In the period of a few weeks, my life had taken another turn in a direction away from the ordinary and toward the exciting world of womanhood. My mind was filled now with a singular determination to reach the ultimate status of a real woman. It would not be easy, and at times I questioned my decision, but I knew at the end of this long road lay rewards beyond the present, and I've never been disappointed, really.
I guess I was dropped from the roles of my esteemed college some time in the past week. I know I shocked everyone in the dorm when I came by to pick up my belongings, completely dressed and made up as Lesli, and the thrill I got from doing that was well worth the risk. I know my parents were distraught by my phone calls, which had dealt more and more with my dissatisfaction with college life and my progress at finding a job to support myself. I still called once a week, and tried to assure them that I was ok. No, I couldn't come home and find a job, I was working and doing all right now in the city. Eventually they stopped trying to talk me out of it, I suspect they figured out my new orientation and would have a real problem if I showed up back at home as Lesli.
By the end of my second month in this new life Cissy took me to her doctor to arrange for legal hormone treatments. The physical examination was a snap, and after a brief interview with the doctor, in which he asked me a lot of questions centered around why I wanted the hormone treatment, he administered the shot to my backside and set me up for a regular series of monthly shots and a twice yearly examination to gauge the success and check for side effects. I signed a release form and registered for one years worth of this treatment. He explained that after a year on hormones, living as a woman, I could begin the process of application for SRS. I made the mental calculation of how much money I would need for this and quickly decided that I needed more.
I was sharing the rent with Cissy now, but deep down inside I knew that I would be more comfortable in an apartment of my own. Cissy's life revolved around her new her newest lover and I felt, although she never complained, that my presence somewhat crowded her lifestyle. I would deal with that in the near future.
My body was changing at an ever quickening pace now, a combination of the hormones and all the advice I was getting from Cissy. No longer did I dress as a male at all. Always convincing, I now adopted the role as my life, destroying my maleness, step by step, and preparing my self mentally as a woman. In fact, I was so convincing that I was confident no one who saw me suspected anything different from the illusion.
My breasts were the first and most profound to change in the coming months. >From the first dose of hormones they began to grow and by the week following the second dose they were to the point that, in a bra, the look excited and delighted me. My nipples were small and tight, and the sensitive to the touch. The sensation of wearing a bra now kept me in a state of continual excitement as it stimulated me.
My hips and backside became softer and rounder, filling my clothes with that unmistakable outline of a womans body. The hormones also stopped any growth of hair on my body, and an occasional shaving of my legs and armpits was all that was required to keep me smooth. Body lotion and bubble bath keep my soft skin like that of a baby.
My face changed too, becoming softer and slimmer. Following Cissy's advice, I plucked my eyebrows now and kept them outlined with a dark liner. I learned the curl my lashes and apply proper makeup there, with great results. I became an artist with lipstick and had my nails professionally done at least once a week.
My hair, always one of my main attractions, was now worn in a shoulder length flip.
I shaved my pubic hair into a tight `V' and completely removed all hair from by balls and asshole. In time the hormones would help here, but until then I kept them shaved and the feeling of panties or a g string excited me down there. I tucked constantly now, with the hormones eventually taking care of that too. I noticed a softening down there as my dick lost more and more of it's excitement as part of me. Cissy explained that the hormones would eventually render is a useless piece of meat. I was sure she was right as it I lost the ability to get a hard on.
For the first two weeks after Rufus installed the glory hole I spent almost all my working hours on my knees before it, servicing hundreds of cocks. It proved so popular that he installed another, on the opposite end of the stalls, thru another hole into the dressing room, and we doubled our business. I began sharing the duty with other girls who came to realize it was a relatively easy way of making lots of money each night.
In the beginning of the third week, he gave me the tape he had made of me having sex. "Only copy" he said honestly. I could have kissed him if I thought he wouldn't slug me for trying. I had a new found respect for the man, one that would only strengthen over time.
As I became accustomed to working nights, my days offered an opportunity to get out in to the world around me. Cissy's apartment was in a very nice part of the city and I enjoyed spending my days walking and shopping on the busy city streets.
