Sissy Sisters Schooling
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Sissy School free porn video
Chapter 1: Welcum to Sissy School
Dear Diary,
My name is Aaron Antony, 18 year old bi curious male. For the past month I have been seeing another man, his name was Geroge but he preferred that I call him Daddy. I never thought of myself as being completely Gay, because I would still find girls attractive, and Daddy knew this which was fine by him. But one day at the beginning of summer time Daddy suggested I should go to a special school for 4 months, a place where other boys confused about their sexuality could go to find themselves. Daddy said it was a gift from him to me, and that he would pay for everything, so of course I said yes not knowing what I was actually getting myself into.
It was the first day of my new school year, and I would be attending Mrs. Sasha's school for Aspiring Boys, not knowing what the aspiring part of it meant. Daddy dropped me off in front of the school gates. I was just wearing a plain red shirt and jeans, and with me I had a suitcase filled with some of my belongings as I would be staying at the school for 4 months. I gave daddy a kiss on my cheek, and Daddy said he would try and visit me in a few weeks. He then smiled and said have fun as he drove off. The gates were open so I walked inside to the main building, where I could see a ton of people moving around pulling suitcases and handing out papers. It was chaos, but luckily I had remembered my itinerary which told me where to go first. First thing was I would go get my keys to my room, schedule and uniform? This was weird, why would a summer school for boys confused about their sexuality need a uniform. I decided I would look more into it later after I settled in.
So I went to room 315 on the third floor all the way down the hall empty hall. I nearly screamed as I walked in, because I saw 2 girls in wearing matching uniforms making out right in front of me. I thought they would stop immediately when they saw me, but they kept killing for a good few seconds until finally turning to address me. Her name tag said Cindy and she was extremely pretty, she shook my hand and introduced herself, and the girl she was making out with named Stella who was equally as hot as her. She asked to see my itinerary and I handed it to her. She gave it a quick look, and then showed it to Stella, and they both started giggling. Right away they took my picture, handed me a large black bag which I had no clue what was inside, my schedule, and a few other regular things a person would get on the first day of school. They then handed me my room key and told me that my uniform would already be there. As I turned and walked away I could still hear them laughing and when I left the room I swear I heard them both say have fun sissy, but decided it was just my imagination.
I finally got to my room on the other side of the campus and I was shocked when I opened the door. It was huge, way bigger than the my room at home. The bed itself could easily fit 3 people at once, and the dresser and the vanity were giant. My room also had a small washroom connected to it so I quickly unpacked my things onto my bed, took of all my cloths and went into the washroom to take a nice long shower before I did anything else. It was so hot that day that I had been dying to take a shower ASAP. I went into the tub and turned the tap and to my disappointment no water came out. I started fiddling the tap till I heard my room door open. Frightened I quickly ran to the washroom door and locked it. I heard the voices outside asking if this was the right room. Another one said yes as I heard them quickly rummage through all my stuff run out the door. As soon as I heard them leave I ran out and locked the room door, and turned to see the damage. Luckily they didn't break anything but they had run off with all the cloths I packed. Most likely this was the result of some stupid prank college students like to pull on freshman, so I was sure I would get all my stuff back eventually. On the bright side I had my uniform so I didn't have to worry about cloths. I quickly opened the dresser and I was shocked to see what I found. All that was in the dresser was girl cloths!!! Skirts, tube tops, booty shorts, dresses, if it was common for girls to wear it, it was in there. I looked through the drawers and it was all the same, panties and lingerie of all different colors and types. They must have made a mistake I thought, what am I supposed to wear now. The only thing I could do was going downstairs back to Cindy and Stella and get another room key. But I'm completely naked, what am I supposed to ware. Suddenly there was a knock on the door. I froze in terror not knowing what I should do, and to embarrassed to say anything, there was then another knock and then a voice saying that she had a key and was going to come in 2 min weather I was ready or not. In a panic I quickly grabbed cloths that to me at the time looked as close to unisex as possible. I slipped on pink flower panties, a pair of tight black booty shorts and a hot pink t shit that had some writing on it. I got a quick look in the mirror to see how I looked and was surprised at how turned on I was, the tight pink t shirt had the words slut written on it, and it was so short that my belly button was exposed. the booth shorts were also really tight that it hid my boner, and my ass looked so plump and round in them. I was also so surprised how curvier I was, and how much I actually resembled a real girl. But there was no time to think of that when the door sprung open.
