This is fiction! If you are under 18 yrs. old you can not read this.
My girl friend and I had been sharing an apartment for several months. She travels a lot as she is a flight attendant.
One day while she was gone and I was bored after work I went through her drawers and for no known reason I tried on a pair of size 6 sheer white panties. Much to my surprise I was hard before I pulled them all the way up. They felt good on me and looking in the mirror I decided that they looked good on me as well. I began rubbing my hard on through the smooth material while looking in the mirror and before I knew it I was ready to cum. It felt so good I just kept going and soon made a very enjoyable mess in her panties.
I repeated this experience several times when she left town.
I was laying on our bed with a pair of her black panties on, crotch pulled to the side and slowly stroking my dick when I heard the door opening. As our apartment was not very large there was very little I could do in the time it took her to reach the bedroom. I was caught! She was not happy and after a day or two she asked me to move out.
I did and I took her black panties with me.
I moved into a very nice apartment in a high rise with a wonderful view of the city. I enjoyed sitting at the window of my 15th story apartment in her black panties just watching the world go by.
One evening while I was enjoying the sunset dressed as described above I notice a reflection coming from an apartment across the street. I wondered, was someone watching me with a pair of binoculars? I thought well if they are I will give them a bit of a show. I began stroking my dick through the black silk. Soon my hand was inside the black silk and my dick was nice and hard. It felt great! I moved the crotch of the panties aside to allow my dick and balls full freedom. I stood up and just faced the window for a moment or two and then finished jacking off. I found that experience to very exciting.
After dark I returned to the window in my panties with the lights on inside the living room to be as visible as possible. I gazed across the street to see if I could tell if anyone was watching me. I could not tell but decided to repeat my earlier performance with the same pleasurable results.
The lights went on in the window that the watcher was at earlier. There stood a figure I couldn't really make out. Was it a man or a women? I didn't know. Regardless, I still had the urge to expose my panty use and what would follow. I put a porno on the vcr to better get me in the mood. Again I moved to dead center of the window and slowly removed my levis to reveal my nice black panties. I,of course, had a bonner already pushing against the silky fabric.
I rubbed my dick through the panties and put my hands inside to play with myself. Slowly I removed the panties to expose my fully erect penis to those who might be watching. I stroked it slowly at first. When the urge to cum began to well up in me I increased my speed to complete my orgasm. Squirting my cum onto the window, floor and panties. I sat down to catch my breath and saw the lights turn on & off in rapid succession which I took as approval. I stood up and took a bow.
The next day I decided to make two purchases. One was for binoculars and the other was for several pairs of panties. The first was easy. The second was more difficult for me to work up the courage to go to a nice department store and look for panties. I finally settled on a pair of white sheer and a pair of red sheer hi rise panties size 6.
That evening I was very anxious to see if my secret admirer would return to the window and if my new binoculars would let me get a good look at the anonomous figure in the window. Shortly after dark I peered out of my window and looked across the street. I found the right window and saw a telescope pointed right at me. Ah I thought they were able to get a good look at me!
At about the same time as last evening I turned on my lights and moved in front of the window. I looked through my binocs and saw a very good looking girl looking back at me. I set down my binoculars and once again began disrobing. When I was entirely naked I looked again and she was still there. I opened my bag and held up my new panties for her to see. I selected the white ones and began pulling them up. By the time I had them all the way up I was fully hard. That's what wearing panties does for me.I pretty much repeated the last two sessions of masterbation. When I had finished I looked into my binoc's. She was now down to panties and bra. Her hand was in her pants and I assumed in her pussy. She looked again, I guess to see if I was watching. Then to my surprise she slowly lowered her panties to reveal an errect penis. Wow! I was blown away. I stood fixed with fasination as I watched her jack off. And I discovered that I was again very hard and very naked.
After he rcovered for a minute or two he checked his telescope to see if I had been watching. I gave him a thumbs up as well as my dick was up. He made the drinking motion with his hand and pointed to the street as if to say lets go for a drink. Again I gave him the thumbs up sign and began putting my cloths back on. Should I wear the panties, I thought. Yes of course. So I put on the red ones. Finished dressing and headed on down.
I just hung around the door of my building as I was not sure what he really looked like or what he would be wearing.
He showed up dressed exactly the way he was in the window and I tell you he was very passable!! He was very sexy looking as a her. WOW!
