Slave SissyCherry

I have been trying out some new sissy outfits lately. Fishnet stockings, high boots and lace panties. And I am experimenting with my makeup and fake eyelashes. It’s not perfect yet, but I’ll keep practicing.

I just want to be as feminine and slutty as a sissy can be, so that men want to stick their cocks inside of me 

Ever since last Friday I feel the urge so much to have my mouth and pussy filled with cock again. I feel the desire to give myself away again. I believe that an addiction is born. 

The owner of the erotic centre, Hector, has sent me several messages, asking me when I will come back again. Last night he sent me a text at around 5am, that he was thinking about me and that he wanted to use me so bad. I could not resist my desires anymore, and I stepped in the car and I drove to his apartment. I knocked on his door and he opened it completely naked, pulling me inside immediately. He kissed me on my red lips, pushing his tongue deep inside. After minutes of kissing, I felt his cock grow against my crotch. He stepped back and ordered me to strip completely naked. 

He said that he knew I would be back soon, they all do, he said. He had a blonde wig and he put it on me, arranging it till he was satisfied. Now you look like a real sissy whore, he said, and he grabbed me by the hand towards the sofa. He sat down and he pushed my face down towards his hard cock. He told me that he had taken viagra and that he would stay hard for at least a few hours.

 He pushed his cock inside my throat, making me gag and cough. He said he was going to use me as the cum dump sissy whore that I am. I had trouble breathing, but as I calmed down a bit, I got more air. He took out his cock and he said he wanted to fuck my pussy now. He ordered me to lube myself and come sit on his hard cock, facing him. I slowly placed myself on top of him and lowered my ass bit by bit until he was completely inside of me. He ordered me to ride him, milk him. He grabbed my face as if he was going to kiss me, but he spit in my mouth a few times. I was starting to sweat riding his cock and I noticed that he was close to cum. I want to cum in your sissy mouth, he said. Suck it now! I got off of him and kneeled down before his cock. I didn’t clean myself before coming here and pieces of shit we’re all over his cock. He saw my hesitation and just pushed my head down on his cock. He moved inside my mouth up and down, making me gag and drole until he released his cum in my mouth for me to swallow. It felt so good to swallow his warm sticky cum. He took out his still hard cock out of my mouth and he ordered me to kneel on the sofa with my ass up high. He entered his slimy cock inside my pussy in one push and started fucking me deep and hard. 

He must have fucked me for at least 20 minutes, taking it out every two minutes or so, making me sucking him deepthroat, until he shoved it back into my pussy. The last session inside he just fucked me as a mad man until he grunted and came inside me. He stayed inside me for about five minutes, until I finally felt that his cock was becoming soft. 

He pushed me away, ordering me to lick his cock clean. He took off my blonde wig and told me to get my things and leave. I asked if I could use the shower, but he said that he doesn’t want dirty cum dumps in his bathroom. So I put on my clothes and left the apartment and drove home. It was still early, around 7.30am, most people were still sleeping this Sunday. 

I took a bath as soon as I got home, feeling a bit confused about what happened. But I also felt that my burning desires had been fulfilled for a little while.

It happened. I crossed the line to become a sissy whore slut cum dump for real. And I know now, that I can never go back again. 

This is my place, this is my purpose. Bringing sexual satisfaction to others is my destiny. Not as an active male, but as a submissive sissy. 

I may be just a worthless cum dump, but I embrace the fact that I still have a purpose.

After a long time of training my sissy skills on a dildo, I feel it’s time to exchange the artificial cocks for real ones. There is an erotic cinema with glory holes not too far away from here and I will take my first steps there tomorrow evening. I am already so excited about it.

The place has a small online forum where hookups can be communicated. I asked on there, if someone would be interested in being at the glory holes tomorrow evening, getting their cock sucked by a sissy slut. So far 5 guys replied that they would be there. 

To be continued…

Last night I dreamed about how I would look like after my transition and when my sissy training will be finished. I saw a vision of myself, having my body in a better shape, more slim with curves only at the right places. I was wearing a maids uniform and my makeup was immaculate. I had mastered parading on high heels and my hair was long and blonde. 

What made me so happy in my dream, was that I could make all the men turn their heads and I felt their horny eyes undressing my body. If they only knew what an easy sissy slut I am, I would be pleasuring their hard cocks all day and all night for sure. 

I will keep working to improve myself so I can be of use in the future as the sissy cum dump that I am.

I travel a lot by car for work, visiting relations and customers. I already wrote about visiting mostly men, hiding my sissy lingerie underneath my clothes and sometimes my pink chastity cage, too. It’s exciting to secretly wear my sissy signs with me.

Today I stopped at a rest area along the motorway because I had to pee. I stepped into the men’s room and looked for a vacant toilet. I always pee sitting down, wether I wear my cage or not (not today). Two toilets were out of order and the third one was occupied and two other men were already waiting to use it. I really had to pee, so I stepped to the urinoirs on the other end. I opened my trousers and pulled my small worm out and started peeing. 

A big guy peeing next to me, looked at the new neighbour and I am sure that he saw my lacey black underwear peeping out of my pants. He winked at me before flushing his toilet and then left the room.  I had gotten a red face, finished my business, washed my hands and left to my car. I didn’t see the guy outside.

It’s amazing to realise how soon having a buttplug in my pussy became the “normal” standard. Ever when I take it out to give my pussy some rest, I start craving to have it plugged in again and to feel “filled”. 

I am being prepared to be useful and easily accessible for all that want to penetrate me for their own pleasure.