Outside the open door stood Cindy smiling and giggling with Stella right next to her. Hey sissy she said, I'm glad to see you like your new cloths, they look super cute on you. She told me that my orientation was in 10 min so I better get out there fast. When I told her it was a mistake and that all the cloths in the dresser were girl cloths they both just laughed at me. She said sissy boys like me don't wear boy cloths, they ware girl cloths. Stella then took out a camera and started to take photos of me. I was in terror and looked for a place to hide but there was nothing. Cindy then said unless I wanted to have all these photos placed around campus I would put on some sneakers and get to orientation fast. I did what she said knowing there was nothing I could do. I was very petit for my age, with a really slender build, sad to say I might have been able to take out one of them but now both of them together. My only hope was to put on the socks and the pink sneakers and go to orientation and hope that they were true to their word. Before I could say anything they both grabbed my arms and pulled me out the door and down the hall. I was to embarrassed to open my eyes. Cindy said not to worry, soon everyone is going to know what a sissy you are. I was afraid to ask what she meant by that as she and Stella pushed me into a class room and closed the door.
I looked around the room was big and it was filled with a few people. the room seemed to seat over 30 people but there was only 6 in there with a man in the front, and boy was he ever a man. Easily over 6 ft tall, white, bald and pure man stood the hottest guy I have ever seen in real life. He reminded me allot of Daddy bear porn I used to watch, and looked to be around his mid 50s. welcome sissy he said, you're the last to arrive that means you can be my volunteer, quickly come to the front of the class. Being very shy I was hesitant and walked to the front. I looked at my other class mates and was a bit relieved to see that they were also all boys, wearing woman's clothing. Some of them even had some make up on. The teacher then introduced himself has Mr. Richards, who has worked this program for the last 5 years, and loved every minute of it. He then turned to me and asked why I was here. I told him that I was confused about my sexuality and hoped to clear things up. he laughed and said it looks like I was already pretty clear of my sexuality. " Why don't you show everyone your panties" he said, I was shocked and was going to say know till he grabbed the back of my neck and whispered "do it". I was so scared I did what he said and revealed to everyone my pretty pink panties. They all giggled, then Mr. R said" look class, this is what we call a sissy clit, some boys are born with big manly cocks and strong bodies, while some are born with sissy clits, slender bodies and big juicy asses. These boys are called sissies, and they are never able to satisfy a woman. Their only purpose is to serve real men, not take out your cock sissy!". I was hesitant, but in fear of what he might do to me I showed everyone my tiny cock, that was hard from wearing girls clothing. Mr. R then walked to his desk and took a ruler from it. He then measured my cock. he laughed as he said just barley 4 inches. He then forced me on to my knees, "take off my trousers!" he yelled. I gulped and did what I was told removing his belt, un zipping his fly and pulling down his pants , it was humiliating, and I was so surprised how turned on I was getting. I looked up at the giant bulge in his pants, and I nearly screamed out with either excitement or fear. "Take it out" he said calmly, slowly I pulled down his pants to reveal is fat monster cock. It wasn't even close to being hard and it was already at least 7 inches. He then grabbed my head and pushed my face into my balls and placed his fat flaccid, uncut cock across my face between my eyes. The smell alone was enough to make me cum but I held it in hopes to save what self respect I still had. "See everyone" he turned addressing the class and completely ignoring me, "This is the place of a sissy, on their knees facing a real man, and you sissies are going to learn how to serve them as well." Without even thing I began to talk, still with his big cock on my face. "But I'm not gay, I came here to find my true sexuality you can't force me to become a sissy, I am a man!". The whole class burst out into laughter, Mr. R as well, finally after laughter Mr. R spoke. "look here sissy, I don't think you have any right to call yourself a man in your position, so I am going to tell you what's going to happen to you in these 4 months, you're going to be a slut for all the men on this campus