When “She” Begs To Be Pegged – Sissy Phonesex with Ilene

Sissy Phonesex with Ilene

When it comes to my sissies, I’m a pushover, what can I say. They are so damn cute with their little dresses on, their makeup, and when they have pigtails, I’m done.

The other night, one of my sissies begged me for something in the cutest way possible. See, she loves when I use my strap-on and she recently got into trouble for not keep my shoes organized, so, I told her 1 week with no strap-on.

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A sissy comes in all shapes and sizes phone sex

Lori

844 332 2639 x 352

A sissy is a sissy; nothing can come between that feeling and reality.  A sissy doesn’t become a sissy overnight.  He doesn’t become a sissy because a Mistress commands it.  He is a born sissy and can be looking for leadership.  That’s where I come in.  I want to have some time to evaluate you.  There are questions that will put your true soul out there for me to see.

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Sissy Baby and His Special Phone Sex Paci

Sissy Baby Phone Sex

I had a special surprise for Sissy Baby J…he crawled over to me as I held up a pretty little pink paci and waved it in front of his face. “Look what Mommy’s got for you baby. Go ahead and suck on this.” His eyes got wide, and then he smiled. “Thank you Mommy.” What Baby J didn’t know was that his paci was very special, enchanted, even…

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Spy Cam Caught My Husband Taking My Panties Phonesex

caught my husband in panties phone sexSadie

1-866-239-2972           1-844-332-2639 ext. 222

I had noticed that my lingerie kept coming up missing. I suspected the girl who came in twice a week to clean of stealing my things. I ordered one of those sneaky nanny cams that look like ordinary household objects. This one looked like a jewelry box with a camera right in the front of it. I knew I would have all the proof I needed to fire the sticky fingered thief soon. I went and bought some new panties and some sleek little nighties to replenish what had been stolen. Then I just waited.

It didn’t take long before the panty raider took the bait. I noticed that strangely it wasn’t the new things that were stolen but some of my older things. I couldn’t wait to look at the footage from the spy cam. I downloaded it on to my computer and began to play it back. I couldn’t believe my eyes. There right on my screen was my husband. At first I thought he was just going to maybe smell my panties and jerk off. A little strange but OK. Then I watched as he pulled my panties on.

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A Pretty Gown For My Nephew Phone Sex

nephew cross dressing strap on

1-866-239-2972

1-844-332-2639 ext. 222

We were shopping in the lingerie section and I was trying to hurry because I knew how uncomfortable young men can get in that particular section of the store, but when I looked around for my nephew he was gone. I searched for him and found him staring in the mirror holding a particularly lovely gown up in front of him. I didn’t say anything but went on about my shopping. As we were leaving I noticed that he kept looking longingly back towards the lingerie department. I gave him the out he needed asking him if he needed to use the restroom before we left as I checked out. He went straight back to the lingerie section and looked around and came back still a bit on edge.

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No More Bullying for My Sissy Son Phonesex

Mommy's sissy boy

1-844-332-2639 ext. 222

“Mommy the boys at school are picking on me again and they took lunch money again” my pretty boy said as he looked up at me with tears streaming down his cheeks. As I held him and dried his tears I felt so much anger and frustration. How dare they do that to my beautiful little boy. Then that is when it hit me. That was the answer! He is beautiful, and what is the best weapon against any boy? A beautiful little girl. I told my sweet boy that mommy was going to fix everything. I decided we needed a day at the salon and the mall.

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You Look Like You Would Enjoy This Phone Sex

Be my sexy sissy boy

1-844-332-2639 ext. 222

I had chosen him from an online dating service because I thought that he had that certain something I was looking for. After our first date I was even more sure that he would want to play the game I was interested in playing. We were sitting on the patio having a few drinks when I sat my glass down and told him I had bought him a present and I hoped that he would like it. He said I didn’t have to do it. I told him I wasn’t entirely sure he would like it.

One more drink and I sent him to my bedroom to find the gift wrapped box with the big pink bow on it. On the Tag it said “I hope they are your size”. Inside was a beautiful classic black lace bra and panties wrapped in delicately scented tissue paper. I had put a little note in there that said  “If I’m wrong and you don’t like these just come back to the patio for another drink and we will forget that this ever happened. But if I am right and you do like them, go down the hall to the bathroom more is waiting for you there. Xoxo Sadie”

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Forced To Be My Phone Sex Sissy

Forced femme

1-844-332-2639 ext.222

It was dark and storming outside when someone was suddenly pounding on my door. I opened it to find a man soaked and shivering on my front porch. “I saw your light was on. I’m sorry to bother you but my car slid off the road and I can’t get any cell reception with this storm.” I couldn’t believe my good fortune.

“Of course, come in, come in let’s get you in out of this rain.” Thunder boomed ominously in the background adding just the perfect touch of drama. I shut and locked the door behind him, slipping the key into my pocket. “My goodness you must be freezing!” I took him by the arm and led him down the hall to the bathroom. “Here, take off your clothes and hand them out. I’ll get them dried while you take a shower. I’ll get you something to put on in the meantime, just a moment.”

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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.

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Mommy’s Special Boy Phonesex

sissy boy mommy boy phonesex

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.

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