Archive for the 'Sissy Lessons' Category

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Dress Up With Missy

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I see how you look at me so hungry and wanting. We both know what it is you want, don’t we? Don’t worry Little Panty Slut I have a huge walk in closet for you to sort through. I rather fancy you in red today. Come one now, stop pouting because I will dress you up just like me.  Sexy, hot and looking like a slut.

I think today  it will be a silky thong because I know how you love the way it feels on your little mangina.  Let me pull them up and feel how your body jumps when I touch you. Now slip into the matching silk demi bra. Look at yourself, Missy.  Sit down so I can slide a pair of stockings up over your calf and thigh,  Good girl, your legs are smooth and hairless.  We are staying in today so all you need now is a pair of 6 inch heels, a black wig and some shiny red lipstick. Prance off and bring me a glass of wine, you may have one too.

Now Missy you see the look in my eyes and you KNOW what it is I want.  Fetch Mistress her strap-on. Not that one, I want the black 9 inch one. Well Missy if you are going to look like a slut, Mistress is going to treat you like one. Cum over to me, crawl looking up at me.  Beg me to give you what you crave, beg Mistress for her big 9 inch strap-on. Lay on the bed with your legs up in the air. I grab you by your ankles and push my strap-on into your mangina.  Beg Missy, beg for it and push yourself against me. Little panty sluts get treated like the little bitch they are. You are Mistress Daphne’s bitch, slut and fuck toy.  Make Mistress cum little panty boy and maybe just maybe I will let you sleep in my pretty lingerie.  Good girl Missy you pleased Mistress very much.

I caught you in my panty drawer

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Imagine my surprise when I caught you looking at my pretty panties. At first I thought you wanted to be close to me and see if my sweet scent was on them. I watched for awhile as you got out of your boxers and put on a pink lace thong. Giggles. You pranced in front to my full length mirror as you rubbed your ass and made kisses in the mirror to yourself. I got closer but you didn’t hear me as you were so caught up in looking at your sissy self.  Is that a wet spot I see from your man clitty?  Do you know what? If you want to be a little panty boy then you need a whole makeover.  I see you already found the lace bra for that pretty thong. I will get you a pair of pink stocking with the pretty lace band at top and find a pink cami.  Now all we need is some shiny pink lipstick and you are all set!

 

Is that the door? My boyfriend is here, but then you knew he was coming over. I wonder what he will think when he sees my daddy dressed like a little sissy boi?  It is okay daddy, I won’t tell mommy that you like to dress like a girl. Are you flirting with my boyfriend?  You are a naughty daddy and I think you need to be taught a lesson.  Don’t worry, you will love it before we are done with you.

 

xoxo Teen Princess Delaney

Dream a Little Dream

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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.

Upon Entering…

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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.

Daddy Was Dressed Like Me

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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!

Humilate You In Front Of My Friends

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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

Mommy Morgan’s Lessons for Shy Boys

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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

Girl Time

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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

Sissy Boy Blowjob Lesson

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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.

I Love Pantyboys!

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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