Karen

By peter killington

Published on Sep 2, 2020

Transgender

Karen Part 3

This is part three of my experiences with Karen

Karen and I lay in bed kissing and fondling each other. She said that she wanted me to experience a feeling that females love. She had me lay in my back and smoothly rubbed my clit through my panties. Girls occasionally get wet when they have panties on she explained. It is a very erotic feeling, and you should experience it. We silently kept rubbing each until we both erupted in our panties. Karen had me feel my panties and hers. It was very erotic, and did evoke feminine feelings. She then took hers off and told me to go wash hers and mine.

Karen continually increased my wardrobe until I had a full complement of women's' clothes including several wigs and heels. It was difficult but Karen had me walking comfortably in heels in no time. She had me practice each evening, while dressed in my bra and panties and wearing one of my wigs. She thought it was very erotic. She bought me an ankle bracelet that made me look very sexy.

Soon she said I needed to learn to go outside dressed. One day, she said it was time. She had me put on a standard bra and panties and sheer hose. Then Karen did my make-up and selected a non-descript dress and wig, and flats for shoes. We stepped out to the street and walked to the park and back. I did notice a few men glancing at us. When we returned, Karen said she was proud of me and said we would do more of this.

She also directed me to wear in addition to my panties a bra, and hose underneath my males clothes to work. I quickly adjusted to this and thankfully no one noticed until encountered a new hire, a young lady in the computer department.

Lena was a computer programmer. After a few weeks from her start, she was assigned to write software reports for me. She would visit my office, and I would tell her what was needed to be provided. This went on for a while, until one day, she walked into my office and closed the door. Initially, I started to object because I wanted the door open so all could see what was going on. After she closed the door, she turned and said Hi Wendy!

I felt crushed. How did she know? I was exposed, at work.

She smiled and told me to stand up. Hesitantly I did. Now she firmly stated. Standing, I was told that she knew that I was wearing a bran panties, and nylons. She told me to open my shirt and pull down my pants. She smiled and said that I looked good and that our secret was safe with both of us. I was floored and did not know what to do.

I mentioned this to Karen that evening. I told her I was mortified. She said the she knew Lena and was surprised when she mentioned where she got a job. She told Lena that you work there as well and also had told her about your becoming a woman and that I was having you wear lingerie to work under your male clothes. Karen told me not to worry as this is part of becoming a woman.

The next time Lena and met, she acted like nothing had occurred, except for the wink when she left my office. In our conversations she became more assertive, not letting me say much. What was frightening was the looks that I was getting from other female co-workers. I could see the short smiles on their faces as well as the quick gazes towards my chest.

Later, I was in tears explaining my thoughts to Karen. She consoled me in that she said I was experience what many females have. Also, she did kiss me and took me to bed to make me feel better.

The next day she did say that she was planning a party of some of her girl / gurl friends including Lena , Emma and another friend , Cindy, as a guest. She said Cindy is a female dominatrix and I was to be very respectful towards her. I was to curtsy when taking care of each lady as well as address them as ma'am. Cindy was to be addressed as Mistress.

I was to be the `help' for the guests. She said I needed to answer the door, fix drinks, serve dinner, and be part of the fun afterward. And of course clean up afterwards. To start, I would wear a maid outfit, and then I was change into slutty lingerie after dinner.

The day of the party, Karen had me thoroughly clean the apartment. She had bought me a cleaning outfit consisting of a canvas type bra, panties and slippers. While cleaning, Karen would check on my progress, occasionally giving me a playful swat on my butt, encouraging me to clean more thoroughly. When finished, we took a thoroughly enjoyable shared shower together. Karen told me not to cum as that would happen later. The maid outfit was on the bed. I put on the black thigh high nylons first, then the matching, panties and bra.

I looked in the mirror. I looked sexy, I thought. I further put on the maid dress, wig, and white headset. I certainly looked fem. Also, on the bed was the lingerie that I would be changing into after dinner. Also, there was a riding crop next to the lingerie. I wondered what Karen had in mind.

With trepidation I waited for the doorbell to ring. Soon it rang. I opened the door to see Lena. I curtsied, addressed her as ma'am, welcoming her. She smiled and said I was a good looking girl. Next Emma arrived. She said, Wendy how nice you look. Then the bell rang again. I knew it was Cindy. I slowly opened the door. I curtsied and invited her in, careful to say Mistress. She gave me a very cold piercing look. I escorted her to her chair. She had a black dominatrix dress on and seemed to control the conversation.

