Leeanne where are you ?

I remember Leeanne saying it would be a fun game to play. Dressing up was always a great time with her.  She suggested that we go over to her friend, Kaaren's house. She said that I had to be blindfolded while we were driving over to her house.  We stopped, she turned off the car, opened the door and helped me out. We had walked a ways when she said she had forgotten something in her car. I waited. I heard the car door open, close. The car started. I heard her drive away.
"That couldn't have been her."
Now I saw why it was such a fun game.

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Less Than A Man

I went along with my girl friend when she said that she wanted me to dress up as a girl on Halloween.
After the party she came on to me admitting that it was a fantasy of hers to be with a shemale.
I admitted at first I was turned on by the prospect. I had been secretly crossdressing for years and finally felt a big relief that I didn't have to stay hidden any longer. Somewhere along the way she had thrown out all my male clothes, and bought me a lot of girl clothes.
She said that she wanted to start me on woman's "vitamins". I went along knowing that they weren't vitamins but really high dose estrogen. I had a work from home job, so the changes weren't apparent to anyone but me and my wife. I began to like how I felt and look. I felt pretty and sexy. She started to get me some things that were very sexy. Shortly after that is when the humiliation started. It started once when I couldn't get hard for her.  Then as the hormones continued their effect of making me more of a woman, they made my manhood even less of a man.
Then she asked me, "Let me see that pathetic reason you still think you are a man."
And for some reason, even though it made me feel almost sick, I had to show her.

Can You Tell ?

I snuck into the girls dorm dressed in the girls school uniform. I had gotten to my girl friends room,
and her room mate was there. Then her roommate's boy friend came in with two of his friends.  He says, "Hey, I'm here. You said if we got to your room that you and your room mates would give us a blow job."
I was pretty nervous about this, as they were all part of the foot ball team. Her room mate was half undressed already. My girlfriend was almost too. I was nervous and had to check to see that I was still tucked. I didn't want to get found out yet.  I guess giving a blow job didn't bother me as much as being found out I liked  to dress.

This is a first for me.

My girl friend asked if it would be okay if she dressed me up. I thought that would be fun as we have done this sort of thing before. She gave me a tight black top and a plaid skirt that matched hers. She helped me with my make up. We went into her bedroom and there was her blond friend Tammy.  She says, "Tammy is curious about being with a girl with a cock. You don't mind if I share you? Do you?
I couldn't hurt her feelings by sayin no. That would be so rude.

Sometimes

Sometimes I think there could be nothing better than staying at home just wearing sexy lingerie and being a kept woman. Am I wrong for wishing that ?

When your dream and your fantasy begins to blur with reality.

I used to love to dress up in my bra and panties and wear my favorite heels and some stockings. I would walk around the house, and pretend I was model. I would have a camera that would take pictures of me. I had long brown hair, but fantasized about being a blond bimbo.
Now I was confused.  This was a fantasy of mine, but where was I and were there really guys taking my picture and telling me to play with my hair. I don't remember being a blond.  I don't remember having heels that were this high before.
Oh well I guess I'll enjoy it now while I can.