tagTranssexuals & CrossdressersA Night to Remember

A Night to Remember

byVickieTGirl©

I have always had a strong fetish for stockings, garters, sheer panties, heels and other sexy lingerie. I've always required my women to dress this way for me. Even when I walk through the lingerie section in a department store or Fredrick's and I can't help but want to look at the panties and stockings, I want to feel and touch everything and I become aroused.

Well, a few years ago, I dated a very sexy women that loved lingerie and she was also very kinky. She was bi, loved to be in control (gentle...nothing harsh) and one night when we got back to her place she told me she was going to make me a women, her women so I agreed. She made me take all my cloths off and then she put stockings on me and at that very moment I became rock hard as well as embarrassed. She just smiled, she then put her garter belt and panties on me and told me to model for her.

I felt so sexy and at that moment I actually felt somewhat feminine. She took a dildo out and made me kneel in front of her and suck her cock, touching my face with it and telling me I was a little bitch and she was going to fuck me and make me a women. I was a little scared but at the same time I was so excited and wanted this.

She had me get on all fours on the bed, she got behind me and pulled my panties aside. She gently pulled on my balls from behind and it hurt at first but the little jabs of pain I felt shoot up inside of me felt so good and was a turn on for me. She continued to roll my balls around in her hand as she pulled them back towards her and then I began to move my ass back as if it were natural and I wanted a cock in me. She knew this and then she inserted her finger in my ass and I just loved it.

I pushed back to great her finger so that it would go deep and then she stuck two fingers in me. She was hot and enjoyed every minute of this while making me tell her how nice it was to be dressed as a women and being controlled like a women. And I did love it.

She kept asking me if I want a cock in me and finally I could not resist and then I begged her to fuck me. Her dildo was not small, she put the head of her cock against my ass and at that point it was natural as I pushed my ass up and back and then it went in me. It hurt but she would not stop and then the big cock was all the way in me and I almost came at that point. She fucked me and made me beg for her cock and then she made me lay down on my stomach with the dildo deep in me and she got on top of me and pumped me like a man would fuck a women. Not even touching my cock I became so aroused that I shot the biggest load ever and then she made me lick my cum. WELL,

THIS IS WHERE IT ALL STARTED......................................

We broke up not to long after that and then I knew I was hooked on this. A couple of years went by and I wanted to dress so bad but could not find a women that understood this. Finally, I began acquiring lingerie, stockings, mini's, heels, a wig and so on. I found a look that I liked and worked on it. I shave my cock, balls, ass and sometimes my legs (winter time). When I begin to dress something happens to me that is hard to explain. I begin to feel feminine and erotic, and can even cum without touching myself. It is something mental and very powerful. I've been out dressed a few times just driving around and never out of my car and was very frightened of what would happen if my car broke down or I was pulled over but so far that has not happened.

THE TIME CAME TO TEST THE WATERS............................

One night I was out for happy hour with business associates and friends. When I came home I was so horny and then I decided to go for it. It was late (midnight). I dressed very sexy. I wore black silk stockings, black heels, garter belt, short tight spandex mini with lace on the bottom of the skirt, black turtle neck, wig, and make up. I looked good even though one could tell I was a man.

By this time it was about 1 a.m. I got in my car and drove to the Adult Theater and damn did it feel so sexy doing so. Just the feeling of my car's leather seats against my stockings and panty's, as well as seeing my skirt pulled up to my crotch was such a turn on....I was wet. Once I arrived, and after a few minutes in the parking lot collecting my nerve, I went inside. It was very bright and three men just stood there looking at me. I asked the man behind the counter if I could go in the theater and he said sure and did not even charge me. Well this was it, now or never. I started towards the theater and I knew at that moment I was all women or at least felt so, and on my way to losing my virginity.

Although it was not that crowded, maybe 10 to 15 guys and a couple of girls, the moment I got upstairs and in the bright lights guys started to follow me everywhere I went. I was excited but scared all at the same time. I went into the big theater and sat in the back row. There was a black gentleman who came up and sat to my right, and an older (60's) gentleman (banker) that sat down on my left. I liked him. He was wearing a wedding ring, was attractive, white button down and silk tie and for some reason I felt safe with him. As I sat there, my skirt, being very short, pulled up to my panties and both men could see my stocking tops and garters, and my cock through my pantys. The black guy took out his cock and looked into my eyes. His cock was long and thick, and then he started to rub my stockings while he stroked his cock. The banker just gently caressed my left leg inner thigh occasionally touching my panties and cock. I reached over and gently stroked the black mans cock and it felt so good. I just naturally new what to do as if I were a women. The banker turned me on, hell they both turned me on. His touch was gently but masculine. He leaned over to whisper in my ear and told me he was attracted to me, and asked if I would like to go into one of the smaller rooms that had a lock on the door and a couch, I quickly agreed. I walked in first, he came in behind me, closed and locked the door, put money in the video machine and I sat on the leather couch, and it felt so good on my stockings and ass.

