Feeling pretty and looking alluring is what I have so come to love. Being feline and attractive is my basic and number one goal as a transvestite. I spend many weekend nights enjoying my life as an eye-catching and elegantly transformed - feminine gal. I do this while visiting an alternative and transsexual bar in my hometown of Boston. Short skirts, high heels, and stunning make-up turn me into what I think can be a rather strikingly feline-looking bar fly. I frequent these transgender-friendly clubs and must admit that I am approached more often than not by admiring men. I now accept that I truly enjoy the flattery of it all.
All of my practice with dressing and makeup as a teen seemed to have paid dividends in terms of giving myself a believably feminine appearance. Many a guy has told me I am the bar’s prettiest “girl," but a boy who transforms himself into a gal just has to love hearing those words regardless of the truthfulness. Girls often love to be sweet-talked and treated like they are special! I am no exception because when I am dressed as Cari I feel like I am really a woman.
When I first came out to clubs, I denied feelings that as a woman I could find attraction from men. I was confused and rejected male advances for several months. Now I have accepted that I can be a woman in both an emotional and spiritual sense – which can lead to many an unusual circumstance! I love being blonde and fair-skinned. I have a lithe, smooth-shaven body and at 5’5” tall and a well-exercised 128 pounds. I do feel that I look believably feminine and good in almost any type of dress.
In the light of full disclosure, I started dressing even before I was a teen. I always liked feminine things and amassed quite a collection of girly things ranging from make-up to high heels and from wigs to dresses. By age sixteen I had ventured out in public dressed fully as a girl. By age seventeen I was going to transgender clubs on the weekend! In my very enlightened eighteenth year, I learned that there was more to my feminine needs than just dressing up “very pretty." My own private first apartment for college gave me the complete weekend freedom I always sought to experiment and learn about myself.
I met a sweet and attractive man a few months after turning eighteen at a Boston club. He cleverly caused me to really start thinking about my personal fantasies as a cross-dresser. “Roger” would seduce me into becoming his female lover and I was overwhelmed with the entire experience. He also exposed me to some kinky little things in his bedroom. When Roger gave me my first naughty girl spanking to my nude bottom while over his knee – rather than discomfort – it caused me incredible excitement and a sense of the truest levels of mystical like erotic and feline surrender. It was a memorable affair!
I know now that I am very willingly submissive in my role as a “gal." The emotions I experienced when yielding to this man were so completely mind-blowing. He had also often bought bedroom outfits for me for the short while we were together. He even took me on a trip to New York City as his girlfriend. He struck a chord of curiosity and naughtiness in me which exposed a personal lust that I never before had dared to admit to myself.
That first experience created a thirst to learn more about myself. Whether or not surrender was real or just some wildly novel, odd phenomenon, I didn’t think that my submissiveness was anything more than a temporary feeling or experience. I was also amazed and appreciative now at how men seemed to find me and how much I had grown as a woman from my discussions and now occasional sensual interactions with them.
I suppose when a girl like me who knows how to “dress to attract,” it gets very interesting. In showing up at the bar on Friday night in a tiny, black lace mini dress, black silk hosiery, and five-inch black platform high heels, my intent had perhaps more than subliminal tones! How many guys wouldn’t like seeing a petite sexy blonde in an outfit like that?
Now that I had finally realized and accepted that I actually liked expressing myself sexually as a “female,” it seemed like I was attracting men like never before. My confidence and sensuality were at a personal high and what I was wearing brought many a guy to my bar stool to buy me a drink! I was thoroughly enjoying my feminine persona.
One Saturday night, an older and quite handsome man approached me. I found him attractive and he bought me several drinks. You might say that he just recognized the need and want in me that went beyond what one may call normal. He read me like a book and he just knew that I was harboring secret desires and needs that he must have suspected that he could do something about!
