Free Erotic Stories

My Shemale Dream

I was sitting at a bookstore and you walked in. You were absolutely beautiful. Your hair was just past your shoulders and you had this dark red lipstick on. You stopped by on your way home for work so youwere wearing a skirt and jacket business suit, navy in color. I noticed you were looking in the cooking section and I decided to go return the book I was reading, "Indian Cuisine". As I approached you, you stood right in front of the place where the book should go, but there was just blank space. You were kind of startled as I knelt down and placed the book on the shelf. You looked at me and smiled and said that you wondered what book went there. We then proceeded to talk about Indian food and went our separate ways. After about 20 minutes we bumped into each other at the check out, I had a book about art and you had a biography of some person I never heard of.

After we both had checked out I walked youout to your call and you proceeded to tell me that the book was about a man that decided to become a woman. At this point I got a very large hardon and tried to cover it up with my book. I said that I thought that would be very interesting to read, even erotic, you said that you hoped it would. You then told me that you never do this, but invited me to your apartment to have some coffee and read a few chapters together.

At your apartment I noticed pictures of your family out and you told me about your brother who died. I said he had your eyes and we moved on to the coffee and the couch. As you read I became very relaxed and I put my arm on the back of the couch. You looked at it and I asked if it bothered you and you said no. As the evening progressed you slowly moved closer to me and by the end of the second chapter you were leaning on my chest. I loved hearing you read to me, explaining the difficult choices this man had to make and the sexual war that raged inside.

You stopped reading for a moment and you looked at me, our noses almost touched because you were so close and then I leaned in and gave you a kiss. You didn't seem to mind, in fact you even kissed back a little. You backed away before I could kiss you again and you coyly smiled and leaned in to kiss me. Your tongue was so soft and sweet, then you started to kiss my neck. It felt very ticklish and I chuckled a little.

You began to unbutton my shirt a little and began kissing my chest. Youkept going down lower then on to my belly. Then you sat on my lap, straddling me, and began kissing my mouth again. At this point I was very aroused and you could tell, and you began to unbuckle my pants and pulled them down to the floor as to backed off my lap and on to the floor. I was slightly embarrassed because I was so erect, but you just smiled and said that you liked what you saw and you began to kiss and lick the shaft of my cock.

You began to tease me by taking a little bit of my head in and then bringing it back out, and then you took my entire cock into your mouth and you lips were touching my pelvis. I noticed that you must have had practice because you could breathe while I was down your throat. You began to stroke me and suck on me and moan as you did so. After about ten minutes of this wonderful blowjob I began to cum and you brought my cock out just far enough that I came in your mouth and not down your throat. You then milked my cock until the cum stopped cumming out and swallowd my cum little by little until it was almost all gone, then you kissed me so I could taste my cum and your saliva together.

Knowing that I was only going to be flacid for a short while I stood up in front of you and began to undress you. I slipped off your blouse and bra and began to kiss your neck and shoulders and then I lick your nipples and breasts. Your breasts were not huge but were very firm and your nipples were very perky. I began to suck on your nipples and you cooed with excitement. I then sat you down on the couch and began to kiss your stomach and I licked around your naval. You began to giggle a little because you were ticklish there.

I ran my hand along your stockings and followed them up to your waist. I pulled them down to the floor and kissed your feet and your calves and thighs. You shuddered and got goosebumps all over. Then I unbuttoned your skirt and pulled it down as well. We had quite a pile of clothing by now. I saw that you chose a black bikini as your underwear, which drove me absolutely wild, and again I was hard. I began kissing your inner thighs and to spread your legs. Then you interupted me for a moment.

During that moment you asked if I meant waht I said at the book store, if I really thought that guy becoming a woman was erotic. I said of course I meant it. It has always turned me on to think about a man who has allt the desires and emotions of woman and makes progress toward womanhood. You sighed deeply and said that you wanted me to close my eyes because you wanted to properly unveil your entire body to me, I agreed. You stood up and sat me down where you had been and made sure that there would be no peeking. You took a few steps back, still in your heels and you turned so that your back was toward me (I know because that was how you were when I opened my eyes) and you took off your panties. You told me to open my eyes and I saw before me a beautiful back and back end. Then you slow turned toward me and I saw what you were hiding. Your beautiful semi-erect cock was dangling between your legs. I smiled and though I was shocked could utter nothing but "You're beautiful."

You smiled and told me that I didn't have to do anything with it, but that I could take you as a man takes a woman, but use your anus as I would a vagina. I told you that I wouldn't hear of that and I stood up sat you downonthe couch and began kissing your right leg as I had before, starting at the foot and working my way to your thigh. Then instead of retreating from your cock I shyly began to kiss it as well and rub it with my hands. You leaned your head back and ran your finger through my hair. I then sheepishly took your cock into my mouth and sucked on it. It was hard and long, but was thin and somehow feminine to me. I began to have my mouth make love to your cock. I licked the length of it and sucked on the head and I used my hand to both guide it in and out of my hot wet mouth and to stroke the shaft where I could. You started to tense up and youtold me that you were about to cum and I placed my hand on your hips to steady you and as you cam I took all of your salt wet cum into my mouth. You were surprised and relieved at the same time and I then proceeded to swallow it little by little and then I kissed you so you could taste your cum and my saliva.

At the point you stood up and led me to the bed room. You pulled me up onto the bed and had me kneel. You graciously rubbed my cock with your hands and told me that no one had ever done that with you before and you kissed me. Then you said that you wanted to feel me inside of you. You grabbed a bottle from your nightstand and poured a slippery and warm liquid on to my cock and then rubbed it on so that it was covered evenly. Then you turned around with your back toward me and youwere on your hands and knees and the dropped down to your elbows. I had never had anal sex before, but I figured I just would start the sames way I would with any other woman to I brought myself closer to you and began to guide my cock toward your hole. I put a little pressure on your hole and it began to open for me and seemingly called me into it.

As I entered you I continued to go slow and you began to back into me to take more of me in. As you did you began to moan and coo and assured me that I was doing everything right. Then I found myself with my pelvis to you and you began to pump against me and i followed suit pumping myself in and out of you. You were so tight and so warm it felt simply amazing and then you began to call to me to go harder. So I began pushing in harder and harder and told me to go harder so I did and before long I was breaking a sweat pounding myself into you with all of my force. I than reached around and felt that your cock was hard too so I held my hand around it and with every push I gave your cock went forward in my hand. Your cockbegan to swell and spasm and you came in my hand and on the bed.

You began to moan more and more and each push you wanted it hard so I grabbed your hips and pulled you into me as I pushed into you. And then I began to feel my orgasm coming and I held my breath and I continued ramming myself into you. I came deep inside of you and felt my cum spill out little by little from your anus. I continued pumpin into you until my cock was all but soft and then we laid down on our sides. I kissed your neck and you pulled my arms around you and we fell asleep there that night.

I would really like to try this sometime with you. If you are interested still lets work on a time that we could meet in your town and go back to your place.

Let me know when is good for you. I would prefer a day time meeting.

Hoping to be with you, Adam