Nina - The Life of an Asian Crossdresser

On one boring and horny evening, I put on my make-up and set up my digital camera and took several photos of my in different outfit.

I started with a short dress, then a fetish leather bustier, and finished with a school girl outfit. I imagined I was a slutty sex slave bitch when I was in the leather bustier.

 Please look at my slutty hole and little cock. I am a worthless cheap slut for the use of your pleasure only.

The photo shoot ended with me shooting my cum in a cup, and I drank up the whole cup.

It was early morning on a weekday. I took the day off from work, so this guy I met on the internet could take some outdoor photos of me. He picked me up at a near by supermarket parking lot and drove me to a regional park near by. I think we were the first ones there, so we started working right away.

I was wearing a normal dress at the beginning. He took a few pictures of me and started to ask me to lift up my skirt to show what was underneath. I was reluctant at first, but I gave in later on. He then came up close behind me and took a few close-ups of my ass. He even asked me to spread my ass hole with my hands, and I obediently did so.

Then I told him that I wanted to take some more in my bikini. He let me to get change in his car. After I came out in my bikini, he took a few pictures of me and then asked me to take off my bottom to show my cock. This was the first time I showed my cock to a photographer, so I felt quit embarrassed at first, but the excitement was also pounding inside me. My little cock shrunk a little in the morning cold, but it was still hard during the entire photo shoot.

I then changed to a white T-shirt and skirt and took some more pictures following his instruction for poses. We left the park around 8 am as people started to come. He originally offered me some more indoor shoot on that day in an empty office building he had access to, but when we arrived there, he saw some security guards at the facility and had to call it off.  I was very disappointed because I have taken a day off for this.  So, instead, I went to an adult movie theater in that afternoon and had a crazy time. I will tell that story in another post in the future.

I met this guy on-line, and he was coming to my area for a business trip. This time I have decided that I was going to lose my ass-pussy’s virginity no matter what. I wanted a big hard cock to stuff my ass fully and officially made my ass a fuck hole for men.

I wore a red knit top, black satin short skirt, bare legs, and a pair of strappy black high heels. I drove to the hotel he was staying. Still nervous, I walked out of my car and towards his room door. After a few knocks on the door, he opened the door and let me it. He was quite tall, over 6′ for sure, around his 50’s, salt and pepper hair. He stayed in a 1-bedroom suite, so we first sat on the sofa and small talked for a while.

He complimented on how nice I looked, and I was always happy to hear that. He started to put his hands on my waist, thighs, and I started to touch him with my powerless hands, too. We then started to make out on the couch with deep french kisses. I started to put my hands on his crotch area, and I could feel that his tool was not small, and I thought to myself that I might have a great time tonight.

I was still kind of a rookie on having sex with a man, so I asked him to tell me what to do, and I would do anything. I knelt down in front of him with him sitting on the couch, and I unbuckled his belt and pulled down his pants. A 6+” fat white cock popped out after I pulled down his underwear. I just couldn’t take my eyes off this juicy cock. I wanted to taste it immediately. I licked it a few times with my tongue and then wrap my red lips around its head and started to suck on it. I was not very experienced at sucking cock at that time, so I didn’t know if he enjoyed or not.

After sucking his cock for several minutes, he led me to his room. He asked me to stand in front of a big mirror, and he stood behind me, feeling my body with his hands. He asked me to look at myself in the mirror and told me how sexy and slutty I was. I was so aroused and horny by that point.

I couldn’t stand the temptation anymore, so I asked him to fuck my ass. I took off my skirt, lay down on the bed, and he put a few pillows under my butts to elevate me. I asked him to put on the condom I brought, and he did. He also rubbed the lubricant I brought on his hard cock and my little ass-pussy.

Here it came, he held his cock with is hand, and slowly slid his cock into my ass-pussy inch by inch. I could felt the pain from my ass hole being ripped apart, but after a few seconds, it started to feel incredibly good. He started to pump my ass-pussy slowly, and I finally felt like a complete woman. I wrapped my arms and legs around him tightly and with my eyes looked into his eyes. I have never felt this good before. The feeling of a hard and hot man meat inside me was unbelievable. He sometimes took his cock out, and I eagerly asked him to stick it back into my ass right away. My little cock was already rock-hard and wet.

