Gay/Lesb - LGBT Journey to become the Perfect Sissy Slave

[SalveBoyAJ]

Chapter 3 - The new Order.

She was very happy with my performance, she pulled herself up and went to the washroom leaving me by the bed. Once she freshened up, she walked towards me and sat on her couch and I returned back to my position. “I am a really happy slut, you have learnt a lot these past few hours, though there is room for improvement. Now that things are done, it is time for dinner” 

She pulled me to the washroom and placed a plate on the floor and dumped a bowl full of rice mixed with Thai curry on it. “Here you go slut, your dinner, be a good boy and eat them completely” she said and went to have her food. As I was hungry, I did not wait, went all in and started eating the food like a dog. When I was done, she took me back to the room. 

There was silence for some time.

“AJ, do you realise what you have just done, and would you like to reconsider your list?”

I nodded my head and hung my head in shame. 

“Look at me slut, where do you stand now?” she questioned. 

“Madam… ah… right at the bottom” 

She was happy with my answer, “hope you understand now, as you have learnt everything I taught you, I am willing to give you what you asked” she took a cum stained and urine drenched panty and kept it in a box. “This is a souvenir of the night” she said. 

I was happy as I was able to complete my task. “Slut, I would be have been happy if I could spend more time with you, but as tomorrow being a weekend, your mistress has other plans for you”

I looked up at her and was silent, “don’t worry AJ, the night is still young, but not today,” she pulled me back to the washroom.

She put the toilet cover on and sat on top of it. I was made to kneel on the floor in front of her. 

“AJ, I read through what you had told your owners before coming here. One thing in particular caught my attention, "You like to play with your ass, is it so?” she asked.

This was something very intimate to me, it was true that I loved to play with my ass, and she knowing this was not a surprise, I nodded my head in agreement. She smiled and looked at me with an apologetic face. 

“The soiled panty was something that you asked for, which is still a gift from me, but this is something that I wish to give to you, out of happiness and gift for your complete obedience.” she said and took a wrapped box and placed it in front of me. I knew what it was, it could only be a anal plug, but what size and how it would look was still a mystery. I was both excited and afraid. She kept the package in front of me and I went ahead and used my mouth and with her assistance opened it. It was shiny, but it was somewhat different from regular metal plugs, so she opened the box and took it out for me. 

“AJ, this is not your typical plug, though this looks to be medium sized, it can grow to be a size larger than what it is actually. Also it has sensors that tell you about your body condition and continuously monitors your metabolism. It also has a GPS so that we could track your location. When it is inserted for the first time, it maps your ass and understands you. If it is removed without approval from the app, it could send information to the person who has master control for this.” 

I was visibly shocked and was unable to take in all the information. I looked at her and was panic stricken. But her soothing face and voice comforted me. 

“Don’t worry, it is for your good, and I am sure you would love this, now turn around, ass up and face down” she ordered and I obeyed, exposing my vulnerable ass high up. 

She aimed at my ass and spat, her saliva landed exactly on my anal opening. With cum from her pussy and saliva, she lubricated the plug, she moved her hands above my ass cheeks and stretched my ass to open up my sphincter, she gently pushed the plug, not completely, but sufficient enough to open it, I could feel my ass stretching, in and out she played with the plug, fucking my asshole. I was getting excited, she was making me horney by playing with my ass, my weakest point. I started moaning in pleasure. 

“AJ” she said “Ahh… Hmmm…. Mmmm…… Yessssss….. Madaaaaam…..” I said in a husky voice. 

“Slut, this marks the end of your ordeal today and effectively, you are losing all your freedom from now. Do you want me to fill your ass with this plug bitch!” she asked. 

“Ahhh…Mmmm yessss. Mistress….” I said

“Beg for it whore, tell me what you are!!!”

“Pleaseee Mistresss… Please fill this faggot’s ass, please mistress, I beg youuuu, please plug this whore’s anal hole…. Please madam…please…” I was screaming in excitement and humiliation. 

“Okay faggot, it is final now” she said and pushed the plug in closing my anal opening. I came with a huge cry, “Thank you mistress” I said, both excited and exhausted. 

“AJ, I am happy that you took that plug like a champ, but what I am not happy about is that you made a big mess,” she said, pointing to the load of cum on the floor. You have not only misbehaved, but also did not ask permission. You are to be punished”

Memories of cane came back to my mind, I was scared, “don’t worry, this won’t be that hard, you know, your mistress had asked me to remove the plug once you are about to go to sleep, but, as you had made a mistake, you can only remove them when you meet your mistress tomorrow, till then it stays where it is. Also, you will sleep here on the floor of the toilet, but only after you clean your mess” 

I took a deep breath “okay mistress” I said and looked up, “what are you waiting for, use your fucking mouth” she said and got up. I looked down and moved my head down towards layers of cum, slowly I slurped up my cum from the floor. It was not as good as either my master’s or the waiters, I felt ashamed. She pushed the plug once again and went out locking the door behind me. 

Though I loved the feeling of fullness in my ass, sleeping in the toilet was not something I wanted to be in. But, that is where I ended up being. Somehow I managed to push my thoughts out and sleep. The next morning when I woke up, things were a bit of a haze. 

