Becoming A Sissy , Part 6 free porn video
The story returns to find Peter in the aftermath of his mind blowing night with Tom, how would he react?
When Tom walked out the door and left me on my knees with my own cum stain on the floor, the taste of his arse, cock, balls and cum in my mouth I was stunned. The whole night was like a dream. Earlier in the day I considered myself to be a porn addict who would goon and wank for hours. Now? Well I had answered one question, this was more than a fantasy, the satisfaction I felt for giving such pleasure to such a magnificent Alpha Male told me my role in life was to be a sissy. I sat down in my chair, found my favourite Sissy Hypno video and jerked my little clit to completion. Then I did something I had never done before but which felt completely natural. I collected my cum in my hand, brought it up to my mouth and licked and slurped it into my mouth. If I was going to be a Sissy I had to get used to the taste of cum. While I enjoyed the taste and texture of my own, my memory of daddy's was that it was much richer and thicker which was to be expected, he was Alpha, I was Beta.
For the next four hours I sat watching sissy video after sissy video, observing how a good sissy worshiped an alpha male. I made mental notes of how I should crawl, swinging my ass and boy pussy from side to side, advertising my femininity.
I saw that to be a good sissy I had to know when to make eye contact and when not to. It wasn't that difficult. When I was serving my master with my mouth I should always look deep into his eyes, communicating how grateful I felt that he had chosen the. Otherwise when Daddy was talking to me I should lower my gaze to his cock and answer it. It felt invigorating but after all these years of trying to steal glances at Tom's magnificent manhood and not get caught, that now I didn't have to be secretive, but I had to do is worship it like the God that it was. I fell asleep and dreamt of Daddy.
The next morning my mobile phone woke me with shock. I picked up my phone, not really looking at who it was and to my surprise it was my father. Immediately I felt humiliated. He was just ringing to see how I was and ask if I was going to visit him and my mother. My humiliation came crashing down on me. I wasn't born to serve another man's penis. How pathetic I had become. I made my excuses as I couldn't bear to talk to my father knowing what I had done. When he got off the phone I started crying. This had to stop.
The next two hours were a frenzy of trying to erase what my pathetic life had become. I deleted all my porn which I had so lovingly curated. I felt ashamed and disgusted of myself, maybe if I really tried I could satisfy Sarah and become a man again? Maybe if I told her how sorry I was she would accept me back and we could try to live a normal life?
I spent the rest of the day hating myself and regretting what I had done.
The next day I woke up determined to re-establish my previous life. I called and left a message on Sarah's phone "Sarah, please ring me, I'm so sorry for not satisfying you, let's try again" I felt good about that and could feel some element of manliness returning to me.
For the rest of the day I busied myself with the mundane acts of life, paying bills tidying my flat doing my laundry! Occasionally my mind drifted back to the night before and before I could correct myself I could feel my penis starting to engorge. As soon as I could catch myself I stopped and changed the movie in my head, thinking about Sarah and how I could please her.
I was having something to eat when my phone binged, I had a message. I grabbed it quickly thinking maybe Sarah was getting back to me. She had. The message had a video attached and for a moment I thought, maybe it's a video of her agreeing to try one more time.
I started to play the video and quickly realised that there had been no change of heart. It was a video of Sarah completely naked, impaled on a dildo. As I watched, she rose and then plunged down on the enormous fake cock, up and down she went with her beautiful tits bouncing as she groaned and started shouting "Fuck me, fuck me, I love a massive cock" with that she looked directly at the camera and said "No Peter I don't think we are getting back together" and then she rose up off the dildo, picked it up and held it right in front of the camera "unless you've grown one of these overnight". The camera held its focus on the enormous dildo and I went from shame to lust.
She wasn't the only one who could get an enormous cock in her! I could hear laughing in the background and then the video ended.