I was comfortable with him the second we spoke. Our discussions became blatantly honest and I was drawn to him. Later, I enthusiastically took him up on his offer to take me for Chinese food in Chinatown. Even while holding hands on the way to his car – everything just seemed so nice and right about him. The food was good but the conversation was so much better. He quizzed me about my likes and dislikes as a lady. I was blatantly and perhaps foolishly honest. He was too and when he explained that he was dominant by nature but also kind as well. Unexpectedly, I was somehow already melting into his ways.
He loved to hear that I liked certain fantasy outfits and that I said that I was willing to explore much more. I was drawn to him and already sensing a willingness to surrender to him. He was nonchalant about his inviting me to his home. I was more than tipsy and I told him jokingly that I was willing to become his, provided he'd always check in with me about our activities. What he had been explaining to me was all about the world of submission and what he believed the training of a submissive girl should entail.
As we talked more, his descriptions were detailed and incredulously hot. The other girls in the club had told me about this world and for the first time – rather than thinking it was crazy - I was reacting by secretly being turned on beyond belief. It’s a wonder I was able to simply accept his gentlemanly kiss good night! A little fearful, I demurred for this evening but he asked me if I was available the following Friday night. Our date would begin with drinks at his house. He told me to simply call him Daddy and for some reason, it truly struck a chord!
I yielded my cell phone number and even my address to him after telling me he had something special to send me! It was the first time I had so dared give my home address to a man. He promised to call me on Wednesday night. I was enthused, excited and believed I had met a man who truly understood me. He also found me very attractive and the sweet line telling me I was the prettiest girl in the bar - only added fuel to my excitement. Our meeting and plans definitely seemed to have a feeling of being right.
The next day I had erotic dreams and many of his words still echoed in my mind. He had me in such a state! The more I considered his proposal to learn more about submissiveness, the more I found that what he said somehow all made sense. I felt that I knew already that I’d knowingly been willing to cross a huge line in my personal exploration of myself. He had even explained about specific leather implements that he possessed at his home that were used for training. I wasn’t sure about the concept of training, but I was unwilling to admit that I shamelessly could envision every one being used on me!
We also agreed I would be showing up dressed femininely for him at his suburban home with a new sexy surprise outfit that he promised that he would provide for me. He correctly guessed my dress size and then said I would have it sent to me in a couple of days. Wednesday afternoon when I got home from my classes, the package was at my doorstep.
I quivered and rushed to open it. Inside was a feminine delight: a tiny red plaid skirt, sheer white stockings, a dainty, white, stretch little tube top and a bright pink fishnet, see-through top with sleeves. It was stunningly erotic - yet the schoolgirl fantasy outfit had never been something I had ever thought to wear myself. I’d seen girls wear outfits like this to the club on Halloween night though!
I couldn’t wait to try it on. The note simply stated the following: Wear only this with your red high heels to my house Friday night, promptly (underlined) at six! He apparently wanted to see this outfit on a Gurl like me and I think I liked the term promptly in his note! I was nervous and excited beyond belief. Would I dare wear such a thing in public for a man?
I decided I would get dressed up in this for his eight o’clock phone call. I wanted to feel girlish and feminine. I also realized that I was swooning to please this handsome, firm and attractive man who kindly required that he be called Daddy. In the next four hours I modeled it over and over in the mirror. I walked sexily in it around my apartment. It fit perfectly and I was gleefully pretending to be the naughty schoolgirl that this man wanted me to be. The question was – could I be courageous enough to wear it on Friday night!
I think that the outfit had already more than had its intended effect on me. I was emotionally feeling ready to prove that I wanted to please my new “Daddy!" If I could only find the nerve and boldness to wear this for him. I never thought of myself as being that kind of girl! I think I already knew in my heart that I would find a way to do just as my Daddy was asking!
True to his word, I knew when the phone rang right at eight that it was him. I coyly answered in my most feminine voice, “Hello Daddy, how are you?” (I had already entered his phone number in my phone as Daddy, so there would be no caller mistakes!)
