Category Archives: sissy boys

Phonesex Prepping For The Pretty Boy Pageant

Aunt Sadie's Sissy Nephew

1-844-332-2639 ext. 222

Halloween was weeks away but it was time to start his training. On Halloween night my friends and I had decided we were going to hold our own Pretty Boy Pageant. We were each to find our contestant and dress and train them to perform by Halloween. I had chosen my sweet young nephew. His lithe body and beautiful eyes were a great foundation to build from. I began by inviting him to lunch.

At lunch I told him that I needed his help. Being my sweet nephew who adores his Aunt he said he would do anything to help me. I took him to my bedroom and laid out a pair of panties, a corset, garter belt and stockings to dress him in. He asked me if it was necessary with a pretty little blush on his face. I told him that this was just the beginning. I knew I had chosen well when he finally stripped away his boxers and I saw his little cock. It was made to be in a pair of panties. Continue reading Phonesex Prepping For The Pretty Boy Pageant

Mommy’s Special Boy Phonesex

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1-844-332-2639 ext. 222

It’s so hard to sit and wait. Every day I would send my precious boy off to school, his darling little face, his curvier than average body, that sweet fragility of his, and watch him struggle so hard to be one of the boys. He would come home upset that the boys in his gym class tease him and give him such a hard time. He is so precious. He has his little “girlfriend” but I see the way she looks at him. She sees him as a friend not as a boyfriend. My sweet boy has no idea that in fact he is and always has been a precious perfect little sissy boy. Continue reading Mommy’s Special Boy Phonesex

The Ultimate Sissy Phone Sex Experience

                Sissy Mistress Elaine   844-332-2639 ext 250

No matter what kind of Sissy you are, a Sissy Slut, a Feminine Sissy,  Sissy Maid, Cuckold Sissy let me take control of you. I will emasculate you and make your phone sex call one you will never forget…….

Continue reading The Ultimate Sissy Phone Sex Experience

Turning My Son Into My Daughter Phonesex Makeover

My sissy son makeover

1-844-332-2639 ext. 222

I had always known that my son was much more like me than his father. I had never said anything to him about it before but I knew there would come a day when he would want to talk about it. I took his laundry hamper to the laundry room and while I was separating out the clothes I found a pair of panties in there. For one moment I thought maybe he had been fucking a girl in his room but then I found another and another pair and I knew that these were no girlfriend’s panties.

I thought it was time to confront him. I walked to his room and found him working on his homework. “Jay, I was wondering, whose panties are these?” I asked him, holding the them up for him to see. He thought about lying for maybe a second and then he said they were his. “Yours? Are you wearing panties now?” I feigned surprise. He shrugged “I just like the way they feel better.” his face reddened and he asked if I was mad. I told him I wasn’t mad at all. I had expected this for some time now and was all prepared. Continue reading Turning My Son Into My Daughter Phonesex Makeover

Sissy Slut BBC Humiliation Phone Sex

     Sissy Mistress Elaine    844-332-2639 ext 250

Whether you are a just a panty wearing Sissy Boy or a full blown Sissy Princess I know what you need. You need to prove to me what a good slut you are. The best way to do that is to get down on your knees and do exactly what I tell you to do……

Continue reading Sissy Slut BBC Humiliation Phone Sex

A Note To Say I Saw You Phonesex Sissy Playing

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Dear Darling,

I am leaving you this note to let you know that I came home early last week and I saw you. I don’t want you to be afraid or think that I’m angry but what I saw has been playing over and over again in my mind. I saw you in my bra and panties pulling up one of my dresses. At first yes I was a bit upset. I was afraid you were going to stretch out my clothes but then I saw your face when you looked in the mirror. I haven’t seen you smile like that in a very long time.

I know I was invading your privacy, watching you when you didn’t know I was there but I am glad that I did. You know what I saw next don’t you? I saw you walk over to my drawer and take out my dildo. I was shocked I had no idea that you had those sorts of desires. I saw you make love to that cock with your mouth. Continue reading A Note To Say I Saw You Phonesex Sissy Playing

Be my sissy anal fuck slut phone sex gal pal!

Sissy Anal Fuck Slut Mila

I am looking for a new anal fuck slut phone sex gal pal! We can play all day or all night having the best sissy phone sex calls ever! You know you wanna be my sissy whore!

I know you think of the fact you want and need your little whole drilled with something. I know exactly what you need when it comes to that. The want and the need clouding your judgment to be pumped full of juice till you cannot see anymore. The mind blowing orgasm that you feel when you want to feel the cock stretch out your hole. Make it bigger and bigger as you feel the excitement of a real cock pulsing in your tiny little bud the feeling of your cock swinging down low knowing your being used for other purposes. Continue reading Be my sissy anal fuck slut phone sex gal pal!

ABDL Sissy Faggots

Sissy Phone Sex Vivian

Don’t worry sissy, mommy is here to take care of her little angel. I know you have been waiting on me but mommy has so much to do sometimes. But, I am never to busy to be your mommy that is really important to me all the time to make sure you are taken care of 100%. I love the fact you have spent all this time waiting for mommy I am here right now to make your sissy baby dreams to come true! I love the fact that you want me to be here all the time for you. Continue reading ABDL Sissy Faggots

You Stole My Bikini Phonesex

1-844-332-2639 ext. 222

I knew I had left my bikini out on the deck rail to dry, but when I went to bring it inside it was nowhere to be found. I thought maybe it had blown away and walked out around deck looking for any sign of it in the bushes. Then I thought maybe it had fallen underneath the deck.  I was becoming completely mystified as to how my swimsuit could just disappear when I looked up and happened to see our friend’s son through the upstairs window. He was wearing my bikini!

I could see him posing in the mirror and touching my bikini while watching himself. His hands moved over the cups of my bikini top and then one hand moved down to rub the front of the bathing suit bottoms. He gripped his young erection and began masturbating in earnest.  Continue reading You Stole My Bikini Phonesex

Sissy Nephew Needs A Phone Sex Snack

 1-844-332-2639 ext. 222

Things got a bit out of control with my nephew that I had been feminizing. Normally we only work on feminizing him when we are alone. He spends all his time with his Aunt Sadie dressed in beautiful dresses and fabulous lingerie, with lessons on sucking and fucking my strap on. But my husband had come home unexpectedly before we could finish our session and it left my nephew a bit frustrated. He whined that he wanted to be fucked but I couldn’t, not with my husband at home he wouldn’t understand why his brother’s son was prancing around in pink lingerie.

I placated my nephew with promises that tomorrow we would find time to stretch his boy pussy and he unnerved me with the smile on his face as he said that would be fine. I know that smile and it meant that he had some idea but he wasn’t sharing. I found out what it meant a little later. Continue reading Sissy Nephew Needs A Phone Sex Snack