8 Steps of Cuckolding: 2 Financial DominationMoney goes a long way, especially when you're paying your wife to date.Cuckolding Princess Crossword Puzzle
Can you find all the answers to your princess?
8 Steps of Cuckolding: 1 Humiliation
A cuckold can't be humiliated enough! Get over it.

Sweet Jessica the Sissy

I had a wonderful chat with Jessica today. She showed me her pretty red panties and black stockings. We had fun putting on her pumps and making her feel nice and pretty in lipstick.

I must say that Jessica is a very educated sissy with all kinds of fun things in store for her Mistress to watch. We played diaper girl in the snow today. I’m sure it was freezing outside, but good Jessica went out and stood in the freezing cold for me and danced in her stockings, bra, and pretty panties. Yes, I got to watch it all over the webcam.

Are you a sissy? Let me watch you transform in a beautiful sissy girl. Call my line and then I’ll watch you on your cam. If you only have a camera to take pictures that’s ok as I’m sure you can send the pictures to me.

Come on silly guy, you know you want to explore that naughty sissy side and let the girl out in you.

On Your Knees While I Ignore You

I think this is the funniest call ever. I had a call today during the football game. The loser was with his buddies watching the playoffs and he calls. I guess he wanted to try and flex his muscles because he told them all about his ‘girlfriend’ on the phone. Of course he probably never said that he had to pay to talk to me.

I heard him tell one of them “watch this, I’ll make her wait while she listens to me.” I suppose he thought I wasn’t listening because usually I just put the phone down. WRONG this time. He picks up the phone to see if I’m still there and I said, “Okay loser, if you EVER want to talk to me again then you’re going to get on your knees during the game while I’m on the phone.”

“But…but…but…” came from the other end.

“No loser, I mean YOU.”

Suddenly I hear a bunch of laughter from the phone and one of the guys says “What the fuck are you doing?”

The wimp looks down at his probably ever extending dick and said, “she told me to get on the floor and kneel.”

Well, I guess the shit hit the fan at that point because one of the guys picked up the phone and said “bitch, why are you telling my boy here to kneel to you?”

I laughed and replied, “I’m not your bitch and if he’s your “boy” which to me means sissy then why doesn’t he suck your cock?”

You could have heard a pin drop if it wasn’t for the noisy football game then suddenly laughter. “She wants you to suck my cock, man! Do you do that for her?”

I’m sure the look on his face was defeat because both the guys in the room yelled, “No fucken way” at the same time. Then I heard a zipper and some rustling of fabric. One guy, the black guy, picked the phone back up and said, “he’ll really do this?”

I laughed. “Yes, he’ll do anything for me. Put him on the phone. Go on.”

He got on the phone and started in as a completely different person than the one who thought he could fool his friends. “Yes, Mistress?”

“For your punishment, loser, you’re going to suck your friend’s cock. You’re going to suck it until he cums and you’re going to guzzle down that load of cum. Then if the other friend wants it done as well, you’re going to do him too. Do I make myself clear?”

Silence. “Yes, Mistress.”

A few moments later I hear a grunt from one of the guys on the other end. “Oh fuck, he’s really sucking my cock man.”

“Let me try.” The other guy pitches in after I hear a couple of cum guzzling gulps.

A few minutes later the pussy whipped sissy gets on the phone again. His friends were laughing in the background, probably to never be seen from again.

“Thank you, Mistress. May I hang up now?”

I let him go and after he sent a nice fat tribute. Should I say it?

SUCKER!

Am I A Sissy Cuckold? What is a Sissy Cuckold?

Am I a sissy cuckold? Hmmm…now I think if you’re asking that question then most likely you probably are.

So what is a sissy cuckold? You can probably guess what a sissy boy is. It has many names: sissy boy, sissy boi, sissy girl, and the list goes on. If you don’t know then put a picture in your head of a man who wants to or already wears womens clothing. It doesn’t stop there. Many of these men want to wear lipstick and make up as well. They have a hidden desire to feel like a woman and be controlled by a woman in a relationship where she makes the rules. He might even enjoy sex or giving blow jobs to other men because she tells him to or he has a need to please her.

