I was always a big man, even as a boy, I was big boned, strong beyond my years and tough. It just came naturally, so in High School I became an all state tackle on our football team. I played both ways, and was on all the special teams as well and loved it. I became bigger and stronger with each passing year. I won a full boat scholarship to college and received all the accolades that go along with it. I was a campus star, which is hard to be as a lineman. When the time came to go out for the NFL draft, I was a shoe in to be picked in the first couple rounds. Then just like that, in training camp, I got a career ending knee injury. I was released and found myself with life ahead of me with the next ten years of football, not an option. I began to feel sorry for myself and drink in private, and with some help from the college alums and athletic supporters, I was offered a good sales position in Chicago. I took to it and thought things were looking up. I got a nice apartment on the near North side and settled into my life. However I was still drinking my pain and disappointment away at night. Then one night it all changed, I was on the way home and stopped at a newsstand and bought the latest Hustler Magazine. When I was behind closed doors and had a nice high going, I flipped through the mag and came on a spread of a transsexual woman. I was stunned, shocked might be a better word, she was gorgeous and yet had breast and a penis. I found myself trying to turn away but my rock hard cock wanted to see more. What a concept, I had no idea what this was all about, I had instinctively avoided gays, most were too intimidated by my size to hit on me, so I never gave them much thought. But here was a guy with breast and a functioning cock. How could this be? The worst part was I had my cock in my hand and was so turned on I came all over the magazine. I cleaned up and went to throw the magazine away, to get rid of it, to remove the temptation to look at it again. I was ready to write it off as a bad
drunk and call it a night. I laid in bed and found myself stirring up the images from the magazine and again was hard a it gets. I finally had to get off again. The next morning I took the magazine out of the trash and hid it in my book shelf, just in case I ever wanted to see it again. Weeks passed and I would only think of the magazine when I was drunk, but then I could not resist revisiting the pictures and finding myself so turned on. I began to slow down at news stands and try to peruse the gay magazines as I passed and wonder if I was becoming queer. I finally one night after work went out for drinks with the office crew and on the way home I had the drunken goggles on and bought a copy of Blueboy. I must have worn the pages out over the next couple weeks, reading the stories of male encounters with other males. Still I was not as turned on as the transsexual had made me and I found myself frequently going back to revisit that mag. I have to admit I was beginning to wonder what a cock would feel like, what it would taste like and what I would do if another man took mine in his hand or mouth. I had always a certain repulsion to another mans body, but their cocks were a big turn on, I was in a state of confusion. I began to take my time going home at night, walking up Broadway, which was the big Gay Bar scene at the time. Studs in tight blue jeans and white tee shirts would be standing around the street corners, always ready to oblige I was sure. I would stroll by the gay bars and glance in and catch glimpses of male on male action, dancing, kissing, arms on shoulders and so on. Though all those weeks, I found myself a little squeezy inside at the thought of kissing another man. I had many offers of companionship, and gradually grew less phobic about the scene and realized they would not rape me, they just found me attractive. I began to recognize that I would eventually have to try this part of life. My drams began to involve hard cocks and cum dripping off my chin, my cum all over their faces. I began to be obsessed with it and decided the time was near, I would burst if I waited any longer. Well fate loaned me a hand and I was sent to a sales seminar in San Francisco. I purposely avoided commitments with the other attendees, knowing I was going to go to my first gay bar and have a drink, even if I went stumbling drunk. The first night, I got off to my hotel early and took a nap, thinking I would need to rest now in case I had a late night. I picked up a street newspaper on my way to my room. When I got up, I was groggy from sleep and began to sip a cold beer and flip through the pages of the newspaper. I found hundreds of adds for Gay Bars and began to wonder how to sort through them, what was my taste? MY kind of crowd? I was thinking these things when I ran upon an ad for a Transgendered bar. It suddenly hit me, I was in the most liberal city in the world and they would cater to any taste, and I realized I wanted to meet a t-girl, if I sucked their cock, it would be different, I found my hard on distracting me, just from the line of thinking I was having. I finally realized I had found my crowd, it came to me in a flash, I was turned on by femme men or cross dressers or transsexuals or, well all of them. I decided to have another couple beers while I got showered and shaved and put on my best after shave and headed downstairs to hail a cab. I asked him to drop me at the cross streets of the bar and got out and tried to get my bearings. I found the bar a half a block up and their was a line outside, waiting to get in, all guys, I was a little embarrassed, until I realized they were here for the same reason I was. Over the bouncers shoulder I could see lots of nice looking women inside, and a nice thrust bar with mostly men sipping beers and trying to act casual as they checked out the girls. It was my turn now to get in and I headed to the bar for a beer and a shot, which I poured into my beer to make it all portable. I turned around on my stool and thought I had died and gone to heaven. Their were women of all sizes and shapes, some nicely dressed, some slutty, some dancing dirty, some raising their tops to show their boobs. It was just a few moments until I had a woody the size I had never felt before. The booze kicked in and my libido came to life, I began to sway to the music and relax and take it all in. I kept thinking can these all be transsexuals and are they all in the process of a sex change? I have to admit I would be disappointed if I picked one up and she was post op and I missed out on sucking my first dick. I found myself very relaxed and smiling and loving the scene and wishing kudos to San Francisco. Then I felt someone elbo up to the bar next to me and smelt her perfume. When I turned to see who it was, I was greeted with a delightful smile and found myself smiling back. "Hi she said, I am Josephina", holding out a limp hand with bright red nails for me to shake. I took it and my stomach turned a flip flop. She was so soft and sweet, I managed,"