Cissy had told me that another way to make money was dating customers. She was propositioned all the time and accepted many of the invitations, especially those from out of town businessmen who had hotel rooms and money to burn. She had made upwards of $200 a night, after hours, by doing this. I wasn't sure how to work that angle, but she promised to help me. We both agreed that it would have to be a very understanding customer, one into transexuals, and I since I wasn't about to expose my true identity in the club, I would have to rely on Cissy to set it up. She agreed, and told me she would introduce me to the first decent looking customer inquiring about such special favors. Since she had done this as a pre op, she assured me that the opportunity was there.
One of the girls shared an unexpected tidbit of news with me. "Both Rufus and Hank have been to the glory hole'.
"So" I replied slightly excited, but determined not to let it show "I've been sharing the duty with a lot of girls lately, and Rufus and Hank are both womanizers".
"No, I overheard them talking about what good head you give. You did them, they knew it, you just didn't".
I was shocked, to say the least, and mildly stimulated by the news. The thought of those two being interested enough to sample my talents really shocked me, both being so anti homo. The thought crossed my mind every time I saw them. I filed it away for later, thinking that you never know when the opportunity might again arise if the cards are played right.
Little did I know it would arise so soon. It was early in the morning, the bar had just closed, I was flush with over $100 for my efforts at the glory hole, and having a night cap before leaving. The girls left one by one, and in groups until finally only Hank and I remained. "Wanna lift?" he asked as I sat on the bar stool across from him sipping the last of my drink. "If it's not too much trouble" I replied, and he assured me it wasn't as he went in my direction anyway. I waited for him to close the bar, then let him show me to his 4X4 in the back parking lot. He held the door for me as I got in, my short skirt riding up past my stocking tops. I could feel his eyes taking that in, and the first blush of naughtyness brought the blood rushing to my face.
We chit chatted on the ride home. He had come to work for Rufus from another bar nearby, and enjoyed the atmosphere of Chilli's much better. And he said the money was much much better, which kept him there for the past two years. I ageed, and shared the fact that I while I was hesitant to work for Rufus in the beginning, I was really satisfied with it now.
"I'll tell you Lesli, Rufus is damned proud of what you've done at that glory hole. You and the other girls are attracting customers like crazy".
"Well, it's fun" I admitted out loud "and I like the money as well. But mostly I like the sex". I couldn't believe I had said that. "Well, that's interesting" he said "the money's just an extra benefit, huh?"
"Really, yeah" I admitted.
"I like it too" he went on, slowly. "I like it a lot".
"Look Hank, it's real sweet of you to give me a ride home. Would you like me to show my thanks?" I was going for broke here, risking rejection, or worse, but I had become bolder in the past few months, and I did know that Hank experienced my talents, at least once. Maybe, just maybe, it was not a risk at all.
"Uhhhh..well..where?" was his only response, and with that response I knew I had him now.
"Right here" I said, then remembering that Cissy was sleeping over with one of her boyfriends tonight , I really went for broke. "Or , even better, you could come up for a night cap and my special thank you."
"Uhhh, what about Cissy? I don't want her to know anything about..."
"Don't worry, she won't be back til afternoon tomorrow."
With that, we raced up the stairs to the apartment. Hank seemed a willing participant now, and I intended to play this to the hilt.
He found the liquor and made us a drink as I `slipped into something more comfortable'. I desparately seached for something aluring, and came up with a short teddy that matched my panties and bra. I left my black heels on, but stripped out of the hose. Checking my self in the mirror, I readjusted my tuck and seemed to pass my own critical inspection.
"Damn Lesli, you're a good looking babe" was the compliment I received as I came back into the living room. I accepted it with grace and slid beside Hank on the couch as he offered me a drink. "And you're some kind of bartender" I returned.
"Look, I'm not into the homo scene, if you know what I mean" he started...
"Hank, let me be honest" I countered "I'm not into it either. I'm transexual, which may be a new term to you, but I'm all girl inside, believe me. If you have any hangups with me, let me know and we'll pretend this isn't happening." I was serious, I don't know why I said it, but I did know that if he wasn't comfortable with this, I didn't want it happening. I realized, then and there, that I wanted Hank to want me as a woman, nothing else, and I was willing to forego the whole thing if he had any hangups. I didn't think he would, but then again, I wasn't sure.
"Let's just let it happen, if it happens" he replied, and my heart took wings as I imagined the great times ahead for us.
