Cross-dressing is a very important part of my life. I have learned that it is healthy for me to pamper my feminine feelings and to indulge the needs of that unique person inside me. After a few years of dressing in public as a teen, I have grown accustomed to going out to my favourite alternative nightclubs. I very much enjoy being dressed up as the pretty, sexy-looking club girl that I so love to be every Friday and Saturday night. Having a private apartment while attending college has enabled me to be everything that I always wanted to be.
Now after completing my sophomore year, I was pleasantly surprised to be offered a summer exchange scholarship to study overseas at King’s College in London. I knew it was an academic opportunity that I could not allow to pass up. My only problem was that I had lived the last two years - while in college, being able to enjoy my feminine alter-ego Cari every weekend. Hoping to continue my lifestyle, I immediately went to work to see if I could succeed in going to London. Most importantly, I needed to include my ability to still be my personally necessary - weekend feminine self.
Suddenly, I had some of the most important research to do that I had ever done! I worked hard at my appearance, and being only five foot five inches tall is my first personal gift. My second was the hard work to become a trim one-hundred and twenty-eight pounds. Thirdly, I have grown out my blonde hair to shoulder length. As a guy, I look male, but I have been told I can be absolutely stunning in make-up. When dressed as a female, my appearance is very important to me.
I did know in advance about a couple of things about London. I knew it was transgender-friendly. I knew there were clubs and venues that were famous for girls like me. I just needed to see if I could balance studies and weekend life like I had for my first two years as a college student. I was going to find a way, and I was determined!
I had already heard about London’s 'Wayout Club,' one of the most famous transgender venues in the world. I soon learned on the internet that there were many other clubs and places in the city that I could potentially visit. A check of the London area maps showed I could get to a few of these places via a reasonable cab ride. It seemed that I had at least had a potentially affordable, workable plan!
With this new information, I was soon packing myself a second special bag filled with my favorite four dresses, two sets of high heels, make-up hair extensions and makeup. I was ready for an adventure that I was fully willing to embrace! I suppose that I had courage far beyond my youth. At age sixteen, I had dared to venture out in public dressed as a girl for the first time. A year later, I became an almost full-time weekend female when I entered college at age seventeen.
A Drag performing friend helped me with ideas for traveling with my feminine things. She gave me a business card that was for a group that did drag shows for charity. It was the perfect cover, not nefarious but, in a sense, honest. My travels to Montreal taught me to be truthful and candid about who I am - Especially when it came to the contents of my luggage! I am no longer overtly nervous about going through security or over the border!
I arrived in London in June. The flight was good, and the weather was unusually warm. I loved the intimacy and amazing history of the campus. My peers were from all over the world! My two main classes met on Mondays through Thursdays. Kings College is located on the Thames River and in central London. It is literally within access of a number of potential places that I could visit as Cari. That first Thursday evening, rather than join my classmates, I did a little reconnaissance. I found a seedy but trans-friendly pub club near enough to the college that I could possibly walk to. My plans would hopefully come together.
I decided I would try to visit this club the next night! An unfortunate reality is that in the sexy delicate five-inch-high sandal heels that I liked to wear, walking to this pub could be a challenge. Being summer, the college was quieter, and I had been given my own small but private dormitory room. There is always a difficulty, however, in what I call the escape as a crossdresser. I would have to walk as my female persona through half of the campus in overtly sexy high heels. I just needed to get to the busy streets that I needed to follow to get to the pub/nightclub I wanted to visit.
Fortunately, I fit into petite size three and four dresses believably well. I’ve trained my waist down to twenty-seven inches sleeping in corsets four nights a week. My blonde hair extensions and skillful make-up help contribute greatly to my realistically female appearance. My slim, petite body is overtly feminine – as it is always completely smooth shaven. It is also sensually perfumed for my special dressing occasions.
I was excited, and it took me much longer than normal to get ready. Being a stickler for detail, I colored my long fingernails and even my toes in a stunning, matching, bright burgundy red nail polish. To gain confidence, I am meticulous and use every make-up skill that I know. After all, I was in a foreign country, and for the first time outside of North America, I was going out as Cari. In spite of my still technically being a teenager, I have learned how to pass quite capably as a woman over the last two years. Perhaps I was more confident than I should have been, but I am also driven by mysterious needs and desires to be feminine whenever I can. I was very motivated to be Cari and to go out on the town!
It was about eight on Friday night and still light. I carefully began my walk to the mysterious new club. I had to go down a full ornate flight of stairs. Then I went right out of the front door of the dormitory dressed like a sexy call-girl. My long blonde hair and tight-fitting knee-length light white raincoat did help hide and subdue the very tight, skimpy and attention getting skin tight, white mini dress that I was wearing beneath.
