Trannie in Training

When we both have settle down a bit he says, "I would never have know that
it was you. You absolutely look like a woman. Except for that..."as he
points to my now limp cock. He asks how long I have been dressing a girl. I
say that it all started fairly recently. He said that he forgot his
briefcase, so had to come home. He has a meeting that he has to go to, but
that we need to discuss this further when he comes home. He says, "I hope
that you are dressed when I get home." I am dumbfounded. All I can manage is
a weak, "OK." He grabs his case and as he is leaving says "Damn, you look
sexy!"

*The Arrangement*

After my room mate left I was not sure what to do. Everything happened so
quickly that I was not sure it really happened at all. I got up from my
chair, arranged my cock in my panties then cleaned off the monitor and key
board. I took off my clothes and make up and put on my male stuff and went
for a walk to clear my head. I walked in the park and was enjoying the nice
weather and thinking what it would be like to walk in the park in my high
heels. I was rocked from my daydreams by my cell phone ringtone. Hoping that
it was a job offer I hurriedly grabbed the phone and said hello. It was my
room mate calling. He said that he was not kidding about what he said about
when he got home. He definitely wanted to see more of my female alter-ego.
Well, that confirmed the fact that it was no dream. I headed for home and
thought about what to wear. I didn't want to over do it and look like a
total slut or some drag queen. After all I do live with this guy. Or at
least hope that I would. I decided on a nice dress, modest heels, and what I
seen called "day makeup" in the women's magazines. I have one dress that is
very elegant. It was a designer model that would have cost a fortune if I
had to pay for it. I do not own any modest underwear, so matching silk bra
and panties set with garters and stockings was the choice also as I do not