Category Archives: Cuckolding MILF Emma

Tease and Denial with Cuckolding MILF Emma

Posted on by

Are you into tease and denial, little dicklet boy?

Love to hold on to those hard throbbing balls, don’t you? Thinking about a luscious, full-breasted MILF like myself, teasing you? Doing a lap-dance on your little cocklet? Grinding against your purplish balls as I pull off my top and bra and rub my big velvety nipples in your face?

And then when you want to fuck me oh so badly, I laugh at you. I slap you. I spit in your face.

And say, you’ve got to be kidding LOSER. I’d never fuck a worm like you! I only fuck real men, men that can make me cum, over and over.

Perhaps if you beg hard enough, I’d let you watch and see how a real man does it…

Call Cuckolding MILF Emma for phone sex on Niteflirt.com

Prostate Milking My Cuckolded Husband

Posted on by

As I have said in previous posts, I love to keep my teensy-dicklet husband in chastity and deny him even the simplest pleasure of orgasm.

Why, you may ask? Well for one thing, a horny male is a submissive male. And once you deny a man for several days or even weeks, you will find that he will do ANYTHING for an orgasm. And yes I mean anything, including sucking my real boyfriends’ huge cocks and eating a cream pie out of my pussy.

A full prostate is an infection waiting to happen, and obviously I want to keep hubby in the best of health. He would be no use to me sick. And so I milk hubby once a week or so when I have him in chastity.

The funny thing about prostrate milking hubby while he is wearing a chastity device is this: he doesn’t get to have an orgasm, and of course he doesn’t get that hard. Also he doesn’t feel any relief of the horniness that is driving him crazy – it’s like an itch he can’t scratch. This is why I love to do it.

As I am sure you all know, once a man cums, there is a total attitude change. He really doesn’t want to do anything the dominant cuckolding wife or girlfriend wants him to anymore, such as eat his own cum. Really all men want to do after sex it seems is take a nap.

This is why I love prostate milking. It depletes the prostate, yet hubby doesn’t orgasm and is still horny. Whoever thought THIS up deserves a Nobel Prize or something.

How do I milk hubby? I’ve tried 3 or 4 massagers, but really prefer to use my finger. I make him bend over and spread his cheeks, then take my lubed finger and insert gently into hubby’s rectum. About an inch or two in is the prostate, and I crook my finger and gently rub around and around,  then side to side, stimulating it.

Amazingly enough, hubby always starts to cry at this point. He says it’s like he’s overwhelmed with emotion and especially love for me. Go figure. But I love it, since I often do this in front of an audience of either a big-cocked boyfriend or a couple of lady friends, who use this opportunity for even more humiliation.

Hubby always has a little glass that he catches his cum in, and then I make him drink it all up. Well that is, if I don’t make him cum all over his food. At any rate, he must always eat his cum. And of course thank me for the wonderful experience and the chance for him to cum.

Are you into prostate milking? I would love to see you do this on cam or even hear you do it over the phone.
Call Cuckolding MILF Emma for phone sex on Niteflirt.com

Submitted by Cuckolding MILF Emma

A Chastity and Denial Session with My Cuckolded Husband

Posted on by

I had a little chastity and denial session with my cuckie husband tonight – well actually it’s been going on for the last month..

I’ve been making him wear a CB6000 on his tiny little cock for the last month. And he’s been having to ask all his cute male friends to please fuck his wife, because he’s too small..

And then he’s had to watch and fluff the guys and of course clean up my cream pies.

So today I had three very pretty ladies over – I’d been telling them what a tiny-dicklet loser he was. They couldn’t believe it till they saw his little tiny cock in the chastity device.

We had him do all sorts of things for us – lick our pussies, suck our toes, hold our legs as we got naked and ate each other out..

And then when he couldn’t stand it any more – when he was crying and begging me to let him take off the chastity device – I made him bend over and spread his cheeks and show me that little man-pussy of his..

And then I used a prostate massager and made him cum in his little dribble glass.. Of course he had to drink it all up.

Then I put him over my knee and spanked him with a wooden paddle – such a bad boy for crying!

After the paddling I sent him into the kitchen to clean up.

He was so exhausted after all that, he went to sleep immediately on his little pallet at the foot of my king-size bed.

I on the other hand am quite horny. So I think that I’ll invite a boy toy with a nice big cock over to keep me company tonight and fuck my brains out.

Call Cuckolding MILF Emma for phone sex on Niteflirt.com

Submitted by Cuckolding MILF Emma

But I’ll be back, taking calls tomorrow, don’t worry…

A Cuckold Fantasy

Posted on by

I am making you, my teensy dick cuckold, take me to a nude beach..

You quickly find a secluded spot under a large shady umbrella, hoping that no one sees your tiny cock sticking straight out, rock hard. But of course all the beautiful nude ladies come up and point at you, and whisper and giggle…

You should be used to small penis humiliation by now, bitch boi.

I am prancing up and down the beach, seeing what kind of trouble I can get myself into.

Eventually I come back and grabbing you by your little dicklet, I lead you to a shady cabana where there is a young man lying on a blanket. He is lightly stroking his enormous cock, which is only about halfway hard.