He was very pleased and delighted by my greeting. “You must have received your gift from Daddy.” He said smoothly.
“Oh yes and I’m wearing it now Daddy,” I replied cooing like a schoolgirl! Calling a man Daddy was equally exciting as well!
We talked for over an hour. He constantly reassured me about what I might expect from him and that at every turn I could say no if I was uncomfortable in any way. He encouraged constant talk and communication. Even though I knew that I might find myself helplessly bound by him if I consented to training, I could and would be released immediately the very second I so asked. I loved his constant assurances and I already felt a strong level of both like and trust for him.
When we completed our call I think we were both in quite a state of anticipation! We both blurted that we couldn’t wait to see each other! I looked at myself in the mirror and I knew the pretty schoolgirl was about to do and experience things that she had never dared. His words had convinced me. I would be willing to please him and make him smile! The most difficult thing to me now - would be just getting there in my skimpy, sexy, shamelessly erotic school girl outfit!
Friday couldn’t come soon enough. I skipped my last class and came home early. I took a long, warm, bubble bath and shaved every inch of my body from my ears down! I added hair extensions to my dirty blonde hair and made myself up in what I thought to be the most stunning manner that I had ever done so. In this outfit, I was suddenly erotic perfection in my mind.
When I was ready to leave my apartment for the drive to Daddy’s, I was literally quivering in a combination of fear, eroticism and excitement. I was dressing for a man for submissive sex AND training in submission! I wondered if I had truly lost my mind. I was shaking in fear and I had never been more nervous and fearful in my entire life.
The craziest thing about my feelings was that not only did I want to go through with this, but I realized that I had already surrendered myself to this man. I now believed in my feline heart that Daddy was absolutely right about my repressed desires. I couldn’t wait to experience what Daddy had prepared for me in this process of training to be his.
In my revealing sex outfit, and in my five-inch, red platform sandal high heels, my walk down the stairs to my car was a shaky struggle. I so hoped I could almost run to my car in my shamelessly revealing outfit before being seen. It was still full daylight and fortunately the warmth of this mid-September day didn’t have me freezing half to death! My nerves were on edge and I didn’t feel sexy. I felt scared, fearing that I would be seen looking like a prostitute in my own neighborhood! I beelined it to the car and was finally able to breathe when I got inside. So far, I was safe!
I live in the outskirts of Boston and his home was a half-hour drive west in a very nice Boston area suburb. I took off my right high heel so as not to get anything caught up in the brakes or accelerator. I drove carefully and slowly. There was no way I was going to allow myself to get pulled over by the police in this outfit! I got more than a couple of glances from a truck driver who was at a light taking a turn next to me! He was waving frantically!
Pulling away I breathed a sigh of relief and continued my drive. Finally, I arrived near his home and pulled over across from his address. I was on time and even a few minutes early. I gazed across at his home. It was very large, expensive-looking, and even elegant. It was close to what one might call a small suburban mansion. I still doubted whether I could actually drive up and park boldly in the circular driveway. Fortunately, it looked like I was not going to have to walk but a few feet and up a few steps before I could knock on his door!
Five minutes from arrival time I found myself in such heated excitement. I felt like I had turned into a foolish little girl. It was time. It was now or never! I drove my car toward the driveway. I took a deep breath, still wondering if I had lost my mind. My skirt was so short that it was riding up, fully exposing my minimal little sheer white silk panties. As I parked directly in front of his front door, I felt completely vulnerable knowing that the only thing I was wearing besides my teensy outfit was my French perfume. I took another deep breath. I looked down at my sensual red fetish shoes now suddenly aware of their purpose!
I opened the car door. I stood and walked as confidently as I could, up the steps and to the front door. I shivered feeling so much exposed skin in the cooling early evening air as I tried to pretend to be a runway model as I walked up in my platform heels. Suddenly I felt a freedom like I had never felt before. I was smiling and unbothered by the fact that it was still daylight and that I could be easily and clearly seen by any neighbors who might be looking out their windows or driving by on the street.
