A Sister's Scorn

By Jamee

Published on Jan 31, 2000

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A SISTER'S SCORN by Jamee

On Sunday I was lounging around my apartment in my red silk ribbed mock neck sweater, black skirt, and white Warner's lace charmers front hook bra(34a) with matching thigh high brief, and black silky mist pantyhose. I was watching the weather channel and admiring Jennetta's outfit when the door bell rang.

I could see my older sister through the pane of glass in the door. Panic set in. I dashed into the bedroom, whipped off the skirt and pulled on my jeans. I didn't have time to change anything else without creating a suspicious delay. I slipped on a pair of loafers to cover my feet. Quickly I answered the door and let my sister in my apartment.

When she came in every glance towards my clothes by her felt like she was xraying my body. I had close calls before but my crossdressing had remained secret. I offered my sister some coffee and we sat at the kitchen table to chat. Now, whenever I moved my upper body I could feel the tug of my bra and felt both exhilarated and ashamed sitting in front of my sister dressed en femme. However, she did not say anything about my appearence nor the fragrance of Liz Claiborne.

We chatted for 45 minutes. I had to get up and move about the kitchen to serve coffe refills. I started feeling more comfortable and confident that nothing was obvious as more time went by. Things seemed normal and she left without ever mentioning anything about my appearance. If my door had been unlocked I would have been discovered and would have suffered extreme embarrassment. Maybe I should purge my whole collection. I decided not to do anything since I have done the purging before and regretted the expense of rebuilding my wardrobe.

My sister came back to my apartment again this weekend. I was concerned about whether she had noticed anything unmanly last weekend when she almost caught me.

Well, this weekend she came in and we were chatting as normal and I thought everything was fine. Then, she said I have a little gift for you. She went over to her coat pocket and pulled out a little jewelry box and gave it to me. I opened it and saw a gold necklace with a little gold seashell charm on it. Immediately, I began to blush.

I stammered -- What is this for? My older sister said -- I thought you would like to wear that with that pretty red sweater you wore last week. Now, I'm dizzy and my heart has dropped to my stomach, my little secret has been DISCOVERED maybe. All I could stammer was -- what? She said -- go put on the sweater and let me see how the necklace looks. I was in no position to argue.

So I went off to the bedroom wondering what excuse I could possibly make for wearing the sweater. While I'm changing she calls out to me -- make sure you put on a bra underneath the sweater just like last week. Now I'm shaking, embarassed, and afraid.

She appeared in the doorway and said -- I assume you wanted me to notice that you were wearing a woman's ribbed mock neck sweater. I wasn't sure what it was until I caught a glimpse of your hose at the bottom of your jeans. Then, I looked carefully when you had your back to me and I could see the outline of your bra straps. I just didn't know what to say last week.

I was definitely DISCOVERED. I tried lying -- my girlfriend thought it would be sexy if I wore something of hers when she came over. I wasn't expecting you. She stepped over to my dresser drawer and pulled opened the top drawers. She lifted up my jockeys and detected my panties and two bras -- Are these your girlfriend's too? I stuttered -- no. I was definitely DISCOVERED.

She pulled out a bra and handed it to me. Sheepishly I put it and the red sweater on. She came over and clasped the necklace around my neck. Now let's go have coffee and talk about your outfit. She asked me directly -- are you a transvestite? I said -- no I just like to wear some feminine things around the apartment. She said -- are you gay? I said no. She asked -- why are you really doing this then, other woman will think you're gay.

I said that I don't go out in public. It just feels good to get dressed. She said -- When you dress up do fantasize about giving oral sex to a guy or getting screwed like a woman -- I just don't understand what the thrill is. I replied --No, I just like to express my feminity. She said -- what are going to do now that I know. I pleaded -- If you promise not to tell I'll stop and never do it again.

Then, the doorbell rang. My sister said -- go answer it; I told mom to stop by. I was horrified now. I opened the door and my sister said -- He's wearing the sweater I told you about -- he told me that he's just a crossdresser, that he's not gay like we suspected, that he wears the clothes to express his feminine feelings, and that he wants to stop.

Mom asked -- Is that true? I just nodded my head, I couldn't speak. Mom said -- let's go, show us what you have. We went back to the bedroom where I got out my panties, 2 bras, pantyhose, tights, a white blouse, camisole and tap pants, floral tee, silk tee, black skirt, black slacks, and my yellow floral print dress.

My sister placed them all in a box. She said -- where is your make up and jewelry. I put my makeup case and pearl necklace and earings in the box. She scowled -- where's the wig. I told her I didn't have one.

Is that it? I said -- yes. My sister said -- take off your sweater and bra. I shafefully complied. My mother said -- you even shaved your underarms! I thought it was over. My sister came over, reached in my jeans, and tugged at my undies. She said -- These too.

I could hardly bear to push my jeans down. I exposed my pink panties with the inch lace at the top and my shaved legs. My sister said -- Hand them over. I was shrinking by the second. I pushed my panties down and revealed my short trimmed small pubic triangle. My mother said-- Oh my God. My sister grabbed the panties and threw them in the box.

My sister said -- if we ever catch you playing femmy dress up, we'll make you do this again on video and send it to your boss and all your friends. One of us will be regularly checking up on you -- do you understand. I stammered-- yes. She tossed me my jockey shorts saying -- you better get used to these real quick.

They left and took the box. I was still shaking with embarrassment. I do not dare return to my little hobby. I worried about the 3 pairs of panties and bra that were in the dirty laundry. I had forgotten to give them up. I glanced over to the laudry basket and they almost made me throw up from fear. I decided not to deal with them until the mourning.

After I woke up and took a shower, put on my Soft&Dri floral deoderant, and I spied the laundry basket. I could not resist wearing something for one last day. I put on my Victoria's Secret matching peach satin bra and panties and got dressed in jeans and a men's white sweater. I went to the store for groceries.