We sat listening to music as we sipped our drinks, his arm around my shoulder and my head on his. It was a natural thing, but I wondered how drunk I would have to get him before he dropped all his inhibitions. The answer was soon in coming, as he pulled me close and covered my painted lips with his. I responded by opening my mouth and letting his tongue probe inside.
I don't know if it was the liquor, the sexual inuendos, or magic, but the next thing I was aware of was me, on my knees in front of him, his cock in my mouth. I was bathing it in saliva as I bobbed up and down the length of it, in a sexual heaven. Hank was moaning. "Ohh yeah..suck me Lesli,..suck my dick...oh, baby..suck it."
I didn't need the encouragement, but hearing him turned me on., as I gobbled it all down my thoat.
Let me tell you, Hank was big, at least ten inches of hot male meat, and I delighted in the blow job I was giving him. I was in another world as he plunged in and out of my mouth, his hands tightly gripping my head as he fucked my willing face. I rolled on my back in the floor and let him straddle my chest with his thighs, pumping his hardened prick into my mouth. His first orgasm came abruptly, cum filling my mouth with the sweet taste of love. He came a lot, but I managed to eat it all down, savoring the taste as it flowed into my mouth, acrosss my tongue, and into the receptical that seemed to be meant for man juice, my stomach. I drained him, slurping and suctioning down all his semen, using all my newly learned talents to milk the last drops from him.
I was expecting the normal reaction of a man just blown, denial, rejection, all the little things that go along in the head of a male who had just ejaculated in my mouth.
I won't say I was surprised, I would say I was elated at his response as he pulled me up to him and laid the wettest, sexiest, french kiss on me that I had ever had. His tongue probed into the cum receptical I called my mouth, with a passion and naturalness I had never experienced in my young life. I responded by wrapping my arms tightly around his neck and pulling his mouth inside mine, opening to take as much of him as possilbe into me.
From this point it only got better as he licked and kissed my face and mouth. We lay on the floor for a long time, exploring each other in a way only known by a man and woman. He gently massaged my head and hair as I took him, once again, into my mouth and did my otmost to please him. My mind was focused on one thing, his pleasure, and I continued to lavish my considerable talent to that end. The results were gratifying, to me, as he became rock hard again.
He flipped me on my stomach, my legs spread apart, face pressed into the soft carpet, and began probing at my uplifted sex hole. I pushed back in passion, my tightened lips yielding to his manliness as he pressed harder against me. We both knew what we wanted. There was no awarkdness, no hesitation as his prick bore down on my willing hole. I could feel the pressure, and at the same time I could feel my muscles relaxing and accepting the onslaught. He was in me, in a way few men have been, and he didn't hold back at all. He pumped his hardened cock deep in my stretched insides as I strained to accept him. Within seconds I was aware of his pubic hair mashed against my ass cheeks as he continued to thrust in and out. The feeling left me weak and vulnerable as he pumped and pumped that massive cock up me. My insides were full of him and my muscles were as loose as I had ever known them to be, accepting him further and further up my love canal.
He was only human, and the combination of my tight hole and his abandoned thrusting soon had it's effect on him. The first warm spurts shot inside me like a warm cannon as he emptied him self into my bowels. The feeling, the sensation, was like something I had not know before, and I climaxed at the same time he did, my cum shooting on the floor as his shot up into me. Tightening my anal muscles, I drained his cock dry of the wonderful liquid, feeling it lubricate the inflamed muscle tissue inside me. He came so much, in fact, that the force of his cock pumped some of it out, around the tight seal formed by my the lips of my hole and his cock. It seemed to run down my leg in torrents. He continued fucking me until it became to soft to remain inside me and slipped out with a wet plop.
He rolled me back over, on my back now, and straddled my shoulders with a knee to either side. As his dick came in range, I pulled it into my mouth and lapped and sucked at the wetness. The taste, the aroma, was a mixture of my sex and his cum which drove me wild. To this day I don't enjoy anything else as much as that taste and smell. Iwas suffering, I would come later to know, from sexual overload.
We slept in my bed that night, my head resting on his chest as my last conscious thoughts were of him.
Some time during the night I awoke briefly to the sensation of his warm, wet load seeping from my hole.