 He fucked me for about 15 to 20 minutes. He didn’t come though. He then started to play with my cock until I came. After I came, I went to the bathroom and cleaned up myself and left. I kept thinking how good it felt to be fucked by a man, and I knew that I was addicted to it starting at that moment. I masturbated and came numerous times in the next few days.

Actually, I have gone out to meet guys from the internet a few times prior to this experience, but I wouldn’t consider those official dates. The following is my first complete dating experience as Nina with a man.

I have seen him once before. I guess he had a good impression on me from our first meeting, so he asked me out on a date for a Saturday evening. Sounded like it was going to be the whole movie-dinner thing, and it would be my first time to go out on a romantic date as Nina, so I was very excited. I started to prepared myself for the date in late afternoon. I wanted so much to wear a sexy short skirt to show my legs, but I chose not to because I did not want to dress too obvious to scare him away or make him feel uncomfortable in public. I wore a thin knit sweater top and a pair of black tight pants, trying to blend in general public.

The meeting place is about 45 minutes drive from my place, and I was late for a few minutes. As I arrived, after parked my car in the underground garage, I nervously walked to the elevator. I still worried if someone could tell that I was a CD, but this thought kept me so aroused and excited. There were a few people in the same elevator with me, but I guess they didn’t notice anything special about me. I walked up to the 2nd floor of the plaza, there he was, waiting for me. He greeted me nicely. I worried if he liked the way I dressed that day or not, so I asked him how did I look. He replied, “you look cute”, and I was very pleased to hear that.

He then led me to a Japanese restaurant in the plaza. I sat at a table that my back was facing most of the crowd in the restaurant. I guess he thought that would make me feel more comfortable. However, I was wearing a low-rise pants that day. Hopefully, my thong did not show when I sat down.

We talked and ate sushi. It was a nice dinner. After dinner, he asked me if I wanted to go to a movie, and I said sure. It was also my first time to go to a movie as Nina with a man. We then drove to the movie theater. I was holding his arm when we were walking, and I liked this feeling a lot. The feeling that I was a little woman next to a man. I forgot the name of the movie we saw, but It was still a memorable experience.

After the movie, he took me to the bar of a restaurant near by, we had a couple of drinks and kept on chatting. I was having a pretty good time. It has always been my dream to go out on dates as a woman, doing things that regular couples do.

 He then drove me to the parking lot of a marina near by. The place was kind of in a private location, with romantic songs coming out from the radio, he grabbed and hugged me. To my biggest surprise, I felt a surge of electricity going through my whole body when I felt the touch of a man. I could never imagine that a man’s touch could give me such a reaction. I guess I felt I was a total woman that night.

He started to kiss me. This was not the first time I kissed  a man, but this was the first romantic kiss I received from a man. We kissed passionately for a while. His hands started to move up and down of my thigh and hip. Then he reached my crotch area, oh no, my cock was so hard, and it had liquid coming out of it. I felt embarrassed by that, but he did not seem to mind.

I also started to feel his cock and balls. I could feel the size of his cock under neath his pants. It was a good size. I unzip his pants and took out his cock with my hand, started to play with it. I said to his cock, “so big”.

I tasted his cock with my mouth, and then put it into my mouth. He kept playing with my hard little cock until it was all wet. We made out in the car for quite a while, and finally, we stopped with satisfaction.

On my way home, I couldn’t stop thinking that moment when he hugged me, the incredible feeling what went through my entire body seems to tell me one thing: “Nina, you are definitely a woman, a woman that is hunger for a man’s touch”.

It was many years ago, and I just started cross dressing not long ago. I have been fantasized about being with a man in bed for a long time, but I haven’t had the courage to make it come true until that hot summer afternoon.

 The heat wave hit the valley that weekend, and I was very horny. I finally decided to realize the dream that has been with me for quite a while - becoming a complete woman by letting a man take my ass-pussy’s virginity. I exchanged a few e-mails with a guy I met on-line. He is white, in his 30’s, I think. He asked me to call him. It was my first time to have outside contact when I am Nina, so I was very nervous. I worked up my courage and called him. He seemed to be a normal person, not a psycho or anything. He asked me to come to his apartment to hang and see what happens. He didn’t know that I wanted to lose my virginity so badly.

