Alan was twenty years old, and lived at home with his parents and younger sister Carol, who was eighteen. He and his sister never really got on, they were always arguing about something, and lately things were worse than usual. Alan was trying to save up so that he could get a place for himself, and nearly had enough for a deposit on a nice little flat. Alan liked his privacy. He had friends and liked to go out weekends, but he also liked being alone so that he could indulge himself in his fantasies. Alan liked to cross dress, and nobody, but nobody knew. He was always hoping that he could find a nice young lady that he could pour his heart out to, but he wasn’t ready to tell anyone yet. Although he couldn’t dress fully at home, he did own a few things, and liked to wear his femme underwear under his jeans.
One particular weekend his parents had gone away, and his sister was spending the weekend with a friend, and so Alan was going to be alone, and looking forward to relaxing in his girls clothes. He was very slim and only about 5ft 6ins, so he could get into lots of nice things quite easily. He would never go out in public though, as he didn’t think he could carry it off.
His parents had been gone a little while, and Carol was getting ready to go herself.
‘Hurry up.’ Said Alan impatiently.
‘Piss off.’ Carol said through gritted teeth. ‘I’m going as fast as I can. I’m looking forward to getting away from you for the weekend.’
Alan leant in her bedroom doorway watching her pack. He noticed the sexy things she had, but not liking his sister, wouldn’t fancy wearing them.
‘Why do you want to get rid of me so quickly creep?’ She asked ‘What are you upto?’
‘Nothing’
‘I bet.’ Carol said, and looked at him suspiciously.
It wasn’t long before Carol was ready and was leaving.
‘Bye then.’ Alan called sarcastically.
‘Bollocks’
He was alone, and his stomach was turning somersaults. The whole weekend dressed up was going to be fantastic. He watched his sister leave, and when she was out of sight he ran upstairs and took the suitcase from under his bed, unlocked it, and emptied out the contents. There were numerous pairs of lacy panties, some sexy flared mini skirts and an assortment of bras, tights, shoes and a few wigs. He waited for ten minutes, just to make sure Carol had gone, then stripped off and stood totally naked with his erection standing out before him. Alan was also hairless, he kept his legs clean shaven, and loved the feel a pair of tights being pulled up his smooth legs.
He picked out a pair of white lacy tanga style panties, that had a pattern of small blue forget- me- nots on them, a matching bra, a pleated, white mini skirt and a white blouse. He also chose a pair of red stiletto shoes, and thought he would look nice and tarty ,especially with a blonde bob style wig.
He got dressed slowly, as he liked to watch himself in his mirror, and feel the sexy smooth clothes against his skin. Unfortunately, being aroused made wearing skimpy panties a little uncomfortable at times, but after a while his erection would subside, and fit nicely into its sexy covering.
This particular day, his whole world was going to be turned upside down. Alan had been upstairs getting ready for quite a while, and went downstairs to make himself a coffee, and relax in front of the TV. He drew the curtains, even though it was day time, just in case somebody could see in and got on with being his femme self. He put his feet up and settled himself down for the rest of the day.
Alan sat up with a jolt. He’d fallen asleep. He stood up and went into the kitchen to make another drink. That’s when he saw Carol’s suitcase in the hall. His heart missed a beat, and then raced. She must have seen him, or maybe she didn’t go into the living room. Alan started panicking and stood very still and tried to hear any sound. None. He went back into the living room to get his shoes and thought it best to go and get changed, just in case. That was when he saw the note, and the photo from the instamatic camera. The note said
‘well well well. A nancy boy for a brother, I'm going to have some fun now, ha ha ha.
’ The photo was of him asleep on the sofa, fully dressed, and showing his panties, where his skirt had ridden up. He ran upstairs to get changed, although the damage had been done. He burst into his bedroom, and there was Carol sat on his bed, looking through his things.
‘What are you doing? He shouted at her.
‘What am
I
doing? She laughed.
‘Get out of my room, and don’t you dare tell anyone about this, I’ll kill you if you do’
‘Who are you to threaten me?’ Carol was angry. ‘I think you had better watch your tongue. If I show anyone the photos, your life will be a living hell. As I said, I’m going to have some fun. So if you don’t want this to get out, you had better start showing me some respect. From now on you will do exactly as I say! Do I make myself clear?’
Alan stood and stared at Carol. He was speechless, and trying to think of some way to get out of this embarrassing situation.
‘I said. Do I make myself clear?’
‘Yes.’ Alan said looking down. His face was burning red, he felt angry with himself and Carol, for being so stupid and letting her of all people see him.
‘Yes what?’ She said standing up.
‘Yes Carol?’
‘Try, yes Mistress!’
Alan fought to find the words.
‘Yes Mistress’ he finally said.
‘Now get on your knees, crawl over here and kiss my feet.’ She hissed at him.