I was pleasantly awaken by the sunlight peeping thru the open curtains and the distinctly pleasant tinge of soreness down there. The other sense was of his mouth as he licked and probed my still loosened hole. I brought my hands down to his head and encouraged him to continue, spreading my legs further to give him complete access. His tongue was inside me now, and I could feel it bathing my soreness with saliva.
When he had me wet, he pushed himself upright and placed a hand on each leg, pushing them back toward my head, baring my ass as I lifted and strained to make myself available. His cockhead paused briefly at the entrance before sliding into the wet softness with ease. The slight feeling of pain was replaced by an overwelming sense of pleasure as he began slowly thrusting in and out, his balls coming to rest on my bare backside. I pulled his face to mine and opened my lips as his tongue made its way past my teeth and into my mouth in a wet, warm kiss. I brought my arms up to encircle his neck and
held him tightly while he banged me senseless. The constant thrusting in and out had my ass muscles loosened, and he hovered on the brink of orgasm. Surprisingly, he went on like that for quite some time before finally pulling out, straddling my head with his knees, and offering his spurting cock to me. I took it gently into my mouth, tasting the delicious cum as he shot a high pressure stream of love juice into me. I continued to suck him til he was soft and dry inside. Again, as last night, the taste was a strong mixture of my insides and his cum, a strong and pungent odor I would come to appreciate more and more.
We fell back asleep, and didn't stir again til nearly noon. I woke first, and greeted him with my soft mouth taking his limp cock inside and bathing it with mouth lube as I sucked him hard again in no time. He let me do all the work this time, laying on his back with his legs spread as I bobbed up and down on his meat, bringing him to another thundering orgasm which he shot deep in my throat as he held my face tightly against his pubic hairs.
He would fill my mouth with cum once again before finally leaving around 1 pm. I saw him to the door, kissed him lightly on the cheek, and he was gone. I collapsed in bed, trying to remember everything, every sensation as my hand found my hardening prick and brought a wet relief.
Hank and I traded knowing looks most of the night, and I was sure he had found the encounter as pleasant as I had. Sure enough, he offered me a ride home when the bar closed. We sat talking in front of my apartment.
"Lesli, wow, I really enjoyed yesterday" he began. "Me too, it was great" I responded.
"I..uhhh..I mean I've never...you know, I've never had sex with a man before" he finally got out.
"Well sugar, you didn't have sex with a man last night either" I clarified "you had sex with a transexual".
"Oh, you know what I mean. I've never been with a,...a"
"Cocksucker. You've never been with a cocksucker?" I teased.
"No, you know...I've never been with someone like you. A transexual".
"And you enjoyed it? When you closed your eyes, could you tell the difference?"
"I didn't close my eyes to tell the truth. And no, I couldn't tell the difference. And yes, I enjoyed it. And I couldn't get you out of my mind today. And when I saw you tonight, I wanted to do it again. And again".
"Then let's" I offered.
"You bet we will" he replied "but...and I don't mean this in a disrespectful way at all..I don't want anyone to know..I mean, most everyone at the club knows you're a transexual, and I have..you know..a reputation. Shit, I don't mean to sound like that, but...you know?"
I guess I hadn't even thought about it that way. I was slightly disappointed that he felt that way. But the fact was that Hank had treated me nice, he had sex, good sex, with me knowing what I was. Most other men either didn't know, or if they did they only treated me as an object for their relief. He was different, and I decided then and there that if he wanted me I would accept his conditions. If there was a chance for a normal relationship with a man, this was probably my best bet yet.
"So you're saying if Cissy is in the apartment you don't want to go up?"
"I hate to do this, I want you so bad, but no..I'm not ready for Cissy to know about us yet".
"Well, park in the back lot then. I can think of a way to say goodnight that you might like." And with that I slid across the seat and put my hand in his crotch.
The back parking lot was unlit, and I directed him to a spot on the far side. He cut the engine and lights, leaving only the dim reading light on for me to see by. I carefully unbuttoned his jeans, unzipped him, and drug them down to his knees, exposing his half hard cock, which I took in my hand and began jacking. Within seconds it was rigid, and I dipped my head between his firm stomach and the steering wheel, taking his cockhead in my mouth. He moaned with pleasure and I opened wide to take more of him in. Using my saliva as lubricant, I soon had him all down me, and began a slow blow job on him. I was half lying in the seat, and I when I felt his hand massaging my ass, I scooted forward to give him better access. He soon had my skirt pulled to my waist and was groping for my hole. Sliding my g string aside, he slide his finger in me, sending spasms of excitement cursing thru me. I ground down on his probing finger until it was up me to the knuckle. I could feel my sphincter relax as he slowly corkscrewed inside me. I began to think that going down on him was not going to satisfy me, and my mind began to explore the alternatives as I continued to slurp on his rock hard cock..
