Category: Sissy training

Sister Fucking With Harley

sister fucking darlaYeah she just arrived. Harley is a glow with anticipation all dressed in her prettiest dress and panties, hoping up and down and chattering a mile a minute. She loves her Auntie so much! She watches me kiss my beautiful sister and rubs her clitty as I slide my tongue in that sweet mouth. Our hands wonder to the wet spot between our legs. We moan in each others mouths as that familiar touch hits our pussy lips at the same time. Harley’s eyes never leave us as she reaches her hands inside her panties, She knows that watching mommy in the heat of sister fucking her Auntie means she will surely make a big squirty squirt in her panties. It also means that is a mess she will have to lick clean before we wash the panties and this is a treat she loves because mommy and Auntie watch her while she licks and slurps up all her squirts and cleans her panties. She also knows that when Auntie comes to visit she gets lots of sweet sissy attention. Auntie lets her dress in whatever she wants. Having clothes other then mommy’s to dress up in is a huge treat for her. All of our favorite dildos, strap ons, vibrators, and nipple clamps are ready and waiting for us in the bedroom. First we have to get out of the living room. We never make it straight to the bedrom when my sister visits, We miss each other so much and no one except Harley makes my pussy as wet as my sister. She has been pleasing me since we were young in the darkness of our room as we tried so hard to be quiet while we put each other to sleep in our own special way. It has only gotten better with the passing of time as we matured sexually and now that Harley is in the mix.

My Fiance is a cucky sissy.

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I’m getting engaged for Christmas!!! My brother doesn’t know it yet and boy, will he be pissed. Ever since I was young, my brother has been my only lover. He and I fucked our way through high school together and hooked up for every holiday. After this year, things are going to change. What he doesn’t know is that it’s gonna get better. You see, my new fiance is a closet faggot. He likes boys and girls. I love to help him get dressed up and go out on the town to find some cock. He wears my panties and cute little skirts. I even shave his balls for him, carefully removing those nasty asshole hairs, too. I may be warped but I enjoy seeing him play a girl. He’s my little sissy boy. I love the look in his eyes when he sucks another man’s cock and that sexy girly moan he makes when he’s ready to cum. He’s a good sissy, too. He strokes his own cock and eagerly eats the creampie from my box when I get fucked, a true cucky freak. We’re the perfect match, me and my sissy husband. If you email me and make an appointment, I may even let him join us for a phone session. He’ll beg for your cum and suck your cock better than any woman. In public, though, he’s all man. He is very masculine and can fix anything. You’d never guess that he craves the man meat.
Yes, we’re a perfect fucking duo, me and James. Can you imagine when he knocks me up? OMG. I hope it’s a girl so I can train her to suck Daddy’s cock for him. We’ll be the best little P-family around. You can get hot MILF, fairy faggot, and baby girl pussy all in one place. We’ll invite Bubba over too, and he can still fuck sissy just like the old days. He’ll have a brand new brother-in-law to clean up the mess. I think he’ll come to enjoy it.
How about you? We have room in our little family for more uncles and cousins. Care to join us?

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What I want, when I want!

kinky phone sex ToriI’m a Daddy’s Girl and Daddy gives me whatever i want, except a good orgasm.
My daddy has the TINIEST little worm on the planet! Even fully hard it isn’t two inches long, That’s why Mommy left him to be with a real man.
But Daddy always spoiled me, so it was an easy decision to stay, and an even easier one to play with him.
Soon I had Daddy addicted to my honey cunny and eating out of the palm of my hand, but one summer day I found out the joys of deep dick, toe curling fucking.
Daddy walked in on my friend drilling me into the wall and surprised all of us by taking that pathetic slug out and jizzing before I could blink.
Now Daddy sits in a corner and watches while I play with the “Big Boys” and if he behaves himself, I’ll suck the seed out of his stalk.

AB/DL Mommy

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It’s Thanksgiving Day and time for Christmas decorations and lists. I asked my little sissy sluts to make me a list of what they want for Christmas. Panties and stockings are the hot items, it seems. Who doesn’t love a girl or ladyboy wearing a pair of silky, smooth black thigh highs. And, of course, the usual boring diapers, onesies, and burp cloths for my adult brats. Little ones like to be dressed up pretty, too.
I have quite the assortment of adult whiners. 200 lb diaper poopers who need mommy to clean them up and make them smell good. Little ones who need some titty. And of course, my little sissies. I have so many bottoms to wash and so many horny little pee-pees to care for. Let mommy make you feel so good, little boy. I’ll slide my hand in that diaper and rub your boy pee-pee. I love the feel of your soft smooth balls and the way you coo as you and smile as your little weenie shoots off inside of your diaper. Crawl up between mama’s legs, little man. Nurse my big nipples as your boy-cock sinks into wet, hot juicy. I’ll tell you a bedtime story and rock you gently to sleep as your dickie squirts into me.
Are you looking for that kind and loving mama to help you discover the truth about yourself? It’s ok to be a diaper boy or a sissy/panty boy. This mommy gets off on fetish and bizarre cravings. Do you have something you’d like to share with me? Or maybe you’d like a pair of mommy’s panties, all smelly and juicy, for your very own.