His home was large and elegant, even impressive, reflecting the man I believed I was about to meet for only for the second time. Amazingly he had already convinced me of both his sincerity and honesty. I had never trusted a man so easily in my young life and I quickly rang the doorbell. Standing there felt like many minutes being so exposed - but the door soon opened. He had a huge smile, and he was obviously quite pleased.
“Let me see that outfit, Miss Cari,” he said coyly, as I stood in front of the entranceway door. “You look just marvelous,” he said with a grin and he took my hand and led me into his home. He closed the door and hugged me. Then he gave me one of the most unforgettable kisses I’ve ever experienced in my life. “Welcome my hot, sexy little darling!” Daddy beamed almost proudly. I see you have come all dressed up for your Daddy as you promised! You seem to be such a good girl. Daddy is already pleased with his girl!” I blushed, so pleased by his complimentary words.
Daddy led me into his living room. There was a solitary chair on the hardwood floor in the corner of the well-furnished room that he led me to. On the floor around the chair were about a dozen leather and steel implements that Daddy began to show me. He patiently explained what each was for and asked if I was prepared to learn more about them. I smiled, thrilled, afraid and so aroused by these “things”. “Yes Daddy,” I said simply but with a hint of enthusiasm. I was eager, and oddly, I wasn’t bothered that he seemed to be wasting little time!
There were many items on the floor and I was asked to sit in the chair but first Daddy wanted a photograph. I love modeling and was thrilled as I posed and smiled, surrounded by an assortment of bondage, discipline, and leather items. A paddle, a leather strap, leather and steel leg and wrist restraints were what possibly awaited use by Daddy on his girl. Even more representative was the collar and leash with the words “Daddy’s Girl” written in fittingly pink and purple rhinestones! Though I smiled in the photo, I was shivering in fear and strange anticipation – as my hard cock strained between my legs in my panties!
Daddy took a second picture of me now locked into in my collar in my schoolgirl outfit. Now he handcuffed my wrists behind my back, first asking me if I was comfortable having him do so. I suppose I was so enthused and excited that there would be many “Yes Daddy” replies coming from my mouth. Daddy put me over his knees in the chair and pulled my panties to expose my smooth, round bottom. I was about to get the first bound spanking of my life. I was first asked to thank Daddy for each firm spank. I was being a very good and obedient girl for Daddy!
The things that the girls always told me about B&D and S&M always seemed like the most far-fetched of fetishes and sexual pursuits. Now I was a most willing captive and the helpless detainee of a man who wanted to train me to be his! I felt half-crazy and yet half-crazed to see and learn more about pleasing Daddy! Twelve firm spanks and my thanks began my training. His gentle kiss to my very red bottom and his reassurances already convinced me that he wouldn’t do anything to me that I didn’t like or approve of. I was stunned at how hard my maleness was during my spanking. I was just beginning to learn how much I was pleased to be his and the ironic freedom I felt to be submissive!
He asked me what I thought might please Daddy. I had many ideas in mind but the thought of sucking Daddy’s cock with my hands tied behind my back had been an idea that he had run by me back in the bar the week before in the bar in my inebriated state. I had blushed yet agreed that I might enjoy that. I was more than game and I suggested that I would like to please Daddy on my knees for him.
Daddy was certainly thrilled by my response. He helped me go to my knees for him on the hardwood floor. To say I was feeling a bit vulnerable was an understatement but this seemed to be precisely what I was signing up for with Daddy. As outlandish as this may have seemed to some people, I couldn’t wait to experience what would be the helplessness and joy of sucking on my Daddy’s cock while helplessly restrained with my wrists handcuffed behind my back!
