He made me a sissy!
I had no experience when I met him. It happened so easily and quicker than I imagined possible. It turns out he had a lot of experience. When we met, it was difficult at first to drop my practiced male behavior but he had a real pimp mouth. Almost immediately he began to size me up. Look me up and down and make little comments about my appearance then when he told me that I had a nice ass, my dick started to get hard. He also made a comment about my mouth being smaller which also was a turn on.
He told me to relax. Said its no big deal, think of it like a little role play. He said just try and have fun. He was nice looking with a solid build. He looked strong. He had a motel room set up and some beer and liquor sitting out along with a brown paper bag. He told me he wanted me to wear the clothes he brought for me. This was sexy, he had a plan in mind. Maybe more than just a little role play.
It was suprising how quickly he took the dominant role with little things like that. It immediately forced me into the submissive role- which is what we both wanted anyway.
Before I got dressed we each had 3 or 4 shots and shared a cigarette. When i came out of the bathroom wearing the panties, garters, bra, and wig that he brought, he was sitting at the table, shirtless. I was standing there dressed as a woman for the first time in my life in front of another person. Also for the first time in my life I was alone with a man who asserting dominance and control over me. I felt uncomfortable. He motioned for me to sit down and poured me a drink. As daintily as I could, I walked over and sat down.
I crossed my legs and said nothing as i drank. I didn’t know what to do or say so I drank without making eye contact. Finally he said- in the most gentle and comforting way- ‘ It’s OK baby girl. It’ll be our secret. Think of it as just two people making each other feel better.’
When I heard that I let out a big exhale. Feeling a little more at ease I looked up and i saw that he had pulled his dick out and had been stroking it. At that point the room started to spin. I felt nothing. No more awkwardness, no more discomfort, just a hyper focus on his dick. It was beautiful. Thick, long, throbbing ,clean shaven and SOLID. I couldn’t break my stare. My mouth dropped open. He looked at me and whispered ‘ Go ahead’. I dropped forward to my knees and moved my head closer and closer until his dick was inside my mouth. Then I wrapped my lips tightly around his cock and finally I looked up at him as I started to suck.
This was everything I had been waiting for. My own dick grew so hard, precum seeped through my panties. I buried my face in his lap with his dick deep in my throat and his balls pressed against my face. He stood up and playfully slapped my face with his dick. I put his balls in my mouth and layed his dick across my face while looking up at him. He led me to the bed and threw me on my back.
Ill never forget the exact moment I became his bitch. It’s the same moment that I became an avowed sissy cocklover for life. While I was on my back I spread my legs. He leaned over me and clasped my hands together and pinned them over my head with one hand. With his other hand he pulled my panties aside and worked his dick into my tight asshole. It took some time but eventually he slowly proceeded the full length, until his balls touched my ass cheeks. I was in total euphoria.
His dick was all the way inside me! I was completely submissive. He was a handsome man too. With a nice 6 pack and a gorgeous dick. I felt so lucky for it to becoming true. He held my my dick too hold me in place. The way he handled it as if my dick was useless, just something that was in the way and he was free to grab my dick like it was his property. It made me so hard. I was ready to burst.
The moment happened when he had been pounding me for a few minutes. My dick was so hard it was painfull. He went balls deep, pinng my asshole in place. He already had my hands held together over my head and pinned them to the bed. The next thing he did with his free hand was reach for my neck and gently squeeze my throat. And like that I was his in every possible way this man held me in place, with his hands and dick and I willing gave in. My eyes rolled back in my head.
He gave the slightest pressure to my neck as he rammed his dick as far as possible into my guts. I stuck out my toungue and he spit on it. At that point, humiliated and in ecstasy, in that position, I came. My dicked dribbled load after load of cum. I hadn’t ever experienced what I now know is called a sissygasm. I couldn’t believe it and didn’t know it was possible.
He pulled his dick out of my asshole and left me a quivering, sloppy, mess. He walked to the head of the bed and said ‘open’. I opened my mouth and he stroked his dick until he shot his warm load into the back of my throat. I eagerly swallowed his jizz.
After a few minutes, I was still laying, enjoying this heavenly moment when I felt him touching my limp, soggy, dick. I sat up to look and find him sitting next to me putting my dick in a chastity cage. I wasnt going to stop him. I loved every minute of this and this was letting me know that he had more plans for me. I was thrilled. I felt like a schoolgirl who had her first kiss.
