Archive for the 'Sissy Lessons' Category

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Lucky Little Boy

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My phone sex nephew always tells me he is the luckiest little boy in the world. He has an Auntie who understands and even gets excited by his needs. It is cold and dreary where we live and I think a trip at a lovely hotel is in order.

I helped him pack his bags and unlike with his mom he didn’t have to had what he was packing. He looks a lot like me and is such a hot little girl when I dress him all up in lingerie. We got to the hotel with him as a girl, I named him Angela. The clerks even remarked what a lovely little girl I have and we should make sure to take advantage of high tea.

He was squirming so much I think he made his pretty pink panties already wet. Angela noticed I was flirting with several of the young men at the hotel helping us and asked would they be joining us later tonight. I explained that this would definitely be her first time as a full and complete girl. After a lovely dinner we changed into our silky , slutty lingerie. He was so excited he wet his panties yet again. Oh my, this will be quite a night. I wonder just how good a cocksucker my darling Angela is.

Dirty Auntie Debi

Fashion Makeovers

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New year, new clothes, I bet you’ve added some additional items to your wardrobe. Every year I get a ton of clothes for the holidays. Let’s embrace this new year with a full fashion makeover. Let’s  transform you into everything that you’ve been dreaming about.  I want to pass on my knowledge to you. Everything from hair to make up and of course some sexy lingerie. Every girl needs to know the important beauty secrets, a little direction goes a long way. I’ll do whatever it takes to make you look and feel fabulous like a real girl even if it’s just for a little while. Then we’ll have some fun and pick out a few of my favorite toys. I’ll show you what all the girl holes are used for.

Xo,

Brandy Lynn

Pantyboy Party

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It is a special night for you. I am having a special party and you are invited.

All my girlfriends are here looking so lovely in their beautiful gowns.

You belong on your knees, wearing only the pair of pretty little pink panties that I picked out for you. Your pink panties are sheer and have a beautiful lace trim.

You love your new little panties. I love how the little panties hug your delicious little butt cheeks. You are heavenly.

Float between the ladies and pleasure each of them. Lift up their dress and kiss the front of their tiny little panties. Work your tongue inside those beautiful rosy pink pussy lips. Make each of the ladies cum all over your sweet face.

You are the star of the night. You bring so much pleasure and finally, I let you cum inside of your new little pink panties.

Happy New Year!

Kisses

Sky

Be My Sugar Daddy

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That wasn’t a question bitch boi. It was more of a demand. We both know that even though you stare at me drooling you are partial to dick. What was it that I heard about you? Oh wait, maybe I set it all up to see if you would go for it. My, my sucking dick in a truck stop bathroom.

I have things my way ALWAYS and if you don’t move those stubby fingers fast making purchases for me, it will be a huge fuck up on your part.  One way or another, I will take what I want. It can be material things or me just ROFLMFAO when you wife finds out. Come on now sissy bitch, wipe your tears before you ruin your makeup and I am forced call my friends over to humiliate your dumb ass.

There you go LOSER. Now send me a token of your loyalty and what will you get in return? Certainly not me you twat.

Frankie

Dress Up Doll

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I guess I just must have some serious mind fuck powers as I was just thinking about cross dressers. What got me thinking? It was a very touching scene with Lady Gaga and the resident crossdresser on American Horror Stories. Yes, I am a bitch but there are things I do find touching especially when looking at an erotic woman like her. Is there a point to this, yes so shut the fuck up and read.

Cross dressers without the proper hair and makeup disgust me. You must learn to how be a woman from top to bottom. That is where I come in. Now, I shall say where all this is heading to. I have been craving a cross dresser to play with and one came to me today. He was mostly man, with a little cock sucking kink, all the better. He knew and understood himself and what I would expect from hair removal to the proper yet sexy clothing.

While I adore experience I also love the virgin who wants and needs to dress as a woman but is still afraid. Come to me and we will pick out clothes, makeup, wigs and lingerie. Be prepared as these things take time! Do remember unless you want a kick to the cunt that my clothes are off limits except for my silks getting a cleaning from your tongue. Oh fuck darling, what else will that tongue be used for at the moment.

