I was still stuck in Chicago, my career kept me there. I was a disc jockey in one of the top markets in the country. How could I leave unless I received an offer from NY or LA/ I was still a very hetero sexual male but I had now discovered Trans gendered women, through the magazines and newspapers sold at newsstands. My interest was peaked, I still did not know why but the whole concept was titillating. I spent my lonely hours fantasizing about women with penis. Believe me I had no idea what to do with them but I was so aroused by the concept that I felt I would figure it out if the occasion occurred. Chicago is a great city; everything is available if you want it. I had Russian friends, Greek friends, Cuban friends and so on but really what I wanted deep in my soul was a transsexual friend if not a lover.; I can not explain this but the first transsexual I saw in a magazine made me so hot, I did not need the magazine to masturbate. Long hair, big tits and a cock, wow what a temptation. I live in the heart of the city, near wriggly field. The whole gay scene is down on Broadway mostly but recently there is an old blues club on Clark Street that has gone from blues to transgender if that is the correct term. I had walked by any number of times and had been more than tempted to stop in but what would that make me? Still it was like an itching in my heart as Dianna Ross would say. Alcohol is the great liberator; I swear it is, if you have enough without going over the edge, you will feel reality take over. \I was at a party at my apartment and very lubricated when all of the sudden everyone decided to go to a movie. The last thing on my mind was a movie, so I bid them farewell and found my self in a very inebriated mood and quite horney. I guess I had booze balls and decided to walk the twelve blocks to the club and go in. I figured I would be sober by then and just pass on by as I got there like usual and all would be good. = I had the right amount of booze and sobriety to be myself, so I charged forward. Right up to the moment I entered the building, I was about to turn around. Somehow I mustered the courage to enter. The thoughts in my brain were pounding like a drumbeat. You are now Gay, you are now no longer a valid person, you are flawed, you are about to become a cocksucker, you are bad. Still with the amount of alcohol I had consumed I was able to over power my brain. Kind of like how a hard on overrides common sense. I was not expecting much when I paid the cover, maybe a couple poorly dressed guys in drag, maybe a bunch of gay boys like down on Broadway wanting to help convert me. I was ready to go in, toss, my cookies in the bathroom and head out and never follow this fantasy further. Frankly I was glad to get off the street in case someone recognized me. I would die of embarrassment. It reminded me of the night I first entered a gay theater, I was walking back and forth for a block each way before I decided to see what Gay sex looked like. The ticket salesman looked me in the eyes and said "Back again huh?" I freaked and blurted out that I had never been there before. Inside I realized I had over reacted. The film was ok but I have to say two me was not my cup of tea/\ So here I am entering a place where the women are men and excited at the prospect of sex with one. You tell me? If it weren't for the continuing dreams and sexy men in drag I would not be here. Inside the lights were low and my eyes took a few minutes to adjust. I could make out a bar on the right, so I headed there cautiously as not to bump into any one. I was able to se somewhat better when I reached the end of the bar and found a stool open. I ordered a double Jack when the bartender approached me. I have to say my ass was clenched tight and my groin as well. I waited for my drink and was afraid to look around. Now you should know I was a very good looking man, about six one and very in shape, weighing in at 230 lbs which I thought was immense after wrestling but now realize I was fit and well proportioned for my size and age. In retrospect, I was the Tom Selick i the room. After I shot the double and tipped the bartender, I worked up the nerve to look So here I am entering a place where the women are men and excited at the prospect of sex with one. You tell me? If it weren't for the continuing dreams and sexy men in drag I would not be here. Inside the lights were low and my eyes took a few minutes to adjust. I could make out a bar on the right, so I headed there cautiously as not to bump into any one. I was able to se somewhat better when I reached the end of the bar and found a stool open. I ordered a double Jack when the bartender approached me. I have to say my ass was clenched tight and my groin as well. I waited for my drink and was afraid to look around. Now you should know I was a very good looking man, about six one and very in shape, weighing in at 230 lbs which I thought was immense after wrestling but now realize I was fit and well proportioned for my size and age. In retrospect, I was the Tom Selick i the room. After I shot the double and tipped the bartender, I worked up the nerve to look around. There were more women than men, which deep inside titillated me and very few men who looked like women in drag, another plus. The booze piled on the other booze and hit the mark, I was able to relax, be it ever so slightly. I turned my stool around and began to eyeball the dance floor and found myself forgetting they were most likely men but most likely pretty women. Without the stress of the outside world, I began to feel safe in my current environment, and actually glad I had come. What a different world I had stepped into. I began to be able to separate the real women from the want to bees and the men from the fake women and found some ladies to be very sexy and enticing. I felt a small bit of arousal down below and ordered another double, in some ways hoping another drink would send me home, feeling beyond sex or an encounter. My little brain had other ideas. Now I had a full on hard on looking at the asses of the women dancing, their sexy moves, their devil make care attitude on the dance floor. I guess I was in a trance when a voice spoke in my ear," I am Dolphine, is this your first time here, because I don't think I recognize you!" I turned quickly and nearly spit pout my drink, here sat a lovely long haired brunette with bright red lipstick and a black ankle length dress, slit up to the thigh. She had on six inch heals and bright red nail polish on her fingers and toes. Even in the dim lights I could see she was dressed to the nines/ She leaned is so close to my ear, I could feel her breath and smell her sexy scent, in my ear she said" I am Dolphine, you are>" I found my self smiling and relied. "Steve, not near as nice a name as yours." She blushed and took my hand when I stuck it out and gave me a very soft handshake. "Dolphine is a very French name, are you French?" She smiled and leaned into my ear again and said." Only on my Mother and Dad's side!" I took me a second to get the joke; after all I was out of my element. I blushed in embarrassment, and she grabbed my arm and leaned in an again right in my ear said" Ah blushing, how absolutely sweet, then quickly pecked my cheek like an aunt might. I was hard as a rock now, I have to say, much more so than I had ever been at this point in a hetero relationship. My cock was bulging against my pant
