Nap Interrupted

Nap Interrupted

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

Mom is taking a nap, and you walk in and see that she's topless. You instantly are turned on, just like you always are when you look at her. While you stand there debating what to do, she stirs and this worries you that she will wake up, but you can't help the erection growing in your pants. You begin touching yourself while you watch her sleep, knowing that she could wake up and catch you at any minute. You decide it would be safer to get into bed with her. You climb into bed, erection and all, and she wakes to see you and greets you with her usual kindness. She says let's take a nap together, and falls back into a deep sleep. This is when it happens...

As if in a dream, mom transforms into the appealing woman you've always dreamed her to be, and she wants you, and wants you bad! Her seductive voice and her teasing and toying with you is all you can handle and you feel as though you're about to burst. She encourages you to stroke your cock, watches you even. She teases and taunts you with her supple breasts, playing with them in front of you as if this is what she has always wanted! It's a dream come true for you. Then, just as you have always fantasized, she says she wants to get on top of you and ride you, and she does! She rides you long and hard, calling you baby and moaning and crying out at how incredible you feel inside of her, until you finally can't take it anymore and you unload inside of her! You hadn't wanted to do that, but she was cumming and you were cumming and you didn't want to stop. Now, you have cum inside your mother. Even she acknowledges what just happened, but says next time she will make sure that doesn't happen, and then she kisses you and calls you a good boy.

You wake up from your nap feeling refreshed and rested. Was it all just a dream?

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My Sissy Boy

My Sissy Boy

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

"What I'm thinking is it'd start out with you peeking through a

crack in the door and then you open it and say son what is going on here?

You will have caught me on your bed looking at dirty pictures of

you while I'm jacking off with your worn panties and maybe sniffing or

tasting the toy you left laying around.

You're upset with me, but you also understand boys have needs and

desires. You tell me it's ok to masturbate but not to steal your

stuff to do it. You're going to let me finish what I started, but you are

going to watch and when I finish I'm going to have to do it into my

(or your) hand eat all of my dirty hot sticky cum.

You tell me to go ahead and start masturbating my penis and as I do

so you're surprised to see it's very tiny. Daddy's is very big so you

can't believe how small mine is. You tell me to rub it harder so it

grows. I try, but it just won't get hard for me and it's still so

tiny I'm about to cry. You think I may just need something to look at so

you take your shirt off and let me see your breasts in person. That

helps me a little and I rub faster but it's still not enough. You

go ahead and take your bottoms off and let me see and sniff your pussy

as you spread it, then turn around and do the same with your butthole.

I like it a lot and tell you it's pretty, but I'm still not fully

hard.

You sit down next to me and tell me it's ok but you need to ask me

a few more questions. You know that I must like girls because I was

sniffing your panties and looking at the nude pics daddy took of

you. You have a sneaking suspicion though that I might be at least

partly a sissy boy. Did I try wearing your panties? After all my penis is

very small, and would look cute in them. And you did catch me tasting

your dildo. You ask if I just wanted to see what you taste like, or if

secretly I wanted to see what it was like to have a penis in my

mouth.

All of that talk has an effect on me. My little dick starts to get

harder, by no means hard yet, but it twitches a bit. You think

maybe I like that talk about being a sissy boy and you have an idea. You

lube the toy up and slide it into my butthole

You gently use the toy on me and immediately you can tell I like

it. My penis is finally getting hard. Still tiny, but hard. You remind

me that I have to masturbate for you and when the hot sticky cum

shoots out of my small penis I have to catch it in my hand so I can eat

and savor my puddle of shame."

Welcome Home, Soldier

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Diane Andrews: Mommy Age Play

Mommy Age Play

World famous MILF Taboo fantasy clip! Mommy Age Play delves into the deepest recesses of your psyche. Fulfilling that sensual craving that you just can't seem to shake. 

Don't worry, I won't tell.

Her Sexy Neck

Sexy and understanding mom "helps" you embrace your fetishes for a sexy neck and throat and a hairy bush. 

Spectacular POV video!

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

Customer Feedback:

"Diane. Thank you so much for the clip!!! It was exactly what I was looking for, and more, thanks to the benefit of your creative input beyond what I had provided in my suggestions. It's as though you read my mind. What's more remarkable is that you produced this under very trying conditions, having to re-film, etc, but still managed to make it seem alluring and spontaneous. That voice of yours is a Gift.

If you don't mind me saying so, my impression is that you are not only a very SEXY woman, but an extremely intelligent one and a beautiful person too. So thanks again.

Holding the screen close, I really felt as if I was with you. I'm sure this clip will be a real 'hit', not only with like minded people, but because of the strength of the 'virtual' content.

I wish you well Diane, and truly hope you find your heart's desire!!!"
Hi. Where do I start. This video would be a 'mommy/neck throat/hairy bush fetish combination. I submit this because you have a beautiful neck:

Suggested Outfit: night slip

Scene Description:

starts with a bedroom intrusion, a creative chat with son that leads to an depth discussion of son's predilection for necks and throats and extremely hairy pussy. Progressive teasing, flirting and dirty talk culminate with son on top of mommy (missionary), extremely up-close camera shots of your neck, varied angles, collarbones and tits, interspersed with extremely up-close tongue-kissing, moaning, etc. Throughout, you will continually encourage son to kiss, suck and bite mommy's neck, while squeezing her tits until son explodes deep inside (with relevant verbal encouragement). Liberal use of the 'c' word would be preferred, but 'pussy' will do

(As there will be no need to actually see your pussy, it doesn't actually have to be hairy, just the talk)

---

Diane Andrews "A Sons Gift To Mom"

Son gives mommy the best gift

"A Sons Gift To Mom"

Custom Video - no names used - a sequel to "Your Graduation Present"

5 years after son graduates high school

Mom comes in, sits on the bed with son and references how much fun that graduation gift was 5 years ago, way more memorable than a new car. Anyway, even though I let you get mommy pregnant, I obviously couldn't carry it to term, your father would have been very suspicious. So I had to get that abortion, and we all just moved on. However, now that your father is no longer with us, and it's just you and me in the house, I've been thinking a lot about that night. I've been thinking about how we need to make this family whole again.

What do I mean by that? Well honey, what if... you put your seed in me again, but this time I let it grow?

That's right honey, I'm saying we should make a baby together! But I won't abort it this time I promise!

(Mom gets naked and gets on top of son) going slow, riding him while talking about making a baby...

Talk about how your tits will get bigger, and full of milk.
Talk about how plump your belly will get with his seed.
Talk about how you want as many babies in you as possible, twins would be great!

The big moment at the end is key, you can "cum together" with your son. Then, after a moment of catching your breath, it's 3 months later, and mom comes in with a slight bulge in her belly. Mom congratulates son saying "we did it! We're pregnant!" I know son, I'm excited to be a mom again! And guess what it's twins!

Watch this super hot and instantly famous video here!