Steve". Just then the bartender came over and I managed to say I will get her drink. I was rewarded with a big smile and lots of white teeth. She was in a black bustier under a silk jacket and had on a short black skirt that showed a lot of leg. "Are you from here? She asked. No" IN town on business" I nearly had to shout over the music. "Your first time at this bar?" I must have blushed as I replied "Yes" She leaned in and said "You know we are special girls in here right?" Again I felt flushed but said,"Yes that is why I came here." This brought on a bigger smile still. Leaning back inot my ear she said,' "Judging by the lump in your pocket, I would guess you will be coming here again," she giggled openly. I was still a little flushed but managed to laugh at the joke. "I like big men, the bigger the better, their so strong and gentle." I laughed and said" We have to be, or we can crush someone..." Her drink came and I ordered myself another round and when it came we clinked glasses. You have to watch out in here Steve, a lot of these girls are working girls, trying to make money for their operations." I must have looked surprised because she saw it in my face. "I am not, I am pre-op and plan to stay that way, I am fully functioning, in case you were wondering." She gave me a shy smile I smiled wildly as I was so relieved she broached the subject. "I approve, I managed, then feeling embarrassed, I covered with I mean not that you need my approval." She leaned in to me and kissed my cheek lightly and let me know she was cool with my reaction. I was beginning to wonder what the record for a constant hard on was, I had been raging hard every since I got here. She let her hand light on my knee and slowly ride up toward my dick. I could only smile and once for a second or two closed my eyes in arousal. She leaned in close and offered me her red lips and I kissed her gently but fully on the lips and then our tongues met for a fleeting second. When I opened my eyes, hers were still closed. I had a second to admire her Dark hair, setting off her pale skin and her makeup accenting her best features. My eyes strayed to her boobs as she opened her eyes. Their real Steve but still quite small, I am afraid to say. I just dismissed this with a hand wave and took her by the back of the neck and kissed her again. This time out tongues intertwined longer and I heard
her sigh. She put her head on my shoulder and whispered in my ear, do you have a hotel room? I met her eyes and nodded yes. We did not have to speak anymore, we finished our drinks and I helped her on with her coat and we left. The cab dropped us at the Hotel and we went upstairs, arm in arm. I was in a state of bliss already. She went straight to the bathroom and I got some whisky out of my suitcase and poured us both one. My mind was racing. When she returned from the bathroom, she was in mauve panties and bra under a mauve camisole. Her black hair neatly brushed, her makeup perfect and her lips cherry red with. new lipstick. I held out my arms and she came to me, and raised her mouth to mine and we kissed for quite some time. My hands strayed to her bottom, hers to my shoulders and back and she began to unbutton my shirt as we kissed. I helped her, the whole time planting kisses on her lips and shoulders and once on her tummy. She undid my pants and they fell away and she let her hand close on my cock for a few seconds. Long enough o bring it to full life. I slid my fingers under her camisole and lifted it over her arms and let my hands caress her hips and belly, her flesh warm to my touch. She responded by slipping sown my underpants to reveal my raging boner. I reached behind and undid her bra and her small breast were set free and then I decided to waait a moment or two to remover her panties. We kissed some more and I finally picked her up in my arms and laid her on the bed. My mouth now kissing her shoulders, her chest her nipples and then her tummy. I was rewarded with a sigh and her eyes closed in pleasure, I continued down and slid my fingers under her panties waist band and she let her hips rise softly to allow them to slide down here long legs. At first I was not aware of her cock but realized she had had it tucked between her legs and as I kissed my way toward it, , well it made a n abrubt appearance. She was at full staff in a couple seconds, moaning softly as she grew. I took a second to sit back on my legs to admire the whole package, her eyes opened and she looked at me and asked," disappointed?" I could only smile and shake my head, My mouth went back to her tummy and I kissed here and there and eventually placed my hand on her cock. I was shocked, it felt so different than mine, softer, but hard as rock, more tender perhaps, I was immediately drawn to place it in my mouth. She sighed and her eyes closed and I began to do what I had read about in the gay magazines, To make a gentle suction on it, moving my mouth up and down slowly, concentrating on keeping my teeth out of the mix. She responded, well, moaning and stroking my hair. I was so pleased with the taste and the feel in my mouth; I was ready to shout in joy. I suddenly wondered why I had waited so long to try this. It was amazing, she felt like a woman with a huge hard clit I was sucking. I was in heaven. I continued and would have until she came but she gently took my head and pulled me away and we kissed for a long time her hands looking for my body, my manhood. She returned the gentle kissing and worked her way to my now engorged dick. Her mouth took it in like a warm Hoover and I almost shot my load right then. Her voice soft and loving said' Slow down baby, I want to enjoy this monster." I made myself look away because her sexy body was driving me to the brink. She slowly licked and sucked me to the edge several times. I finally realized I could not hold on much longer and grabbed her hips and pulled her waist to my mouth and found her willing cock. I took it in and tried to stroke it as I went in and out on it and tried to imitate the moves she was using on me. I found myself moaning in pleasure, not from her actions but from the fullness of her engorged organ. I could tell she was very close as well. I tried
to slow down my arousal but it was too late and I said" oh my God I am going to cum. She grabbed onto my hips and held my cock to her mouth so tight; I could not have pulled out if I wanted to. I was beginning to moan with ecstasy and shoot my load as I felt her cock spasm and shoot some cum deep in my mouth, I now was over the top, I held on for dear life as we both exploded into each others warm mouths. She moaned, I moaned, we moaned and we drained ourselves like two lovers should. Some how we ended up back in each others arms and deep kissing. We held each other for what seemed like hours, occasionally moaning in pleasure.
To be continued