When I came back to my apartment my sister was already there at the kitchen table waiting. I saw the 2 pairs of panties that had been in the laundry on the table. I quickly said that I had forgot about them yesterday. She said she understood and just came by to check on me to make sure I was alright.

I was afraid to remove my jacket for fear that she would see my forbidden bra. I told her that I had to go over to a friend's house for lunch. My sister said okay and got up to leave. She walked to the door and stopped. She said -- before I leave show me your underwear. I turned instantly purple and she knew. A small smile emerged on her face.

Come here my femmy little brother and show me what panties your wearing today. I pulled my jeans down to my knees to reveal my peachy lingerie. She laughed, -- you are really obsessed aren't you. She put her hand up my sweater and felt the bra, -- I hope you're feeling real feminine now.

She went out to her car and brought back in the box of my women's clothes. She pulled out the yellow floral print dress and told me to go iron the dress. After doing this, she made me put on my lavender tap pant and camisole over the peach panty and bra set, then put on my nude panty hose, then my pink bikinis over that, then another pair of my nude pantyhose, then my lace warners french cut panties, then my white lycra tights and her sandals. I slipped on the yellow floral print dress with the light blue flowers, covered button vest top with lace inset, and a back tie at the waist.

Next, my sister did a complete makeover on my face, complete with light blue eye shadow to match the dress and a fire red lipstick. My sister said -- let's go we are going to my place. I was marched out to her car and we first pulled into her house. We went in. Her husband saw me and smiled -- well I see you caught your faggot brother again -- feeling feminine today? I could not help blushing.

I was instructed to go to the spare bedroom upstairs. while I was there I could hear my sister making telephone calls. My sister came into the room with a long flowing red wig. She put the wig cap and wig on me and brushed it in place. She said -- Now I think you're almost ready. I could not imagine for what.

She went to her closet and brought out a pair of white high heeled sandals and strapped them to my feet. They were at least two sizes too small. I practiced walking for a few minutes. She said -- Don't come downstairs until I call for you. She left. I could hear people coming in the front door. My imagination was running wild. How would I be punished? I looked in the mirror. I was very pretty and feminine.

I heard a shout to come on down. As I started awkwardly down the steps in the heels, I noticed that 4 of my sisters friends were there. Sis said -- Here comes my femmy brother. They all giggled. Sis had the VCR camera. They put on the song -- macarena and told me to dance. I was being taped and felt so foolish. The next song I had to dance to was -- shout.

The doorbell rang. I had to answer. It was a male stripper. He performed down to his thong. At this point I was ordered to get down on my knees and remove his thong. After I did this he grabbed my head and pushed it to his groin. Sis said -- cooperate like a lady. I had to keep going on video until he splurted his cum in my face. Again they howled. Next, Sis said its time for your punishment. I thought I had already been punished!

Take your heels and dress off and go bend over the kitchen chair. As I did she tied my hands to the seat rail with fishing line and then with pink ribbon. Next, I felt a stinging swat on my rear. I could see my sister's sorority paddle. My tights were removed. Her next friend swatted, my bikinis were off, swat again, pantyhose removed. My lace warners were now showing.

This time a girl gave me a tortuous tittie twisterwith her thumb and forefinger on my right breast. My eyes were watering now, panties removed. Next, a vicious swat, my last pair of pantyhose removed.. I yelped and tears began. I was down to my lavender tap set. Another swat, my silky pants and cami were removed. I was crying now. Another tittie twister, bra removed, and I begin begging to be let go.

Sis wound up and swatted. I cried out loud and sobbed, my peach panties were pulled down to reveal my little triangular 1/8 inch pubes. I still was wearing the pearl necklace and ear rings.All the girls were laughing now. The heels were put back on and the fishing line cut. The pink ribbons remained on my wrists.

I had to dance to macarena again in the nude. Some of the girls danced with me and would twist my nipples or spank my rear as they went by. Next I had to dance to shout all alone. When that finished I was sent back to the bedroom in my heels and pearls. I opened the door only to see the stripper. Sis came up and said -- get on your hands and knees on the bed -- he's going to make you feel like a real woman.

The stripper poured some lotion down my crack and began spreading it around with his manhood. Next I felt some pressure on my opening and then a burning sensation as he penetrated all the way in to his hips. I could hardly breathe. He pumped rythmically for 10 minutes while I was gasping. He suddenly pulled out and shot a stream up my back. He left. It still felt like he was still inside of me for the next 1/2 hour.

Sis came to the room, handed me jeans and a tee shirt, took the heels, and jewelry and told me to come on down to watch the video. My rear was blistering red, my nipples were a raw purple. As I came down the stairs I could see that the room was now full of guys and girls. The video was playing on a 35 inch screen. No one even noticed me because they were chuckling over the video.

I thought the video would end after the dance to shout, but it didn't. There I was on the bed spread eagled with my rear in the air. I watched with fasination as the stripper screwed me like a slut. Everyone groaned with disgust when he shot his load up my back. I was humiliated beyond belief. Sis then shouted to me -- does my femmy brother still want to play dress up again? I said --No. Sis said -- are you going to let us catch you again in panties?

No I promise never to dress in women's clothes again. I ve learned my lesson. My rear and breasts hurt so bad I never want to feel feminine again. Sis walked over and handed me the gold necklace with seashell charm -- I think you should wear this as a reminder.

The next week as I was in the mall I passed through my favorite lingerie department, I was still wearing the necklace. Despite the necklace, I purchased a new Victoria's Secret matching peach satin bra and hipster panty. I thought to myself, Sis was just lucky to catch me the first time -- I'll be more careful from now on!!!!!

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