He sat down next to me, told me about himself while he played with me legs. At this point he took out his cock and I was stunned. It was about 7" or 8" long but it was so thick. He looked in my eyes and told me I was very sexy and he was attracted to me. At that moment I became very soft and feminine, and told him I felt the same way. I just knew what to do at that point. I got up and knelt in front of him and began licking his cock and gently massaging his thick balls. I was so excited to know that I, a man, dressed as a sexy slut made this guy so hot, excited, and truly wanting me.

I took his cock in my mouth and made love to the head. I kissed it, sucked it, rubbed it on my cheek and then he could not stand no more. He stood up, made me stand up, he pulled me next to him tight, hugged me and kissed my forehead. Once again and very naturally I lowered my hand to take hold of his large, thick, rock hard cock. I wanted him! He continued to hold me and I layed my head against his chest. He held me in a very loving manner. He turned me around, rubbed his hands all over my ass, then lifted my skirt and slid his hard cock between my legs. I loved every minute of this. His cock was hard, warm and pre-cum dripping and at this point I just wanted him deep inside me. I wanted him to make me a women, his women.

He asked me to kneel on the couch and I did as instructed. I knelt on the couch, gripping the back of the couch with my hands and laying my head on the back of the couch in total anticipation of what was about to happen and I wanted it so bad. He rubbed my stockings and inner thighs. He pulled my sheer black panties aside and let my cock and balls out. He gently pulled my balls just a little and the stroked my cock and I began to moan. He liked the fact that I was so wet. I asked him to stop because I could cum any second. He played with my ass, grinding himself against me. He then made my ass wet and eased one of his big fingers in me. He asked me if I liked it and I said please don't stop. He worked my ass for a while longer and I knew his big cock was going to hurt but I did not care, as I just wanted him to fuck me.

My legs were beginning to tremble and then I felt him gently slap my ass and grip it in a controlling manner that almost made me cum at that very moment. I started to gyrate my ass and push it up and back as if I were saying to him to please stick your big cock in me and fuck me. And at that very moment I felt his cock pushing against my opening. He leaned over me and up to my ear, put his hands on top of mine and whispered in my ear, would you like me to fuck you? I melted at that very moment and said please fuck me and make me your girl. He spread my ass open, added more saliva and then I felt the head of his cock pushing against my hole. He was too big and it hurt. I told him I could not take him. He was gentle and said he would not hurt me and to just relax. Then he pushed again and his head went in my tight ass. It hurt and I gripped the back of the couch and begged him to stop. He leaned back over me and said honey, I need to be deep in my girl and then he gently pushed and god it hurt but only for a moment longer.

At that point I felt his big cock all the way in me and I knew I was his, all his, he was making me his girl. I just relaxed, legs trembling and then it did not hurt any longer. I pushed my ass back to take all of him, I wanted him to know I was all his. He gripped both sides of my ass and began pumping me with gentle, long, deep controlling strokes all the time telling me that I was now his girl. I loved it! He began to gently slap my ass and asking me to tell him what I wanted. I told him, baby I love your big cock, please fuck me deep and make me yours. Baby, I need to feel your big cock all the way in me and I want to feel your hot cum shoot inside me, please baby, fuck me deep and hard and make me your girl. I was so fucking excited as he continued to fill me with his manhood and without touching my own cock and balls or without him touching me, I just started cumming like never before. He was pleased and said he knew how to excite his girl.

IT WAS NOW TIME....................

He put his hands on my shoulders and pulled me back as he pushed his big cock deep in me. I arched my back as he pulled me closer to him to ensure every inch of his big thick cock was deep in me. Then he gripped my ass and pulled my ass hard against him and he let out a low moan and I felt his cock twitch. Then I felt hot spirts inside me as he started to cum. As I felt him cumming inside me I just knew what to say.........baby cum for me, cum deep inside me baby and make me your bitch, make me your girl, make me yours! I then reached back between my legs, cupped his big balls and began to massage them, and I loved the way he groaned as I did this and told him I was his girl whenever he needed me, and I squeezed every last drop of cum from his cock.

It was the most exciting night I ever had!

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byVickieTGirl© 13 comments/ 86910 views/ 17 favorites

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