Extra Tutoring

kinky phone sex darlaI have been watching him for a long time now. Young and lean, a loner for the most part. I have been waiting for the right time. When his parents put out a flyer looking for someone to tutor him in math, I knew it was my chance. I offered to tutor him for free, a deal they couldn’t pass up. Sitting close to him on our first day together I could feel the sissy aching to be free. I could see it in his eyes and hear it in his voice. Harley was eager to help and soon emerged from her room dressed to the hilt in all her sissy splendor. She came and sat in my lap wrapping her arms around me while I kissed her and told her how beautiful she was and how much I love her. My young student looked at us with longing in his eyes and I just smiled. Harley made the next move and asked if he would like to wear some of mommy’s clothes? She told him how beautiful he would look and how much mommy loves to share her things. He looked at me and I nodded approval. When he came out of my room hand and hand with Harley I could see the relief in his eyes. Now my student shows up and changes right away. Our lessons now include sissy training as well as math.mommy phone sex twitter1

A New Toy

kinky phone sex darlaWe have a new toy. It was Harley’s idea, she saw it at the sex toy store and begged me to buy it. She loves my strap on and how she feels when I fuck her tight little hole with it. She knows her little tiny clitty just doesn’t satisfy mommy like the big man dicks that she watches me fuck. To be honest when she picked it up and began telling me what she would do with it, I came right there in the store. After we made our purchase and had gotten in the car, I slipped off my panties and gave them to her to suck and smell on the way home. She loves mommy’s panties! As soon as we walked in the house she ripped open the package and grabbed my hand. Leading me to the bed she took off my dress and strapped the dildo onto her face. Laying on the bed she called me over and as I mounted her face and slid the silicone dildo into my wet pussy I herd her moan and watched her reach down and start rubbing her clit. Lowering myself I felt her little nose push into my ass and the sensation was beyond belief. I rode her little face as hard as I could and we both squirted together.

Two Whores And A Sissy

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He was the cutest little sissy and all he wanted was a mean big sister and a mommy that would encourage the humiliation and abuse. Our sissy came to the right place, Inez was eager to take her and dress her up in full sissy regalia while snapping pictures and posting them on face book. I watched while Inez told her what a pitiful little sissy she was and how much fun it was going to be when they were walking down the hall at school and everyone would be laughing and pointing at the sweet sissy. Sissy’s lip quivered just a bit but Inez didn’t let her cry, suck it up butter cup, this is just the beginning. Inez pulled down Sissy’s frilly panties and took out the razor so she could shave sissy clean, then she put sissy’s clit in a pretty pink bow and turned her around before shoving a rainbow colored my little pony but plug into her tight little sissy pussy. While sissy was on all fours she put a pony harness on her and took a picture before she mounted sissy and took her for a ride right out the front door to check the mail…..good thing Inez couldn’t see that quivering lip.

I Understand

kinky phone sex darlaNot many people understand the life of a Sissy.How hard it is for them every day to live in a world that they don’t feel comfortable in. Having to talk like a man, dress like a man, act like a man. When inside all they want to do is look and feel pretty. To be able to dress in beautiful clothes and speak in their sweet tender voices. To be able to wear pretty jewelry and put on makeup. To be able to wear heels and do their nails. To be able to prance and twirl and curtsy. To be just like the beautiful women that are all around them like the delicate flower longing to bloom and show their beauty on a bright spring day. Longing to emerge from their cocoons and spread their wings to fly like the brilliantly colored butterflies that they are. My heart aches for each and every one of them that has to pretend day in and day out and be careful who they show their true selves to. Cum to mommy where it is safe, my sweet, I understand.

Enchanting Therapist for Incest Phone Sex

All you will need in a kinky phone sex therapist catering to incest phone sex and kinky sissy phone sex confessions. You’re a naughty man in how you just have to sneak into mommy’s or sis’s bedroom and dress in their slinky, silky, sexy lingerie. You don’t stop there though as your ultimate turn on is to come while wearing their fineries. You need one of them to walk in on you and treat you like a whore.

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You are dying to have your mother or sister catch you dressing in their stuff and to humiliate you into being their slut toy. Heck maybe if you’re lucky sis will show up with her boyfriend. Maybe you would rather it be mommy catching you and making you her own little bitch? Mommy with a strap-on forcing you to suck it. Well whatever it is I am just the woman to assist you.

 

Harley Loves Sissy

mommy phone sex sissyHarley has seen her favorite Sissy in all her glory on her shopping spree. Harley loves that blue dress and dreams of having sexy legs like her favorite Sissy. So mommy and Harley are spending the day looking through all the Sissy pictures we can find for inspiration for a shopping spree of our own, Harley is taking notes and making a shopping list.incest phone sex sissyWe are going to try to buy the exact same outfits that Sissy has for Harley and then next weekend we are going to start our Sissy day marathon and Harley and I are going to go out in public, just like Sissy every Saturday until Harley has had a chance to wear each and every out fit. Harley is so excited about being able to emulate Sissy that she is driving me crazy with all the chatter and nervous energy.kinky phone sex sissy