Something clicked in my brain, I've been a fool to think I could be a proper man. I had enjoyed servicing my Daddy too much last night not to want to continue it. I thought back on what a good sissy should be able to do and knew that if Daddy ever wanted me again, he would want my boy pussy and it was my duty to prepare it for him. I practically ran to my bedroom and opened my bottom drawer which was full of my sex toys. I needed to take charge of stretching my pussy for daddy. I quickly replicated Sarah's position from the video. Except I didn't have a massive long dildo, anyway I wasn't so much worried about the length of Daddy's cock but rather it's width there really was no way my boy pussy could accommodate that and I knew I really needed to stretch myself. I had two butt plugs which I had not yet dared use, but knew that they were perfect for this purpose. They were rubber and looked grossly bulbous and at first impossible to get in my pussy. But this Sissy was determined!
I started squatting over the smaller butt plug which was 4 inches in diameter. I covered it in lube and gently lowered my sphincter onto it. The initial shock of feeling my anus being invaded by something so fat made me slow down. Could I really do this? In answer I lowered myself so that little by the little the fat butt plug entered my ass. I could have screamed, I was being torn apart, and this was the smaller of the two! My mind flashed back to Daddy's cock and I knew I had to keep going. Finally, I lowered myself so that all of the fat butt plug was in my ass. I just sat there feeling its size invade me as the pain gradually died down. Then the pleasure of knowing what I had achieved started to tingle my clit. I lay on my back on the floor and gently fucked the butt plug in and out of my ass savouring the feeling it gave me. I felt the power that being able to service my Daddy with my pussy would give me.
I decided to just lie on my bed with the butt plug in me, stretching me to give me some time before inserting its big brother. 15 minutes later my ass felt completely fine and I knew it was time. I lubed up the big one and as soon as I took the smaller one out of my ass started to insert its big brother. The first few inches went in very easily, until the fat part (6 inches in diameter) started to push against my ring. Oh my God, the pain shot through me. I found it easier to lie on my side with one leg pulled up to my chest, gently pushing fat boy into my ass. My whole body was tingling and my little clit was beginning to dribble my sissy cum, with a final push, the butt plug entered my ass, and I smiled with the achievement. I knew then that I had proven I was worthy of being Daddy's little sissy bitch, he could have my boy pussy any time he wanted. My chest swelled with pride, this was my role in life.
Again I lay on the bed this time for about an hour feeling how I was stretching to accommodate the intrusion in my anus. Only then could I risk starting to fuck myself with it. I felt shooting pain give way to base a****l lust. I was fucking myself with a fat piece of rubber and it felt amazing. imagine what Daddy's cock would feel like. I spilled my girly cum all over my belly. I scooped it up with my hand and fed it to my mouth licking my fingers like my life depended on it. After my orgasm I fell asleep and dreamed beautiful dreams of servicing my Daddy.
I woke up a few hours later with fat boy still in my ass. I gently pulled it out, and reinserted his smaller brother. At first it started to slip out as my gaping anus couldn't hold onto him. But gradually my ass muscles shrank and flexed to hold him in my ass.
I knew that being able to service Daddy's sexual needs in whatever way he wanted was something I could do. After all I had serviced him, to his satisfaction I believed, two days ago and had now started the training of my boy pussy. But I knew that there was more to being a sissy than the sex, there was also the submission which was an important part of how a sissy services Daddy. I grabbed my laptop, lay on the bed and started researching.
One of my friends on X hamster had helpfully posted "150 rules for a sissy" I read and re-read them and thought about how the next time I saw Daddy (I stopped myself for a moment, would there be a next time? Had I really satisfied daddy? What if he never came back?) But then I remembered that Daddy had said he would give me a call when he was horny, and I reapplied myself to my sissification.
I quickly realised how out of my depth I was, there was so much to do to turn me into a perfect sissy. While I loved wearing women's underwear (I mean Sissy's underwear) I had not bought any lingerie, shoes, dresses and then there was the issue over my hair which was short and obviously manly. My sex toys were insufficient for my total sissification. I felt disheartened and out of my depth. Then X hamster saved me again, I found the profile of a dominant woman who claimed to be able to give Sissy advise. Her profile implied she live nearby so I immediately befriended her and sent her a private message. "Please Mistress, I'm a little sissy boy who has found a Daddy, but I need to complete my sissification, can you help me?" My heart jumped when a direct message came back "Sissy, send me a photo of your most sissy pose" I immediately knew this was a test and sprung into action.
