From straight, to top, to sissy.
Inspired by a reader...
I had always been curious, but too macho to ever give in and try it. Girl after girl, then woman after woman, all great, all amazing, yet missing something. I knew it deep down, but refused it. Watching porn, often with my lady right next to me, I secretly wondered about sucking cock. Cock looked so sexy, so appealing, so alluring. The pornstars, they looked almost orgasmic as they took cum shots. I thought It must be orgasmic to get cummed on, too. Secretly, I started to explore it.
When I had the nerve, when my urges were just so strong, when I was at my weakest, I'd find a man to fuck. I'd always top, but started to become very oral, too. Sucking cock, tasting cum. Even kissing, in the heat of the moment. I began to know, to understand, how much I enjoyed having sex with other men. As I got older, the urges and desires not only increased, but also began to change. I had become curious, my body seemed to crave it. I started to masturbate with a dildo. Gosh, it hurt. I was so tight, but the urge to be filled was overpowering. Oh, when it slipped in! Feeling it, the pressure, made me so instantly rock hard and made my precum flow down my shaft. "No wonder why so many guys love it," I thought. When I came, it was like I was a teenager again. So hard, so intense, I shook to one of the best orgasms of my life.
In secret, in private, it became a regular part of my masturbation. The orgasms were always so amazing! Could they be even better? I had been watching videos. I had seen beautiful trans girls and sissy boys cum, hands free, from fucking their toys. I could only imagine the thrill and pleasure of it! I got a bigger dildo with a suction cup at the base. Realistic, life like, with big, tight balls and a well defined head. I was so excited to try it. The fact that my desires and wants were changing occurred to me, but this was just fantasy, right? At first, I excitedly stuck it to a smooth chair and rubbed lube all over it. I was already dripping! Straddling it, sliding down it's shaft seemed so natural and amazing! Filling me, pushing deep inside me, rubbing on pleasure points I did not know I had. My cock flopped as I rode it, flinging my precum all over! Fuck, I felt like I could cum! I felt so close that my legs were shaking! I moved my new best friend to a wall and got on all fours. The submissiveness of it was surprisingly a turn on. Pushing back on the head of the dildo, my hole opened up and took it deep once more. Back and forth, back and forth, inching closer what I knew had to be an unforgettable, amazing experience. Yes, yes, so into, so imaging a real man having me. I called out, "Yes, fuck me!" Saying it made me feel so sexy, so submissive, so able to give into the pleasure of it. My whole body was shaking. I so wanted to touch myself, I knew that it would be all that it would take to reach orgasm. I squeezed my ass down on the fake cock and spasmed. I came uncontrollably right then and there, hands free!
Is an anal orgasm possible? It sure felt like it. I carefully pulled myself off my magnificent toy, breathless and still quivering, completely spent. It proved to be addictive. My body and mind craved that sheer, unadulterated pleasure. I got into the whole fantasy of it. Crawling over to it on my hands and knees as if it were my man. Moaning as I felt it on my lips, purring as I sucked on it's balls. Running my tongue along the tip, imagining that I could taste it's precum. It all heightened my arousal, my need to feel it once more. Turning around for it became such a thrill. The anticipation, such a submissive act, surprising amazing, surprisingly thrilling. Part role play, part fantasy, I whispered that he could fuck me. I knew that saying it out loud made it more real. It made me acknowledge and try to accept my needs and desires. I bit my lower lip as it slid into me. More whispers, "Fuck, I love your cock!" "Fuck, you feel so good!" I put my head down on a pillow so that I could rub my nipples. The more submissive I allowed myself to become, the better it felt. I knew that if it were my man's hands rubbing and pinching them, I'd cum for sure!
Everyone knows the next step, so did I. I had found it easy to find bottoms from time to time, when the mood would strike. Would finding a top be any different? Thankfully, as I would find out, no, it was not. His proflie read, "Big, thick top for straight guys." I had to rrsist the urge to touch myself. We chatted and agreed to meet. There was no doubt what both of us were looking for. My outer, masculine side would be locked away, right from the start. I would be, wanted to be, beta to an alpha. He set the tone right away, kissing me quickly, deeply. As I had with many women in the past, it made it clear who was in charge and I loved it. I loved how my role was now compleletely reversed! He drove his tongue down my mouth, it made my sissy side flourish. Moaning, rubbing him, I was so his! I felt his hands on my shoulders. Gosh, he knew what I needed and how I needed to be treated. I had always liked sucking cock, but this felt more like making love to cock. Making him hard was so satisfying. I smiled knowing that I was pleasing my man!
He took my hand, and lead me to the bedroom. He knew it was my first time, he knew to break me in slowly, romantically. For now, it was the "girlfriend" experience and I loved it so much. Honestly, I didn't know that this would lead to me being such a sissy, but I guess that I should of suspected it! I just wanted to try it, to explore this side of it, at first. At least that was what I told myself.