He poured more drinks and we both sat back in the bad. He sat up a little bit and put his arm around me and pulled me in tight, under his arm. There i was: smaller, Weaker and more submissive, carrying his load inside me, being held by the man that just gaped my asshole.
We drank and got drunk. He turned up the radio and after a moment his eyes flashed and he grabbed me by the arms pulled me in and squeezed my ass. He asked me if I was his bitch now. I told him id be thrilled to be his girl and his dick was amazing and id do anything to get more of his dick.
With the drinks hitting hard now, he pulled me in and we started making out. I could feel his dick pressing up against my caged penis. As he kissed me I thought about all the sissies I’ve watched getting fucked by big cocks and the thought that my dream is now a reality had my dick getting hard again! It was a strange and painful feeling having it in a cage. It somehow made me even more obedient to him. I didnt want him to remove it even though it hurt. I knew it signified that I was his bitch and my dick was now his.
He put me on my knees, face down , ass up. My caged dick dangling helplessly between my legs. He slowly lowered his dick into my open asshole. My dick was hard again and still ooozing cum. I said, now with a lisp, ‘Oh my god, you’re dick is amazing, this sissy pussy is all yours!’
His dick felt like steel. It was hard to believe it was just flesh because it was so hard. He went fast then deep and hard. I thought he was going rip my asshole open. He lifted me by my hips and actually lifted me off the floor , with his dick in my ass! He tossed me onto the bed and threw my legs back. When he came in for the finish i told him ‘ cum inside me, please.’ I couldn’t believe I said please. It sounded so pathetic. But he looked and said ‘ Don’t worry baby girl, you’ll get every last drop.’ At last I felt his cum shooting deep inside my stretched sissy cunt.
He pushed me off of him- rather harshly- and his dick slid out of my butt. I felt now what a mess my asshole was. His jizz was inside me! And it was leaking out of my butt. I couldn’t squeeze it shut, he destroyed my asshole and i fell over onto my side. My asshole was gaped, my dick was now soft, limp and small. He stood up, ovee me, his dick still huge, Sweat beeding up on his muscular body. I knew then and there that I was never looking back and I would now live my life as a sissy slut.
I cant put into words how good it felt to know I had just been bred by a black bull. I loved knowing that his jizz was still inside my asshole. I knew I was a cock loving, sissy bitch for life!
I rolled onto my back. He looked at me and asked if I wanted more? I couldn’t believe it! I spread my legs open like a girl would. My limp dick flopped to one side and I said “My ass is yours.”
He slowly slid his stiffening dick back into my ass. Every minute of it was incredible. The way it felt, the warm, full feeling deep in my ass. I felt his balls slapping my own. I felt dominated and owned. He grabbed my hips and pulled me into him. He made me feel like a sissy and I loved it!
The full length of his dick wasn’t enough. I asked him to lay on his back and I sat on his dick, dropping my full weight and felt his dick all the way up in my guts!!! I started to grind wildly on his cock, rocking my hips and ass and riding his cock like a cowgirl. I was so fucking happy. I could feel his dick was now as hard as a fucking diamond and I could feel it was starting to cum. At this moment my own little boi pussy started to leak more and more until I began a full on sissygasm!
I bore down so hard on his cock. There was no way I was getting off of him. He held my wrists behind my back and pulled me down even more onto his dick as he thrust his hips up and down repeatedly like a jackhammer. My dicklet finally erupted cum! His final, violent burst shook me like a rag-doll and his warm cum flooded my asshole one more time!
When it was over he got dressed and left. I was standing, naked, dick limp and bare assed, looking like I just got the shit fucked out of me I went to bed that night for the first time without feeling any shame.
I’ve never looked back and I’ve never got tired of meeting guys and serving lovely big dicks. It’s exciting, every single time is like the first time all over again. I can never get enough.
I met him many more times. Each time more relaxing, always hard but respectful. My wig and make up game improved and I found myself changing my workouts to emphasise a more girlish body… all so i could attract men!
Sounds crazy. Even when I looked like a pale dude in a wig he always made me feel pretty and sexy and his dick felt so good. It was like being addicted to a d**g. I loved evolving with him and becoming more feminine in his presence. He always supported my physical needs and never judged me. It was the perfect introduction to the lifestyle.
