Tag Archive for 'Sissy Lessons'

First Time For Everything

My step-brother has been having some problems with my parents. He had asked if he could stay with me for a few days to sort things out. When I was going out last night I knew he was going to have some friends over. I was totally fine with that. What kind of trouble could they possible get into? When I got home I was shocked! I walked into my bedroom to find him and his friend standing in front of my mirror wearing my clothes. They had the nerve to wear my dirty panties! I was so mad I made them strip down to nothing but the panties. I took a few pictures just in case I need to blackmail them. It’s so much fun being big sister. I could see that no one at my parents house teaches them a lesson. I sat down on my bed and each of them took turns laying on my lap while I gave them spankings. I was teaching these filthy perverts a lesson. If they want to continue to  play with my clothes and make up they need to ask permission first.

They are only to wear them around my house on the weekends so I can turn them into sissy sluts.

Callie

Training My Sissy Whore

I love when a pathetic sissy bitch like you acts all pathetic just to get my attention. You can do a better job showing me what a sissy boy you are. Showing off your little pink frilly panties. Come with me and I will transform you into my perfect barbie slut. I will be dressing you to please. You will be learning how to apply your own make up correctly and you will go buy yourself the best pair of frillies you can find. Slowly but gradually you will be my feminized little bitch eating out of the palm of my hand like a pathetic little sissy  whore.

Princess Paris <3
cum2paris4me@aol.com

Girl Time

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 Phone Sex with Lacey James

What do I love about Sissy Phone Sex? It would definitely have to be the fact that I know I will always be in control! I cannot stand it when these dominant men want to call me and try to tell me how things are going to be. Hell no, that’s so not going to happen. My sissy boys know this. They know that I like things my way. They know that what I say goes. They also know that I like to have fun and I don’t mind sharing in the fun! I am not a bitch to everyone! No most of my sissy boys get to see my fun loving side. We always have fun together, whether it be doing some online shopping together or describing what we are wearing. When my sissy boys call me, it’s like talking to one of my girlfriends! And one can never have too many girlfriends, so if you’re a sissy boy and looking for a Mistress to have some Sissy Phone Sex with, then I am your girl!

Lacey James

The Perfect Sub

I came in your life, changing all you know.
Turning your thoughts around giving you hope.
Leading you along a path that takes you to a place so new.
The world that was beyond you.
A world you longed to know.
I hold you, I guide you along the way.
Things that where a dream to you, you now experience.
Your life is now flowing, full of hope and joy.
So much feeling for your Mistress.
I will show you the way.
In due time you will earn the things that you dream about.
Exposing every fantasy you have.
Are you ready to submit?
~ Hailey ~

Secret Sissy

It’s okay, your secret is safe with me I will never tell your wife that you are a really a slutty little sissy . Oh, and you love playing dress up with your hot teen babysitter too. You know why I will never tell? Because it makes my yummy fuck holes so hot and wet to strip you completely of your male identity and transform you into a cock sucking sissy slut. I use my strap-on on you a lot too and you love to suck it when you are all dolled up in your pretty lingerie, blonde wig with pink extensions and slutty make up. But, my sissy really gets hot for the real thing. Black cock makes your clitty tingle and you get so excited that you go crazy licking that chocolate. I like when you are naughty and sometimes play with your clitty without permission then I get to spank you right in front of your big, black stud and you blush so cute!  We play all sorts of sissy games that no one will ever find out about, it’s always going to be our little secret.

Muah Muah,

Missy

p.s. come misbehave with me!

Strapped Love

You know it’s something you would like to do. Is it the sheer thrill and ecstasy that I am going to take you with an alluring strap-on? Come experience it with me. Anything goes with me. I have no limits! I know you want to feel me tease you right between your sweet tight little ass. As, I cradle your balls while I press up against your love tunnel. Feeling me enter you deeper and deeper as I spread you on all fours for your first fuck from me. Watching you wiggling your ass and wanting more. That little hole opening up all for me. Closing your eyes and waiting in anticipation for that sweet deep trust you have been longing for. Taking it so rough and deep.
Showing me that you love being my perfect little slut boy.

My Sissy loves Chocolate

You and I have a special relationship don’t we sissy?  And, you have been trained to suck cock like a sissy pro isn’t that right?  Well, you don’t have to tell me you love it because I know what a slut you are.  Sissy slut that is, always playing with your little pussy dreaming about black cock.  Oh yes, you have quiet the chocolate addiction and MIss Sky knows just how to make you beg for it.  Tonight I have a special guest waiting to be serviced and I expect you to come over wearing your slutty red dress and matching stilettos. Don’t forget the lipstick you know I like you wearing whore red when you suck cock like a good sissy slut for me.

Muah!!  Sissy don’t be late!

Miss Sky

AIM:  yournaughtysky

Making you my Sissy

I love playing with all my sissy’s so much.  Now, if you are going to be trained under Miss Sky then you must be able to submit and follow directions completely and to my satisfaction. I do not tolerate arguing or power trips from anyone especially not my sissy’s.  You will be proper and act like a lady at all times when in my sissy class.  Now, if you are willing to do this we can have a marvelous time getting to know each other and exploring all of your sissy fantasy’s and desires.  I have closets full of sissy garments such as slips to include full petticoats, strappy heels of all colors, boas, lingerie, evening gowns and tons of accessories. Wigs, extensions, clips, barrettes, head bands, clip earrings, ribbons, stockings, garter belts, pantyhose…far to many to list.  You will be given a vanity just like Miss Sky’s where we will sit and learn how to do make up techniques for all occasions.  You will also be allowed to go into my sissy closet and pick out your attire for each session.  My sex toy’s are limitless and if you are a good sissy you will be able to pick from my goodie box. Miss Sky is a very kind but strict teacher and I do expect you to be on time and ready to learn.  My more advanced sissy’s are now working on anal training and cock sucking techniques.  I will expect the same from you and can’t wait to get started!

Sissy Training with Miss Sky, you will love the way you look and feel.

yournaughtysky@aol.com

Sissy Lessons

no taboo phonesexI know you dream of being a hot and sexy bitch like me. You find yourself staring at pretty girls hoping everyone thinks you’re just the typical guy checking out all the hot pieces of ass…we both know that’s not why you’re staring at them. You’re staring out of envy and jealousy because you want to be as cute and sexy as they are. The road to transformation is long and hard…are you cut out for it? Being a woman is way harder than being a man on so many levels. Lets get started, start off by calling me with your favorite panties.

jersey4phone@aol.com