At age 19 - I had come of age quite a bit in my "role" as a "woman" with the "plumbing of a boy." I had experienced "love" with a man and really came to love the role of being a man's woman and "female" lover with my "first" guy. When I had an opportunity to spend a few days at a very posh hotel in Montreal, I wasted little time checking out the pool. It was very nice and had glass areas like a solarium and one could go outside the solarium area if the weather permitted. Immediately I realized my personal challenge! I just "HAD" to try going to the pool dressed as a "girl"! I had purchased a naughty red floral string bikini over a month earlier and I wanted to lie in the sun in it at the pool just like a young woman would do!
Being a bit boyish yet feminine the excitement of wearning only a bikini in a public place was the ultimate challenge to me. To be out in "public" so scantily clad (and hoping to be believably female) was my ultimate challenge. I've always loved to push myself to be "better" and I figured that this would be the perfect opportunity to realize this fantasy. I had almost the perfect body and physical size to launch my plan. I am 5'5" inches tall and I only weighed 128 well exercised pounds (at the time). I though I just had to try it - My hair was natural (back then) very, very long blonde, streaked and very perfectly feminine. I thought I might even swim if I could! Needless to say the preparation was lengthy. I shaved myself completely but for my pubic heart shaped triangle. I even pierced my ears for the first time in my life for this special event!
It was almost 11:00 A.M. and I was readying myself for over two hours. I was so nervous and so unsure of myself. I decided to wear 4" white high heeled sandals to the pool area and in only my "robe" with my very skimpy red floral string bikini beneath, I ventured forth to the third floor pool - nervously quivering and quite tense. When people stepped in the elevator on the way down on the next floor - I was panicky - but it was an older couple who took little notice. I must have seemed "normal" enough to them! I had only my room card in hand for my return. I sauntederd to the pool after escaping the couple on the elevator and showed the pool boy my room card to enter the pool area. I purposely avoided the ladies changing room - not wanting any potential problems. He handed me a towel with little fanfare as I searched for a spot to lie in the sun on the outer area of the pool.
I found a quieter area where I got a little more comfortable. There were about 30 people in the pool area and as I visually searched the area - I looked around fearing "discovery". Fortunately I seemed to go unnoticed though a man seemd to smile - gazing at me from across the pool. Now feeling a bit more confident, I layed the lounge chair horizontally and removed my robe - lying on the towel. The sun felt wondrous and my exposed smooth skin made me shiver - even though it was very comfortable in the sun. My 8" "maleness" was tucked between my legs and was quite stimulated! I was afraid to get up! I was so content suddenly as I lay there dreaming of sexy tan lines and actually "being" a very sexy girl! After a while I got quite warm and I decided to venture into the pool - carefully "tucked" in the teensy string bikini bottom. I felt confident now and walked with a sexy wiggle in my shapely derierre. I walked in to the shallow end and swam a few breast strokes before exiting. When I got out I knew that a man in one of those "french" pouches (called a bathing suit!) was gazing at me. I felt sexy and returned with my naughty sway of the hips somewhat quickly to my lounge where I relaxed on my stomach - eyes closed - when I was quite unexpecedly greeted. "How are you today?" he said. I must admit I was a bit surprised. The area was isolated enough that I was comfortable talking - and I exchanged simple pleasantries - I was not quite sure what this man wanted and why he was talking to me.
He was quite direct and told me how much he liked my bikini. In a heavy french accent he told me that I was very sexy! I thanked him - growing a bit uncomfortable yet feeling a bit "warm" from his compliments. "Are you staying here?" he asked. I looked up at him quizzically - "Yes" I said softly - now wishing he would go away. My plan was not to talk with people - It was simply to enjoy being a "gal" in public. Now this guy was being forward with me and asking if I wanted to come to his room! "No thank you"! I said - thinking what a silly reply I had made. I blurted - "I don't think you would like me very much. I'm not all girl!" I knew that would discourage him! As unbelievable as my statement seemed - the man seemed even more "moved". "I was hoping you were a transexual". You are just so sexy! We talked a bit more and he introduced himself. In a short period of time he had me convinced that making love was a great idea for "us"! If this didn't seem crazy enough - he "convinced" me that he would be a gentleman and please me like no other! This seemed like something that I couldn't refuse! I told him to meet me in MY room. I gave him my room number and I went up the elevator - as my head spun wondering if what had just taken place was real and if I was crazy to be considering having this man up to my room!
In my room I thought I'd set up my video camera and hid it under a pile of clothes on the bureau so only the lens was exposed. I turned the camera on and there was a knock. It was "Allain". We were about to make love! I had just been "picked up" at poolside! The hidden camera is how I got the photo below. He kissed me deeply and dropped his robe. Both of us stood there in only our teensy bathing suits! It was clear what was next. He took me to the bed and we kissed passionately. He was already rock hard as his "pouch" was no longer containg his huge member as it was clear as to it's hard, huge state. In moments I tore off his bathing suit and had him on his back. I almost greedily began to suck his wondrous cock! That is what my first lover had "taught" me to do. In a few more minutes I was rolling a condom over his huge rocket. In but a few seconds he tore off my bikinin bottom and I was desperately trying to take him up my tush while sitting atop him on the bed.. It hurt so much at first but once the ride began - and it was a wondrously wild ride - the wonder and intensity - that would last for almost an hour. "Allain" was quite a stud. I loved having his cock inside my ass. The pain was great but the pleasure was far greater. We "dated" for the remainder of the weekend going out each night and ending up in his room each night. I got fucked so many times that I was truly femininized by Allain. The picture below was extracted from my "hidden video camera" from back then - by a friend who has special photo software. It happenned a number of years ago but this was a memory and "proof" of a daringly sensual "event" that was so naughty and yet fun that I will never ever forget! Even in my natural hair I do look like a girl - especially sitting on his huge cock and I have a heart on as well!
