A naughty boy tried to lure this cuckolding MILF with fraudulent pictures of a big cock. How could he know that soon after sitting down to lunch that I would slip my foot out of my leather pump and slide my toes up his pant leg right against his crotch. That is when I discovered that my date was not packing much at all. As I sipped iced tea and considered getting up and leaving, I decided to have some fun with it instead. He looked at me nervously, knowing that his attempt at deception had been discovered. I told him I would stay and finish lunch with him on one condition, that he go into the men’s room and take a picture of his tiny penis and send it to me. Contrite, he hopped up and did as I said. Soon my phone signaled that the picture was sent. He came back, sat down across from me and I took a picture of his face. Now I have both the face and tiny weiner pictures, and can do whatever I want with them. Evil, witchlike? Not yet…..
Tag Archives: small penis humilation
What a spoiled cuckolding wife I am!
If I wasn’t enamored of phonesex before I sure as hell am now. There’s a guy who calls, like so many of you he has a small penis and knows that women consider it inadequate. He told me that although some women have sex with him they rarely do it more then once. Props to him that he at least gets that one time in!
We were talking earlier this week and I was explaining to him that as he couldn’t truly please me sexually like a man with a big cock can, he could please me in another way. Financially. We have cammed before and he has seen a lot of my pictures, and he agreed. Next thing I knew, $1000 Amazon gift certificate for me was in my account.
This little-dicked loser made me a very happy woman!
Cuckold Stories
Do you have a cuckold story?
Does your wife or girlfriend fuck other men because your penis is too small, or just because you are inadequate?
You can’t tell anyone about it, can you? In fact you hope and pray she doesn’t tell anyone either.
You’re probably a big man in your company – you may even own your own business. You take care of yourself. You dress nicely. Both men and women look up to you. They have no idea that your slut wife fucks men in front of you, and makes you wear little thong panties under your expensive business suits.
And then when you go home, you are forced to be the bitch, to be the slut for her. Maybe she makes you lick her cream pies out. Maybe she makes you watch her cuckold you with another man. Maybe she even makes you be his bitch, and suck his cock, and take it up the ass… Bet your employees and coworkers would gossip a bit about that, now wouldn’t they?
And you would no longer be the big man at work or with your friends.
So who can you possibly tell?
You can tell me, your friendly phone sex cuckoldress and humuliatrix.
When she’s out getting some cock that will actually make her cum, you can call me and tell me all about the teasing and denial and sissification and small penis humiliation she puts you through.
Just don’t expect any sympathy from me, mmmkay? I’ll probably end up laughing my head off at you, teensy peener boi. After all, that is really what you need, now, isn’t it?

Tiny dick, exposed and humiliated
A new cuckold caller found me last night. He had been fantasizing about watching his girlfriend with another man and she finally did it, to both of their immense satisfaction. Then a little more came out, and I mean little in all of the senses of the word! He sent me some pictures of his ‘manlihood’ and let me tell you it must not have been too difficult for him to talk his girlfriend into having sex with someone else if you know what I mean.
Who is the not-so-proud owner of the little stub I’m discussing?(picture removed for now)
Think anyone will recognize him licking his own cum off of his fingers like that? Lets see how you rank in the dicklette category, for $1.99 take the tiny-dick challenge. You will understand when you see the pics.
How does yours compare? Show it to me on cam, if you DARE! (I made a little rhyme)
Why You Should Eat Your Own Cum
Believe it or not, I was raised a good little Baptist girl right in the middle of the Bible belt, and I was always taught that masturbation or “the sin of Onan” was wrong. In fact, I’ve even heard masturbation called “Onanism”..
It wasn’t until I was grown that I found out that “the sin of Onan” wasn’t masturbation at all but in fact was the act of wasting your cum.
Or as Monty Python would say “Every sperm is sacred.”
Now you wouldn’t want to go against God who gave you that lovely joystick to begin with would you? I mean, it may be teensy and all and I may even humiliate you for its size, but that little clitty gives you great pleasure, I am sure.
And masturbation could possibly give you a longer, more enjoyable life..
So what to do? Well you can always EAT YOUR OWN CUM..
That’s not wasting it now is it? Nope, not at all. Cum is good for you and nutritious, as well as being high in protein and low in fat and carbs if you’re on a diet.
So everything Miss Lilly has been making you do when you call is for your own good, and I want you to remember that.
Now if you haven’t called before I am always happy to take new callers. Just make sure you have a little “dribble glass” to catch your cum with.
How Does a Cuckold Phone Sex Caller Know?
How does a cuckold phone sex caller know if he’s being cuckolded in real life? I have been asked this by my Niteflirt callers several times.
My answer? Silly boy, if you have to ask, you probably are.
Here are some of the things I tell my callers to look for with their signifigant other.
- Does she ever give you sex? Does she even seem interested in having sex with you? Even if she lets you fuck her, is it a “pity fuck?” You guys know what I mean… She looks bored, or just lies there, or even doesn’t bother to pretend she’s cumming? Or if she’s faking it, you can tell.
- Does she humiliate your penis size? When all this time you thought you were “average?” Maybe average just doesn’t cut it any more. Not if she’s getting nice big cock on the side.
- Do her friends make snide little remarks about your small penis size or about what she’s getting on the side? You do know she’s probably told all of her friends, and possibly yours too, about your “inadequacies,” don’t you?
- Does she dress provocatively for other men? Is she a big flirt? If she is, chances are there’s a lot going behind your back that you don’t see.
- Does the house reek of sex when you come home at night? Maybe she’ll tell you it’s because she’s been masturbating with her sex toys. Ummm yeah, right..
- Does she stay out late “with the girls” while you are home all alone? And even if you wait up for her, does she just want to shower and go to bed?
- And last but not least: Does her pussy taste kind of funky after a night out? Or if you lick her when you have just come home? You may be eating a cream pie, my little cuckold.
And if you are being cuckolded, then what? Well what do you think? Call me and let me humiliate you as well! Nothing is going to change your lot in life if you have a tiny dicklet, so just accept it and get used to all the humiliation that comes with cuckolding.
Oh and get used to eating cum out of her pussy as well. If you’re lucky she might even let you suck some cock for her..
A Cuckolded Phone Sex Caller
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?
submitted by Cuckolding MILF Emma
Plans for the Humiliation of My Sissy-boy Landlord
I know your secrets, my little panty-waist sissy-boy landlord.
I know how you’ve broken into my apartment and played with my panties. I know you’ve even stolen some of them. You prance around your own apartment with them on, rubbing that little clit-dick of yours, now don’t you?
Well, I and my beautiful dominant girlfriends have a little sissy-boy humiliation scenario just waiting for you…
You know how, whenever I have a little “slumber party” with some of my girlfriends, you come over and knock on my door and complain about the music, just to see us in our little translucent nighties?
Tonight, we’ll be waiting on you.
We’re going to drag you inside, and strip you down naked.
We’re going to get you rock-hard and then humiliate you for your small penis size.
We’re going to dress you up in panties, and a bra, and nylon stockings.
And of course, put some bright red lipstick on those cock-sucking whore lips of yours.
Because then, we’re going to bring out our boyfriends. And that’s when the real fun begins, bitch-boy.
Ready for some forced-bi humiliation, sissy-boy?
Hope you like to suck huge hard cock…
Got you hard already, don’t I?
Give me a call on Niteflirt, and we can finish this fantasy…