and dress like a slut also, you're going to do as your told and you're going to be a perfect sissy. Real men are going to take you whenever they want and **** your pretty little ass and face, and you're going to love it cause that all a sissy like you is good for. "But you can't do that" I exclaimed, " I can't can I? well listen here" he said lifting his cock off my head " you're going to suck on my cock and I am going to shoot a load all over your face, and there is nothing you can do to stop me. I am superior to you in every way and there is nothing you can do not grab my cock and stick it in your mouth!". Sadly I knew he was right, the only thing I could do is suck on his cock and hope it ends soon. I grabbed it with both hands and began pumping back and forth. I did what I could remember seeing from porn videos. I kept pumping till his foreskin was completely pulled back and I could see the head of his massive dick. he wasn't even fully erect yet so I kept pump as I placed my lips on the head of his penis and began licking it gently. While all this was happening Mr. R was addressing the class telling how there was no hope of me ever being a man, and how the sissy life was all I had. Finally his cock was hard and it was easily over 10 inches. I had to completely open my mouth if I were to fit. I begged him to stop and he just laughed and said either it goes in this whole, or we try the other. Frightened I open my mouth and slid the giant cock between my lips and down my throat, I began to gag but he grabbed the back of my head and made me kept going. My eyes began to water as his cock slid deeper and deeper until finally relising my head. I fell back wards coughing and gagging. My mouth drooling with a mix of my saliva and his pre cum, tears still rolling down my eyes. Mr. R then pulled up his pants, buckled his belt, bent down and whispered into my ear "don't worry sweetie, you are going to learn to handle my cock, oh and welcome to sissy school"
Dear Diary,
My name is Aaron Antony, 18 year old bi curious male. For the past month I have been seeing another man, his name was Geroge but he preferred that I call him Daddy. I never thought of myself as being completely Gay, because I would still find girls attractive, and Daddy knew this which was fine by him. But one day at the beginning of summer time Daddy suggested I should go to a special school for 4 months, a place where other boys confused about their sexuality could go to find themselves. Daddy said it was a gift from him to me, and that he would pay for everything, so of course I said yes not knowing what I was actually getting myself into.
It was the first day of my new school year, and I would be attending Mrs. Sasha's school for Aspiring Boys, not knowing what the aspiring part of it meant. Daddy dropped me off in front of the school gates. I was just wearing a plain red shirt and jeans, and with me I had a suitcase filled with some of my belongings as I would be staying at the school for 4 months. I gave daddy a kiss on my cheek, and Daddy said he would try and visit me in a few weeks. He then smiled and said have fun as he drove off. The gates were open so I walked inside to the main building, where I could see a ton of people moving around pulling suitcases and handing out papers. It was chaos, but luckily I had remembered my itinerary which told me where to go first. First thing was I would go get my keys to my room, schedule and uniform? This was weird, why would a summer school for boys confused about their sexuality need a uniform. I decided I would look more into it later after I settled in.
So I went to room 315 on the third floor all the way down the hall empty hall. I nearly screamed as I walked in, because I saw 2 girls in wearing matching uniforms making out right in front of me. I thought they would stop immediately when they saw me, but they kept killing for a good few seconds until finally turning to address me. Her name tag said Cindy and she was extremely pretty, she shook my hand and introduced herself, and the girl she was making out with named Stella who was equally as hot as her. She asked to see my itinerary and I handed it to her. She gave it a quick look, and then showed it to Stella, and they both started giggling. Right away they took my picture, handed me a large black bag which I had no clue what was inside, my schedule, and a few other regular things a person would get on the first day of school. They then handed me my room key and told me that my uniform would already be there. As I turned and walked away I could still hear them laughing and when I left the room I swear I heard them both say have fun sissy, but decided it was just my imagination.
