Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Click hereI was a quivering mess of nerves and humiliation as I walked into the restaurant and I could feel my sissy clitty slowly beginning to react...I was turned on. Intentionally late, to make a grand entrance for everyone to see, I slowly and seductively walked to my already seated man. I wanted to feel his disgust in the deep recesses of my mind. Something, only I as his male friend, now fully dressed as a sissy cocksucker could surrender to him. My first of many surrenders to this man.
He was seated in a secluded darker part of the restaurant and I immediately made eye contact with Tommy, my friend of fifteen years. He initially just casually smiled back at a strangely attractive woman, but then you could see the beautiful look of disbelief and disgust cross his face as I made my way to the table, slowly seated myself, crossed my legs and flung my hair off to one side.
I never felt more like a woman, my legs adorned with black shear suspender pantyhose, my hard pronounced nipples captured and tethered behind a sexy black lace bra, my clitty engulfed in a sissy pink cock cage and my black skirt and white blouse reflecting a sophisticated, elegant, confident, beautiful creature. I was the epitome of the docile feminine spirit and I was ready for my surrender and complete submission to a powerful masculine alpha.
Tommy awoke me from my wonderful sissy bliss with a few powerfully emasculating words. He slowly leaned forward and said "Are you some kind of fucking faggot?" Ever the man's man, Tommy was just reflecting a typical powerful masculine spirit. To Tommy there were only three kinds of people, men, women and faggots. And I was a faggot. My face flushed with embarrassment and humiliation, all I could do was smile and quietly nod my head, feeling the swing of my gold loop earnings, the scratchy material of the black lace bra caressing my hardened delicate nipples, as my clitty slowly engorged in the truly overwhelming presence of my alpha.
I was finally sitting with Tommy, dressed like a sissy cocksucker, sharing my most private deepest and darkest secret. I was out to my alpha fantasy and my heart was racing, my hands were shaking and I my delicate nipples were hard as diamonds and most of all, my sissy pussy was quivering with shame and humiliation. I loved it all!!
Struggling to calm myself, I finally offered something in my softest feminine high pitched voice, "I'm Marissa...it's good to meet you Tommy." Locked into his beautifully captivating bluegreen eyes, I reached out to touch his large and powerful calloused hands and I shuddered as we made flesh to flesh contact. It was both electric and erotic as I finally touched my alpha. The same strong controlling hands that were littered throughout my fantasies gripping my head as his throbbing erection was shoved deep down my throat, the same hands tightly handling my soft lace adorned hips while shoving his hardened cock deep inside my ass, the same hands that would wildly jackoff his hardened cock minutes before dropping a huge load of salty, slimy searing cum on my face and in my mouth, hands that were strong, forceful and most importantly, no longer limited to my sissy fantasy. They were real and entirely engulfed my soft feminine pinkish hands.
Before me, peering into the windows of my soul, was the alpha that had taken me on so many journeys of humiliation, degradation, surrender and most importantly, submission. Holding his hands, with a rush of embarrassment and shame, I reluctantly explained that I had finally found the delicate little girl that had been hiding for so many years behind the facade of a fictious masculine being.
He was still in a bit of shock, but as I squeezed and slowly caressed his hands he started to calm down and accept the situation. I wasn't nearly so calm, my clitty was pulsing, straining against the confines of my soft pink cock cage, my boipussy was tight and puckering and my heart was uncontrollably racing and pounding through my chest. I was a quivering mess. I had my fantasy Daddy in front of me, holding my hands, looking deep into my eyes.
He said, "I can't believe it, so now you're a faggot." As the rush of humliation washed over my body, my cheeks fully flushing, shamefully unable to maintain eye contact, I looked downward, leaned in close and in a soft and hushed feminine voice I whispered "Yes...I'm a sissy and I love to suck cock." It was so frank, so honest and innately nasty to the core, but it was me. I had practiced this phrase so many times, over and over, in my mind before today, but as the words escaped my lips I slowly squeezed his powerful hands, and with that, I was overwhelmed with a powerful feeling of surrender and submission, knowing that my sissy soul was lost forever in the gaze of his piercing bluegreen eyes. I was his and I wanted him to own me, force me do the most nasty and degrading sexual acts, to truly submit to his alpha spirit.
With a fiendishly seductive smile, I softly whispered into his ear, "Oh, and one more thing...I've never been penetrated."
It was as if a light bulb suddenly illuminated a deeply darkened room, I could see in his eyes the wonder of taking his friend. Taking Marissa, a submissive cock sucking sissy, on a deeply illicit journey of domination, disgust and sexual bliss. As the thoughts raced through his mind, they elicited a simple but powerful full faced almost devilish grin, as his darkest fantasies started to take shape in his dominant masculine mind. My whole fucking world changed in that single beautiful moment in time. I knew that I would be his sissy, he would enjoy the lurid and disturbing fantasies lodged deep within the depraved masculine mind and I would finally surrender my sissy fantasy to reality. I would finally complete my journey to sissy nervana with Tommy, fully pleasing my alpha, drinking in the nourishing sounds of his complete sexual satisfaction, submitting to his darkest and most disgusting sexual fantasies, and most importantly being owned by my Daddy.