I have been addicted ever since and no longer feel any shame. I always think of it as two people just making each other feel better.
He told me to relax. Said its no big deal, think of it like a little role play. He said just try and have fun. He was nice looking with a solid build. He looked strong. He had a motel room set up and some beer and liquor sitting out along with a brown paper bag. He told me he wanted me to wear the clothes he brought for me. This was sexy, he had a plan in mind. Maybe more than just a little role play.
It was suprising how quickly he took the dominant role with little things like that. It immediately forced me into the submissive role- which is what we both wanted anyway.
Before I got dressed we each had 3 or 4 shots and shared a cigarette. When i came out of the bathroom wearing the panties, garters, bra, and wig that he brought, he was sitting at the table, shirtless. I was standing there dressed as a woman for the first time in my life in front of another person. Also for the first time in my life I was alone with a man who asserting dominance and control over me. I felt uncomfortable. He motioned for me to sit down and poured me a drink. As daintily as I could, I walked over and sat down.
I crossed my legs and said nothing as i drank. I didn’t know what to do or say so I drank without making eye contact. Finally he said- in the most gentle and comforting way- ‘ It’s OK baby girl. It’ll be our secret. Think of it as just two people making each other feel better.’
When I heard that I let out a big exhale. Feeling a little more at ease I looked up and i saw that he had pulled his dick out and had been stroking it. At that point the room started to spin. I felt nothing. No more awkwardness, no more discomfort, just a hyper focus on his dick. It was beautiful. Thick, long, throbbing ,clean shaven and SOLID. I couldn’t break my stare. My mouth dropped open. He looked at me and whispered ‘ Go ahead’. I dropped forward to my knees and moved my head closer and closer until his dick was inside my mouth. Then I wrapped my lips tightly around his cock and finally I looked up at him as I started to suck.
This was everything I had been waiting for. My own dick grew so hard, precum seeped through my panties. I buried my face in his lap with his dick deep in my throat and his balls pressed against my face. He stood up and playfully slapped my face with his dick. I put his balls in my mouth and layed his dick across my face while looking up at him. He led me to the bed and threw me on my back.
Ill never forget the exact moment I became his bitch. It’s the same moment that I became an avowed sissy cocklover for life. While I was on my back I spread my legs. He leaned over me and clasped my hands together and pinned them over my head with one hand. With his other hand he pulled my panties aside and worked his dick into my tight asshole. It took some time but eventually he slowly proceeded the full length, until his balls touched my ass cheeks. I was in total euphoria.
His dick was all the way inside me! I was completely submissive. He was a handsome man too. With a nice 6 pack and a gorgeous dick. I felt so lucky for it to becoming true. He held my my dick too hold me in place. The way he handled it as if my dick was useless, just something that was in the way and he was free to grab my dick like it was his property. It made me so hard. I was ready to burst.
The moment happened when he had been pounding me for a few minutes. My dick was so hard it was painfull. He went balls deep, pinng my asshole in place. He already had my hands held together over my head and pinned them to the bed. The next thing he did with his free hand was reach for my neck and gently squeeze my throat. And like that I was his in every possible way this man held me in place, with his hands and dick and I willing gave in. My eyes rolled back in my head.
He gave the slightest pressure to my neck as he rammed his dick as far as possible into my guts. I stuck out my toungue and he spit on it. At that point, humiliated and in ecstasy, in that position, I came. My dicked dribbled load after load of cum. I hadn’t ever experienced what I now know is called a sissygasm. I couldn’t believe it and didn’t know it was possible.
He pulled his dick out of my asshole and left me a quivering, sloppy, mess. He walked to the head of the bed and said ‘open’. I opened my mouth and he stroked his dick until he shot his warm load into the back of my throat. I eagerly swallowed his jizz.
After a few minutes, I was still laying, enjoying this heavenly moment when I felt him touching my limp, soggy, dick. I sat up to look and find him sitting next to me putting my dick in a chastity cage. I wasnt going to stop him. I loved every minute of this and this was letting me know that he had more plans for me. I was thrilled. I felt like a schoolgirl who had her first kiss.
