Shemale Erotic Sex Stories
Shemale Erotic Sex Stories is an adult story website. Primarily, we have sexual stories and erotic stories hosted by us. As such, it is important that you understand the topics which may include; taboo & forbidden sex, tranny bondage and shemale fetish stories.
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Shemale Erotic Sex Stories
Big Titted Shemale 2
I didn't know what to say. Wendy knew I wanted it even though I was afraid to say so, she instructed me to follow her down the hall into her apartment, It was much cooler in her apartment with the air conditioner running. As we entered Wendy began to open the boxes that she had brought that day and pulled out articles of clothing, a bra, panties, a long flowing floral dress and a beautiful long blonde wig. "Well" she asked, a smile crossing her face. "Strip out of those old boy things and I'm going to get you ready to knock some eyes out, you'll be a gorgeous sex kitten before I'm through with you!" My breathing was getting more rapid, I couldn't believe what she was saying, I was a little scared, but I obediently followed her instructions.
After I stripped, Wendy lead me to the bathroom and shaved my legs, and my chest. As she shaved my chest she teased me by saying, "When I'm done with you honey, these sexy titties of yours are going to make people sit up and take notice." If I blushed Wendy didn't seem to notice. She acted with a professional air that calmed me. I felt as though I was one of her clients at her chic uptown beauty boutique. She even began to call me "Michelle" and engage me in "girl talk". Telling me how Men don't understand what "we women" go through getting ready for a date.
After the shaving was done Wendy sat me down in the bathroom and plucked my eyebrows so that they formed a feminine arch. She said, "Now Michelle I didn't want you to look until she I'm all done, I want you to get the full effect." With that she continued the process, putting on eyeliner, mascara, and blush. She asked me to pout out my lips more and she applied a pink lipstick. I was getting anxious to see. "Now Michelle" Wendy said, "You are getting there but there is still some more to do, tonight there are going to be some broken hearts about you!" I wasn't sure what she meant but I sat there obediently. To my fingernails she added some long tips so that my hands looked beautifully feminine. Wendy did my fingernails in a pink frosted polish and did my toenails in the same color. She fussed for about an hour over all the details of my makeup until she finally smiled and kissed my forehead. "There you are little sister." she said lovingly. Then she went over to her jewelry box and produced a pair of long earrings and clipped them on my ears, then she put a gold chain around my neck with a little heart pendent. Finally standing back admiring her work said "done."

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Before I could look in a mirror Wendy pulled me out into her living room and made me slip on a pink garter belt and panties. The satin material felt deliciously soft against my naked skin. Then she produced a light pink bra that matched the panties and garter belt. I began to tremble slightly. Wendy knew, I had always wondered what it would be like to wear a bra but I had never dared to try one on. Silently as though she was holding a wounded sparrow Wendy stepped in back of me, slid the straps over each arm, and pulled up the cups of the bra over my... eh, breasts. There I said it, they were now breasts, titties, my boobs. I felt glad not ashamed to have them. As the bra cups surrounded my breasts they comforted me, they felt right. My titties filled the cups. Wendy hooked the back of the bra into place and turned me around. Wendy looked at me with a professional eye, "Michelle, I'm surprised myself, but the fit seems just right. Without any help from padding you fill out to a 38B! With this padded bra on you look like a C cup." I was surprised too. Looking down I saw that my bra not only surrounded my breasts but perfectly supported them and pushed them up forming a deliciously feminine cleavage. I felt my whole body tingle as I looked down. I felt my breasts wearing what they were made for. I felt proud of the way they looked.
I didn't have time to ponder my womanly proportions, Wendy now produced a pair of light brown tinted hose and told me to slip them on, as I pulled them on they encased my legs in the most deliciously soft material that I had ever felt. My legs were always without question more like my mother's then my father's. Wendy snapped the clasps closed on the garter belt, straightening out the nylons.
Then she pulled out a long flowing sundress, "Michelle, I think that this dress will look beautiful on you on a warm summer evening and the top will make the most of you fabulous figure". She was right, the dress was utterly feminine, with a purple floral print on a white background. The long flowing skirt rested lightly on my legs and the daringly low neckline exposed my new cleavage in a most provocative way. Wendy told me to spin around a few times and say, "I'm Michelle, I'm a woman, I'm Michelle, I'm a woman."
At last came the wig, a womanly crowning glory. It was long lightly curled style, that cascaded down my back and over my shoulders. It felt delicious. Wendy spent some time with a comb brushing it out and styling it. It began to feel like it was my own hair. From the reaction on her face, I could tell she was excited. She finished me off by having me step into a pair of 3" pumps. I was surprised how naturally I was able to walk in them.
At last Wendy walked me to a full length mirror, I couldn't believe what I was seeing- an ultra feminine woman, who was definitely all woman from her high heels to her long tresses flowing over a full curvaceous pair of breasts. The face alone would make a man cum in his pants wanting to feel those pouting lips around his cock. But the breasts were sensual beyond compare. Any man would love to be with a woman who looked like this, to let his hand slip under the blouse, to slide in under the pretty pink bra and expose the woman-flesh underneath.
That evening Wendy and I went out to a movie then to a disco, where I danced almost every dance with a group of admiring men. I enjoyed the feeling of my dress spinning, my hair tumbling down my back and over my shoulders, and most of all I loved the feeling of my breasts bouncing sensuously for all to see and admire. And for some to feel, and for some special friends to suck on. In the weeks and months that followed Wendy taught me more and more of the joys of the feminine roll, how to be all woman. I've lost a few pounds and my hair has grown. I no longer need the wig, my own silky hair, now bleached blonde and frosted in a most flattering, feminine way falls over my shoulders. Wendy of course cuts it and styles it for me, we are having the time of our lives, and share many special secrets.
That was the beginning of what would be for me a new life, a life that included what was, and opened new possibilities.
