This installment of my continuing blog will skip my college years as they were spent in an ultra-conservative repressive location. During these years, I tried unsuccessfully to fit in with the heterosexual crowd which dominated . Societal pressures were the motivating factors that drove me to attempt relationships with females , however , these mostly met with frustration and that ever present feeling that something was missing. A few feeble attempts at sexual relationships with women usually culminated in the woman not achieving the pleasure that normally resulted in such a liasson. Physically, I was not equipped to "wow" the girls with sexual prowess and my reluctance to pursue sex made them feel that I was disrespecting their charms. Be that as it may be, my attempts to be one of the guys did not succeed. Upon graduation, I was relieved to be out of that environment of all of the 'breeder' hormones. During college , I had worked at various jobs saving my money for purchasing a used car and for my next educational venture. I worked in male dominated industries including pipeline construction and oil field roughneck which would have led any casual observer to think that here was a normal hetero , macho male. All the while I was holding in my true feelings and making plans for the future. Finally , the day came when I was accepted into the graduate program of my choosing in the city of my dreams, New Orleans. I had briefly visited there for Mardi Gras a couple of times just enough to know that it was a place where I could fit in . Upon arriving there for good, I found a perfect apartment which was an upstairs unit of a triplex where I could have the quiet I needed for my studies, but more importantly, the privacy for pursuing the urges that had been building up within me for years. My first order of business in that regard was to acquire a feminine wardrobe , make-up, sexy pumps , purse , etc. I shopped at some of the big box stores which include womens' clothing . Ordinarily, I would have felt embarrassed to purchase such items but being hundreds of miles away from anyone who knew me, I felt anonymous and brave. At first I stuck to rather conservative feminine clothing so as not to attract to much attention to my amateur manners. Oh how I reveled in trying out all of the outfits, experimenting with makeup, and perfecting my walking in heels and feminine movements and speech. I was lucky that I had a small but very well conditioned frame, only 5'6", and 139 pounds. My curly hair had grown out to the point where I had a perfect bouffant natural which I styled in the most feminine way. Costume jewelry completed my illusion, including dangling earrings and several bracelets , necklaces and rings. Of course, fragrant perfume was a necessary accompaniment. Now that I had done all of this , I made a trip to a local mall and found a store that sold foundation garments to enhance my figure , such as padded bras, and panties . While there , I also picked up stockings, panty hose and thigh highs. What a thrill it was becoming for me to realize that I was nearing the time where I could venture out in the world as the person I was always meant to be. Now before I felt I could go out as fem, I had to explore my adopted city in normal masculine attire for the most friendly clubs and bars for meeting others like me. What a smorgasbord of establishments there were within a short drive from my apartment . I was overwhelmed with the variety of clubs and bars, but I settled on one that was large and overflowing with a crowd composed of gays, lesbians, straights, young , older and multi-ethnic. The venue was a high energy dance floor with all the latest popular music being played at high decibels . I found a place at the bar where I could observe all of the action and the players. I ordered a drink from a cute , blonde very feminine appearing bartender. He was extremely busy as were his co-bartenders . Drinks were dispatched at a frenetic pace , but he would speak to me each time he passed my spot and during a lull in the action, he said he had not seen me there before . I explained my presence and that I was new in town for graduate studies and this was my first venture out on the town. Upon finishing my drink, I was surprised to find another in front of me without having ordered another . When he passed by the next time I asked how much I owed him and he just winked at me. Not having any classes scheduled for several days, I felt free to stay out as late as I pleased and since nightlife in the city didn't end until almost sunup, I felt comfortable in indulging in the drinks and the atmosphere. My bartender's shift ended at 4AM so he came around to my side of the bar and asked if I minded if he joined me. I happily said sure and offered to buy him a drink since I had received several free ones courtesy of him. He said not to worry about the drinks , and sure enough there were soon drinks for the both of us delivered in front of us on the bar. When I reached for my money to pay, he grabbed my hand and said they were covered . I thanked him and soon became involved in a long