He poured more drinks and we both sat back in the bad. He sat up a little bit and put his arm around me and pulled me in tight, under his arm. There i was: smaller, Weaker and more submissive, carrying his load inside me, being held by the man that just gaped my asshole.
We drank and got drunk. He turned up the radio and after a moment his eyes flashed and he grabbed me by the arms pulled me in and squeezed my ass. He asked me if I was his bitch now. I told him id be thrilled to be his girl and his dick was amazing and id do anything to get more of his dick.
With the drinks hitting hard now, he pulled me in and we started making out. I could feel his dick pressing up against my caged penis. As he kissed me I thought about all the sissies I’ve watched getting fucked by big cocks and the thought that my dream is now a reality had my dick getting hard again! It was a strange and painful feeling having it in a cage. It somehow made me even more obedient to him. I didnt want him to remove it even though it hurt. I knew it signified that I was his bitch and my dick was now his.
He put me on my knees, face down , ass up. My caged dick dangling helplessly between my legs. He slowly lowered his dick into my open asshole. My dick was hard again and still ooozing cum. I said, now with a lisp, ‘Oh my god, you’re dick is amazing, this sissy pussy is all yours!’
His dick felt like steel. It was hard to believe it was just flesh because it was so hard. He went fast then deep and hard. I thought he was going rip my asshole open. He lifted me by my hips and actually lifted me off the floor , with his dick in my ass! He tossed me onto the bed and threw my legs back. When he came in for the finish i told him ‘ cum inside me, please.’ I couldn’t believe I said please. It sounded so pathetic. But he looked and said ‘ Don’t worry baby girl, you’ll get every last drop.’ At last I felt his cum shooting deep inside my stretched sissy cunt.
He pushed me off of him- rather harshly- and his dick slid out of my butt. I felt now what a mess my asshole was. His jizz was inside me! And it was leaking out of my butt. I couldn’t squeeze it shut, he destroyed my asshole and i fell over onto my side. My asshole was gaped, my dick was now soft, limp and small. He stood up, ovee me, his dick still huge, Sweat beeding up on his muscular body. I knew then and there that I was never looking back and I would now live my life as a sissy slut.
I cant put into words how good it felt to know I had just been bred by a black bull. I loved knowing that his jizz was still inside my asshole. I knew I was a cock loving, sissy bitch for life!
I rolled onto my back. He looked at me and asked if I wanted more? I couldn’t believe it! I spread my legs open like a girl would. My limp dick flopped to one side and I said “My ass is yours.”
He slowly slid his stiffening dick back into my ass. Every minute of it was incredible. The way it felt, the warm, full feeling deep in my ass. I felt his balls slapping my own. I felt dominated and owned. He grabbed my hips and pulled me into him. He made me feel like a sissy and I loved it!
The full length of his dick wasn’t enough. I asked him to lay on his back and I sat on his dick, dropping my full weight and felt his dick all the way up in my guts!!! I started to grind wildly on his cock, rocking my hips and ass and riding his cock like a cowgirl. I was so fucking happy. I could feel his dick was now as hard as a fucking diamond and I could feel it was starting to cum. At this moment my own little boi pussy started to leak more and more until I began a full on sissygasm!
I bore down so hard on his cock. There was no way I was getting off of him. He held my wrists behind my back and pulled me down even more onto his dick as he thrust his hips up and down repeatedly like a jackhammer. My dicklet finally erupted cum! His final, violent burst shook me like a rag-doll and his warm cum flooded my asshole one more time!
When it was over he got dressed and left. I was standing, naked, dick limp and bare assed, looking like I just got the shit fucked out of me I went to bed that night for the first time without feeling any shame.
I’ve never looked back and I’ve never got tired of meeting guys and serving lovely big dicks. It’s exciting, every single time is like the first time all over again. I can never get enough.
I met him many more times. Each time more relaxing, always hard but respectful. My wig and make up game improved and I found myself changing my workouts to emphasise a more girlish body… all so i could attract men!
Sounds crazy. Even when I looked like a pale dude in a wig he always made me feel pretty and sexy and his dick felt so good. It was like being addicted to a d**g. I loved evolving with him and becoming more feminine in his presence. He always supported my physical needs and never judged me. It was the perfect introduction to the lifestyle.
I have been addicted ever since and no longer feel any shame. I always think of it as two people just making each other feel better.
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