It was at this point, I could tell he was getting somewhat aroused. Wow!!! I was turning on another man. OMG!! I was making his dick hard. The incredible power of knowing that I was getting his dick hard, his heart thumping through his chest, picturing me, no doubt, kneeling at his feet, with his rock hard cock deep in my throat, my mouth stretched to an extreme around his throbbing member, my soft feminine doe eyes reddened and watering, looking up to him, completely owned and controlled, locked into to his piercing powerful eyes. A vision of a submissive feminine spirit.
I decided I needed to be even more explicit about what it meant to be Tommy's sissy. Holding his strong hands, looking deep into his eyes, I leaned in and in my softest and most feminine voice, I whispered, "Tommy...I want you to use me like a whore. I want you to own me and make me your bitch." There, I said it, I completely opened up my soul to my Daddy, only hoping he would use me, control me, force me to be a deeply fulfilled sissy cocksucker. He now knew that I would be his whore, his bitch, his insatiable fuck toy.
I moved from my chair across from Tommy and seated myself to his side, close enough to reach into his lap, slowly moving down his thigh to the throbbing outline of a huge erection. Locked into his eyes, within the probbing eyes of everyone in the restuarant...It was happening!!! I was about to feel another man's cock for the first time in my life, a hardening throbbing piece of meat, something that had dominated my daily fantasies for so many months. I could hardly control my breathing, as I closed my eyes and jumped off the protected cliff of hetero sex into the deep chasm of sissy submission. Oh my god!!!
Tommy was now fully aroused and I could definitely make out a large bulge in his pants, from what I could only imagine was a huge throbbing cock. I had his pulsing member in my small hand, massaging it through his pants, back and forth, up and down, squeezing as much as I could. Oh, the power of pleasing an alpha, Tommy was beginning to melt into my hands, his breathing more and more labored, his eyes slowly closing, completely lost in the beginnings of a powerful masculine orgasm. Piercing glances from around the restuarant only heightened my shame and humiliation. I so wanted to bring him to completion but I had to stop, it was too much too soon, I didn't want my man to orgasm with a simple handjob, without sharing at least my cocksucker mouth.
After bringing him back to the confines of our small little restaurant, our intimate setting in this darkened part of the dining room, I leaned in and whispered in my most seductive voice, "Tommy...I want you inside me." There was a long calm and captivating silence, as we both sensed that fate had magically crossed our paths, he the dominant master and me the submissive sissy. It was almost perfect, magical, really some kind of beautiful, but before another word could be said, we were walking thru the restaurant, off to his truck, holding hands, a man with his woman. It felt wonderfully natural...I was now his girl.
Being the prim and proper lady, before we left the restuarant, I excused myself to the little girls' room to freshen up and make sure I looked perfect for the man that would soon take my sissy virginity. Hoping that Tommy would aggressively use me and take my virgin ass pussy to a never before touched level of pain and pleasure, I pulled a huge anal plug from my purse and plopped it on the counter, along with some lube. I wanted to be ready for a deep, although painful, penetration. This plug was definitely not my favorite plug because it was just too big and it was a painful exercise to lodge it deep inside my ass pussy.
I was breathing in deep long tortured breaths, as I looked into the mirror at a beautiful lady, with huge tits, protruding nipples, and a face fully flushed with anticipation and dread, unsure of how far this alpha would take me, force me, devour me.
Stopping to catch my breath, I slowly hiked my little black dress, reached for my engorged clitty, safely locked in a tiny cock cage, and lathered my small fingers with the slippery slimy effects of my over the top horniness... my precum. Knowing that my alpha would want me to taste myself first, I licked my finger tips, tasting myself...it was slimy, salty and slippery. Next, I lubed up the anal plug, applying a generous amount of precum and lube, bent forward on the counter and slowly pushed the huge plug inside me.
Leaning forward on the counter and locked onto the eyes of a beautiful woman, tits swinging, skirt hiked up, I could see the grimaced look of pain as the plug was inserted, pulled back and re-inserted over and over again. I was too fucking big and I was too tense. I could feel my largest plug, stretching my asshole, pushing back against the assault, and being stretched again to new painful limits. I kept pushing, feeling it painfully stretch my anal ring, feeling a searing burning pain as I moaned, knowing my Daddy would be so proud. Taking no regard of the tearing pain in my ass, I continued to push, I finally reached the largest part of the plug. Whimpering, eyes watering, teeth clenched, I pushed for the final passage into my delicate sissy hole. My tiny asshole sucked it in and gripped the huge plug until it was finally deeply seated inside me, snug and lodged painfully inside my ass, delivering a beautiful feeling of fullness and shame.
Before I pulled down my skirt, I reached for a little more precum and reached under my bra and applied a small amount of my sissy juice to my rock hard nipples and finally after another swipe of my clitty, my fingers traced a shiny slippery dolupe of precum to my cherry red lips, my cocksucker lipstick.
I was now ready to surrender to my Daddy.
