tits today, but I want you to cum in my bra cups too, so I can feel your wet ,creamy cum all over my titites inside my bra.  Would you like that?"   Then if you can pull the bra straps and bra cups flap down while the bra is still on.  

At some point you can touch my nipple again while you stroke me.   You can tell I'm

about to cum and you add more lube.  Then you can start to go faster.  If you want you can end it similar to how you ended the other ones.  You can say "You like cumming for  Step Mommy?" "Come on baby, cum on my tittes."  "That's it". "Your almost there." I love the talking nice,sweet and nurturing, but also in the sexy seductive voice you do.  It drives me bananas.  Lol!  I just love how your style is and how you do it."

Horny Ex-Wife Transformation

She Takes Horny Pills

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 am a cop and you are my ex-wife. Even though we are divorced, it is relatively amicable and you still like to have me come over from time to time to fuck. You have been drinking and are a little drunk. You called me over to the house to try to seduce me into fucking because you are horny. I know from my street contacts you have been illegally buying an Rx pill that makes you very horny when you take it. I arrive at the house and you greet me with your shirt open halfway and tell me how much you miss my huge cock and how good it feels when we fuck. As I'm looking around I see a pill bottle. I look at it and discover that it is not your Rx. There are three pills left in the bottle. Whenever you take one, it makes you really horny. Jokingly, I tell you that I could arrest you for having these but because you are drunk, you're don't catch that I am kidding about arresting you. You come up with an idea to take all three remaining pills. That way all the "evidence" will be gone. You then tell me that you know after you take the pills you will be incredibly high and horny for hours afterword and you will need me to stay and fuck you. Out of curiosity I agree to. As the pills start to take effect, I watch you get more giggliy and horny. You tell me how tingly your pussy feels and how you want to ride my huge cock. As you get more horny you start feeling your tits and touching your pussy telling me how wet you're getting. Finally, you tell me you can't stand it anymore and you need to feel my dick inside you. You start by riding me and telling me how much you like riding my cock and you're not even sure why we got divorced since we're so good at fucking. We fuck like that for a while and then you then get on your back and tell me to fuck you really hard until I cum all over your stomach and tits. I shoot a massive load all over your tits. At the end, you tell me that you're going to be horny for hours and you need me to keep fucking you all night. You also want me to feel as good as you do and you want me to take one more of the same pill you have left in another bottle that you have hidden. Like the last clip you made for me, can you wear a short skirt and a top that shows your tits. Can you wear that red bra and panties again? You should be barefoot throughout the clip too."

Sinfully Famous MILF Clip

Mommy Age Play

Customer Feedback: "That was AMAZING mommy! I absolutely loved it!" 