I woke up in the middle of the night, my head full of thoughts about being used as a sex slave for anyone who has a cock. My tiny penis was growing a bit, but was limited by my Mistress’s Kazimiera’s cage. My brain transferred my lust feelings from my small penis towards my asspussy and mouth. 

My mind is in full transition becoming a sissy slut. I was hiding my true self for so long, finally I can be me.

Last night I dreamed about serving cocks. Real big fat cocks from real masculin men. It all happened in a movie theatre where a side room was equipped with a wall with glory holes. 

I sat on my knees, waiting for what was to come. After two minutes, a nice erected dick appeared near my face. I immediately started sucking it with all my energy. The recipient seemed to like this pretty much, because he started to push in and out my throat. Just one minute later, he shot his load deep in my throat to swallow it down. 

Already another cock appeared and during sucking it with my slutty Red sissy lips, more cocks followed. In the end that night, I must have eaten the cum from at least seventy men and it was just so wonderful. When the alarm went off this morning, it was like the taste of warm sticky cum was still in my mouth….mmmm so good 🍒

I started inserting buttplugs during longer periods of time. It is such a wonderful feeling to be filled up and to have my pussy stretched for easier access. 

I was visiting business clients today. All of them for sure were real masculine men with a large manhood. They had no idea that I was wearing panties and that my little pathetic micro penis was locked away in a pink cage.   I sometimes fantasize that by accident my pants drop down and that a guy sees what kind of sissy I am. What would he do? 

Laugh out loud and humiliate me? Or perhaps he was waiting for a moment like this and he had fantasised about this moment, too? Would he push me on my knees, take his half hard cock out and push it in my throat? Mmm… the salty taste would make me moan so much….  Would this be enough for him, or would he bend me over his desk with my sissy pussy exposed, begging him to fuck me?  

I don’t know how it would go. But I guess I would just let it all happen and we would see what comes of it. 

My Mistress Kazimiera is training me for these kind of moments. So I will be prepared to be a good sissy eventually!

Today was the first day that I not only wore lace lingerie, but also my pink chastity device underneath my clothes while I was out visiting customers for work. It was my Mistress’s order to do so and I thank Her for that. I felt very girly today, being reminded what a sissy I am every minute of the day. Thank You Mistress Kazimiera.

I just woke up this morning and I realized that I dreamed about cock all night long. I dreamed about how good they feel inside my sissy mouth, deep in my throat, leaving lipstick marks on them. I dreamed how good it feels to be bent over and being fucked like the cheap sissy whore that I am. And the CUM…..oh I crave to receive a real man’s CUM inside of me. It’s all I could think of last night. My beautiful Mistress is guiding me, preparing me towards my full potential. Thank You, Mistress Kazimiera 🍒💋👄

Yesterday my beautiful Mistress Kazimiera gave me a task to perform a striptease for her and to show her what a filthy sissy whore I actually am.  I put on my white lace bra and panties underneath my clothes, applied extra lipstick on my slutty lips and set the music that my Mistress selected for the task: Joe Cocker - you can leave your hat on.   I sometimes forget what my true feelings and my exact purpose in life is. But my Mistress reminds me of the true me inside and helps me to bring it out into the open. Because while I started the striptease in a bit of a shy way, I gradually became more and more free to show myself. I more and more became the sissy whore that my Mistress likes to see and it felt so good to show her my potential. Thank You Mistress 

Today my Mistress gave me the task, to show my cock sucking skills to her. I applied my red lipstick extra thick on my slutty lips and I started pleasuring the dildo as if it were the last hard cock on earth. I sent the video to Mistress Kazimiera and she liked it, but had some points of improvement for her sissy slave. 

So of course, I licked and sucked on the dildo again with the tips my Mistress gave me. I do anything to make her proud of her sissy girl. Whilst I was having my throat stuffed, I couldn’t help being jealous of all the guys with cocks the size of my 22 cm dildo. My clitty is just very small and pathetic, that’s probably why I crave to suck all the cocks in the world. And with my Mistresses guidance, I hope to improve so much, that Mistresses Kazimiera will be proud of me one day.

My Mistress Kazimiera entered the 'Most pitiful cock' monthly contest with a photo of my small useless clitty. I hope the photo gets many votes, in honour to my Mistress.

I felt good this morning drinking my coffee and seeing the red lipstick mark on the coffee cup. It made me feel so girlish. 

My Mistress Kazimiera allowed me to cum one time today. I was instructed to masturbate and ejaculate inside my sissy panties. And wear them again.

Right now I am wearing my pink chastity cage again. My Mistress couldn’t believe that the cage I am wearing is a size S. Because it still looks big compared to my very tiny clitty. It is small and useless.

I am Sissy Cherry.

Today my 24 hour ownership by Mistress Kazimiera began. She sent me the contract, which I agreed in full. I am Mistresses property and I aim to please her completely, in order to make a long term ownership by Her possible.

Her first assignments were to shave all facial hair, as well as the hair around my genitals and tushy. Followed by putting on red lipstick. This colour really makes my blue eyes come alive, it’s gorgeous.

Next up, polishing my toenails with a very bright pink color. It looks really slutty. My Mistress told me, that She already pictured my feet around a huge hard cock in the future. But in the meantime I still have so much to learn.

Like wearing my chastity cage for example. I didn’t apply it right the first time, but Mistress Kazimiera explained how it works. And thanks to Her, my clit is locked away securely. 

Within a few hours, I have taken quite some steps towards being the Sissy that would make my Mistress proud in the future. But I still have a long way ahead of me.