I found myself taking deep breaths so as not to be too hurried or panicky. Soon, I found the loud echoing sound of my five-inch sandal-style heels clicking on the smooth stone stairwell and hardwood floors to be very attention-getting. I tried to convince myself that I knew how to be stealthy enough to succeed at this. I moved onward femininely and subtly in my heels and soon found myself walking outside.
Once I got onto the campus walkways, I became more confident. I felt a high in suddenly feeling self-assured and buoyant. I was being my heartfelt feminine self. I so loved to walk in high heels. I looked down at my pretty, bright red painted toenails exposed by my open-front sandal-like heels. It made me quiver in delight, looking so sexy and feminine. Excitedly, I began a less-than-subtle sway to my hips. I was being suggestive in a feminine manner without being too over the top. Two years of dressing in public as a teen gave me much more believability and poise as a woman than most gurls my age!
It was an interesting but fortunately mostly uneventful ten-minute walk to the club—or pub, as the English folks say. A cool breeze came off the Thames River behind me as I walked in the direction of Covington, not far from the college. Arriving at the gay and lesbian-friendly pub, I went in the front door cautiously. It was dark and a bit dreary looking inside.
I let my eyes adjust and saw many empty seats at the bar. It was early, and I seated myself right in the very middle of the long, ornate, wooden-topped bar. Fortunately, I was never approached for identification or age validation. For some reason, I had always been assumed to be old enough to drink in Boston, even though I was still a bit over a year from my twenty-first birthday! I did have a fake ID, but I almost never had occasion to have to use it.
As I looked around, I saw several men drinking. I also saw two other women there nearby. One was standing talking to a man, and I read her to be a transvestite like myself. Seeing her settled the butterflies in my stomach immediately. The dark-haired gurl was standing, talking to a man. She noticed me and I caught a quick smile from her. She was wearing a short, attractive little black dress. Though she was almost six feet tall in her high heels, she looked remarkably feminine because of her slim stature. I, too, felt fortunate to have this characteristic. I was often told I was assumed to be a real and complete woman.
I decided I could now safely remove my coat as the bartender approached. I placed my coat on the adjoining barstool, exposing my smooth, youthful skin and my white spandex, tight-fitting, rather naughty, micro mini skirt. Often, this action seemed to draw immediate attention for me. I like to call this little white dress flirty. My girl-friends in Boston preferred the term slutty! This dress was always a hit it seemed, wherever I went. Like what often happened in Boston, in less than a minute the beer I ordered was being paid for by a man asking if he could sit next to me!
Two years of dressing provocatively in sexy mini skirts and dresses had taught me a lot about flirtation and being attractive. I knew the look I had was alluring. I was a classic pretty little blonde babe in a skin-revealing little white colored tight fitting mini dress. This was part of a formula that, for me - seemed to work quite well to entice! I have over two dozen dresses and this one is a favorite. My sexiness often drew me the admiration I enjoyed. I loved being admired and told how pretty or sexy that I looked. I was certainly hoping to gain some attention!
Perhaps it was more by design than luck. I had a man buying me a drink and at my side in but a minute of my arrival at this place. After two years of growth and personal discovery, I was no longer afraid of men. I was able to discern rather quickly – the difference between a good and a not-so-good man. In my early years, I dressed up to look pretty for myself. Now my motives had expanded exponentially. I could most definitely feel comfortable in the company of a quality guy. I knew that sometimes – I was dressing up to look pretty – even perhaps rather purposefully, to attract men to my side!
I had difficulty at first understanding what the man who bought me the drink was saying. The loud music and the background noise were not as much of the issue as was his accent. I was having trouble with understanding him. I also had similar issues in my classes at first. So many expressions the English used seemed foreign to me. Soon he made it clear to me that he was asking me to go home with him. He was offering me money to do it! It was not the first time, nor would it be the last time this has ever happened to me.
This was, ironically, not something I expected at all. I had naively simply hoped to make a few friends in the transgender community. I really did not have any particular plan but I do truly love going out as Cari. I began dressing in the beginning in the belief that I was heterosexual. Perhaps it was inevitable, but I have since had more than just a few moments where I have given in to a man’s wants and desires for me. I have reveled in such sensuality in my short past, but going off with a man as a prostitute was hardly in my personal plans, in spite of the apparent generosity of his offer.
His hand wandered onto my quite exposed and stocking-covered thighs. I swooned a bit at first but I immediately placed my hand over his as if to signal for him to cool down. I’ve had this happen more times than I care to admit in the past. Such behavior was rarely welcomed. I’ve enjoyed a man’s touch before but have always hated overly forward, thoughtless guys like this. Many men apparently feel transgender women are slutty or can easily be bought.