I slid on my favourite black thong and was standing in front of the mirror about to take a photograph. I re-read her message and realised that I wasn't sissy enough. I took out my favourite butt plug (big boy), lubed him up and pulling my thong to one side squatted on top of him. I was in front of the mirror so I was able to show three or four stages of big boy invading me. The final touch when big boy was completely inside me was to take the dildo and throwing my head back and ease it down my throat. Surely that's what she wanted. I quickly uploaded the photos and send them to her by direct message. "I can see you are serious about this, you sure you want to take the next step" I replied immediately "yes please Mistress" we quickly established that she didn't live that far for me and that we would be able to start the next morning. I hoped and prayed that Daddy would get in touch with me, but not just yet. I wanted to be perfect for him.
I met mistress the next day beside Piccadilly Tube station. To identify me she originally wanted me to dress up, but when I told her I only had underwear we agreed that I would carry a handbag. There I was standing in front of Piccadilly Tube station holding one of Sarah's handbags (red) and waiting for my mistress. She came over soon, rescuing me from some of the sideways glances I was receiving. She was a statuesque woman, big breasts and dressed to show off her beautiful figure. She looked me up and down "I think we will make you a very beautiful sissy, you have a girl's body already" my heart jumped and I swelled with pride. Daddy would be so happy.
She turned and started walking into the side streets of Soho. I followed behind her, which felt natural, my heart beating in my chest. We soon came to a non-descript doorway and climbed a flight of stairs. I had the perfect opportunity to ogle my mistresses magnificent ass but did not dare to.
At the top of the stairs we went inside a door and I thought I was in sissy heaven. On one side was the most beautiful range of underwear, lingerie, stockings, garters, dresses and shoes, everything a sissy could want. On the other side were a bewildering range of sex toys. I felt my clit start to react.
Behind the counter was a gorgeous woman with dark hair and beautifully dressed. Mistress went up to her saying "we've got another one, in a hurry to be sissified, let's get working" with that woman came from around the counter and looked me up and down. "Oh yes this one is perfect" then she looked me in the eye and said "get completely undressed". I looked at her for a moment a bit confused, she didn't mean right here in the middle of the shop did she? She held my gaze. Yes, that's exactly what she meant.
When Tom walked out the door and left me on my knees with my own cum stain on the floor, the taste of his arse, cock, balls and cum in my mouth I was stunned. The whole night was like a dream. Earlier in the day I considered myself to be a porn addict who would goon and wank for hours. Now? Well I had answered one question, this was more than a fantasy, the satisfaction I felt for giving such pleasure to such a magnificent Alpha Male told me my role in life was to be a sissy. I sat down in my chair, found my favourite Sissy Hypno video and jerked my little clit to completion. Then I did something I had never done before but which felt completely natural. I collected my cum in my hand, brought it up to my mouth and licked and slurped it into my mouth. If I was going to be a Sissy I had to get used to the taste of cum. While I enjoyed the taste and texture of my own, my memory of daddy's was that it was much richer and thicker which was to be expected, he was Alpha, I was Beta.
For the next four hours I sat watching sissy video after sissy video, observing how a good sissy worshiped an alpha male. I made mental notes of how I should crawl, swinging my ass and boy pussy from side to side, advertising my femininity.
I saw that to be a good sissy I had to know when to make eye contact and when not to. It wasn't that difficult. When I was serving my master with my mouth I should always look deep into his eyes, communicating how grateful I felt that he had chosen the. Otherwise when Daddy was talking to me I should lower my gaze to his cock and answer it. It felt invigorating but after all these years of trying to steal glances at Tom's magnificent manhood and not get caught, that now I didn't have to be secretive, but I had to do is worship it like the God that it was. I fell asleep and dreamt of Daddy.
The next morning my mobile phone woke me with shock. I picked up my phone, not really looking at who it was and to my surprise it was my father. Immediately I felt humiliated. He was just ringing to see how I was and ask if I was going to visit him and my mother. My humiliation came crashing down on me. I wasn't born to serve another man's penis. How pathetic I had become. I made my excuses as I couldn't bear to talk to my father knowing what I had done. When he got off the phone I started crying. This had to stop.
