It's always been a dream of mine to be the head of a harem. I never knew that it would consist of sissyboys! I call them my family, because that's what they are to me, my beautiful sissies. Except in this family, it's totally fine to fuck your sister and have your daddy watch.

I've 'collared' them all, three of them. The fourth one might not join even after I took time to train her little boypussy and mouth. Well, she already liked sucking cock, I just had to break in her pussy. Which I did, with the help of a friend, Boots. She came in chat, her cock still wet with cum and pussyjuice. I had my pretty sissy suck her cock while I fucked her virgin pussy. And then she left. I hope she realizes the punishment and humiliation that will come with that when she comes back tomorrow. I didn't get to give her her collar, she left chat that fast. She was my second sissy, her name is Jayne.

My first sissy is my top one, the one that all the others must submit to, but must also submit to me. Her name is Sasha, and she is beautiful. I've given her two collars, one that I bought and one that I made myself out of rhinestones, pink leather, and a gold plated tag on it. It says Sasha in rhinestones, with Property of Master Jamie  on the tag. I'm so very proud of her! Today, she had two three somes, one with a friend that I was introducing her to, and the other with her new sister. She performed well in both cases, taking not only my cock, but my dear friend's cock in her mouth at the same time, spitroasting her effectively. Then I invited a new sissy into the room once my friend was gone, and she submitted to my Sasha. I sat back, stroking my cock until I saw that they needed their Master's cock. I let Sasha sit on my lap, fucking her pussy as Alicia, her new sister sat on top of her clitty, making Sasha feel so good. They both got to cum, and I gave them my cum. They then snowballed it and loked so adorable doing it! 

Alicia took her collar, a simple red one with her name and a tag stating my ownership of her, and left. Afterwards, Sasha and I showered off, playing with each other in the warm water.

Then, after Sasha went to sleep, I found Charvelle, the first non-virgin of my harem. She took my cock like a champ, even though it had been years since she's had a cock in her pussy. Her collar is green, with her name and my tag on it.

 I do have some help with me, Crimson, Boots, and Jenny. I consider them all aunts to my sissy girls, there to lend a helping hand or a leaking clitty.

So that's the run down of my sissy family so far.

There will be more in the future, stay tuned!