Daddy soon lost his clothes and I was first thrilled to gaze at his muscular and trim body. I was far more stunned by the size of his maleness, however. This made little sense to me because I thought he was joking when he said he was about ten inches down there when we talked at the restaurant. Now I realized he wasn’t kidding at all! I’ve never even seen a cock so big in a locker room or even in a porn movie. As crazy as it seemed, I was curious beyond belief. I wondered if I could even get it into my mouth.
Daddy waved it in front of my face and I couldn’t resist. It was already hard and swollen. He slapped my face with it but I was a moth and his cock was a flame. His cock head was huge and mushroom-shaped and I opened my mouth wide. I was eager able to envelop it and soon Daddy took hold of my head. With my wrists tightly handcuffed behind my back, he was in total control of his girl.
By the time his huge member was banging into the back of my mouth and throat, I realized how huge he really was. I had learned to deep throat my first boyfriend who was pretty huge himself. Daddy was at least two inches longer, thicker and Daddy had a cock head that was ridiculously oversized. I struggled as Daddy fucked my mouth as I choked and at times struggled to breathe. I for some reason I felt no feelings of panic or reason to resist. I hoped I could relax enough to get him to slide down into my throat but his cock head was just so huge!
It seems crazy that when I first went out in public dressed as a girl - I didn’t even think I liked men. My, how that had changed! Now I was in the most vulnerable and helpless state of my life and somehow realized that my own cock was hurting from being so hard while being strangled in my own panties and between my legs. I spread my legs a bit and up it popped up escaping the little tight panties and pulsing in heated desire. I loved my state of being and my circumstance. My hard pulsing cock proved that this was my purpose. Pleasing Daddy was my function and joy!
I had dressed up pretty for my Daddy. I was willingly spanked by my Daddy. I was being Daddy’s willing cock sucker and I was emotionally and spiritually thrilled and even exhilarated by my helpless position as his sexual servant. Daddy thoughtfully checked in with me as I nodded that I was fine with his cock still in my mouth. I looked up at his eyes and loved hearing his groans and pleasure sounds as Daddy continued to use my fully violated mouth and throat for his pleasure. In spite of being helplessly bound and used so completely, I never felt freer!
As crazy as all this was I was doing everything in my power to allow his cock into the full depth of my throat and thrusting my head and neck forward in the hope of having my mouth reach his balls and pelvis. Daddy seemed to sense this and let me do some of the work. Soon my goal was but a fraction of an inch from complete success.
Daddy paused and pulled his cock from my throat. At first I was confused and found myself lunging towards it. “I almost blew my load my darling and there is so much more for you to experience tonight,” Daddy said while assuring me. "It’s time for Daddy to take ownership of that sexy ass of yours. I’m renaming you Ceecee. It is just the right name for a girl so pretty and so talented! Time to learn much more my Ceecee darling!” Daddy’s words seemed perfect.
Daddy undid the handcuffs, giving me a breather. He then asked me to strip for him and I did so with a teasing and naughty smile. Standing there in front of him fully exposed as a girl with a raging cock seemed almost as natural as being fully clothed! “Your body and face are just so perfect,” daddy said admiringly. I swooned in the joy of his words and in his happiness and his acceptance of who I was.
I was so ready for more and Daddy checked in with his girl, asking if I was ready to try more. I replied simply, “Yes Daddy,” I said enthusiastically. I probably meant to say - please Daddy, but I was learning to basics of submissiveness and obedience already.
Daddy then locked me in wrist irons and chains. He fucked me against the wall and I became crazed. I was screeching and yelping. I was overwhelmed by his size, power and frenzy. I had never been fucked harder, more intensely or felt more helpless. I was in some kind of mystical heaven. When he said, “Now are you ready to be bred?” I didn’t hesitate to answer. The idea seemed so right to me!
I never took risks like this, but I was already under his spell. As soon as I said “Yes Daddy” He removed my chains and walked me to his bedroom. He placed me on my back on the bed lifting me in his arms like I was a little pre-teen girl. He removed his condom and soon I was being bent back on his bed. Still, in my “Daddy’s Girl” collar, Daddy quickly centered me and then entered and mounted his girl.
