Losing Virginity To A Total Stranger

I wrote a sex story in incest group titled – my sister made me the girl I am. It is better if you read that first.

I travelled again to UK. This time I took a individual house for myself, so that I could let my fantasies run wild. I wanted to be more and more like a girl. I was spending time looking at beautiful bra and thongs. I bought a pair of inner wears for myself. I bought long wig for me. I wanted to be a girl every day.

I bought lipstick , nail paint, eye liner and kajal. I bought a mini skirt and an exposing top. I started to dress up like a girl every day after office. I had bought a saree, ready made blouse and a long skirt.

I was wearing saree everyday and doing all house hold work like cooking hovering. It felt like being some ones wife. But it wasn’t enough. I wanted others to see me like a girl. So I started to do video chat. Soon I got many friends who loved watching me on cam. They made me pose in all different positions.

But soon I got bored. I knew it wasn’t real. So I got an idea of wearing girly cloths and going out at night. It was winter in UK, night would be mostly deserted outside. I had worn bra and panties and put on a t-shirt and jeans and I went out. I walked outside.

As I saw no one in the road, I got more courage. I removed my t-shirt and put on a jacket. I unzipped my jacket, and there I was walking in bra outside in the road. I reached a place where there was a bush.

I went there and removed all my cloths and I was just in bra and panties. I came out of the bush and walked in the road just with bra and panty. This became like a usual thing. I got more courage day by day. I started to step out of the house just with girly cloths. But I was just walking in and around the house.

Since it was very cold outside so I was very difficult to remove all cloths. I was caught once. I man saw me in girly cloths. I went out in a public bus/train with bra and panties but without stuffing anything inside my bra. But it wasn’t enough. I I wanted some to see me for real. So I started to look for partner in the internet.

I came across a website where people have posted ads looking for a sexual partner. I had put up an add saying I am a cross dresser and I wanted a man to make love to me like a gal. I soo got lot of replies. But since I was not ready to share my phone number, many were not interested. But there was one guy who wanted to see me.

I asked him to come home late at night the next day. I couldn’t get sleep thinking about it. I came home early from office the following day. I waxed my all body, I took bath and applied moisturizer all over my body. I had put on nice girly perfume and I had put on a nice looking bra and panties I wore a sexy top and mini skirt.

Since he liked me to dress modern. I waited for him. I was time. He rang the bell. I went down and opened the door. I couldn’t stand there. I was shy since I was dressed like a gal. He looked at me from top to bottom. I felt even more shy.

I immediately closed the door and took him upstairs where I had my bedroom. It had a double bed and full sized very big mirror on the wardrobe. I took him to the room. He was staring at me. He was tall, white guy. Maybe in his mid twenties.

He removed he jacket and he grabbed me. He was looking at my cleavage, and grabbed my ass. He started to kiss my neck and pulled up my skirt. He lifted me and thrown me on the bed. He asked me to make some sexy positions showing him my ass. I did as he asked. I was bending my body like a real gal. He started to remove his cloths.

He got naked. He had very big dick. I had not seen such a huge dick until then in real. He grabbed my legs and pulled me towards him. He was little rough I thought. But I kept on going with him. He pulled my panties and turned me to the other side and pulled up my skirt.

He asked me to remove my top. He was the first one to see me in bra. I cannot explain that feeling. He asked me to suck him. I got down and started to suck him. He was very big. I couldn’t deep throat him.

But he started to hold my head tight and started to push his dick inside my mouth. He was literally face fucking me. I dint enjoy it much. But I just couldn’t do anything. He pulled my skirt and started to press my ass. He kissed my neck again and pressed my boobs. He pulled my bra down and started to suckle on my nipples. It felt so good and womanly. I was feeding him more and more.

Then he asked me to wear the skirt again. I did, he put on a condom and I had bought lubricator. He put it on his hand and started to apply it on my asshole. He started to finger me and applied more lubrication.

Then he lifted me and threw me on the bed. I asked him to take it easy and I told him I like slow. He said he will show me how to get fucked. I said I had never been fucked before and it was my first time. So I asked him to go slow.

By then he pushed me to the bed and lifted my skirt up.

He held me tight to the bed and started to push his dick inside my hole. I could feel him going inside me. As he moved inside, I felt so much pain I could never explain. I pushed him. But he held me very tight.

He pushed in very hard and that was it I just felt I was going to die, tears came in my eyes. I screamed in pain. But he was not listening to any of it. He started to move very fast. After about 5 mins I started loosen up my muscles and started to enjoy it. He was fucking me real fast.

He used to pull his dick out and again push it in.

Finally after about 20 mins he came and he pulled out. He went to the bathroom and cleaned himself. I was lying there in the bed. Couldn’t move. He came to the room and said he really enjoyed fucking me as I had very tight ass and very big ass. I didn’t say anything.

He dressed up and left. I was angry because he kind of raped me. He did it forcefully. I liked it more of a passionate sex, slow and romantic. But it wasn’t like that at all. So I didn’t enjoy it much. But still it was him who took my virginity and saw me like a girl in real. The pain remained for a week. I couldn’t do anything else for that whole week. I didn’t look out for any one for a month.