 "It begins with you walking into a bedroom with sexy lingerie and garters on, you're sweet and caring for the whole scene, while clearly trying to cover up your insatiable lust for your son. You're talking to the camera. "Hi baby! What are you up to? Just watching cartoons, that's sweet! You're such a cutie Little Johnny! What did you do at school today?" You start to run your hand down to your pussy as you listen. "Ahhhhh you played with Ms. Maye after nap time? And did you have fun playing with Ms. Cruz after school?" You're turned on to know that your toddler is having more sex than most men dream of. You smile as you rub your pussy, you start undressing as you say this. "Mmm that makes mommy VERY happy... now off with the TV, it's mommy's turn! Come on baby boy, mommy hasn't gotten to get a load of cum since breakfast, I need that five year old cock now!" You act out unzipping Little Johnny's pants as you begin to stroke. "Mmmm that's it baby, get nice and hard for mommy... ya know I remember the day you were born... I had one of the best orgasms of my life as you came out... then I saw your cock for the first time, mmmm it looked so huge and delicious! The doctor said it was ten inches... that's when I told your daddy I wanted a divorce" You start sucking on johnny's cock for a bit, bobbing your head in and out of frame, you pull off and look back into the camera "I remember the day I took you home from the hospital... I ripped off my clothes and started riding your giant baby cock! A few months later you were big enough to fuck me while I breastfed you!" You suck more. "Remember on your fourth birthday when I let you be in charge, you even had the dog fuck me! God I came so hard!" You suck more until you can't take it any more. You start kissing and licking at the camera, being real perverted! "Mmmmmm I love how small your body is and how big your cock is! I want this little boy cock in me!" You straddle Johnny's body and start bouncing "OH MY GOD JOHNNY! This feels SO good!" You look into the camera and slow down "Awwww baby are you ok? Am I going to rough? Awwwww you just want mommy to be happy?" You start grinding your hips "you're so cute Johnny.... oh fuck you're SO CUTE Johnny! Oh fuck I'm gonna cum!" You have a body shaking orgasm, smiling big and giggling. "Th-that was REALLY good baby... but mommy wants more!" You start bouncing hard "FUCK YES! GIVE ME THAT FIVE YEAR COCK! OH GOD I LOVE FUCKING LITTLE BOYS! GIVE MOMMY YOUR BIG BOY COCK BABY! GIVE IT TO ME!" You scream again with another orgasm, as you slow down to catch your breath "what's that baby?" You giggle "you think I sound like Ms. Maye when I cum? Hmmm well maybe I'll have to come to your daycare when she's working so you can fuck us both at once!" You're slowly grinding your hips. "You know baby? I was really scared that people would find out about us and we'd get in big trouble... but everything's gotten better since people found out! I mean, you're teachers can't get their hands off you, all the babysitters play with you for free, and I'm getting a promotion... as long as you fuck my boss next weekend, trust me it'll be fun, she's kinky!" You get up and turn around and squat back down with your ass bouncing up and down "do all the other girls fuck you as good as mommy? I bet I can fuck you better little boy! Mommy knows what you want little boy! Mommy knows you like being the town fucktoy! Mommy knows you like making everyone cum with your five year old cock!" You scream with another orgasm... after a moment of catching your breath "Ok baby, ok. Now it's your turn to cum, I'm just gonna lay down and I want you to use whatever hole you want, remember the rule I made on your second birthday? ANY hole you want, ANY time you want, ANY place you want! Ok baby?" The next shot is you on your back reaching down and rubbing Johnny's cock against your pussy "mmmm remember when you got hard in the playground? We snuck into the wooden pirate ship and you fucked my brains out, then you made me fuck the three year old boys that were watching? God it made me cum so hard! Now I want you to cum for me as hard as I have for you, please baby, use mommy for your pleasure!" Here you can either shake the camera vigorously or just bounce like crazy to show that little Johnny has a ridiculous amount of energy in him that's all going into fucking your brains out. "HOLY FUCK JOHNNY! YOU HAVE SO MUCH OF THAT FIVE YEAR OLD ENERGY! YOU MUST BE EXTRA HORNY FOR MOMMY TODAY! FUCK IT'S LIKE A JACKHAMMER ON MY PUSSY!" Your panting and your eyes are almost rolling back in pleasure. "PLEASE FUCK MOMMY LIKE THIS EVERYDAY! JESUS CHRIST!" You cum hard but little Johnny doesn't slow down a bit "THATS IT BABY THATS IT USE MOMMY CUM FOR MOMMY! ILL DO ANYTHING YOU WANT JUST CUM IN MOMMY! ILL FUCK ALL THE LITTLE BOYS ILL FUCK ANY ANIMAL YOU CAN THINK OF JUST GIVE ME THAT FIVE YEAR OLD CUM LITTLE JOHNNY!!!! OH FUCK YES!" After long moans and pants, you finally collapse in pleasure. "That was amazing, now you can go wash up for dinner" you get up in the camera "or we can see if you can hold up another seven rounds of making mommy cum!" You make out with little Johnny. "Good choice baby" end of video" All activity is between consenting adults roleplaying.

Mother's Day MILF

Your hardest working MILF is in desperate need of a spa day! Massage, facial, mani/pedi, the works!

Why don't you be a good boy and show your devotion: Tribute For Mommy

Afterall, you want me to look and feel good so I can keep fulfilling your ultimate fantasies, right? ;)

A Note From Diane

I recently received a comment here on my blog that was distasteful to say the very least, but was also indicative of someone who is completely clueless to the proper avenue of which to communicate with me on a deeper level.

I am a very busy woman. Although I do absolutely enjoy and appreciate comments and compliments throughout my social media platforms, if there is something more substantial you wish to convey, then be a grown up and use the proper channel, i.e., my email. It pains me that I even have to explain this.

I try very hard to read every comment, compliment, etc, but there are times when I'm too busy with those who do understand email and how it works best when there is something substantial to say or they wish to serve me properly.

I am a professional, and I demand to be treated as such. If you do not grasp this concept, then you are wasting my time. I do not play games, and am not simply here to use people for financial gain. I work very hard at what I do. If you are someone who is going to be immature and play childish games and post comments rather than communicate with me directly, then you are a non factor and yes I will ignore you and most likely block you.