I finally got to my room on the other side of the campus and I was shocked when I opened the door. It was huge, way bigger than the my room at home. The bed itself could easily fit 3 people at once, and the dresser and the vanity were giant. My room also had a small washroom connected to it so I quickly unpacked my things onto my bed, took of all my cloths and went into the washroom to take a nice long shower before I did anything else. It was so hot that day that I had been dying to take a shower ASAP. I went into the tub and turned the tap and to my disappointment no water came out. I started fiddling the tap till I heard my room door open. Frightened I quickly ran to the washroom door and locked it. I heard the voices outside asking if this was the right room. Another one said yes as I heard them quickly rummage through all my stuff run out the door. As soon as I heard them leave I ran out and locked the room door, and turned to see the damage. Luckily they didn't break anything but they had run off with all the cloths I packed. Most likely this was the result of some stupid prank college students like to pull on freshman, so I was sure I would get all my stuff back eventually. On the bright side I had my uniform so I didn't have to worry about cloths. I quickly opened the dresser and I was shocked to see what I found. All that was in the dresser was girl cloths!!! Skirts, tube tops, booty shorts, dresses, if it was common for girls to wear it, it was in there. I looked through the drawers and it was all the same, panties and lingerie of all different colors and types. They must have made a mistake I thought, what am I supposed to wear now. The only thing I could do was going downstairs back to Cindy and Stella and get another room key. But I'm completely naked, what am I supposed to ware. Suddenly there was a knock on the door. I froze in terror not knowing what I should do, and to embarrassed to say anything, there was then another knock and then a voice saying that she had a key and was going to come in 2 min weather I was ready or not. In a panic I quickly grabbed cloths that to me at the time looked as close to unisex as possible. I slipped on pink flower panties, a pair of tight black booty shorts and a hot pink t shit that had some writing on it. I got a quick look in the mirror to see how I looked and was surprised at how turned on I was, the tight pink t shirt had the words slut written on it, and it was so short that my belly button was exposed. the booth shorts were also really tight that it hid my boner, and my ass looked so plump and round in them. I was also so surprised how curvier I was, and how much I actually resembled a real girl. But there was no time to think of that when the door sprung open.
Outside the open door stood Cindy smiling and giggling with Stella right next to her. Hey sissy she said, I'm glad to see you like your new cloths, they look super cute on you. She told me that my orientation was in 10 min so I better get out there fast. When I told her it was a mistake and that all the cloths in the dresser were girl cloths they both just laughed at me. She said sissy boys like me don't wear boy cloths, they ware girl cloths. Stella then took out a camera and started to take photos of me. I was in terror and looked for a place to hide but there was nothing. Cindy then said unless I wanted to have all these photos placed around campus I would put on some sneakers and get to orientation fast. I did what she said knowing there was nothing I could do. I was very petit for my age, with a really slender build, sad to say I might have been able to take out one of them but now both of them together. My only hope was to put on the socks and the pink sneakers and go to orientation and hope that they were true to their word. Before I could say anything they both grabbed my arms and pulled me out the door and down the hall. I was to embarrassed to open my eyes. Cindy said not to worry, soon everyone is going to know what a sissy you are. I was afraid to ask what she meant by that as she and Stella pushed me into a class room and closed the door.