I was worried that I overslept, but I was wrong, madam opened the door and took me out. She handed me clothes to wear and we packed our things. She reminded me about the plug and passed on information about what to be done till evening. When I went home, the first thing I did after reaching home was to check my mail for instructions, as expected mail was waiting for me. 

Greetings Slut!!

I hope yesterday was informative and you enjoyed it a lot. This is just the beginning and there are still plenty of stones to be turned. I got to know that as a punishment, Nyomi has made you keep the plug inside your ass all day. I quite like the idea, so let it be there. Tonight we will be going out for a date dinner. I want you to be decked up as an adorable bitch, instructions for which are attached along with this mail and you are to purchase all this that is needed. Meet you at 6 in the “Gourmet Plaza”, be punctual and dress appropriately. 

Regards, 

Yasmin.

Seeing the mail, I was happy, but also concerned. The first issue was the appropriate dress, the second being the Gourmet Plaza, which is a very famous and prominent place in the country. I had very less time to get all the clothing, get myself ready and reach the spot. 

I rushed into the bathroom, as per a message from my mistress, I took out the plug and did all the necessary morning routine, one thing that was added to the regular routine was two douches of enema. Which was a bit of a struggle for my ass. But, managed to complete the activities, before dressing up, I managed to push the plug back in and informed the same to my mistress. 

My dress consisted of a casual jean and t-shirt. I knew that this would be changed soon. I got into a cab and  reached a mall which was on the outskirts. I specifically chose this one because I don’t want any of my colleagues to know about what I am purchasing. 

The first stop was to get silicone cups, sleeveless bras and thongs. I found a hidden area and started searching, when I found some, someone tapped on my shoulder. My heart skipped a beat and panic started building up. 

I turned around and was relieved that it was none that I personally know off. 

“Are you looking for clothes for you?” the shopkeeper asked.

I swallowed saliva and nodded my head. WIthout even a slight hesitation, she went ahead and picked a pair of silicon cups, bra and thongs and handed them to me. 

“What else?” she asked. I was confused and nothing came out of my mouth. 

“You are new to this I suppose?” she asked another question. 

I just nodded my head. “I know how hard it would be, I will help you out if you let me know what you want”. Her smile and face was reassuring, I reluctantly let my guard down and looked at her with composure. 

“I need one piece dress and a pair of stiletto heels” 

“That’s it?” she said. I nodded my head. 

“I am ready to help, but in return, I need a pic of you in those clothes, not in public, but alone in the back room, if you are okay, I will give a pair of my choosing free of charge” she said. 

The offer was really tempting, but what if my mistress gets to know about this, my mind was split in two. I looked at her. “Madam, I need to get permission from my Mistress,” I said. 

“A slave!!” She was shocked, but her face turned excited. She scanned my tag using a reader and dialled some numbers. I was dumbstruck and was staring down. FOr quite some time, she was talking to someone. Soon I found out who that someone was, because the moment she hung up, I got a message from my mistress instructing me to obey her and follow her lead. 

I looked up from my mobile, and the shopkeeper was beaming from face to face. She was ready with a leash which was attached to the hook in my collar, from that moment I knew that I lost control. She pulled me to each row and selected some clothes, and jewellery. When everything was done, she took me to the back room. 

“Strip” she instructed. I held my breath and obeyed her and stood completely naked in front of a woman I barely knew. She walked around me and asked me to bend down, which exposed my anal plug to her. 

“Nice Slut, you have your pussy plugged!!” she said in a degrading manner. 

“Have you ever eaten a pussy?” she asked

“Yes Madam”

“When was the last time?”

“Yesterday Ma’am”

“Oh… fresh then” she said and pulled me closer. 

“Make sure that the time I spent with you is worth, get down and give me the best one you got”

That was the trigger for me. I knelt down and started slowly, from bottom of the slit to top, slow and calm, I could feel her body trembling, she was pushing her mould towards me and I was devouring her sweet nectar. Soon her breathing became erratic and her body was trembling and moving up and down. I could feel her orgasm building up, and then, she came vigorously in my mouth. But what shocked me was that, my body was as excited as hers, but without even doing anything, it was shameful to say the least.

It took some time for her to regain her composure, once she was up, she was all smiles. She freshened up and made me also to get freshened up. 

“Just Wow Fag!! Your mouth can do wonders, as a compliment, I am giving all these clothes for free and not only that, I am going to dress you up for the dinner date” she said. 

I was happy and sad, happy that she liked my skills and was offering all the clothes for free, but sad as it would be humiliating to get dressed as a girl. 

First, she made me wear the panty and bra with the silicon cup. Then the single piece dress was pulled over my head, it was really tight and was short, but was adequate. She then made me sit on a dressing table and started adding makeup, from eyebrows, foundation and all women’s stuff. It took the better part of an hour to get ready, the end result was shocking, I was looking completely feminine, nothing could give me aways. Even my toes were painted in pastel glossy white. 

“You look heavenly slut” she said.

I was bewildered but thanked her for the service. She handed me the other dresses that I had picked up from the store. The stiletto heels were painful, but I managed to walk normally, each stem of my ass swayed left and right adding to the charm. When I walked out of the store, I could see men staring at me, which gave me a sense of pride. Something in me told me that I was made for this. I took baby steps to the parking lot and hailed a cap to the Gourmet Plaza.