We got undressed. We kissed again, his hands on my ass. My hands feeling his shoulders, his arms, his chest. I was beginning to ache for him. I couldn't wait to feel him inside me. Down to my knees, I fell. Why does it feel so good to be in this position? I sucked his cock and balls, I was his. Again, he guided me up and onto him as he layed back on the bed. I did not hesitate! I took his thick, lubed cock in my hand and guided it up my ass. My precum just flowed out as his amazing dick filled me. I let out a "yes!" without thinking. Why would anyone think that I wasn't anything but a total sissy? My body knew, before my mind. When my miind caught up, it was actually the best part! I rode him, grinded on him. "Yes, baby!" My words surprised me. They just came out, so naturally. I said it again, loving how it felt, "Yes, baby, yes!" Taking the hint, he called out, "Yeah, fuck that cock! Take it deep!" My legs began to shake, I felt that familar sensstion of being on the edge of orgasm. Such an amazing top, he knew what I needed! He pushed me off of him and I instinctively got on all fours for him. My hole felt gaped and empty, ready to be filled once more. His fingers digging into my sides, his grunts filling the air, he fucked me. I whimpered, "yes, yes," so very close. My ass tightened and my cock jerked and my cum began to flow out all over his bed. "Cum in me, baby! Cum!" I wasn't even thinking now, just being, and it was amazing. My whole moved with each and every, powerful thrust. His balls slapped mine, sounds of fucking filled the room. Then his wonderful grunt as he held still and his cock pulsed and his cum rushed into my ass. He stayed there, letting his orgasm subside, for him. The knowledge that I had just been cummed in, sink in, for me. When he collapsed onto the bed next to me, I felt such strange emotions. I kissed his chest before going to the rest room, I could feel his cum leaking out, it made me smile.
I stopped chasing women, after that. I became his regular cum dump, for awhile. He would just message me and I would show up, to get fucked. It was perfect for both of us. An exhibitionist side showed up, too. Well, a touch of it, anyways. Parking in a secluded spot, he turned me around and I pulled down my pants! He fucked me standing right next to our cars! My sissy side was showing and growing. Another time he pulled out and shot his load all over my face, as I moaned, so happy to receive it. Still, that wasn't even when it really sank in for me.
For me, it seemed to grow organically. Looking back, I think if I had to pin point a true moment, it would be when I began to desire multiple men at once. A true sissy, a true slut's calling. It was this urge to be used. The urge to used for other men's pleasure. Those might be better shared and explored in another post, however!
I had always been curious, but too macho to ever give in and try it. Girl after girl, then woman after woman, all great, all amazing, yet missing something. I knew it deep down, but refused it. Watching porn, often with my lady right next to me, I secretly wondered about sucking cock. Cock looked so sexy, so appealing, so alluring. The pornstars, they looked almost orgasmic as they took cum shots. I thought It must be orgasmic to get cummed on, too. Secretly, I started to explore it.
When I had the nerve, when my urges were just so strong, when I was at my weakest, I'd find a man to fuck. I'd always top, but started to become very oral, too. Sucking cock, tasting cum. Even kissing, in the heat of the moment. I began to know, to understand, how much I enjoyed having sex with other men. As I got older, the urges and desires not only increased, but also began to change. I had become curious, my body seemed to crave it. I started to masturbate with a dildo. Gosh, it hurt. I was so tight, but the urge to be filled was overpowering. Oh, when it slipped in! Feeling it, the pressure, made me so instantly rock hard and made my precum flow down my shaft. "No wonder why so many guys love it," I thought. When I came, it was like I was a teenager again. So hard, so intense, I shook to one of the best orgasms of my life.
In secret, in private, it became a regular part of my masturbation. The orgasms were always so amazing! Could they be even better? I had been watching videos. I had seen beautiful trans girls and sissy boys cum, hands free, from fucking their toys. I could only imagine the thrill and pleasure of it! I got a bigger dildo with a suction cup at the base. Realistic, life like, with big, tight balls and a well defined head. I was so excited to try it. The fact that my desires and wants were changing occurred to me, but this was just fantasy, right? At first, I excitedly stuck it to a smooth chair and rubbed lube all over it. I was already dripping! Straddling it, sliding down it's shaft seemed so natural and amazing! Filling me, pushing deep inside me, rubbing on pleasure points I did not know I had. My cock flopped as I rode it, flinging my precum all over! Fuck, I felt like I could cum! I felt so close that my legs were shaking! I moved my new best friend to a wall and got on all fours. The submissiveness of it was surprisingly a turn on. Pushing back on the head of the dildo, my hole opened up and took it deep once more. Back and forth, back and forth, inching closer what I knew had to be an unforgettable, amazing experience. Yes, yes, so into, so imaging a real man having me. I called out, "Yes, fuck me!" Saying it made me feel so sexy, so submissive, so able to give into the pleasure of it. My whole body was shaking. I so wanted to touch myself, I knew that it would be all that it would take to reach orgasm. I squeezed my ass down on the fake cock and spasmed. I came uncontrollably right then and there, hands free!