leg and I noticed her glance down before she leaned in again to my ear and said, "Mon Dior" With that said, her hand went down to caress I swear if she had gripped it firmly I would have cum my pants. I must have closed my eyes and moaned slightly as she touched me because when my eyes opened, she was smiling and her lips were close to mine, I stared deep in her eyes before leaning in to kiss her and wrangling our tongues. I have to admit I have not ben in such a state of arousal in a long time. Dolphine closed her eyes during the kiss and I noticed when she reopened them, her were dreamy, I have had enough encounters to know I was on my way to paradise, so I pulled her to me and kissed her again, this time our bodies met and we squirmed together like kids. This time when we broke for
air, both our eyes were crossed in romance and she leaned into me and let her head fall on my chest. I was enchanted, smitten and taken aback. Almost afraid to ask, I whispered in her ear," my place?" Her head fell deeper on my chest and she looked up with a very happy smile, then her head nodded yes. I am only twelve minutes away by foot, but I did not want to spoil the mood and take a chance she would sober up, so I hailed a cab. We got in and necked in the back seat like kids, I told the taxi driver where to take us. We heard a harrumph as he tried to get our attention when we arrived. I tipped him ten bucks for a five minute ride and we got ut hand in hand like two young lovers, afraid to let go. As Dolphine climbed the stairs to my third floor flat, I admired her legs, with real nylon stocking covering them. Her dress rose and fell as she climbed, and although I could not see her full figure, her curves made me weak in the knees. I was beyond fantasy now, I wanted to take her in my arms and peel her like a grape and eat the tender innards her body. When we were in the sanctuary of my flat, I said "Dolphine? " She turned and I planted an award winning kiss on her, our bodies molded as one and we continued to kiss for God knows how long. My manhood was evident, and she reached down and gently felt it, giving a slight moan as she touched it. I on the other had ran my hands all over her ass, her thighs, her arms and shoulder, being a little cautious not to touch her breast as I was not sure what I might find. She kissed me back and slowly unbuttoned my shirt, I in turn, unzipped her dress, we continued kissing's her dress fell offshoulders with a little help from me and quietly dropped to the floor, revealing a garter belt, holding up silk stockings under a full length black slip/ Now my boner was for
real, I was in full sex mode. I do not know what possessed me I swept her up in my arms, and carried her like a bride to my bed. We landed in an embrace with our lips together in a passionate kiss. \She kept trying to undress me and I her, so at some point in the dim light of the bedroom our naked bodies touched. I tilted down to nibble on her nipple and was rewarded with small tits with very erect nipples, in the back of my mind I knew se must be on hormones to have any tits at all. she grabbed my butt and pulled me to her, my prick was like a steel pipe now and I had to try and not rub against her so I would not get over aroused. My hands
roamed and eventually found her penis, which was at half staff. I let my hand cares at and felt it inflate like a beach toy with several breaths. I now got harder if that was possible. I just had to go down on her, it was maybe the most important part of my dreams, to feel a sexy woman's ock in my mouth. Dolphine just writhed in pleasure to any thing I did, but when I slowly slid down to her cock, I heard a sexy female moan of pleasure, even before I touched it. My head was spinning in anticipation, my hand encircled her cock and I felt it inflate in anticipation. I slowly took the tip and touched it to my lips and was surprised how wonderful it felt. Now encouraged and brave, I let it slip between my lips and enter my warm mouth. Dolphine moaned in pleasure which made the experience so much more delightful/ She reached down and massaged my hair on my head, moaning lightly like a kitten purring. I took her cock in my mouth again and with my hand massaged it arounas I moved my head up and down on it, she continued to moan and was now writhing in pleasure. I too was in a state of ecstasy, it is true that sex is not all about you, her pleasure was bringing me to a climax as well. I continued to explore her manhood as I sucked slow and hard and slow And soft, searching for the key to her climax. She suddenly reached down with both hands and tried to pull my head off of her. I smiled inside and continued to give her my best treatment, as suddenly she began to buck and writhe, shooting a massive load of her delicious cum into my thought and mouth. This made me almost cum on the spot, if in the back of my mind I had not a vision of her taking my load in her sweet red lipped mouth. Sure enough as soon as she stopped shivering and moaning, she hugged me and then went down on me.. I decided to roll over and enjoy it, but much to my surprise, she scooted around and brought her penis back yo ward my mouth. I was surprised tah she was pretty hard again so I took it back in my warm moth and enjoyed a second helping. Suddenly I was a cock sucker savant. She did not tale very long with her experienced mouth to bring me to a climax and like myself, she gobbled up every drop of my cum. I was now in deep concentration, trying to get another hot load for myself. Dolphine eventually complied and we kissed and hugged and kissed and hugged and finally fell asleep in each others arms1982