Cross Dressing Sissy

By John Nail

Published on Apr 5, 2009

Transgender

You can email me to comment and especially if you are a sissy who lives close to the Cody,Wyoming area and if you are looking for a man.

I forgot to describe myself I am 5'8" 175 lbs lean and muscular may I say so myself dark blonde hair that is close cut and blue eyes and my dick is I guess about 7" and normal thickness. Most of the time you will see me in Wrangler cowboy cut blue jeans and western shirt or tshirt boots and cowboy hat or cap.

I told you I would get a surprise well I am leading into that and see how much in love I was with her.

I was seeing her getting on for a month and I was as happy as a clam.

I left work for lunch and Tim who worked at the same feed store went with me, we were riding in my Ford F150 to the cafe which was just about a couple of minute drive from the feed store.

After got there and sat down at the table Tim looked at me after making our orders.

He said," You and Jennifer have been seeing alot of each other don't you usually start moving on to someone else?"

I said," I think this is different I really like her we have talked and laughed and I really feel at ease with her."

Tim said," I can't believe it I set you up with her and it is getting serious."

I said," I don't know if it is but I am getting some feelings for her."

Tim said," OK so what is going on tonight since it is Friday."

I said," I think she said she is going to cook up something.."

He said," OK how good of a cook is she?"

I said," She cooks really well she has a garden in the back of the house she grows zucchini and other vegetables and she gets really good quality meat."

He said," Hm Hm Hm, a knockout intelligent and a good cook I think I am jealous."

I laughed and said," Hey Amy is a helluva lady so don't bullshit me."

We got back and it seemed the rest of the day just crawled I couldn't wait for the day to end so I could be with Jennifer.

Well, 6:00 came and it was time to get home and get ready.

I drove home as fast as possible so I could clean up and head over to Jennifer's.

I took a quick shower shaved and got dressed in my best Wranglers a good shirt and my shined boots and my good hat. I drove over to Jennifer's house and I rung her doorbell. She answered the door and smiled.

She laughed and said," If I am not careful you might get fat."

I grabbed her and gave her a passionate kiss.

She laughed and said," You are so easy all I have to do is cook a good meal and I get that kiss."

I said," OK I am easy and you are so beautiful."

She said," Why don't you go sit down on the couch and let me finish dinner. And oh yes don't come in here i don't want to get distracted if you decide to become an animal."

I went down and sat down on the couch and while finish cooking she asked how work was. I told her it was long because I couldn't wait to be with her.

She said," You have done something for me too. I haven't met a guy like you. I know I wouldn't have met a man like you in Chicago. You are so gentle kind and you don't like at me as a sex object and I love that." 10 mins. later she called me to the table. We sat down and she cooked hamburger and beans with a different flavor and steamed zucchini with butter rolls and salad.

Her table was filled with succulent looking food no telling how long she has been preparing this meal. I ate until I was stuffed and I sat back and smiled at her.

She said," Why don't you go into the living-room and I will have this table cleared off in 5 mins. and than I have a surprise for you.

She quickly cleared the table in what seemed like seconds.. She went into the bedroom after she flashed me a beautiful smile, She was in there for about 2 mins. and came back out in a sexy black negligee..

She sat down and said," I know you are aroused but I have something to tell and show you. Now you have to promise me that no matter what you will accept me for who I am."

I said," Yes I promise I will accept you for you.."

She said," That no matter what you see I am still a woman, a straight woman. right?"

I said," Yes yes I promise no matter what my feelings for you will not change."

She lowered her panties down to her legs and I was amazed at what I saw.

She had a small dick probably no bigger than an 1" and she looked at me nervously and than explained," I was born with a male genitelia no female genitelia but I was born with no testicles. I knew there something different about me. Even with this penis I still felt like a female. I never had the strength atleast not the upper body strength of boys my age. I was small like this and than one night I told my parents that I was a girl and we talked about it and they agreed.. We moved from southern California to northern California after they put me on estrogen treatments. I had my name changed to Jennifer and ever since 5th grade I have been Jennifer."

I looked at her smiled and said," You are still a beautiful lady to me and I still feel lucky that you chose me. And no matter what might be between your legs you are still a beautiful straight lady."

She led me into the bedroom and I was walking on cloud 9.

I gently removed the rest of her negligee and removed her panties and her nipples out hard and I layed her on her bed. I took off my clothes and she handed me her lube and I lubed my dick. I guided my penis into the crack of her ass and as I entered inside her tight hole she inhaled.

I started off slowly pumping in and out and slowly picked up my pace.

I was humping her for about 45 mins. and she orgasmed in about 30 mins. and I shot my load inside her. and I lay on top of her kissing her and she was kissing me until my penis softened up and than popped out.

With her in my arms we kissed,talked and laughed until we fell asleep in each other's arms. As I fell asleep I knew she was the woman for me even with the surprise she showed and told me. I will tell you more about this fantastic relationship we had and how she convinced me to move in with her. .

Next: Chapter 3


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