Sissy Life

Absolutely

It isn’t humiliating enough that my wife discovered what a pervert I am and now feeds me the cum of her boyfriends. As I licked her well used pussy she told me that it was her sister who noticed and figured out just what I was. The idea of her sister knowing, and then telling her was deeply humiliating. Although likely not as humiliating as when I would soon be required to clean her sister after her dates too.

It isn’t humiliating enough that my wife discovered what a pervert I am and now feeds me the cum of her boyfriends. As I licked her well used pussy she told me that it was her sister who noticed and figured out just what I was. The idea of her sister knowing, and then telling her was deeply humiliating. Although likely not as humiliating as when I would soon be required to clean her sister after her dates too.

Another mother teaching her daughter how to control her soon to be husband. And another sissy subject to the whims of a wicked older woman as his fiancee watches. It won’t be long before he is cuckold as well and his mother in law comes over to “cucky sit” as her daughter goes out to get her satisfaction.

Another mother teaching her daughter how to control her soon to be husband. And another sissy subject to the whims of a wicked older woman as his fiancee watches. It won’t be long before he is cuckold as well and his mother in law comes over to “cucky sit” as her daughter goes out to get her satisfaction.

Kneeling on the floor, naked other than my cock cage, listening to my wife thank her mother for the tawse that will soon make my bottom red and welted. Knowing that my mother in law knows that I am a simpering little sissy boy. Why do I get hard just imagining such a delightful predicament!

Kneeling on the floor, naked other than my cock cage, listening to my wife thank her mother for the tawse that will soon make my bottom red and welted. Knowing that my mother in law knows that I am a simpering little sissy boy. Why do I get hard just imagining such a delightful predicament!

I have done this. A very intense experience, lasting about twenty to thirty minutes.

I have done this. A very intense experience, lasting about twenty to thirty minutes.

What a delightful way for two sissies to be presented as Mistress entertained her friends. Although I would also have them connected by double ended nipple clamps. If one of the sissys should lose control and cum she would have to be the slut of the one who showed control. That sissy would be allowed to cum in the other sissy’s ass and mouth every day for the next week. If they both lose control and cum the women would bring in all of their boyfriends. Every night for the next week each man would cum in the ass of one sissy, then step up and be sucked back to hardness then to orgasm by the other sissy. The sissies would change places each day so both would alternate getting gang banged in the ass and sucking the dirty cocks clean and swallowing the cum. I do hope they have practiced their self control.

What a delightful way for two sissies to be presented as Mistress entertained her friends. Although I would also have them connected by double ended nipple clamps. If one of the sissys should lose control and cum she would have to be the slut of the one who showed control. That sissy would be allowed to cum in the other sissy’s ass and mouth every day for the next week. If they both lose control and cum the women would bring in all of their boyfriends. Every night for the next week each man would cum in the ass of one sissy, then step up and be sucked back to hardness then to orgasm by the other sissy. The sissies would change places each day so both would alternate getting gang banged in the ass and sucking the dirty cocks clean and swallowing the cum. I do hope they have practiced their self control.

Mine would easily fit in those panties.

Mine would easily fit in those panties.

Really like hearing how you are kept in chastity. I am a bit confused though. Do you have a keyholder? Your ex? If you keep the key it is probably very hard to keep from unlocking. I own a cb6000 and my Mistress puts me in from time to time. She keeps the key or otherwise I would be too tempted to get out of it and cum.

Thank you for your message. I love to get responses. Unfortunately, I do not have a keyholder. My ex girlfriend used to dom me when we dated. I still see her occasionally, in the past it was pretty much only for lunch. I showed her this blog, and she has given me some tasks (I think at first she didn’t really think I would post all she made me do) Saturdays task was far and away the most demanding thing she had ever made me do. I still feel humiliated and embarrassed when I think of how I looked and what I did, but it also still gets me excited. Thanks for reading my blog and thanks for sending me your message.

Once I had reached 100 followers I met my ex for lunch and showed her the suggestion that I had received telling what I should do to be allowed to cum now that I had reached my goal. She laughed, and liked the suggestion, but told me that since I had chosen to share my fantasies and my craving for humiliation and my sissy desires with the public by making my blog, that my task for reaching 100 followers should be as public as she could possibly make it. She gave me the following instructions:

First I was to go shopping immediately, I was to buy new panties, a bustier or teddy and stockings. She felt that if 100 people were watching me be a sissy I had to do more than wear panties. Next, rather than go to an adult bookstore again, where only a few men would see me, she told me I would be going to an adult theater. My task would be to go to an adult theater with my new sissy clothes on under my shirt and pants. I had to walk right down to the front and sit in the center of the very front row. But before I sat down I had to take off all of my clothes except my new femmy sissy clothes. I could not cover myself up or put on any of my other clothes the entire time I was there. I had to sit right in the open dressed as a sissy. She decided that I would stay there for six hours. One hour for every day it took to reach 100 followers from my first post about it. And, of course, I would be required to serve anyone who wanted to use me.

I almost refused. I had never considered staying in an adult bookstore for six hours, much less an open theater. And, while I had often fantasized about being dressed as a slut and surrounded by hard eager cocks, I was not sure I really wanted it to happen. I knew that if I did as she said and sat dressed like that and openly exposed, any man who saw me would know that I was there for sex and would never refuse if he walked up and shoved his cock in my face. I swallowed hard and told her I agreed. I was rewarded by her laughing at me, calling me her sissy fag, and reminding me that I would also have to post all the details on my blog.