Is an anal orgasm possible? It sure felt like it. I carefully pulled myself off my magnificent toy, breathless and still quivering, completely spent. It proved to be addictive. My body and mind craved that sheer, unadulterated pleasure. I got into the whole fantasy of it. Crawling over to it on my hands and knees as if it were my man. Moaning as I felt it on my lips, purring as I sucked on it's balls. Running my tongue along the tip, imagining that I could taste it's precum. It all heightened my arousal, my need to feel it once more. Turning around for it became such a thrill. The anticipation, such a submissive act, surprising amazing, surprisingly thrilling. Part role play, part fantasy, I whispered that he could fuck me. I knew that saying it out loud made it more real. It made me acknowledge and try to accept my needs and desires. I bit my lower lip as it slid into me. More whispers, "Fuck, I love your cock!" "Fuck, you feel so good!" I put my head down on a pillow so that I could rub my nipples. The more submissive I allowed myself to become, the better it felt. I knew that if it were my man's hands rubbing and pinching them, I'd cum for sure!
Everyone knows the next step, so did I. I had found it easy to find bottoms from time to time, when the mood would strike. Would finding a top be any different? Thankfully, as I would find out, no, it was not. His proflie read, "Big, thick top for straight guys." I had to rrsist the urge to touch myself. We chatted and agreed to meet. There was no doubt what both of us were looking for. My outer, masculine side would be locked away, right from the start. I would be, wanted to be, beta to an alpha. He set the tone right away, kissing me quickly, deeply. As I had with many women in the past, it made it clear who was in charge and I loved it. I loved how my role was now compleletely reversed! He drove his tongue down my mouth, it made my sissy side flourish. Moaning, rubbing him, I was so his! I felt his hands on my shoulders. Gosh, he knew what I needed and how I needed to be treated. I had always liked sucking cock, but this felt more like making love to cock. Making him hard was so satisfying. I smiled knowing that I was pleasing my man!
He took my hand, and lead me to the bedroom. He knew it was my first time, he knew to break me in slowly, romantically. For now, it was the "girlfriend" experience and I loved it so much. Honestly, I didn't know that this would lead to me being such a sissy, but I guess that I should of suspected it! I just wanted to try it, to explore this side of it, at first. At least that was what I told myself.
We got undressed. We kissed again, his hands on my ass. My hands feeling his shoulders, his arms, his chest. I was beginning to ache for him. I couldn't wait to feel him inside me. Down to my knees, I fell. Why does it feel so good to be in this position? I sucked his cock and balls, I was his. Again, he guided me up and onto him as he layed back on the bed. I did not hesitate! I took his thick, lubed cock in my hand and guided it up my ass. My precum just flowed out as his amazing dick filled me. I let out a "yes!" without thinking. Why would anyone think that I wasn't anything but a total sissy? My body knew, before my mind. When my miind caught up, it was actually the best part! I rode him, grinded on him. "Yes, baby!" My words surprised me. They just came out, so naturally. I said it again, loving how it felt, "Yes, baby, yes!" Taking the hint, he called out, "Yeah, fuck that cock! Take it deep!" My legs began to shake, I felt that familar sensstion of being on the edge of orgasm. Such an amazing top, he knew what I needed! He pushed me off of him and I instinctively got on all fours for him. My hole felt gaped and empty, ready to be filled once more. His fingers digging into my sides, his grunts filling the air, he fucked me. I whimpered, "yes, yes," so very close. My ass tightened and my cock jerked and my cum began to flow out all over his bed. "Cum in me, baby! Cum!" I wasn't even thinking now, just being, and it was amazing. My whole moved with each and every, powerful thrust. His balls slapped mine, sounds of fucking filled the room. Then his wonderful grunt as he held still and his cock pulsed and his cum rushed into my ass. He stayed there, letting his orgasm subside, for him. The knowledge that I had just been cummed in, sink in, for me. When he collapsed onto the bed next to me, I felt such strange emotions. I kissed his chest before going to the rest room, I could feel his cum leaking out, it made me smile.
I stopped chasing women, after that. I became his regular cum dump, for awhile. He would just message me and I would show up, to get fucked. It was perfect for both of us. An exhibitionist side showed up, too. Well, a touch of it, anyways. Parking in a secluded spot, he turned me around and I pulled down my pants! He fucked me standing right next to our cars! My sissy side was showing and growing. Another time he pulled out and shot his load all over my face, as I moaned, so happy to receive it. Still, that wasn't even when it really sank in for me.
For me, it seemed to grow organically. Looking back, I think if I had to pin point a true moment, it would be when I began to desire multiple men at once. A true sissy, a true slut's calling. It was this urge to be used. The urge to used for other men's pleasure. Those might be better shared and explored in another post, however!
18 days ago