I push you down on your knees in front of him.

“Suck on it bitch,” I tell you. I want some good lovin’ and I can’t get that unless that huge cock is good and hard for me….

Like this little fantasy?

Call me for the rest..
Call Cuckolding MILF Emma for phone sex on Niteflirt.com

Submitted by Cuckolding MILF Emma

Balloon and Squeaky Toy Fetish

Posted on by

My turn for one of my favorite phone sex calls…

Amazingly enough, it is a phone sex caller whose fetish you might not associate with sex or being turned on.

This caller is into squeaky toys and balloons..

He has 2 or 3 different scenarios he likes me to do.

One is with the balloons. He likes to hear me blow them up until they are almost ready to pop. And then he likes to hear me run my long fingernails over the tight surface, making a squeaky noise. Another thing I do for him is rub it all over a cashmere sweater I wear for his calls, so that there is a lot of static and the balloon sticks to my tits. And finally he likes me to wear stilletto heels and pop the balloon with my heels.

He likes me to do the same sort of thing with inflatable beach toys as well. He’ll send me a tribute to go to Walmart and buy inflatable beach balls and animals with the rings for a small kid’s floatie, and then blow them up and sit on them or use my stilletto heel to pop them.

Stilletto Heels

I like to burst balloons with my stilletto heels

The last sort of toy he likes me to use is the baby squeaky toy, like a squeaky duck you put in a small child’s bath. He likes me to have several on the floor and stomp on them with my high heels, telling him that he’s the duckie and I’m going to make him scream, then I make the duck squeak. He likes me to describe the terror that the duckie is feeling as it sees my foot coming down to stomp on it.

Silly?  Well hell, sex is pretty goofy to begin with. Why not have a good time with it?He and I are both laughing by the time he has cum.

I enjoy this caller a lot.

Have a weird fetish you can’t do in real life? Why not call me? I’m pretty much anything goes.

Call Cuckolding MILF Emma for phone sex on Niteflirt.com

Submitted by Cuckolding MILF Emma

Bringing Home a Guy with a Tiny Dick by Mistake..

Posted on by

Yes, sometimes mistakes do happen, even with experienced women like myself..

I have a neighbor that is so cute. We’re talking hot nasty sex with James Dean cute…

And he’s really built too – about 5’10, 180 pounds, works out, piercing blue eyes, tanned muscled skin.. So I figured that he would have a nice big cock, right?

Ummm wrong…

I get him into my bedroom and get all his clothes off and I’m naked and stroking it, and it gets hard but not much bigger. I mean it’s no bigger than 6″ if that!

So I figure ok well, maybe he’s just not excited enough..

So I get down and start sucking on him, and it doesn’t get any bigger like that either. Not only that, it’s only about as thick as my thumb – kind of weiner sized, actually..

So I just flat out ask him – “hun, is this is big as you GET??”

He gets all worked up and embarrassed and says, “ummm yeah,” and acts all defensive and shit. As if he thinks that’s a reasonable size. I mean, give me a break..

So I sit back and just start laughing, I mean I can’t help myself – here I am screwing around on my teensy dick hubby, and I come up with this shrimp? I am thinking I need to throw this one back.

But instead, I decided to call Marcy up so she could come over and see..

I told shrimp-boy I wanted to share him with another woman and he was all about that. I didn’t want him leaving before she could see it.

So Marcy got over there, and he’s lying on the bed all proud of himself, stroking that pathetic little dicklet, and we just burst out laughing.

Amazingly enough, even though we taunted him and humiliated his teensy peener, he still stayed hard. Finally we sissified him by dressing him up in some pink panties and fucked him with a dildo.

Naturally we didn’t let him fuck us, but we all still had fun.

He was awfully cute though :)

Does the thought of small penis humiliation, sissification, and being anally fucked by beautiful women get you excited?

Then give me a call :)
Call Cuckolding MILF Emma for phone sex on Niteflirt.com

Submitted by Cuckolding MILF Emma

MILF Emma’s Sissy Slut Has to Suck Big Black Cock

Posted on by

Last night, my phone caller cuckie slut sucked big black cock on cam for me.
I made him ask a black friend of his (Jason) to let him suck his cock, and although he was horribly embarrassed to do so, he did it.
It was so worth watching on cam!
He had on his little pink panties and his teensy little clit in its cage. He was so excited he was visibly shaking. I made him beg for that cock, say “Please please Master, may I suck your cock for you”. And then Jason fucked his face hard. Once Jason came in his mouth, cum was dribbling all down cuckie slut’s chin.
I made cuckie slut wipe every bit of it up and suck on his fingers as well so he could get all that cummy goodness. And then I made him cum all over some pizza he’d ordered. As soon as I let him take off his chastity device, he spurted all over it – a couple of week’s worth of cum at that. And then he had to eat every slice of that entire pizza to make sure he ate all the cum.
Here is his story in his own words:

