I have a Sissy Boy, and his name is Cindy! He is so fun to play with!! I love dressing him up in panties and cute lacy bras! He is the sluttiest dirty sissy boy I have ever met..and he is so eager to learn from me!
We go shopping together… I call stores and make sure the sales clerks get ready for Cindy’s shopping trip. I have them set aside items that I have picked out. I want my Sissy Boy Dirty Slut in training to buy clothes that will make him look pretty and ready to suck cock! The sales girls love to help my sissy boy. I tell them that my dirty slut sissy boy is coming in. I tell them he is a little shy so please be kind to him. They all love to play dress up with him. Cindy takes pictures of him in the outfits so I can see how they look.
I talk to him while he walks through the mall..I ask him how the steel wool feels scratching against his nipples or if his period has started. Slutty Sissy Boys need to feel a little discomfort when they play with me.
I make Cindy do things to prepare for his special shopping day. He stuffs his bra with steel wool, and ties up his cock and halls with rubber bands and ribbons. I want to make sure he thinks about his Princess Sara when he feels a little uncomfortable. I am also preparing him to become a slut…sometimes he has to wear soggy maxi pads in case he gets his period for the first time. Its not easy being a dirty slutty whore.
I talk to him while he walks through the mall..I ask him how the steel wool feels scratching against his nipples or if his period has started.

We are going to go shopping to make him a dirty slutty whore Homecoming Queen soon! I want to be sure he is hot and dirty and also ready to suck the Homecoming King’s cock! Cindy has been practicing sucking on a big dildo, and I think he is ready for the real thing finally! I taught him how to suck a guys balls and then lick and suck the shaft of the cock nice and slow before wrapping his mouth around the head of the guys cock. I told him how t relax his throat so he can get more cock in. He will eat the guy’s cum too! He is a great slut boy!

Isn’t Cindy a pretty dirty whore in training?? He is a wonderful student, and he makes me very happy! I know she will be a world class cock sucker in to time…with my expertise guiding him, of course! Are you a Sissy Boy? Do you want me to dress you up and play with you?
Call me and I will make sure you get those silly girly feelings. It will make your little Clitty tingle with Joy!
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Skye is truly amazing. Her roleplay of being my sex therapist is almost heart stopping as she gets me so excited. I call every two weeks for a therapy session and can’t wait for 14 days to pass!
Exceptional call with Dakota. What a sexy call and perfect role play. She is Quite the keeper.
I’m physically incapable of producing semen anymore, but Dakota managed to create some for the first time in more than a decade. She is magical. If I were allowed to fall in love, I would!!
I had a wonderful call with Jade tonight. Each and every time is a great time. She really listens and that makes everything better. Thank you Jade ❤️
Megan is Amazing. If you want to cum hard, call her and get ready to cum like a rocket. She’ll do just about anything.
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Anna was great and open minded. Been calling for years and this was our first call. I will be calling her more going forward!
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