The next two hours were a frenzy of trying to erase what my pathetic life had become. I deleted all my porn which I had so lovingly curated. I felt ashamed and disgusted of myself, maybe if I really tried I could satisfy Sarah and become a man again? Maybe if I told her how sorry I was she would accept me back and we could try to live a normal life?
I spent the rest of the day hating myself and regretting what I had done.
The next day I woke up determined to re-establish my previous life. I called and left a message on Sarah's phone "Sarah, please ring me, I'm so sorry for not satisfying you, let's try again" I felt good about that and could feel some element of manliness returning to me.
For the rest of the day I busied myself with the mundane acts of life, paying bills tidying my flat doing my laundry! Occasionally my mind drifted back to the night before and before I could correct myself I could feel my penis starting to engorge. As soon as I could catch myself I stopped and changed the movie in my head, thinking about Sarah and how I could please her.
I was having something to eat when my phone binged, I had a message. I grabbed it quickly thinking maybe Sarah was getting back to me. She had. The message had a video attached and for a moment I thought, maybe it's a video of her agreeing to try one more time.
I started to play the video and quickly realised that there had been no change of heart. It was a video of Sarah completely naked, impaled on a dildo. As I watched, she rose and then plunged down on the enormous fake cock, up and down she went with her beautiful tits bouncing as she groaned and started shouting "Fuck me, fuck me, I love a massive cock" with that she looked directly at the camera and said "No Peter I don't think we are getting back together" and then she rose up off the dildo, picked it up and held it right in front of the camera "unless you've grown one of these overnight". The camera held its focus on the enormous dildo and I went from shame to lust.
She wasn't the only one who could get an enormous cock in her! I could hear laughing in the background and then the video ended.
Something clicked in my brain, I've been a fool to think I could be a proper man. I had enjoyed servicing my Daddy too much last night not to want to continue it. I thought back on what a good sissy should be able to do and knew that if Daddy ever wanted me again, he would want my boy pussy and it was my duty to prepare it for him. I practically ran to my bedroom and opened my bottom drawer which was full of my sex toys. I needed to take charge of stretching my pussy for daddy. I quickly replicated Sarah's position from the video. Except I didn't have a massive long dildo, anyway I wasn't so much worried about the length of Daddy's cock but rather it's width there really was no way my boy pussy could accommodate that and I knew I really needed to stretch myself. I had two butt plugs which I had not yet dared use, but knew that they were perfect for this purpose. They were rubber and looked grossly bulbous and at first impossible to get in my pussy. But this Sissy was determined!
I started squatting over the smaller butt plug which was 4 inches in diameter. I covered it in lube and gently lowered my sphincter onto it. The initial shock of feeling my anus being invaded by something so fat made me slow down. Could I really do this? In answer I lowered myself so that little by the little the fat butt plug entered my ass. I could have screamed, I was being torn apart, and this was the smaller of the two! My mind flashed back to Daddy's cock and I knew I had to keep going. Finally, I lowered myself so that all of the fat butt plug was in my ass. I just sat there feeling its size invade me as the pain gradually died down. Then the pleasure of knowing what I had achieved started to tingle my clit. I lay on my back on the floor and gently fucked the butt plug in and out of my ass savouring the feeling it gave me. I felt the power that being able to service my Daddy with my pussy would give me.
I decided to just lie on my bed with the butt plug in me, stretching me to give me some time before inserting its big brother. 15 minutes later my ass felt completely fine and I knew it was time. I lubed up the big one and as soon as I took the smaller one out of my ass started to insert its big brother. The first few inches went in very easily, until the fat part (6 inches in diameter) started to push against my ring. Oh my God, the pain shot through me. I found it easier to lie on my side with one leg pulled up to my chest, gently pushing fat boy into my ass. My whole body was tingling and my little clit was beginning to dribble my sissy cum, with a final push, the butt plug entered my ass, and I smiled with the achievement. I knew then that I had proven I was worthy of being Daddy's little sissy bitch, he could have my boy pussy any time he wanted. My chest swelled with pride, this was my role in life.