I looked around the room was big and it was filled with a few people. the room seemed to seat over 30 people but there was only 6 in there with a man in the front, and boy was he ever a man. Easily over 6 ft tall, white, bald and pure man stood the hottest guy I have ever seen in real life. He reminded me allot of Daddy bear porn I used to watch, and looked to be around his mid 50s. welcome sissy he said, you're the last to arrive that means you can be my volunteer, quickly come to the front of the class. Being very shy I was hesitant and walked to the front. I looked at my other class mates and was a bit relieved to see that they were also all boys, wearing woman's clothing. Some of them even had some make up on. The teacher then introduced himself has Mr. Richards, who has worked this program for the last 5 years, and loved every minute of it. He then turned to me and asked why I was here. I told him that I was confused about my sexuality and hoped to clear things up. he laughed and said it looks like I was already pretty clear of my sexuality. " Why don't you show everyone your panties" he said, I was shocked and was going to say know till he grabbed the back of my neck and whispered "do it". I was so scared I did what he said and revealed to everyone my pretty pink panties. They all giggled, then Mr. R said" look class, this is what we call a sissy clit, some boys are born with big manly cocks and strong bodies, while some are born with sissy clits, slender bodies and big juicy asses. These boys are called sissies, and they are never able to satisfy a woman. Their only purpose is to serve real men, not take out your cock sissy!". I was hesitant, but in fear of what he might do to me I showed everyone my tiny cock, that was hard from wearing girls clothing. Mr. R then walked to his desk and took a ruler from it. He then measured my cock. he laughed as he said just barley 4 inches. He then forced me on to my knees, "take off my trousers!" he yelled. I gulped and did what I was told removing his belt, un zipping his fly and pulling down his pants , it was humiliating, and I was so surprised how turned on I was getting. I looked up at the giant bulge in his pants, and I nearly screamed out with either excitement or fear. "Take it out" he said calmly, slowly I pulled down his pants to reveal is fat monster cock. It wasn't even close to being hard and it was already at least 7 inches. He then grabbed my head and pushed my face into my balls and placed his fat flaccid, uncut cock across my face between my eyes. The smell alone was enough to make me cum but I held it in hopes to save what self respect I still had. "See everyone" he turned addressing the class and completely ignoring me, "This is the place of a sissy, on their knees facing a real man, and you sissies are going to learn how to serve them as well." Without even thing I began to talk, still with his big cock on my face. "But I'm not gay, I came here to find my true sexuality you can't force me to become a sissy, I am a man!". The whole class burst out into laughter, Mr. R as well, finally after laughter Mr. R spoke. "look here sissy, I don't think you have any right to call yourself a man in your position, so I am going to tell you what's going to happen to you in these 4 months, you're going to be a slut for all the men on this campus and dress like a slut also, you're going to do as your told and you're going to be a perfect sissy. Real men are going to take you whenever they want and **** your pretty little ass and face, and you're going to love it cause that all a sissy like you is good for. "But you can't do that" I exclaimed, " I can't can I? well listen here" he said lifting his cock off my head " you're going to suck on my cock and I am going to shoot a load all over your face, and there is nothing you can do to stop me. I am superior to you in every way and there is nothing you can do not grab my cock and stick it in your mouth!". Sadly I knew he was right, the only thing I could do is suck on his cock and hope it ends soon. I grabbed it with both hands and began pumping back and forth. I did what I could remember seeing from porn videos. I kept pumping till his foreskin was completely pulled back and I could see the head of his massive dick. he wasn't even fully erect yet so I kept pump as I placed my lips on the head of his penis and began licking it gently. While all this was happening Mr. R was addressing the class telling how there was no hope of me ever being a man, and how the sissy life was all I had. Finally his cock was hard and it was easily over 10 inches. I had to completely open my mouth if I were to fit. I begged him to stop and he just laughed and said either it goes in this whole, or we try the other. Frightened I open my mouth and slid the giant cock between my lips and down my throat, I began to gag but he grabbed the back of my head and made me kept going. My eyes began to water as his cock slid deeper and deeper until finally relising my head. I fell back wards coughing and gagging. My mouth drooling with a mix of my saliva and his pre cum, tears still rolling down my eyes. Mr. R then pulled up his pants, buckled his belt, bent down and whispered into my ear "don't worry sweetie, you are going to learn to handle my cock, oh and welcome to sissy school"
Liesl
- 12.09.2021
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- 0