It's a pretty simple concept, actually. Apparently, not for all.

Mom Bra Fetish

Do You Like Mommy's Bra?

Just as a loving mother should, I notice you've been staring at my bras lately. You've probably been looking at other women's bras too, like maybe your teachers? This is something we need to address. There's no need to feel ashamed, or be shy, everything is going to be OK, just relax and let mommy show you how to take care of those desires like a big boy.  Go along with mommy's instructions. You're such a good boy and I'm so proud of you!

Mother Son Sex Ed

Mommy's Sex Ed

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.

"Background:  All of your son's little neighborhood friends, boys, like to come over to your house because they love watching you clean. You always dress sexy, low, low cut tops, either very low cut bras, i.e. demi-bras, or no bra, and very short skirts, nylons and garters are a plus, love the smoky/black very sheer nylons.... You make sure to bend over in front of the boys so they can see down your top, gently swaying/jiggling your tits for them to enjoy. When you clean shelves you have your back to them so they can see your skirt ride up, or cleaning the ceiling fan, stretching in front of them, facing them so they can see the front of your sheer panties.  All, very slow and erotic, mommy enjoys being admired by these little boys.

Mommy is extra horny today, daddy left yesterday on a business trip and mommy didn't get her quota of morning sex.

Mommy makes comments to the boys such as: are you boys enjoying the view, do you like what you see, does that make it better (pulling blouse open a bit more and pulling up front of skirt so they get a clear view of your panties)

Mommy becomes more and more blatant about exposing her body to the boys as she's cleaning. As she gets turned on, she asks the boys if they know what fucking is. Of course they all turn red, especially your son, hearing you say such words. Mommy presses the issue, then asking them if they want to know what fucking is.

Mommy decides to show them, swearing them all to secrecy. She leads them al into her bedroom where she undresses, slowly, talking about her tits, what happens when she gets pregnant, her pussy and how it is gonna be used during sex. You have the boys take off their cloths also, after all, it's not fair for them to see mommy naked but she can't see them.

After mommy tells them all about tits, function and erotica, and her pussy, in detail. She takes out a small lifelike cock, hopefully you have one, to demonstrate how a mommy makes love to a cock. Talk about blowjobs, demonstrating, and one of my favorites, titty fucking, then, after she gets the cock all nice and hard, she demonstrates how a mommy gets pregnant by a daddy, slowly rubbing it up and down her pussy, actually showing the boys, then how it goes into a mommy's pussy, goes in and out, slowly, then when daddy shoots his white, sticky, cum into mommy's pussy, she can get pregnant.

Explain to all the boys that that is how they were made, their mommy's took their daddy's cocks, made them hard just like I showed you then she fucks him.

After answering all their questions mommy sends the boys home then takes her son back into the bedroom to let him practice on you how to make babies. Remember that I like dialog, the more the better, especially the very graphic uses of tits, pussy, fucking, and blowjobs.

While in bed with your son, you talk again about all the things you covered with the boys, and how you really like showing off for his friends. Then mommy has her son get on top of her and fuck her.

Please, no loud screaming, "here I cum, etc? I like soft quiet talking and gentle body shaking, it's obvious that mommy has an orgasm.

Cooling down, mommy asks him how he enjoyed fucking her and if he would like to see her fuck each one of his friends while he watches, yes, I am a devout voyeur."

Bra Fetish MILF

My Step-Son's Bra Fetish

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.

"Can you pretend to be my step mother and you caught me in your room looking at your bras while company is downstairs.  You notice that I had a hard on. You tell me its ok and you notice how I have been looking at your bras through your shirt and notice how hard I have been getting.  So you assure me its ok and we can keep this are little secret.   You tell me to lay my head back and and just relax and you have on the one that you notice that gets me hard the most.  You assure me no one is going to come in and we are alone.  You unbutton your shirt and You take out my cock (your squirting dildo) you lube it up and start stroke my cock slow and steady.  You can talk very sweet, sexy and caring voice to me, and talk about how much I like your bra, how your breast fill up the bra cups.   You still tell me to relax and assure me no one is coming in, dont worry baby, its ok.  Can you ask me "Do I like your soft hands wrapped around your cock?"  Hmm.. your so big.  Hmm.. I like stroking your big cock.  Ooo.  look how big your cock gets just from you looking at my bra.   You can add in anything else you like to make it better.  I still like your style on how you do your clips.  