Again I lay on the bed this time for about an hour feeling how I was stretching to accommodate the intrusion in my anus. Only then could I risk starting to fuck myself with it. I felt shooting pain give way to base a****l lust. I was fucking myself with a fat piece of rubber and it felt amazing. imagine what Daddy's cock would feel like. I spilled my girly cum all over my belly. I scooped it up with my hand and fed it to my mouth licking my fingers like my life depended on it. After my orgasm I fell asleep and dreamed beautiful dreams of servicing my Daddy.
I woke up a few hours later with fat boy still in my ass. I gently pulled it out, and reinserted his smaller brother. At first it started to slip out as my gaping anus couldn't hold onto him. But gradually my ass muscles shrank and flexed to hold him in my ass.
I knew that being able to service Daddy's sexual needs in whatever way he wanted was something I could do. After all I had serviced him, to his satisfaction I believed, two days ago and had now started the training of my boy pussy. But I knew that there was more to being a sissy than the sex, there was also the submission which was an important part of how a sissy services Daddy. I grabbed my laptop, lay on the bed and started researching.
One of my friends on X hamster had helpfully posted "150 rules for a sissy" I read and re-read them and thought about how the next time I saw Daddy (I stopped myself for a moment, would there be a next time? Had I really satisfied daddy? What if he never came back?) But then I remembered that Daddy had said he would give me a call when he was horny, and I reapplied myself to my sissification.
I quickly realised how out of my depth I was, there was so much to do to turn me into a perfect sissy. While I loved wearing women's underwear (I mean Sissy's underwear) I had not bought any lingerie, shoes, dresses and then there was the issue over my hair which was short and obviously manly. My sex toys were insufficient for my total sissification. I felt disheartened and out of my depth. Then X hamster saved me again, I found the profile of a dominant woman who claimed to be able to give Sissy advise. Her profile implied she live nearby so I immediately befriended her and sent her a private message. "Please Mistress, I'm a little sissy boy who has found a Daddy, but I need to complete my sissification, can you help me?" My heart jumped when a direct message came back "Sissy, send me a photo of your most sissy pose" I immediately knew this was a test and sprung into action.
I slid on my favourite black thong and was standing in front of the mirror about to take a photograph. I re-read her message and realised that I wasn't sissy enough. I took out my favourite butt plug (big boy), lubed him up and pulling my thong to one side squatted on top of him. I was in front of the mirror so I was able to show three or four stages of big boy invading me. The final touch when big boy was completely inside me was to take the dildo and throwing my head back and ease it down my throat. Surely that's what she wanted. I quickly uploaded the photos and send them to her by direct message. "I can see you are serious about this, you sure you want to take the next step" I replied immediately "yes please Mistress" we quickly established that she didn't live that far for me and that we would be able to start the next morning. I hoped and prayed that Daddy would get in touch with me, but not just yet. I wanted to be perfect for him.
I met mistress the next day beside Piccadilly Tube station. To identify me she originally wanted me to dress up, but when I told her I only had underwear we agreed that I would carry a handbag. There I was standing in front of Piccadilly Tube station holding one of Sarah's handbags (red) and waiting for my mistress. She came over soon, rescuing me from some of the sideways glances I was receiving. She was a statuesque woman, big breasts and dressed to show off her beautiful figure. She looked me up and down "I think we will make you a very beautiful sissy, you have a girl's body already" my heart jumped and I swelled with pride. Daddy would be so happy.
She turned and started walking into the side streets of Soho. I followed behind her, which felt natural, my heart beating in my chest. We soon came to a non-descript doorway and climbed a flight of stairs. I had the perfect opportunity to ogle my mistresses magnificent ass but did not dare to.
At the top of the stairs we went inside a door and I thought I was in sissy heaven. On one side was the most beautiful range of underwear, lingerie, stockings, garters, dresses and shoes, everything a sissy could want. On the other side were a bewildering range of sex toys. I felt my clit start to react.
Behind the counter was a gorgeous woman with dark hair and beautifully dressed. Mistress went up to her saying "we've got another one, in a hurry to be sissified, let's get working" with that woman came from around the counter and looked me up and down. "Oh yes this one is perfect" then she looked me in the eye and said "get completely undressed". I looked at her for a moment a bit confused, she didn't mean right here in the middle of the shop did she? She held my gaze. Yes, that's exactly what she meant.
Leela
- 24.07.2021
- 11
- 0