I went out the next day and shopped. I bought the outfit in the pictures above. Saturday morning I dressed, and was so nervous that I put a run in one of the stockings. I am sure I will be punished for that. I got to the theater just before 11:00 AM. She made me go Saturday telling me I would have a better chance of it being crowded than on a weekday. I went into the theater and walked down to the front row. I hesitated as I stood in front of the seats. My eyes weren’t adjusted to the dark, but I could see there were at least a dozen or so men in the theater. I took off my shirt, then my pants and pushed them under a seat and sat down. I was committed. Sitting, fully exposed as a sissy in a porn theater. I do have to confess, my little cock was hard and quivering in my panties.

After about 15 - 20 minutes two men moved up and sat on each side of me. The man on my right had his pants open and his cock out. I reached over and touched it, stroking it gently. He leaned back in his seat and smiled. Leaning over I kissed the head and let it slip between my lips, but the arm of the seat was in the way. I slipped out of my seat onto the floor and leaned over his lap, taking his cock in my mouth. I fondled his balls and sucked him as the other man watched. The second man soon moved over into my seat and reached down and rubbed the front of my panties. He could feel my hard cock and squeezed it. He then opened his pants and reached back down to rub my cock through the front of my panties. I reached up and stroked his cock as I sucked the first man. Unfortunately, I was so horny and excited it only took a couple of minutes and I started to cum, spurt after spurt making a wet sticky mess in my panties. He pulled his hand away, wiping his fingers through my hair as he pushed my head down a little on the cock in my mouth. The man I was sucking began to buck his hips and soon shot his load into my mouth. I swallowed it, and licked and sucked his cock clean. Then turned back to the man who had made me cum. I leaned down to take his cock into my mouth but he held my head away. Grabbing the hair at the back of my head he held my face just in front of his cock as she stroked faster. I settled as low as I could on the floor, positioning my face just below his cock. I closed my eyes and opened my mouth and stuck my tongue out. He rubbed the head of his cock across my tongue as he stroked, finally shooting his load across my face and into my mouth and on my tongue. I swallowed what I could then opened my eyes to see that there were three more men in the second row, leaning over the seats and watching what had just happened. I was humiliated, but my cock was already getting hard again in my sticky panties.

I remained on the floor looking up at the men waiting to see what they would do. Two of them moved around and sat down in the seats right in front of me, cocks out. I wrapped a hand around each of them, and began to stroke them. I sucked first one into my mouth then the other. I alternated sucking each one, taking turns, moving back and forth. At some point I felt something hit my head and I looked up. The third may had come around while I was sucking these two. He was standing next to me and had been jerking his cock and had just cum all in my hair and over my shoulders. I felt his cum seeping through my hair as I turned back to sucking the two cocks in front of me. Once I made both of them cum they quickly got up and left. Only an hour in the theater and I had already sucked three men and had two other cum on me.

The next several hours went like that. Long periods where no one was near me and I sat there exposed and vulnerable, then times of hectic activity as one or more men approached and I would suck them. Some would not let me suck their cocks, but if they were stroking themselves I knelt near them offering my face for them to cum on. Several men shot their loads on my submissively upturned face. I did not wipe any of it off, but let it drip down my face and dry.

At some point I noticed a couple walking down the aisle. As they got closer I realized it was a woman and (what I thought to be) her husband. They looked to be mid 50’s and the woman was leading the man, his cock hanging out of his pants. She stopped and pulled him so he was standing right in front of me, his dick an inch from my face. Looking up at her I said, “Ma’am, may I please suck his cock” she laughed and said “Of course, that is why I brought him down” “Thank you Ma’am” I quickly responded and engulfed his cock with my mouth. I sucked him for about ten minutes and she reached down and grabbed the front of my panties. “Ohhhh, someone made a mess in his panties” she said, laughing. I nodded my head, causing it to bob up and down on her husbands cock. She tightened her fingers, wrapping them and the panties around my cock, and began to masturbate me. I moaned but kept sucking her husband. She continued to stroke me until I finally came again, making another mess in my panties. Raising her hand, she brushed it across her husbands face, pushing her fingers in his mouth for him to suck. He filled my mouth with cum even as he sucked the remnants of my cum from his wife’s fingers.

It was finally getting close to 5:00 PM and almost time when I could put my clothes back on and run. Before it was quite time, yet one more man came down and sat next to me. I quickly knelt in front of him reaching into his lap to open his pants. He helped me open them, then actually slid them down to his ankles. I licked his balls, licked up and down his shaft and sucked his cock into my mouth. He seemed very content to lean back and watch the movie as my lips slid up and down his cock. He remained very hard, but never seemed to get close to cumming. I sucked his cock non stop for over forty minutes. I had a crick in my neck and my jaw was actually aching when he finally reached down and pulled my head off his cock. He raised me up to my feet, and pulled my wet panties down. Leaning forward, he licked the cum off my balls and sucked my cock clean. I quickly hardened in his mouth and he reached around, grabbing my cheeks and pulling me into him. There were still men around, although several rows away, and I could see most were watching us. Having strange men watch as I was sucked by another man was almost as embarrassing as having them watch me suck cock. I had already cum twice so it took him a little time to make me do it again. But he was very good and finally I could feel my balls tense and I dribbled a few drops of sissy cum in his mouth. It was a pathetic orgasm, but the best I could manage after having cum twice already.

I quickly pulled my panties up, cringing at the feel of the wet sticky material. It was almost 6:00 PM by then and I had stayed an extra hour. Pulling my clothes on, I left. As I exited the theater and started across the lobby, I suddenly remembered all the cum that had been shot on my face and in my hair. I walked quickly across the well lit lobby and out the doors.

As I drove home I realized that in one day I had just sucked nine men, making them cum in my mouth, one man for an extended time but was unable to make him cum, six others had cum on my face, one man and one woman had jerked me off into my panties, and one man had sucked my little cock. I had truly become a sissy slut.

Thank every one of my followers for helping me reach this goal so that I could have the most humiliating but most exciting day of my life.