As we walked to his truck, slowly hand in hand, fantasies race through my head, fantasies of being taken, used, and forced by Tommy, my Daddy. As we reached his truck, I knew it was time to begin a long and tortured journey to a new world of complete surrender and submission. It was now now now.
I knew Tommy was ready to forever make me his bitch as as he swung me around and pinned me against the truck, rubbing his hardening erection against my thigh. I could only gasp at the power of his embrace, as he leaned in for an aggressive mind probing french kiss, thoroughly exploring my accepting mouth, the first of my sissy holes to be violated by Tommy. My first sissy kiss, was wet, sloppy and hot, and his tongue explored my mouth, as I whimpered and moaned, hands around his back, reveling in my beautiful submissiveness.
As I wrapped my arms around my dominating alpha, I could feel the power of his torso, something that would drive the painfully deep thrust into my soft, quivering, delicate ass pussy. He was all man, tall, muscular, commanding and most of all in complete control of his docile sissy cocksucker.
I had thoughts of how hard and big his cock was against my thigh, the forceful spirit of being pinned against his truck and the overwhelming sense of surrender as I just let go and let this man rape my mouth. It was my first kiss with a man and I was shaking with excitement, moaning and softly mumbling "Daddy" over and over again in the protected recesses of my mind. I couldn't call him "Daddy" yet, but my heart had long ago accepted that Tommy would be my first "Daddy."
As he ushered me into his truck, I knew I had made the right decision in opening my soul to Tommy. As I sat there, I was in sissy bliss, adjusting to the uncomfortable pushing of my deep seated anal plug, my ass pussy clenching around the huge phallis stuck deep in my ass, sitting next to my alpha, knowing that we were on the way to a hotel, and that once there I would finally surrender everything to my new Daddy. He would use me, own me and make me a real women...his women, his sissy cocksucking whore.
As we started down this short journey to the hotel, I couldn't help myself and I took a deep breathe and reached over to feel his rock hard cock. It was long, powerful, throbbing and beautifully engulfed in my small delicate pink sissiness. Something that I had created, something that would soon be my master, something I had sucked and fucked over and over again in my deepest darkest fantasies. It was so fucking hard and I was simply mesmorized by the thickness and length.
As I continued to massage this hardening symbol of dominance, Tommy began to breathe more powerfully and moan in the unmistakable sounds of an aroused dangerous animal. All I could think of was how I would surrender to this powerful being and let him control my soul, aggressively use me for his ultimate pleasure and entirely engulf my feminine spirit.
I was completely lost in my sissy submission and I knew the rubbing would not be enough on this short drive to the hotel. I needed to taste my Daddy and I knew I needed to finally have Tommy penetrate my beautiful sissiness. As I rubbed his engorged erection, I looked into his eyes and submissively mouthed, "In my mouth." As he broke his concentration away from the drive, while looking into my eyes, he said, "Take it all, bitch." He was sensing his power over me, his control, his ability to demean, degrade and humiliate me and I loved it all. And best of all, Tommy could tell that his words were singing to my soul. I was a faggot to Tommy and deserved to be treated like a whore.
I slowly unzipped his pants, my hands shaking, I reached in, my mind racing at the idea of my first cock, and I touched it. OMG!!! It was so big, so long, so hard and yet soft, and throbbing in unison with the thumping of his heart. It was thick, so thick I could hardly manage to get my small feminine fingers around it. I looked up to Tommy's eyes, smiling at him as I mouthed "It's so big." I finally had in my hand my new master, my tormentor, my new love, a rock hard cock. It was something that would bring me intense pleasure and immeasurable levels of penetrative pain. I could only hope that I could please this cock, this man, my alpha. It would define my existence, my world, my sissy connection to my Daddy.
As I reached the large helmet on his cock, it was topped with a slippery substance and I knew it was his precum. I had caused this dick to effuse a slow steady stream of musky, slimy, slipperly precum, precum from another man that I would soon taste for the first time.
I slowly removed this diamond hard monster from his pants and there it was. I was eye to eye with a ten inch erection, slimy from the precum that was pouring from the helmet. As I licked my lips, anticipating my feminine surrender to this hardened animal, a soft delicate feminine moan escaped my lips. I was sharing my sissy submission with my Daddy and I wanted him to know that I belonged to him.
Thoughts ricocheted through my mind. My first cock. My first taste of my Daddy. My first penetration. My first chance to bring an alpha to completion in my cocksucker mouth and all over my submissive sissy face. My first swallow of Daddy's seed, something that would fill my belly and fulfill my soul. Daddy's seed forever a part of me. Swallowing a hot load of my Daddy's slimy salty cum, forever losing any semblance of manhood, only to be replaced by a nasty cum loving whore. It was too much, my mind was screaming, "Daddieee" in a high pitched sissy voice, something that only could come from a sissy cocksucking whore in the deep throws of submission and surrender. It was all me... It was all too much, and I whimpered and moaned before his rock hard cock head slowly reached my lips, for the beginnings of my beautiful surrender to my Daddy.
All that remained were the few powerful words from a submissive sissy..."Daddy, can I suck your big cock?"
To be continued...