There was nothing more amazing than feeling his unsheathed cock inside me. His thrusts were incredulously powerful yet gentle. He was frazzling me with the depths his cock would find and teasing me at the same time. He knew I was his already. My need and enthusiasm for each and every thrust were clear as I guided his hips and dug my bright red fingernails into his firm butt cheeks. “Oh God, Oh God,” I kept yelping in desperate sounding, high-pitched wails.
Just when I thought there was nothing more incredulous and electrifying, he locked me into a deep tongue-searching kiss. His tongue and his cock had turned me into a crazy woman. Moments later, he exploded inside me - and as I felt each of his inspiring hot spurts in places so deep inside me, I began to cry out in joy. Stars exploded, first deep inside my anus and then spreading to my head, brain, and entire body. I shook and quivered in the most powerful and mind-blowing ecstasy and joy that my body and soul had ever experienced. His seed and genetic fluids would become my purpose! I would soon need his breeding’s more than anything in my young life!
Not only was I his “woman," I was his for the purpose of breeding, pleasing, and serving him. This weekend did not end until Sunday at six at night. I would become his housemaid, his property, and his exclusively. I would be bred countless times. I would suck his cock for hours on my knees with or without cuffs, always with my hands dutifully behind my back. Daddy would be pleased with his sexy little slut and property and I would realize that I was soon rapidly and actually falling for him in ways that were far beyond just personal and emotional.
I would attend my college classes during the week, but on weekends I was one hundred percent his. I would begin on Friday by drinking only liquids, keeping my bum free and clean for him. I’d shave my entire body fully for him on Friday afternoon. We were growing as a Dominant-Submissive couple and Daddy had the skill, good looks and talents to please his girl as much as I pleased him.
It was I who said it first - and had been thinking the same for weeks. I knew that I needed to say, “I love you, Daddy,” and in another moment of intense breeding passion, I said it. I didn’t need to fear a mistake, as Daddy wasted no time in telling me how much he felt the same.
Daddy has taught me all about the relationship between Dom and Sub, the worlds of discipline, pain, submission and more. I am often restrained and disciplined by Daddy in what I’ll call creative ways and in incredulous scenes in which I am both helpless and brought to the edges of pain and pleasure experiences. I trust in my Daddy so implicitly that I can be helplessly blindfolded, bound, and even whipped or caned without fear that I won’t be hurt or injured. The mental side of a Dom-Sub relationship is powerful and incredibly magical in both the erotic and emotional senses.
I love that I sometimes am asked to wear temporary disciplining marks on my bottom that don’t disappear until mid-week – a delicious reminder during the week that I actually enjoy! Now when Daddy breeds me he does so in honoring me with the missionary position, so as to “impregnate his girl” most effectively. Though I am passionately fucked in dozens of positions and situations, he saves his breeding fluids for the romance and meaning of when we are face to face and mouth to mouth.
Nothing is more meaningful or sensually arousing than being fucked with the purpose of procreation even though it is not a physical reality for a male woman. It makes it feel so real. Nothing is better in a relationship of any kind. I wear a dark silver, titanium ring on my right ring finger. This identifies me as “Daddy’s Girl” twenty-four-seven. I might be a boy turned girl, but I am one hundred percent devoted to Daddy as his female and very willingly submissive lover.
Daddy says no woman has ever loved him better. He says I am far more able to both take his full ten inches in both of my openings more effectively and successfully than any real woman ever could. He is twice my age and almost twice my size – but he is so perfect for me. I am in lust and love and enjoy every day and weekend that I am able to spend with him as his girl Ceecee.
Though we both know that relationships like ours often have eventual expiration dates, we value every minute we spend together each weekend. I still take time to thank Daddy for each and every moment I get to serve and please him – because it pleases me so very, very much! I am, after all, a very, very good girl. I know that I am because my Daddy says I am!
