My heart was pounding out of my chest. My mind was racing. The door was definitely opening. I there was no were to go quickly. I was going to be seen. I couldn't imagine this happening. Someone was about to find me dressed up in a sexy feminine outfit complete from head to toe, trying my hardest to look like a hot girl.
The door opened and I saw my sister. She looked up after putting away her keys and saw me and just stopped for a moment. She stared at me and just said "Hi".
Some how I managed to mutter back "Hi."
She told me that she had finished up at her job early and came home. The way she was talking was like nothing was out of the ordinary. I was still in shock but she seemed unfazed.
"What's up?" she asked. "Why are you so quiet?"
"Uhhh," was all I could mutter. My mind was still racing and I didn't know what to say much less to think.
"I think I can figure out what's wrong. You weren't expecting me home so early and were surprised to see me. Right?"
My mind was clearing a little and I said, "Yeah, I guess that is part of it."
"And I can probably guess the rest too." She said. "You weren't expecting to be seen looking like that."
"Well, that is certainly an understatement." I replied, my mind coming back to me a little more.
"I can understand that." She said.
When I first hear the door opening I had never expected this calm response.
"Now there is one other thing." I told her. "I can't believe how calm you are. When I heard you at the door I was expecting whoever came in to be in shock, disgust or horror. But you seem like it is just the same-old same-old."
"I am surprised, a bit shocked, but not horrified or disgusted." She said. "I doubt anyone expects to see their brother dressed in a blouse and skirt with high heels and stockings and wearing makeup and with long painted fingernails. But, who cares? You aren't hurting anybody, right? So what difference does it make? How is it different from when a woman wears jeans and an old lumberjack shirt or when I borrow you sweat pants or t-shirts? I assume those are mine since the look so familiar."
"Yeah, they are." I said, relaxing considerably.
My sister was less than 2 years younger than I was. We were very similar in many respects. She was just a shad shorter than I was, but we were about the same weight. She had a more feminine shape than I did and was an attractive petite woman. I was just a skinny guy. When we were much younger people thought we were twins. As we grew up and into our teen and college years we drifted apart, as is so common with siblings, but still stayed close.
"Since I steal your stuff all the time, I guess I can't complain." She said. "Though I probably look better in your stuff than you do in mine."
"What do you mean?" I asked. I had spent quite a bit of time to look like this and thought I looked pretty good.
"I'm not trying to insult you. It's just that it takes practice and help to be a good looking woman. You seem to have a little practice but no help. Your style is a little awkward. I can help if you if you like."
My heart was beginning to pound again. I couldn't believe my ears. "What do you mean?" I asked.
"I could give you some tips some of the things that girls share with other girls. The things we read about in magazines. So you can look more naturally female and less like a guy in drag."
"I don't know what to say except, sure!" was my response.
For the next couple of hours my sister taught me many skills and tricks on how to look more feminine. She showed me tips about applying eye makeup, nail polish; how to gently roll on stockings and hook the garter straps; how to make sure that my legs were as smooth as possible when shaving; the best way to walk in high heels. On and on she went demonstrating on herself.
Then she told me it was my turn to put into practice what I was just taught. She said that she was going to pick out an outfit for me and I would have to get ready by my self. She told me to go wash my face while she was getting everything ready. I went to the bath and washed my makeup off and when I returned she showed me my outfit. Her choice was unmistakably feminine and sexy. The kind of outfit that would have heads turning in a room as soon as the woman wearing it walked in. she had picked out a basic "little black dress", form fitting and coming just over my knee. To wear underneath she had picked out a silky and lacy black panty, bra and garter set. For my legs were thigh high, lace top, back seam stockings. She had also picked out a pair of 4" black stiletto pumps.
"Well, there you go." She told me. "Your nails are already good and there is nothing wrong with the way your hair is. If you remember what I taught you, you will look like a knock-out. I'll see you in a while" I started to get ready, my heart pounding and my mind on cloud 9. This was the sexiest outfit I could imagine and I was going to be wearing it. I carefully tucked my member up and back between my ass cheeks to keep it out of the way before it got too rock hard. I started with the stocking like sis had said and then fastened the garter belt. My cock was already swelling and I rushed to pull on those silky panties to help keep it in place. The elasticity of the fabric helped but my member was straining. Next I picked up the bra and found a small pair of breast forms. I guess these were what my sister used when she wanted to seem more "well endowed". They fit well in the cups of the bra, so I had to assume she had other larger bras to accommodate her natural breasts along thit these supplements. Then I pulled on the black sheath dress. It was tight enough in some places and loose enough in others to make me actually look like I had a figure. Finally, I slipped on the stilettos. I was looking good already. I sat at her makeup mirror and applied my makeup just as she had told me: nothing too heavy or cakey. Following her tips made a dramatic change to my face. The makeup was noticeable, but it wasn't overdone or flashy, just classy and sophisticated.