All he said was you have a very clean window. I said "you look great!" "My place or yours?" To which he replied mine for a drink.
His place was larger then mine with two bed rooms. It was decorated very nice with a feminem touch. He offered me a drink and introduced himself a James but preferred Jamie.
I told him that he made a very convincing Jamie and that is what I would call him from now on.
He said that he enjoyed my panties and watching me jack off. He said he would like to get a closer look at those panties some time. We talked for a while about our lives and then Jamie got up to make us another drink. When he returned he sat on the arm of the chair that I was sitting in. That put his breasts at eye level for me. They appeared to be small but ample.
"Are they real or are they in serts" I asked.
"You tell me" he replied.
I moved my hand to his breasts and began to investigate. I couldn't tell. Slowly I unbottoned his blouse and moved my hand inside the blouse to the bra. Still I was unsure. Once inside the blouse I found both inserts and nice little puffy breasts that I would expect to see on a 12 or 13 year old girl.
"Beautiful" I said as I removed the inserts and began to explore the little tits. I remmoved his blouse to gain complete access to the little things. I put my mouth around one of them and swirled my tonge around the nipple. As I was doing that my hand was slowly running up under the short skirt to his panties. They were wet. Probably from his orgasm in the window.
This was all very new to me and very exciting for me. I, of course, was very hard again and my dick was pusshing the red silk to the limit. It wanted out and wanted some attention.
I continued to move my mouth from one little breast to the other. My new friend was moaning with pleasure. My fingers found the outline of his errect penis and I traced it's length and breath. He was big! My hand slid between his skin and the panties to feel the real thing. It felt like mine, hard and plusing. I lightly gripped the skin and began slowing moving it up and down. We were both getting quite aroused by this time and Jennie suggested that we get more comfortable in the bed room.
Jamie remmoved his bra and skirt but left his sticky blue panties on and layed down on the bed.
I took off all but my new red silk panties and sat on the edge of the bed. I told him that I had never been with a guy before and was a bit nervous about the whole thing yet very excited. He said he could see that I was excited and should just treat him as though he were a girl and do what ever I would like.
I reached over and again began to cress his dick as though it was a large clit. I pulled his panties aside and looked at his dick for the first time. It was huge, pinkish and swollen. His balls looked small compared to his dick. I bent down a took the large purplish cock head into my mouth. It tasted salty and manly. I slowly took more and more into my mouth. While I was getting used to to a cock inside my mouth he was getting used to my medium size penis. His strocking and rubbing of me got me very hot and brave. I was now sucking his dick with all my heart and tried to do it just like I like mine sucked. I pushed his hand off my dick as I was ready to explode but wanted to keep the excitement building within me. Just how far would I take this?
It was pretty obvious that he to was enjoying his blow job. He stoped me.
"Have you ever had anal sex?" he asked.
"No" I replied.
"Would you like to?"
"You are way too big" I exclaimed.
Laughingly he said "Not you dummy, me."
My answer was to lay down on top of him. We rubbed our panty clad cocks together for a while. Felt very good. His rather long hair kept getting into my face. His puffy tits were rubbing on my chest. I could easily think I had a girl on top of me except I kept feeling that stiff dick on my crotch.
He got off me a produced a condom and some KY jelly. He sucked on my cock to get it nice and wet and then applied the rubber. Next came a large amount of KY jelly both on my condom and his boy pussy.
"Top or bottom?" he asked.
"Top" I replied.
He rolled on to his back, raised his knees to his chest and exposed his clean shaven boy pussy. I guided my dick to the spot and began to push it against the opening. I thought I would cum right there! There were his little tits waiting for my mouth and his big pussy waiting for my rod. Very erotic and exciting. I entered with little effort. I pushed in the full length and held it there as I reached down and began to jack off his huge clit. I could not hold still and began the fucking motion. I was so aroused that I knew I couldn't last long. I let go of his dick and concentrated on what was going on with me. With in minutes I was shooting my load into my new male friend.
That was unbelieveable! Awsome! I collasped on to Jamies chest with his still hard dick pressing into my stomach as a reminder the she was a he. No matter, the sex was great. I rolled off after a minute or two and Jamie removed my condom for me. I was spent. I was amazed at what has happened to me as a result of pulling on a pair panties belonging to my girlfriend only a few weeks ago.