I showered and cleaned myself up. I also cleaned my ass-pussy by doing a few rounds of enema. I put on a short wig, a tank top,  a mini-skirt, and a pair of high heels. I didn’t have a lot of wardrobe back then, but I couldn’t wait. With my heart pounding fast, I arrived at his apartment. He opened the door for me, and I was so worried if he found me feminine enough or not. He invited me in. There was not air conditioning in his apartment, so it was very hot.

We chit-chatted  a little bit and watched a little TV. I ass-pussy was so horny, and I couldn’t help to hide it anymore. I sat next to him and started touching his arm. He started to put his hands on me. We then started to feel each others body. This was the first time I felt a man’s body, and I was very excited. Maybe I was too excited, so that I didn’t really calm myself down to enjoy it. He then took off my skirt and panties to play with my little cock. I also pulled off his pants and started fondled his cock.

This was the first time I played with a man’s cock, too. With great anticipation, his cock appeared before my eyes. It was like a dream come true for me. I was a woman playing with another man’s cock in my hands. It was so fulfilling. I didn’t know if it’s because it was too hot, or he didn’t find me attractive, his cock remained soft. I put a condom on his cock and asked him if he wanted to fuck me. He lied down and asked me to sit on his cock. I tried, but his cock wasn’t hard enough to penetrate my ass-pussy. It could be my ass-pussy was too tight back then. We tried a few times, and both of us started to sweat a lot because it was really warm in his apartment.

We finally gave up on fucking my ass. He ended up jerked off watching me, and I left his apartment not long after that, unsatisfied.

Even though I didn’t lose my ass-pussy’s virginity this time, I believed sooner or later I would do it again because I wanted it so badly.

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This set is the last one to finished on that day. I think we have spent several hours taking pictures and changing outfits. I put on my underwear and asked him to take some more pictures of me in them. He first asked me to hold my breasts, and then he asked me to pull down my  panties. By now, I have completely thrown away my shyness and were able to enjoy being photographed of my exposed body, especially my ass. We then stepped on to the balcony again and shot some more. I wish some of the neighbors saw me without my panties on.

He then gave me a Japanese robe and asked me to wear. I happily did so and took some more, also with my hands tied behind my back. When the photo shoot completed, he got very horny and excited. He came over and pulled down my panties. My little cock was half hard already. He got down on his knee and put my cock in his mouth. Actually, I am not very into receiving BJ from a man, but I was also sexually aroused at that moment. He worked hard on my cock, and I moaned loudly until I explode my load into his mouth. He swallowed my load completely.

After that, both of us were kind of embarrassed, and he told me that he just had to do that. I didn’t really mind that much, but I know I was still more interested in giving head rather than receiving it. This concluded today’s photo shoot. He then transferred all the files onto some floppy disks and gave them to me.

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This is a bridal lingerie with a veil that I did not wear because I couldn’t't figure out how to wear it right. This set was taken towards the end of the photo shoot session, and I was not too shy anymore. I did all the poses I was asked to do and had a great time.

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 I often fantasized myself as an obedient French maid. My day started by preparing a healthy breakfast for my Master. I would be in my maid uniform all the time. I would tend to every need of my Master, no matter it is reasonable or not. I would do a good job on all the chores around the house. My day is full of cleaning, cooking, washing, grocery shopping, and most importantly, pleasing my Master anyway he wants it. Ahh…. what a fulfilling life that would be.

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This is another outfit I prepared for the shooting. I like the color white, especially clothing. With the T-shirt, do I look younger? He asked me to take off my skirt and step out to the balcony of his apartment, and I obediently did so. The neighbors could clearly see us if there were anyone watching. I felt very aroused by the thought of watched by others. As the picture showed, my little cock was hard and poking out of my panties. He then asked me to step to the area that was block by the shade and asked me to show my ass to him. I slowly pulled down my panties and showed my bare ass to a guy I met for the first time.

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Then I put on my black thigh high nylons with garter belt and my black panties. I picked out a black skirt to match with my thigh highs, and to look like a sexy lady in the office. The photographer asked me to take off my blouse and skirts after a few shots, and I obediently did what he asked me to do. He also asked me to bend over with my round ass facing him. I think my little cock was pretty hard during the last few shots.