He must have been thinking along the same lines because he pushed me gently back across the seat and into a sitting position as he came across. Slipping off my heels, he knelt in the floor and pulled my feet up to place them on the dash, one on either side of him. I slid to the edge of the seat and mashed my asshole to his dick. He pulled the g string aside farther and pushed hard against my hole, the muscles relaxing immediately and admitting the head. I gasp with pleasure as I felt him inside me again, and before I knew it he was thrusting in and out of my willing love hole. I pressed hard against him and felt his pubic hairs against my bare ass. The feeling was heaven and my whole mind was focused on how good his cock felt ramming inside me.
This position was perfect, it exposed me completely to him and allowed him to penetrate me as far as possible. I was absolutely filled with him, and everytime he withdrew to the edge, my muscles tried to hold him inside. He would withdraw like this, pause, then ram completely to the hilt. There was no pain, my muscles were relaxed, and I must have been secreting enough lubricant from inside.
The longer he fucked me the looser I got, but never loose enough that he wasn't excited by being in me. Thinking back on it, I hadn't been screwed that much in my short career, and my muscles hadn't stretched all that far yet. They would later, as I took more and larger me inside me.
I was grunting and whimpering now as the sex got to me, and before I knew it I came in my panties. It was a long, intense orgasm that left me shaking afterwards. He continued to ride me for another few minutes before blowing his load in me, the thick liquid shooting hard at first, then trailing off to a trickle.
We held each other longer, and he was still semi hard inside me. He began to move again, and I could feel the cum bathing my insides as he slid in and out, slower and softer now. When he finally withdrew, I reached down with my hand and took him, feeling the slimey thing going even softer.
I was still hot enough to go down on him when he returned to the seat beside me. I knelt in the floor and put his legs to either side of me now, his feet on the dash, as I took his balls into my mouth. I blew his balls for a few minutes and then moved up to his wet cockhead, which lipped easily into my mouth, rewarding me with the strong taste of sex. He brought his hands down to hold my head as I buried his entire dick in my mouth, gently caressing the underneath side with my tongue.
This was a slow, easy, blow job, I took my time and gently worked him up to a full erection. "Oh yes" he moaned "yeesssss". I was moaning too, and I knew the vibrations would turn him on even more as I turned up the heat on the action. He held my head still and began humping forward in an effort to fuck my face. He did well, and soon he was thrusting to my thoat as those muscles relaxed and took him in.
"I'm can't last" he moaned "I'm going to come soon".
"Yes baby, cum in my mouth" I gasped as I pulled off briefly before redoubling my efforts to get him off.
He grabbed his cock by the shaft and started jacking off. I repositioned my mouth on it, keeping just the head inside as his fingers banged into my nose.
"Gonna cum in your mouth" he moaned as he beat off even faster.
"Yes Hank, fill my mouth with your juice. Give me your load, let me eat your cum". The first spurt hit me on the cheek. I repositioned my mouth for the next one, and it hit my outstretched tongue, the rest all going into my mouth as I clamped my lips over the head. He removed his hand and let me take the entire length inside again, the head forcing all that cum in my throat where a few well placed swallows took care of it.
"That's it baby, swallow my load all down. Eat my cum." And I did. All of it, cleaning his cock with my tongue when he was finished.
"Ummmmmm, that was great" he sighed as I came up in the seat beside him. I cleaned all the cum from my lips with my finger before sticking it in my mouth and savoring the last of the salty reward.
"You're the greatest I've ever had. Even better than a girl, you just seem to know how to light my fire".
"Well, thank you lover, that's a real complement. But remember, I told you you wouldn't be able to tell the difference.
"Oh, I can tell the difference" he replied "you're better." And with that he kissed me gently on the cheek.
I slept like a baby that night.
To be continued
Lesli99@hotmail.com