The Sissy Journey Takes New Steps Phonesex

Sadie      1-844-332-2639 ext 222

Sorry for that interruption, but somethings just take priority like watching one’s husband living out his shemale fantasies with his friend who has no idea is the one he is fucking right now. But I told you I would tell you the rest of the story. The first part is here if you want to catch up.

Around the same time I found out about Gary/Kylie’s crossdressing feminization desires there was a party we had gone to and in vino veritas kicked in. My husband and I were discussing outrageous fantasies and he let slip that he had been curious about transsexuals for a few years. Of course he said he had never experienced fucking a tranny but he was curious.

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Playing With My Sissy Baby Doll Phonesex

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Sadie           1-844-332-2639 ext. 222

I think there is just some part of everyone that stays young forever. I had the craving to play dolls like I used to when I was small. But of course I’m not small or young any more so playing with dolls has a bit more of an adult twist for me now. I smiled looking at Cherry sitting in the floor in her diaper. I have a the ultimate Betsey Wetsey doll now. I stood up and went to the closet and pulled out several outfits. Laid them all nicely out on to the bed. Then went and got my little doll baby.

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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

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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 Transformation Phone Sex – Part 2

*LUCY* 
844-332-2639 xxx- 221

It was time for another visit from my Big Shot Sissy, the powerful and religious local businessman who wants to be sissified.

He has been enjoying the garter and stockings we picked up and had obtained a super sexy pair of red stilettos but it was time to push him even further into his desires.

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Girly Lingerie Play Date With My Sissy Phone Sex

*LUCY* 
844-332-2639 xxx- 221

I read a meme today. It said, “Friendship is so weird. You just pick a human you’ve met and decide, ‘yep… I like this one, and then you just do stuff with them.”

It brought to mind one of my most favorite spontaneous friendships. I was a model at a pricey lingerie store one summer in New York City. Men would often come in just to look at us models. It was fun to tease them and sometimes, the teasing led to a steamy change room rendezvous.

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Spy Cam Caught My Husband Taking My Panties Phonesex

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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

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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

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“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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