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How it all began part two

"How I progressed form simple sex acts to crossdressing"

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At first when I had a greed to be Simons girlfriend I had not given it much thought, but as I lay in bed that night it struck me that all though I was letting him do sexual things to me it was kind of hard for me to be his girl seeing as I was male.

I also started to think about how it was always me doing things to please him and as of yet he had done nothing to please me, I liked Simon he was my only friend and it did make me happy knowing I pleased him but I decided that when I seen him the next day I would ask him about the things that were bothering me.

I woke the next morning and got my chores done as quick as possible I became acutely aware of becoming excited at the thought of meeting Simon soon, in my mind we would go back to how it was before yesterday and he would even start to do things to please me.

It was coming up on midday so I grabbed a coat and headed out to the bungalow, I wanted to get there before Simon I wanted to be waiting for him so I could get things off my chest and get back to how things were.

As I entered the bungalow I could see some plastic bags on the floor near the mattress then I heard a noise from across the hall, as I looked through the door I saw Simon coming out of the toilet, good you here he said and walked back to the bedroom.

I told him I had a few things I wanted to talk about and Simon listened as I got it all out at the end of it he picked up the bags and made for the door, I asked what he was doing to witch he replied you obviously changed your mind about being my girlfriend so I see no point in staying.

His words hit me hard and I was suddenly overcome with fear, I didn't want him to leave before I knew it I was telling him I did want to be his girlfriend and would do what ever he said I begged him just don't go, He put the bags back down and I should have felt better that he was staying but the smile on his face worried.

Simon went in to a big speech about how I was to be his girl and I was to do what ever he said, with each point he paused until I said I agreed, when he was finished it was clear if I wanted to keep him friendship I would have to work hard at pleasing him from now on.

We went to the bedroom and he handed me one of the bags, take this in the bathroom and open it, you will know what its about when you see it he said now go hurry, I sat on the toilet and opened the bag to my shock the first item I pulled out was a pair of black nylon knickers the kind of my mother wore, you know the ones full back and sides but with the gusset cut out.

I sat with them in my hand just looking at them as it dawned on me what he meant about me being his girlfriend, it was all so clear now, he wanted me to wear them for him, I reached for the next item from in the bag it was a pair of barley black tights but the crotch had been removed just like the knickers.

I continued pulling items from the bag, a black training bra, what looked to be a nylon mini skirt in black , a white silk blouse and to finish some open toes shoes, look like 3 inch heels.

I know what he wanted and I knew if I didn't do it it would get him angry and I thought I may loose him so I stood up took off my males clothes and slowly dressed in the clothes from the bag, I didn't think I would like it but to my surprise I really liked how the tights felt on my legs and how the nylon material from the knickers felt on my bottom.

When I was finished dressing I slowly walked back to the bedroom, the look on Simons face said it all at the site of me, come closer and give me a turn he said.

I did as asked and I could see the bulge in his jeans grow bigger, he started to run his one hand up and down my legs while he squeezed his bulge with the other, He slowly unzipped his jeans and looking me right in the eye said why don't you come down here and suck this for me.

I got on my knees my face hovering just above the head of his steadily growing cock, I liked my lips and opened my mouth taking him inside, slowly I stated sucking him using my tongue to flick the slit in the end of his now fully hard cock.

At the same time I used my right hand to slowly wank his shaft in time with my sucking motion doing my best to increase his pleasure hoping he would cum before he wanted take me as he did yesterday, hard and rough, as I was still sore from the experience.

My plan backfired spectacularly as all I did was get him more worked up to the point he ordered me face down on the mattress and got on top of me, as before he parted my cheeks used his spit to lube me and then began to line his cock up with my bottom.

I tried to ready my self remembering the pain I had felt yesterday but Simon just kept pushing so hard that the pain got worse till once again I felt the head of his cock pop me open, he waisted no time in pushing all the way into me, I knew now it had been him that had cut the gusset out of the knickers and tights, he knew what he was going to to and wanted to make the most of it.

As soon as he felt him self fully inside me he began to pump hard and his language got really blue as he told me what a hot fuck I was and how good my pussy felt truth was the pain was so bad I was already crying again only this time it felt worse as I had not recovered from yesterday.

He began to bite my neck as he continued fucking me, I was biting down hard on the sleeve of the blouse to stop my self crying to loud, he spanked my bottom through the knickers and tights a few times until I felt him tense up and the he cum inside me.

After he rolled off me I thought that would be it but he insisted we stayed at the bungalow longer only so he could take me 2 more times before we finally left, we met up two more days and each time he fucked me at least twice before telling me he would be gone for the next two weeks on holiday with his family, Best news I had had as it gave me time to recover but before to long I was craving him to make me his girl again, despite all the pain he had managed to turn me into his cock bitch.

TO BE CONTINUED.

Published 
Written by fun_boy_fan

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How it all began part one
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How it all began

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