conversation about each of our backgrounds and coincidentally found out that we grew up near each other , at least within 30 miles of our homes. He too had come to the city to escape the same kind of conditions as I had experienced. When I got up to go to the restroom, he noticed that I was a little unsteady and asked me where I lived. When I told him , he said he didn't think I should be driving and asked me if I wanted to sleep it off at his place which was only a couple blocks away from the bar. I gladly accepted his offer and he immediately stood up and guided me through the crowd to the exit and out onto the sidewalk. The morning air was refreshing and after a short stroll, we arrived at hi upstairs apartment. There was a sofa in his small living area in addition to his double bed in the bedroom. I naturally assumed I would sleep on the sofa, but he insisted that I should join him on the bed as it would be more comfortable. I did not resist and while he retired to the bathroom, I took off my shoes, pants and shirt. When he returned from the bathroom , he was wearing shorty pajamas and had let his blonde hair fall to his shoulders and looked very cute. I again thanked him for his hospitality and we both crawled into the bed. We continued to chatter for a while and I expressed to him how cute I thought he was. He thanked me for the compliment and reached over kissed me lightly on my lips. He then felt my chest which was tight from all my past labors and commented on my body as he continued to rub up and down my chest and belly. At this point, I was thinking to myself that if we were going to have sex, I would probably be expected to be the top. Little did I know. As he continued to feel my body , his hand went down to my underwear and slipped underneath which exposed my hard little cock . He squeezed it , asking if I was excited . Obviously, I said and with that he crawled on top of me and lifted his shorty pj's to expose that he was nude underneath but also that he had a very large and thick cock. He grabbed my much smaller cock in his hand and rubbed it against his superior one. The excitement caused me to utter some slight moans as he continued to not only rub my cock but to also push it between my thighs causing me to involuntarily open my legs. He asked if I liked his cock and I told him I loved the feeling of it . As he continued to probe between my thighs with his hard thick cock , I began to meet his thrusts with upward pelvic movements of my own. Although he was not much taller or bigger than me physically, his appearance was more feminine so I was somewhat shocked that he seemed to be taking a masculine role in our foreplay. As he noticed my response to his stroking between my thighs, he reached under my ass and grabbed my buttocks , squeezing and spreading them as he continued his thrusts . When he held my ass , that signaled me to raise my anus to meet his stroking . His cock was already dripping with pre-cum so it was not too difficult for him to push inside me with the head. I moaned with pleasure but misinterpreting my moans for pain, he stopped and asked if I was alright . My response was to reach up to his ass and pull him tighter and as I did so, he continued to impale me with that thick cock. We both were getting passionate in our mutual thrusts and I could not help the little whimperings that came from my throat along with vocal moans and words of encouragement . By this time he was stroking the entire length of his cock in and out as I continued to cry out with pleasure. I felt myself approaching an orgasm and cried out that I was going to cum. In response he pushed my legs over his shoulders and allowed his cock to be buried to the hilt in my now juicy ass pussy. After several violent thrusts of his wet cock slapping against my ass and making sucking noises as he withdrew each time , he cried out that he was also cumming . I felt his hot emission deep inside my belly , it seemed , and I held onto him tightly as I allowed his cock to continue to quiver . His creamy cum bubbled out of my ass mingling with mine on my thighs . He rolled off of me as he asked if It had been good for me. I exclaimed " Are you serious?" That was the best and the first I have had in several years. He said I acted like I had been doing this forever so I explained that I had once had a lover who taught me to enjoy being the girl in our relationship but that it had ended some years ago and I had essentially been a virgin ever since. He said , well , you are not one anymore. He asked if I was gay so I told him no, and that I intended to began dressing fem to come out in the future. . He said he liked to dress up also , but that he was versatile . I admitted that I was pretty much a total bottom but that I love that position and acquired more pleasure as in the feminine role than any other . We continued to talk until the sun came up before we drifted off to sleep. Before we did, we each promised that this night would be repeated in the future and often.
Mature experienced shemale total bottom seeking love or lust, partial to big men or other trans who are tops.