I clearly didn’t have good instinctual feelings about him either, as he seemed awkward, a bit drunk and not in complete control of himself. He kept calling me “Miss Girly Girl”, and I was not sure that he was even aware that I was not all woman. Even in this alternative lifestyles type pub, he assumed I was female. Being passive as a feminine lady was not my best choice now. My choices and situation were now being limited by his forwardness, and I had to act soon!
Sometimes, a girl has to push a man away, and I began to literally have to do that physically. I got a little help from an aware bartender who called him by his name and told him to back off. A girl appreciates a rescue and a shining knight when necessary! I’d leave the thoughtful, aware bartender a good tip later—even though I never had to buy another drink!
With the man finally moving away and on, I took a couple of sips of my beer and surveyed the place again. It was much larger than it appeared from the outside and had some kind of basement area that was, I assumed, an overflow area if things got busy. I saw a poster on the wall advertising certain kinds of fetish parties that happened here on weekend nights. It got my interest as I must admit to liking the atmosphere that fetish parties can bring.
I was soon greeted again. This time, the man who approached was wise and kept his distance. He was careful, as he seemed acutely aware of how I had just been approached. He apologized to me for the man’s behavior, as he had obviously watched what had happened. I demurred and smiled back at him. I kindly said that he wasn’t responsible for the other guy’s actions, but I appreciated his sensitivity.
This gentleman was older, perhaps in his forties, and had greying dark hair. He was tall, polite and quite handsome. I had what a gurl might call good feelings about him right away. Appearances help, but I have done well to trust my personal radar. I have only made a couple of minor mistakes in my judgements of people in the past. When he offered me a drink, I accepted, though I wasn’t about to down beer after beer while almost poured into my tiny, body-hugging, white flirty dress.
I am very obsessed with my body and my appearance. My desire for perfection is a good but almost an excessive trait of mine. I am vain and love my reflection…. I am also proud of how well people speak of my appearance. I didn’t even want my flat stomach to expose even the smallest bulge from the beer!
He introduced himself. I found Alex easy to talk with. He was funny and couldn’t believe that I was a lot of things. He was quite surprised that I was American. He could not believe that I was a guy as well! He assumed that I was a woman or at least a fully transitioned woman. I even had to explain to him how my special, uplifting wire bra gave me just the appearance of real breasts in my low-cut spaghetti-strapped dress.
I did enjoy hearing Alex’s flattery. I do hear a lot of complimentary things from men, but I always take it with a grain of salt, as they say. I know how guys always want to find their way into a girl’s panties! I tell people that I am all guy because I don’t want to be caught trying to fool anyone. That is the perfect way to get a girl in trouble! There are many stories in my home town of Boston that have even fatal results when men were surprised. Vigilance, honesty and awareness is very necessary as a transvestite!
I soon found Alex’s smooth style and dry sense of humor rather charming. I told him about my being here for a summer research project, and he seemed pretty impressed! He had visited Boston and Cambridge, where I went to school. He told me how much he liked the area. He said he loved my appearance and that I was beautiful. He was also very funny and had a quick wit. I was finding myself to be somewhat drawn to him. My mind began to race a bit about where this all could possibly lead.
I knew that I sure wasn’t going to take a man back to my dorm room. King’s College had a quite conservative reputation, and I laughed to myself about what the people on my floor might think of hearing naughty research-related studying taking place in my little room! I also didn’t have sex with just anyone. I was wary, particular, experienced enough, and saved my naughty, slutty moments for the right man and for the right circumstances!
It wasn’t long, though, before I realized that Alex was probably the kind of guy that I had always had a vulnerability for. My weakness was my susceptibility to older, refined, confident, yet sensitive guys. I loved a man who understood how to thoughtfully treat a lady. Alex sure seemed to be my kind of guy, twice my age and twice my size and quietly self-assured. There was a lot I seemed to like about him. As hot and as overtly sexy as I might have looked, I was still a bit old-fashioned, however - in my heart!
Alex deftly turned our conversation to personal likes and dislikes. I felt comfortable with his questions and his sharing of thoughts as he eased into a discussion about sexuality. He got me to admit that I did enjoy the role of woman in the bedroom. I also spilt to him that I had a natural sense of feminine submissiveness with the right guy. I was a bit shocked at my very personal confession, but he made me feel so comfortable about my honesty for some reason!
Alex smiled broadly at my admission. He unhesitatingly explained that he was a dominant - but kind type of guy. I must admit we both immediately laughed out loud. I think we both liked how he qualified his definition of being dominant! I liked his declaration and his personal disclosure, perhaps as much as he enjoyed mine!