A cuckold is a man who is cuckolded by his wife or girlfriend who is also known as a hotwife. When a man is cuckolded he is cheated on by his hotwife. He usually knows about it or quickly finds out about it and allows her to do it. There are many reasons why a man would do such a thing. Maybe he loves the humiliation of it all or maybe his equipment–you know his cock– isn’t big enough to please her. Maybe he just doesn’t have what it takes to be the man of the house and she wants more but doesn’t want to leave him. Whatever the reason he is at home while she is out having fun.

A cuckold sissy or sissy cuckold is a man who lives or fantasizes about the cuckold lifestyle but not only wants to be emasculated by his hotwife, but he also wants to be feminized. Usually it is voluntary, but sometimes there is forced feminization involved. My cuckold sean likes to play a glory hole closet game where his big surprise is a nice big black cock to suck on instead of my wet pussy. LOL He thinks I will be standing on the other side until I slip the goods in his mouth. HAHAHA

These men make nice slaves and can do useful things like clean house for the date or clean up the cream pie when the date is over. Since sissy cuckolds will never amount to real men and they’re stuck somewhere in the middle of male and female their duties are pretty obvious.

We can play the sissy cuckold game if you call me. I think we can have a lot of fun. You can tell me about your sissy cuckold lifestyle or we can role play. Let’s have some fun ;) Call me.

Sissy Boy Needs to Show the Goods

Are you a sissy boy who has been recently transformed into a pretty girl? Then I’m willing to sell you my Yahoo ID for a mere $10.00 so you can show me how well you’ve transformed.

That’s right, all you need to do is pay a tribute of ten bucks and tell me what it’s for. I’d make a button but NF has been fucking up so badly with my PTV buttons that I don’t even bother making them right now.

IF you call me and stay on for awhile then I might give it to you if you beg me enough. LOL Sad.

I want to see that pretty lip gloss and dainty little skirt on you so call me and request the Yahoo! ID then tribute me. I will watch you twitter and twirl around the room and whatever else you do in your sissy clothes. Just call me on my sissy line.

subforu wants to be a sissy boy

Awww subforu just received his first sissy assignment to be sissified. Of course I’m not going to tell you what it is because if you want to be sissified then you’ll need to call as well, but I can tell you that he’ll be so pretty on his first assignment. LOL

I make my sissy boys report back to me and tell me about their adventure I put them on as they slowly transform themselves into what they were meant to be.

Poor guy did have a wee little pin dick so I told him to start slowly on his quest and that tiny dick will just look like a woman with a patch of hair.

New submissive Punishment: Eyebrow Plucking

Sometimes I think submissive sean does things just to find out what his new punishment will be. The Mandingo Bull and I decided we were going to have some guests over and submissive sean didn’t get the living room ready. I had to do it–and boy was I pissed!

Read more »

Surprise! Sean and the Glory Hole

It was submissive sean’s first day out after having to wash all the walls and I wanted to give him a little surprise. I was standing behind the curtains in the bedroom with my naked Mandingo Bull Gus next to me. I told sean to come over and kneel. Well, when he did I told him to put his finger through the curtain but DO NOT look.

Read more »

Sent Pretty Boy Off to Buy Lipstick

Rude Randy who wants to be Rude Raina just spent a huge amount of time whining about why he can’t go into the drugstore and buy lipstick. He begged and pleaded not to do it, but I made him do it anyway. I told him I wouldn’t take his calls anymore unless he went down there and bought a stick of orange lipstick and put it on for me during tomorrow’s call. The pathetic guy didn’t want his co-workers to see him so I told him just to say it was for his girlfriend. LOL

Read more »

Are You Worthy Enough to Call?

Are you worthy to call and talk sex with me? Or, are you like the others where you must call my loser line? Losers might get to do small things like clean my toes with their tongues or clean me up after the worthy one and I finish some massive hardcore sex. Read more »

New Site for Sissy Boys

phone sex for Sissies is the new site for all you sissy boys out there looking for some place to read about girly things. I know that you want to put your lipstick on and make some nice red rings around some nice big cocks so head on over to phone sex for Sissies and see which hot Princess is available to humiliate your sorry girly butt.

And while you’re gone, I’ll be sure to be all over my new Puerto Rican bull of mine. You know, the one with the rather large shoulders and that wicked deep tan that never ends. Then when we’re all done with our date you can come and visit to serve us drinks and do whatever comes next–and I’m sure that won’t be you. LOL

« Previous PageNext Page »