Kinky Sex Stories

Forced To Feminize. Crossdressing with my step mother part two.

This is the second crossdressing story about how I was forced to feminize and began crossdressing with my step mother.

After the night I feel asleep with my step mother in her bed wearing her panties and bra and lace teddy, we woke up and she finished washing my regular clothes and dressed me back as a boy.

“Today we are going shopping.” My step mother announced.

As we were driving in her car to the shopping mall, my step mom asked me to find her lipstick in her purse.

“Now watch closely how I do this.” She said. “Now I want you to put a little lipstick on your lips too.” She said.

“No way.” I said. “ I’m going to look like a girl at the mall and everyone will see me.”

“Now listen, every movie you have ever seen, the actors are wearing lipstick and lots of make up. Just rub the pretty lipstick on your pretty mouth and accent your full luscious lips. Don’t be shy.” She said.

I did as I was told but felt funny about it. However it tasted pretty good and smelled good too but it made me feel very self conscious at the mall.

My step mother began buying clothes for herself and I was forced to watch as she dressed up in different outfits. I must admit she was a very sexy woman. She had curves in all the right places. She had an air of dominance about her and I always felt very safe around her. She also was good with people. I loved her deep and sexy voice. It almost seemed like each work out of her mouth was actually saying, “I want to do naughty things to do little boy.” I was young and a virgin and enjoyed each moment of her attention

She began to pick out lingerie for me, having me try it on and then showing it to her. She even asked one of the pretty young clerks for her opinion.

“Now how do you think my pretty young sissy girl looks in this one….and this one…..and this one?” She would ask the clerk who giggled at me and looked me over.

After buying skirts, blouses, panties, bras, shoes, and even girl lingerie, my step mother dragged me by the hand into what appeared to be a homosexual clothing store. She handed me over to a clerk and said, “find lot’s of tight and white for my sissy boy.” And then she left me there for about an hour while this large muscle stud dressed me in tight white clothes. When she came back, we hauled all our stuff to the car and went back to our house for a fashion show.

“Now my little sissy boy, I want you to dress me up first. I want you to pick out your favorite outfit and dress me up. And if you are lucky, I will do the same to you.” She said.

I undressed her and her big tits spilled out. I could not keep my hands off them and was slapped across the face for it. I stuck to the task and dressed her in my favorite outfit. It was a tight fitting dress, with leather boots and a large cleavage area. I choose white lace panties for my step mom and a big white bra for her big tits.

“Perfect. You have choosen well my little sissy boy. Now it’s your turn.” She said and she picked out very slutty clothes for me to wear that evening. She seduced me into the bathroom and applied lipstick and makeup to my face and then put me over her lap for my evening spanking.

“You are my good little crossdresser aren’t you?” My step mother said. “From now on, you are going to wear what I want you to wear each day, and that includes all those tight clothes for boys I bought you. The boys and girls are going to love you at school. You trust me don’t you, and I know you love all the attention mom is giving you lately.”

That night, we ate dinner as I was dressed like a little sissy slut girl. In some ways, I enjoyed it, but I also felt a little strange at first.

“In time my sweet sissy, you are going to enjoy wearing girls clothes. In fact you are going to enjoy it so much, you may even decide to be a girl. But never mind that now, mother has plans for you this evening.” She said and led me into the bedroom again.

My step mother tied my hands behind my back and knelt me on my knees. “It’s time I introduce you to my very special friend. It’s called cock. This is my cock and you and it are going to get along just perfect, I know it. But you are not allowed to touch it yet because you have not learned respect from it. So we are going to watch a movie that will explain to you all about cock, and what to do with it.” My step mother said and she left me on my knees, with her cock in my face, as we watched a porno about a woman who learns to suck cock for the first time.

The cock sucking porno movie made me hard. It was beautiful to watch the woman place her virgin lips on the large cock. My penis was not as large as his and I felt insecure.

“I’m not as big as him.” I told my step mother.

She laughed at me as said, “Silly girl, you don’t need your cock. All you need is that little clitty between your legs, and your sexy little butt as well as your pretty painted mouth. That big cock will do the rest. I want you to keep watching how she sucks that large penis because you are going to suck mine now.” She said.

My step mother plunged her cock into my mouth as I tried to stop her but because my hands were tied, there was little I could do.

“Oh stop fighting it. I know you like it, I can see your little girl clitty getting hard. Just take the cock into your mouth. You may find it a wonderful and peaceful experience. It’s very important to train you right from the start. That’s good sissy, just like that, nice and slow and back and forth, just imagine how you would want someone to suck on your dick.” She said as I took the cock as deep into my mouth as I could.

“I have forced you to feminize quite well in such as short time. It’s time for us to go to bed now, we will have company over tomorrow and you can show them what you have learned today my sweet little sissy.” My step mother said.

And as usual, she forced me to sleep in her bed with her. She began to leave my hands tied up as we sleep and occasionally during the night and in the morning, I would feel her hands dig into my panties and play with my cock until it was hard. Sometimes she would tease and play with my asshole too which would only make me more excited.

Yes, I had been forced to feminize, and crossdressing with my step mother was opening up new worlds to me.