Halloween Has Come and Gone

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Another Halloween has already come and gone. Do you want to know what I really love about Halloween? People seem to show their true selfs in costume, especially men. I mean I have never seen so many “pretend” sissy boys and cross dressers as I did this year.

Guess what? With your baby girl you never have to pretend, let that freak flag fly! If you love dressing like a girl but fucking girls that is totally cool with me. I will dress you up complete with makeup and wig and take you to a club where they will just assume we are two hot lezzies.

Chicks not your thing? That works with me too! I will dress you like the hot bitch you are and introduce you to some of my fuck buddies. I won’t tell if you don’t!!

What’s it going to be?

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You want me so bad you lick your tablet screen. Admit it fucker, there is nothing you won’t do for me. Isn’t the real question on your mind “what would I do for you’? That would be nothing, absolutely fucking nothing. You can beg, I love the sound of a man begging but not as much as the sound of cha ching as he pays me for fucking nothing but my voice and a gaze at my scrumptious curves.

Now, there are things I will do to you and I promise you, they will hurt! Not just a little slap or pinch BUT pain. Sweet, hot, salty tears of your pain. What are you waiting for, are you a pathetic cunt boy?

So this is how it is going to be. You want me? ROFLMFAO, get your toys and have your information ready because I have no patience for stammering stuttering dick socks. You do have a dick, or do you?  I don’t wait on people either, so do it NOW!

Fetish Frankie for all your fetish desires.

Girl Fun

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She’s my sissy bitch and I’m turning her into my pretty little slut. She needs a lot of work, she’s just a fucking hot mess. I’m always up for a challenge. I’ll turn this loser into the girl of her dreams.

I got a call from her in the afternoon she was so excited to tell me all about her morning tasks.

She woke up in her new sexy teddy, feeling so girly first thing in the morning. She made her way to the bathroom, pulling down her pretty pink panties, sitting on the toilet going pee just like a girl. She even wiped all girly. All of her panties were already laid out on the bed before she got in the shower. With the music going, my sissy was already dancing away to the tunes. She got in the shower with a smile on her face doing her sexy sissy dance while she lathered herself up in a floral body wash. My cute little bitch did admit she wanted to rub her sissy clitty so bad but knew it was off limits with out permission from her princess.

After her shower, she took out her new item she picked up and sprayed her brand new vaginal spray all over her cunt hole. Putting on her new elegant lace panties to start the day, It’s progress.

Princess Krystal

Sissy Play Time

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Hey Girly Girls 😉 TGIF! Now that the weekend is here. We will have plenty of time to spend with each other to do all those fun girly things that you love so much. I’m ready to let my hair down and have a some naughty fun this morning. Who’s going to join me?

Let’s start the day off with ditching your work slacks and dressing you up in your new sexy bra & panties along with your new high heels. I know as soon as you feel the material against your clitty you’re going to start dripping with excitement. Today we are going to go over all the lessons that I’ve taught you. You’ll be going out on your own tonight. I want you to go out and show everyone what a hot little slut you’ve turned into.

With all the work and lessons that you’ve gone through the past few months. I’m absolutely positive that you’ll be hotter than all the other sissy/panty sluts out there. You’ve got it, so flaunt it! I know you’ll return to me later tonight making me very proud.

Kisses,

Faith

Pretty Panties

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Phone sex daddy took me panty shopping because he understands a girl wants to look sexy in high school. At least, that is what I assumed and that he knew I would then do him a favor to thank him. Funny thing was, he was picking up all the pretty panties in lace and silk and cooing like acting like a girl would. I was kind of confused.

We bought so many pretty panties, bras and baby dolls. I am a small and I noticed he snuck in a lot or bigger sizes. I guess maybe for mom? He had a little tiny bulge in his pants the whole entire time. What was that all about?

When we got home, I offered to give him his “thank you” but he passed on it and took the second pretty bag into his room. Okay, they are definitely for mom then. I was texting some friends and they had a suspicion I never even thought off. Those pretty things were for daddy.

I snuck to his room and slowly opened the door but he was so involved he didn’t notice me. OMG, there was daddy in white frilly panties, a matching bra and a baby doll. I can’t tell you what happened next!  I promised to keep it a secret but if you call me I just might spill it if you ask nicely.

Baby Bethany