As they sat and chatted, I served the ladies as they needed drinks etc., until Karen said it was time for dinner. I escorted the ladies to the dining room and seated them at the dining room table. Then served each of the dinner entrees. They continued their conversations from the parlor. Cindy dominated the discussion as before. When done they got up and returned to the parlor. Karen told me to clear the dishes and change into my slut outfit.

I went to the room. The black lingerie outfit was on the bed along with heels, makeup, and a wig. I slowly put on the lingerie, a bra, panties with garter and stockings. I slipped in to the heels. Fortunately, Karen had me practice wearing and walking in them, then I sat a mirror table and applied the deep red lipstick, rouge, and black eye liner. Finally I donned the wig.

I walked to the living room to the glee of the ladies who were sitting in a circle of chairs. Mistress Cindy told me to start lapping Emma's pussy. Fortunately, II had experience doing this with her. I pulled up her dress and pushed down her panties and started licking. Out of nowhere a sharp crop was applied to my ass, oh my did it hurt and I yelled out. Mistress Cindy angrily told me to start sucking Emma hard and deep. I felt my head forcefully being pushed into Emma's crotch. Understanding another swat would be coming I dug deep, until Emma screeched when she ejaculated her juices into my face.

I turned and looked at Mistress Karen who was next. She had her dress flipped up and panties pulled own. He rock hard clit stood up, waiting for me. Mistress Cindy grabbed me over to Mistress Karen and shoves my mouth onto Mistress Karen's clit. She pushed me down so it was deep in my throat. Mistress Karen's; clit was never so big and hard. I bounced furiously, fearful of the crop. Mercifully, Mistress Karen came quickly. Cum oozed down my throat and out over her clit. I could tell she thoroughly enjoyed the experience.

Next was Lena, watching me with other the other ladies, she was very wet. I quickly started to lap her, and she ejaculated quickly.

Now that I was done with Lena, Mistress Cindy, grabbed me by the neck, and pulled me over to the couch. She lay me face down on the seat. She kicked my legs apart and pulled down my panties. Then she started to repeatedly whip my ass with her crop. I screamed, begged her to stop. Soon I was bawling in tears. Thankfully she stopped my ass red and burning. Then I felt her clit slowly entering my cunt. It was so stiff, much bigger and harder than Mistress Karen's'. Rhythmically, she started to pump. Oh my did it hurt me! Soon pain transitioned to pleasure. I started to buck up to her clit. I could feel her intensified thrust, driving deep and hard into me; it was awful and blissful. It was too much for me, my clit was throbbing with the pleasure, I ejaculated, hands free, turning out be one of the most pleasurable sexual moments.

She then turned me over, put my legs on her shoulder, and roughly reentered my pussy. She told me to look her in the eyes. She then started to pound me, and suddenly, she lurched forward, hesitated, tensed up, and then ejaculated into me. I felt the cum flow into my cunt through her rock hard clit. She popped her clit out of me, roughly, pulled me up and thrust her clit into my mouth. Clean it sissy, she ordered. Fearfully, I licked and sucked it until she pulled it out.

Dishelved, ragged, makeup running, my ass red and burning, my bra and panties rummaged, sobbing, I got up and left the room to the laughter of the ladies in the room. I immediately took a shower and collapsed onto our bed and fell asleep.

Mistress Karen and I lay in bed later that evening; I was in great physical and mental torment. My ass was still stinging from the severe whipping from Mistress Cindy, as well the inside of my cunt from her savage rape of me. I was crying in the hands of Karen, sobbing that I didn't understand what happened. Rubbing cold cream on my ass, she replied that I have become a good obedient sissy, and that I was actually cute and sexually appealing in my female clothes. You have become what you naturally are, and wanted to be. Gurls like you need to be used sexually for the pleasure of other gurls and women. She said that as long as I obey her commands and dress and act like the sissy that I am, I will be happy. Coldly staring at me she also stated that, I best obey her or more whippings will be received, and that possibly I could be sent to spend a weekend with Mistress Cindy.

End of part three

Any questions or anything you would like t see in future parts, email me at tw123443@yahoo.com

Next: Chapter 4


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