Since my very first public appearance as a fledgling gurl at the very young age of sixteen, I have collected over two dozen little dresses. In high school, I was a long-haired somewhat pretty boy who was popular mostly with the girls. For whatever reason I had a feminine side that needed to be liberated and freed. I found secretive times to be dressed up in girls’ clothing. It was my ambition and obsessive goal to become a pretty, believable, cross-dressed female in my future.
At seventeen, I was fortunate to enter college with the perfect off-campus single-bedroom apartment. I had hoped for this privacy which was perfect for feeding the secret gurl in my heart and soul. I worked hard at every skill necessary to be very pretty and convincing and my naturally feminine features would go a long way in helping with my dreams.
In what would become regular weekend quests, I would visit alternative nightclubs in Boston, appearing in my tiny sexy dresses, sexy high heels, and in my impeccable makeup. At only 5’5” and 125 pounds, I had the body type to fit into body-clinging size four dresses. I easily had the courage to make myself smooth-shaven all over. I boldly continued to grow out my fully shoulder-length dirty blonde hair. In the mirror, I really did look like a very pretty and quite convincing girl!
With a cute little nose, pierced ears, bright red lipstick, well-defined make-up and almost scandalously short skirts and dresses, I attracted a lot of attention at the clubs. At first, I was afraid, and even often repulsed by lecherous, overtly forward men, causing me to retreat to making friends with the many cross-dressed and transgendered girls who frequented the two-night clubs that I would visit in Boston. It would take time before I felt comfortable talking to men at all.
I was both naïve and had well-founded trust issues in these bars. They truly resembled the dangerous Star Wars Bar at times! Occasionally I would thank men for the many drinks I was bought. I was even uncomfortable doing that in those first weeks out. Men seemed to want to be owed for the favor, making it quite a process for me. I also didn’t know if I even liked men, especially when dressed as a woman.
What college gurl didn’t like free drinks though! Being a sexy flirt was dangerous but kept the cost of going out down! Eventually, I became more comfortable with myself. I could be flirtatious and accepted that I was a teaser and not a pleaser. My feelings and my emotions were all over the place but would change. I admit it was much to my surprise.
Men always called me the sexiest gurl in the bar. It was flattering yet it wasn’t until I danced with a man that I had any whisper of what true attraction for a guy could be. The feeling of being held close and then the shocking first unexpected tender kiss made me realize that I might have another avenue to explore! I was smitten by the affection and the momentous feeling of being so feminine and vulnerable in a man’s arms. It literally took away my breath.
I was changing. By mid-winter, he was my boyfriend! He was mature, over twice my age, and treated me like gold. He would take me back to his home and the sex was stunning. Being a girl in this man’s arms was a powerful and almost magical experience for me. I now knew why I dressed so attractively and provocatively!
Once I realized that my attraction for certain older men was genuine and real, I began to allow myself further explorations that I could have never even dreamed of. A little over a year later I met a man who would change most every assumption that I had about sexuality, who I was, and who I wanted to be. I had always feared truly being myself with a man. I had a strong, secretive need to be submissive and I knew that I found great joy in bringing pleasure to the right man. It fit my personal perception of the ideal female.
On one fateful summer night at the bar, I met William. He was handsome, well-dressed and incredulously funny. I have always been cautious and responsible, but I was instantly smitten with him. When he expressed a very sincere feeling of attractiveness and liking towards me, I was fawning over him. He was honest to a fault, explaining who he was and what he liked in a gurl like me. William was a shamelessly dominant man with a penchant for submissive gurls. I somehow just knew that I hoped and wanted that gurl to be me! He explained how he liked to bind, discipline, and treat a gurl, and most importantly, how he developed trust.
Having always secretly loved certain fetishes and sensual outfits, I was intrigued. My first boyfriend indulged me in one of my personal fetishes once. He bought me a naughty, lacy and sexy, maid’s outfit that I loved. He found it sexy too, but every time I wore it, I would soon find it being peeled off me! He found me very desirable in it, especially when I pretended to be his French maid! It was my first sensual role play and I just wish my boyfriend had treated me more often!
We agreed that on the following night William and I would meet at his suburban home. Even though William had been clear, little did I know just how much I would be indulged in role-play, sensuality, bondage, and more! Expectation one was that I show up to his door in a shamelessly revealing schoolgirl outfit. I had the perfect outfit for him, and my excitement was unmistakable. My want to be a submissive gurl for this dominant man was profound, real, and intense! In a way I felt that William would give me the opportunity to be the gurl I always wanted to be!