Author's posts

He was caught and he knew it

best phone sexI had my nephew over this past week while my sister was out of town and it turns out that my dear little nephew is a sissy boy. I caught him using my makeup, he had on a full face of it too and my makeup is expensive! I was so mad that I literally saw red and I decided right then that is he wanted to be a little sissy boy, I would make him into a real sissy. I made him strip naked and put on a skimpy little bikini and join me out in the pool where several of my friends were waiting. He tried to pull away when he saw them but I insisted he come with me and when they pulled out their cocks, I made him get down on his knees and suck them all. Then I relaxed in the pool while they took turns breaking in his lil boycunt. I’ll tell you one thing for sure, he won’t ever touch my makeup again after that!

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

I made him my bitch

best sissy trainerI took a strong, successful man and made him my bitch. I broke him like a horse, slowly, carefully until he was completely incapable of doing anything without asking me for permission first. We met on a blind date and while he was handsome and clearly wealthy, there was just something about him that was off. He had a weakness in him that I could sense so I went about exploiting that weakness right away. That first night I had him on his knees begging me to fuck him with my giant strap on cock even though he had never attempted anything like that before. By the following week I had him dressed in women’s clothing sucking my lover’s cocks like a faggot. And just yesterday he went on his first out call appointment as a whore. I took that strong man and made him my bitch and that just proves that I can break anyone.

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

You want the best sissy trainer don’t you?

best sissy trainer“You want the best sissy trainer don’t you sissy?” I asked my latest little sissy whore and she just shyly shook her head yes while looking down at the floor. “Well if you want the best, you have to be prepared to work hard, now don’t you?” Sissy had nothing to say to that, she was far too embarrassed about how she reacted to having to suck her first dick. She was so rude to the poor man that was actually paying to get his dick sucked and I felt so bad for him that I almost did it myself! You all know that I don’t ever stoop to paid work like that I just collect money from the whores that do but this little whore was making me look bad. She refused to suck his cock until I got so mad that I threatened to drop her as a sissy. I told her that if she didn’t suck this poor man’s cock and give him his money’s worth that I would never see her again. She didn’t want that so finally, she sucked his dick. Once she started she was into it just like I knew she would be, she even swallowed all his cum too like a good girl.

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

Such an eager little pet… at first

best sissy trainerMy newest pet was an eager little whore for sure, he messaged me all the time and begged for my company like a little puppy begging for a treat. He practically humped the computer when he was looking at my pictures and he obeyed my every command. But here lately he has been missing in action and I am very disappointed. This little beta boy bitch needs to remember who his Master is and that is ME! I don’t care about his wife, I don’t care that she is cheating on him, that is her right and he needs to deal with that. All I care about is that he continue to worship me as I should be worshiped and if he is going to be a slacker in that regard I will drop him as a pet and leave him with no Master at all. Is that what you want my little beta bitch? You have disappointed me, do not let it happen again or the consequences will be harsh!

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

I’ve been having so much fun

best sissy trainerThis whole quarantine thing has been fun for me, I’ve been making my sissies dress up for me and go out and earn some money. They are just little sissy whores that can’t survive without a dick to suck so honestly, I’ve been doing them a favor. Vanessa has been the most eager to earn me money, she is so cock starved that she shows up here early every morning to get dressed up and then runs out to make me money all day long. She is out in the streets for hours finding dicks to suck and I admire her tenacity. So I decided to do something nice for her, I got a half dozen men all together and put her in the center on her knees. She was in heaven sucking dick and getting creamed over and over.  They fucked all her little fuck holes and made her weak in the knees and she was just so grateful too. What a good girl she was.

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

So many new possibilities

sissy phone sexThis whole quarantine thing brings out so many new possibilities for me to really humiliate my slaves. There might not be as many people out and about as there was before but when I send a sissy out in public now, you best believe that sissy is way more noticeable now! Well, I did just that yesterday, I had a sissy dress up in full sissy gear from head to toe. She had on a full face of makeup and an extremely slutty outfit and she had to parade around town with a sign saying she was Mistress Rosemary’s bitch. Well the fact that there was almost nobody out made her stand out like a sore thumb and everyone that saw her took pics and recorded video and that little sissy slut ended up going viral! It was the best and funniest outcome for me, she was outed to everyone and now she has no choice but to become a full time little sissy whore for me.

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

Sissy made me some money

sissy phone sexI sent sissy out to make me some money last night, she didn’t really want to go out she was all scared of getting sick but I didn’t care. I wanted her to make me some money and suck some dick and that was what she did. She stood on the street corner dressed in her sluttiest outfit and I made sure she asked every man she saw if he wanted to party. I made her suck every dick she came across and she had to swallow every drop of cum too. Even if they were coughing and looking sick as hell she dropped to her knees and sucked all those cocks too. She told me later that she felt like the nastiest whore in the world but it had her lil clitty so hard all day long. Since she was a very good girl that sucked all the dicks I asked her to I let her rub that lil clitty until it squirted all over the place. See? I can be nice sometimes.

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

I made her do it

sissy phone sexMy newest little sissy bitch was reluctant to follow all of my rules so I had to punish her. And what better way to punish her than to make her do all the things she was reluctant to do in the first place right? So after she was all dressed up like a little slut I told her I was taking her out for a little surprise and boy did she get all excited. She was acting like she had been a good girl that deserved a treat or something and seriously nothing could be further from the truth. She was really a pain in my ass with all her complaining but that was gonna be changing real quick. I led her into this private club where I had all her clients all lined up and waiting for her. She was going to have to serve each and every one of them before we left there or she would no longer be my sissy. Well she cried about it but you know what? She sucked every fucking dick in the place! They fucked that tight lil pussy of hers too until she had cum running down her legs and she was too tired to stand up. Only then did I take her home and let her rest.

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

Sissy was a whore for Valentine’s Day

sissy phone sexI made sissy a whore for Valentine’s Day, I dressed her up in a sexy red dress and black heels and put her out on the street corner looking for johns. I made her ask every single car that stopped if they wanted to party and trust me, little sissy was kept very busy all day long. She was all excited seeing all the money she was making but I nipped that shit right in the bud. All the money she ever makes belongs to me and I made sure to take every penny from her. She was sad at first but I reminded her that I was her Mistress and it was Valentine’s Day so I deserved every penny. She was too busy sucking those huge black cocks to really disagree with me and besides, this whore would suck dick for free anyway so why does she think she needs to be paid for it now??

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog

What a little sissy

sissy phone sexI made him into a little sissy bitch and it was too funny! He’s this tall muscular man that you would never think was a sissy but between his tiny little wannabe dick and his personality he was definitely sissy material in my eyes. So I forced him to shave off all that ugly hair and put him in a dress and makeup and you know what? That big ass man turned into a cute lil dick sucking sissy in no time. He was eagerly slurping up cock after cock like a fucking pro… even tho he swore he had never done it before. Personally I was sure he was full of shit but whatever it didn’t matter all that mattered was he was making me money as a little sissy whore. And he will be back again tomorrow and every night this week to make me some more. I am going to make him a sissy no one will ever forget!

Rosemary

Call Rosemary at (800) 268-0941 ext 822
Visit Rosemary's Phone Sex Profile
Read Rosemary 's Phone Sex Blog