I laugh to myself every time you call me. I put you on my speaker phone and let you know that it is just you and I on the line and that nobody is in the house with me. You beg me to humiliate you, but I don’t really need to do that, you do that all on your own! Guess you never took my word when I told you that I always love company and to entertain my guests. And don’t you worry my dear sweet puppy, we gather around the speaker and laugh at the desperation in your voice. I love stripping you of your manhood and poking fun at how you cannot fulfill a real woman’s sexual needs, but that you prefer being the little cocksucker that you so desire to be because you think that is what I want. My friends giggle when I tell you to try new things and how to get boys so you can practice sucking them off, they think its pathetic that you resort to being a better dick licker than fucking your wife. Its even funnier when I ask you every time that you call to keep measuring that little pecker of yours as if it will grow another inch. Keep dreaming sissy boy, you need to face the fact that you will never be able to fuck your wife like a real man can and you will never be as good as a cock sucker than I am, just remember who taught you all those tricks.
Archive for the 'Sissy Lessons' Category
Page 17 of 32
You must strip down as soon as you enter my lair. Remove all traces of who you are outside of my sphere of influence and then I will begin to make you my bitch. A nice cock ball gag shoved in your mouth and locked in tight will keep you on task as I shove a butt plug up your ass. A few hard slaps to the face and we can pick out your dress. I keep a few frilly pink concoctions just for little whores like you. There we go! Let’s complete your look with a pair of satin panties and you’ll be ready for a little corner time. Reflect on your place in the universe for a while, you can entertain me with your suffering in a bit.
I came home from school early today and saw Daddy’s car was in the driveway. I thought it might be fun to sneak up on him, and make us both giggle. I walked through the house and he was not in his office, den, living room or even his bedroom. What I walked in on I could not believe! Daddy was wearing my silky blue panties and matching bra. He was standing in front of the mirror running his hands up and down his body. Daddy, I yelled What are you doing? His face turned bright red and I looked down to see a little bulge from my daddy in my panties. I listened to daddy try and explain but I wasn’t having any of this. I decided if he was going to go all sissy boy on me, he needed to go all the way. I took daddy to the bathroom and waxed his legs. LOL, did he scream like a little bitch. I had him put on a pair of my knee high socks, a tank top and I found a pair of pink tennis shoes that were way to big for me. “Look at yourself in the mirror now, daddy” I said. I tossed a tube of my pink strawberry lip gloss at him and told him to use it on his cock sucking lips. There now you look like a little sissy boy slut. Now if daddy is going to look like a girl, you must act like a girl. I told him to get in the car and drive us to the nearest adult book store. I told him to find an empty booth and I would be right there. I explained the hilarious situation to the man behind the counter and told him to send as many men our way as he could. Well, I don’t mind telling you that my daddy sucked a lot of cock that day. I even made him take one up his ass. When we were done, I made daddy lick the walls and floor of any jizz he missed with this mouth and tongue. My mind was going in all directions, I mean I want to go to Prague with my friends when I graduate and that will take a nice amount of money. Well you can see where this is going, my daddy is now my whore!
Time to show you off! I am going to dress you up and take you to a summer garden party with all my friends. You will strip! Under your clothes, you will be wearing a pink pair of my panties. Under my panties, you will have a red bow tied so cute around your little dick. You are the most obedient little panty boy. I show my friends what a well-trained little slut you are. You will serve my girlfriends. You will lick all of them until you make them cum on your face. As the party progresses, the guys start to show up. Everyone is laughing at you running around in just a little red bow around your little dick. You are fucking hilarious. You drop to your knees and you beg for cum from the guys. You suck their dicks and get covered in cum. You are one hot cum slut. By the end of the party, you are one hot mess covered in everyone’s cum.
Mistress Koko
So you tell me that you don’t have much luck with the ladies? You have not had a date in years! In the past girls have laughed or looked at you with disappointment in their eyes when you take off your pants. You are alone and are starting to find porn boring. You want to be with a lady, but you need to be trained to be her little bitch boy.
I have many things to teach you. You are affectionate and sweet, but you are a little shy with the girls. You are easily intimated by big breasts and teased. Ladies manipulate you and you are in awe of their beauty and seductive ways. I will bring out that subbie boy in you. Teach you how to be the best little bitch, even though you have such a small penis. You just need some training.
We will start by covering up that little dickie with my panties. They feel really soft and will help mold your character. You will learn how to please a lady with just your tongue and will be there to clean her up after she has been with her real man.
Let’s set up a session for your training so we can get started!