Hi, it’s cuckie slut again.
Ms Emma made me go out and get a big black guy for her to watch me with him. I had never really sucked any big black cock just fantisized about it and I was really scared.
But she said she was never going to take off my chastity device or even let me use my prostate massager if I didn’t do it.
So I arranged for a big black guy to come over and Ms Emma talked to him on the phone. And he made me strip down to my pink panties and beg him for that big cock so I could suck it. And she watched me on cam while I sucked it and he cummed all in my mouth. It was so much! And I never tasted anyones cum but my own. This tasted different like pennies in my mouth. But I swallowed it all. I was so excited, I was about to bust even with my cage on.
She said I was a good little sissy slut then and I got to take off my cage and cummed all over some pizza I had delivered. Then I had to eat it and say yum yum.
I love Ms Emma. I wish she was my mistress for real.
signed.
cuckie slut

Fantasize about being forced to suck big black cock for a dominant Mistress?
Give me a call.

Call Cuckolding MILF Emma for phone sex on Niteflirt.com
Submitted by Cuckolding MILF Emma

Does Penis Size Matter?

Posted on by

I actually had a small penis afflicted phone sex caller try to argue this point with me today.

He called me up to tell me he had read my posts on this
Cuckold and Humiliation Phone Sex Blog as well as my own blog
No Taboo Phone Sex with a MILF Cuckoldress, and that he begged to differ.

Size really doesn’t matter, he said. His wife said so, he said.

After I choked back the tears of laughter, I asked him some questions.

First of all, how big was he when he was totally hard? (5 inches)

And how did he know that his wife was telling the truth? (She always cums for me.)

And how did he know that his wife wasn’t faking it? (Ummm no! she wouldn’t do that!)

And how did he know she wasn’t actually cuckolding him with a bigger, better cock? (Umm, you think she is??)

And if he wasn’t thinking along then same lines as I was, why in the hell was he reading these blogs and calling me? I don’t need convincing, he does.

At this point, he was gasping, he was so hard and excited.

So I launched into a little scenario of what might happen if he should come home and find his wife in bed with someone else – Five minutes of that and SPLAT! There she blows! Cum everywhere.

I made him eat it just so he would get used to the taste – or maybe he’s eaten some and hasn’t even realized it, hmmm? I’ll have to tell him that on our next cuckolding phone sex call.

Do you realize your small penis size does matter? Get off on the idea of your wife or girlfriend cuckolding you with a bigger dick? Maybe even watching and participating?

Give me a call.

Call Cuckolding MILF Emma for phone sex on Niteflirt.com

Submitted by Cuckolding MILF Emma

Cock and Ball Torture for Sissy Cuckold Sluts

Posted on by

Your cock and balls are totally useless to a woman, so why do they even exist?

For my amusement of course, you pathetic pillow humper.

See if you can find your itty bitty cock… it’s bound to be there somewhere tucked into those pink panties you’re wearing.

Take the head between your finger and thumb – yes I know it’s slippery from leaking all the time, staying horny, and never getting any, but try.

Now.

Pinch it nice and hard. TWIST.

And with the other hand? Grab those hard blue balls and S-Q-E-E-E-E-Z-E. That’s right, torture those balls  for MILF Emma…

Now – go fetch a dildo, a buttplug, some clothespins or binder clips, a spatula, a cord of some sort for useless clitty bondage, a candle, some lube, and some toothpaste.

And then call me.

Submitted by Cuckolding MILF Emma

A Cuckolded Phone Sex Caller

Posted on by

I have a cuckolded phone sex caller that I have started posting to my cuckolding blog.

I don’t let him say his name, he’s too pathetic for a name. I just call him “cuckie slut”. He is so pathetic, and omg at 3″ hard such a teeny cocklet. So I made him write a blog post for me and I thought I would share it.

MILF Emma’s Cuckold Slut

Hi there

I’m Ms Emma’s cuckold slut. I can’t tell you my name she took that away from me. She just calls me cuckie slut because I am a pathetic worm without a mans cock.

And its true. My little pathetic clitty is only 3? long when she allows it to get hard. Most of the time she doesnt even let me get it hard. She has me in a chastity belt because she says what woman would want me anyways.

I wish I could stroke it though. She tells me all these storys about how she gets off on big huge dick and makes her hubby suck cock for her. Hes one lucky guy. I would so love to have her as my mistress.

She says Im too pathetic for any woman even to make fun of in real life so that is why I call her. She laughs and laughs at me and my  pathetic weener. I beg her so hard please let me cum Ms Emma please let me take this thing off so I can get hard but she just laughs some more. Shes made me buy a prostate massager so I can make myself cum without taking off my chastity belt. The other night I actually cummed in my sleep. I havent done that since I was 12 or 13.

I told her and she punished me by making me rub bengay all over my balls and spank them. They were bad balls. I will do anything she wants though. I worship Ms Emma.

signed, cuckie slut

Honestly the pathetic little pillow humper makes me just howl with laughter each and every time he calls me…

Too pathetic for words like cuckie slut here? Get off on cuckolding fantasies and small penis humiliation?

Call Cuckolding MILF Emma for phone sex on Niteflirt.com

submitted by Cuckolding MILF Emma