Then you notice all of this sexy talking and stroking me is going to make me cum.  Then you can say "do I want to see what your  step moms bra has been holding?  Do you want to see Step mommies titties?  You do?  I know you do.  You want to see them dont you."  So then you can lift the bra over your breast and add some more lube to make it more wet and slippery and stroke me a little faster.  You can let the dildo touch in between your breast also.  Then you can say and whisper to me "Now we cant be to loud, but I want you squirt and cum all over your step moms tittes, ok.  Can you do that for me? Oh yes! I can tell by your face your so excited.  Its ok."  "Just lay back and relax."  Then you can start stroking me a litte faster, and say "Thats it. Come on,  You can do it. Mmm Hmm,  There you go.  Cum for Step Moms Titties, Dont worry, the door is lock and no one is coming in sweety. " Its are little secret."  "No one is going to find out."   And as im squirting you can go "oh, oh, oh, Mmmmmm.... there you go.  Oh your such a nasty and naughty boy. Look at you cumming all over my titties.  Do you feel better?   Thats good.  Next time I will come to your bedroom while everyone is asleep and show you some of my other bras."

An Innocent Foot Rub

An Innocent Foot Rub Becomes Your Fantasy Come True

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.

"You're my aunt on my mom's side and I've been staying with you while going to college.

One night you ask me for a foot rub while we're watching TV together. You put one foot on my inner thigh while I rub the other, and you start running your foot over my crotch as I get hard.

I take it out and you wrap both your feet around it and start to give me a footjob. After a little bit of that, you take your feet off, climb on top, and ride me until we both finish."

Cuckold Training

Enriching Your Sexual Education II

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.

"My other idea would be a followup.  The sex ed teacher calls you again the following night and tells you I was a good boy today. She worked with me personally in front of the class and I did a good job licking her pussy and stuck my tongue as far as I could in her anus and was eager to suck on it and that I didn't miss a drop when I ate my semen out of my hand. 

She goes on to tell you that tomorrow we start our unit on bisexuality, but before we start that because of my size issue she'd like to use my as an example and explain the concept of cuckolds. She'll tell the class some men have little penises and can't get a woman off in the normal way and they have to lick the woman while men with big dicks fuck them, then be sissy cuckolds and eat not just the woman's juices but the man's cum also. She also tells you she'd like to use me for the intro to bisexuality. You agree to everything she says and hang up.

You tell me what a good little boy I am and explain to me what's going to happen at school tomorrow. 

Tomorrow to start out one of the other boys with a big penis will put it in the teacher's vagina. While he's doing that I will have to tongue her anus like I did so well today. Any juices that come from her vagina I will have to lick up, and I will occasionally have to lick the other boy too. When he shoots his semen into the teacher it will be my job to eat it all out of her and make sure she's cleaned up. Also clean his penis with my mouth.

You go on to explain to me that the teacher wants to use me as the "bottom" in the lesson on gay/bi sex. I ask what that means and you explain I'm going to have to suck on the male teacher's penis until he ejaculates in my mouth (maybe some of the other boys too!) He's then going to some things with/to my butt. You explain that he'll have me spread it open and put some oil in the hole before he sticks his fingers and a penis shaped rubber toy in it. When it gets hard again he'll have me spread my cheeks open wide while he slides his penis into me and pushes it in and out until he ejaculates again.

You can tell I'm scared about this and you tell me not to cry it will all be ok and won't hurt me too bad, but you can tell I'm also getting a little erection hearing about it. Maybe I'm naturally a little dicked sissy. You tell me to take my pants off and we'll do a little homework to get me ready.

You get out a dildo, making it a point to say it's the size of most men's dicks. Much much bigger than what I have. Have me stroke my little thing for you you lube up my hole and start showing me what will happen tomorrow first with your finger then the toy. You can tell I really enjoy having things in my butt because my penis is much harder than normal. You tell me how when I cum I'm going to eat it again, but there's some extra involved this time. Go on like before with the small penis and cum eating talk, maybe also call me a sissy who just might like boys. After a couple minutes of that when I'm about to you'll pull the dildo out of me and have me shoot my load on it. It'll be dirty from having been inside me and also covered with my cum but sissies don't mind that you tell me as you put it in my mouth and tell me to clean it all up. When it's all cleaned up you tell me I'm a good boy and I'll do fine in school tomorrow."