XOXO
Mommy Morgan
You don’t have to hide it from me anymore. You can let it all out when we go shopping. We can share all of our dark secrets *winks* I take you shopping with me for a reason, ya know. I know you can’t help yourself but to stare at all the fabulous clothes when we walk around the mall. I love when I drop my bags in a crowd of people and make you get on your hands and knees and pick everything up. While we all watch how your pink panties are sticking out of your pants. I glance around at the crowd and give them a wicked smile. I want everyone to know that you are a full blown sissy boy. The next store that we’ll be going into you will be asking the woman to open up the ladies fitting room for you. This is just the start of our journey. With my impeccable taste with fashion and your sissy ass. You’ll be the woman that you’ve always dreamed of.
Just think about all the girl time we get to spend with each other.
Kiss Kiss,
Zoe
A sissy boy belongs with a cock in his mouth and that’s exactly what my sissy boy is doing right now. I sit down on the couch with my short little dress on. I slide up my little dress, and staring my sissy in the face is my strap-on. My sissy knew right away what he had to do. He leaned over, and took the fake cock into his hand. Then lowered his cock sucking girlie lips down on the tip of my fictitious dick. He can’t help but moan with pleasure. He loves the feeling of a big dick in his mouth. I put my hand on top of his head and push it down onto my strap-on. It makes me laugh when I see him choke on the silicone. He is having a hard time breathing I push him down so hard and long. I like seeing his eyes tear up..haha! I am teaching my sissy boy to suck a cock properly and so far he is taking his blowjob lesson well. The more cock my sissy boy sucks the better he will become at his duties. I think my sissy is ready for the real cock. I am going to bring him the fattest, longest, hardest cock I can find. He will take it like a good sissy if he knows whats good for him.
Well, you are completely shameless. You are a naughty little panty boy and you can’t keep your eyes or your hands off my pink panties. You are a little panty thief. You steal dirty pink panties from my laundry basket.
You giggle with the glee at the thought of wearing my little pink panties. You prance around the room and love to be a little show off and be put on display. You tingle when my friends and I tease and taunt you. You truly are a submissive little panty boy!
Love,
Layla
I am cleaning your room. I find my sexy Victoria Secrets catalog hidden under your mattress. You have circled certain items. I assume you were just looking at the pretty ladies for a little “inspiration” for personal playtime before bed, but the circles have me puzzled.
I hear you come home and scold you a little for taking my catalog without permission. I ask you repeatedly why you have circled certain bra and panty sets, a little pink nightie, and a very sexy black teddie with attached garters and stockings. My frustration starts to show when I don’t get a straight answer from you.
Finally you admit that you really like lingerie. You think that it is really pretty and girly. You like how it feels against your own skin. You tear up and softly whisper that you wish you could wear some really pretty girly things. I lean down and wipe a tear from you face and take you to my closet and lingerie drawer.
I pick out a super cute little red cami and red panties. They are extremely soft and lacy. You try them on and model them for me. I have you slip into my sexy red shoes and black satin robe to complete the look.
Oh, I love the smile on your face! I take you in front of the mirror so we both can admire how lovely you look in my lingerie. Well, let’s see what else we can find for you to try next!
Kisses,
Mommy Morgan
Finding you standing in my bedroom all dressed up in my panties and my nightie, and some of my jewelry. I could even smell some of my expensive perfume on you. You’re dressed just like me. I watched you from the door way as you admired yourself in the mirror. Prancing around, practicing to walk like a woman. Your erection was a little hard to hide. I do have to say, I was a little surprised but I knew exactly what I was going to do with you from this point on. I walked into my bedroom wrapping my hands around your waist, whispering in your ear “what a naughty boy you’ve been.” I’m thinking you need to be punished now. Making you crawl up onto my bed laying face down spreading your legs. Making you wait with anticipation as I pulled out my strap-on. Making you feel so helpless as I pushed up your silk nightie and ripped off your panties. Rubbing my strap-on along your tight aching hole. Watching you squirm all over my bed with pleasure as I started to have my way with you. Stretching that little fuck hole wide open. Teaching you a lesson not to go through my girlie stuff with out asking me first. I’ll be the one dressing you up and fucking you like my whore.
Charlie



























































































































































































