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Caught In A Dress By My Sister

I was 13.  My sister was 16.  I had the house to myself - or so I thought.  I took off all my boy clothes and walked down the long hallway into my sister's room.  I got all dressed up in a short yellow dress, panties and a bra. The zipper in back was not easy to close, since I was about the same size as her. But, I got it. That's when I heard someone coming up the stairs.  Yea, sure enough.  My sister.  Within seconds, she was in the room.  I didn't have time to hide, or anything.  There was no way I could have unzipped the zipper in that short of time.  Too much of a snug fit.  

There stood her brother in a yellow dress.  When she finished laughing and giggling, she looked around the room and didn't see my boy clothes.  When she asked about them, I told her that they were all in my room. She wanted to know what I wore when I walked down the hallway, from my room to hers.  She smiled when I answered her with "nothing".

That's when she got the idea that "playtime" was over, and it was time for me to take her clothes off and leave.  Naked.  Just like how I walked in.  And if I didn't, she would tell the neighbor boys all about me getting caught playing dressup. 

Dealing with the boys was NOT an option.  They would go to school and tell everyone else.  Dealing with my sister wasn't going to be fun, but it was my only way out. Better than dealing with all the boys.

So, off went the dress.  Then the bra.  I wasn't ready to lose the panties.  Not just yet.  Then she tells me "I'm waiting!".  She continued to have this huge smile until I slipped them off and they hit the floor.  That's when she lost it.  Laugh, giggle, laugh and more giggling.  I could have ran out, at any time, but I didn't want to give her any reason to tell on me.  So I just stood there naked and waited for her.  She pointed to the door and said I could go, and that she wouldn't tell.  For the next year after that, she teased me a little, but not too much.

karigirl karigirl 26-30, M 13 Responses Oct 23, 2009

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The same thing happened to me when I was 13, I had the house to myself for the day or so I thought lol. I waited for this day to come I always longed to wear my sisters clothes, so as soon as she left the house to go shopping for mom and dad I ran to her room and pulled out her black panties and matching bra, her black top and blue denim shorts and a pair of her black flip flops, after I took off my boyish clothes I pulled the tight spandex black panties up my legs and saw the big ***** sticking out, I pushed it in between my legs and I strapped on the black bra, next I slipped into the extremely tight shorts and top with two pairs of rolled up socks substituting for boobs and I slipped on the flip flops. Next I found her makeup kit in her drawer and after watching her apply the makeup since I was little I followed the same application as she did I patted some cheek blush black eye mascara and shiny red lipstick and I clipped on some non-piercing earrings. I even located her red nail polish and painted my finger and toenails red and shaved my legs till they were shiny and smooth. I had long blonde hair at the age of 13 so no wig was needed. After 2 hours of dressing up all of sudden my sister walks in the front door and out of the corner of her eye she spotted me wearing her clothes, she dropped all the grocery bags, she screamed, then I screamed and ran for the stairs, she yelled "hold a second there missy, just where do you think you're going?" me breathing so heavily I was in tears and speechless, my response was "uh nowhere I'm sorry I'm so sorry, I was bored to death", so she suggested as my punishment that for the next two weeks I would allow to let her dress me up as her sister and wear her panties and pajamas when I go to bed and wear a bra and Pantyhose under my boy clothes to school, and if I refused she would tell my mother what I did, so I agreed to the punishment. So now I learned my lesson to never wear my sisters clothes and shoes ever again. I guess this is the punishment we get for wearing our sisters mothers and girlfriends clothes and shoes. ;)

Haha !! I was even younger, 11 years and my sister 13 when she asked me to show her 13 year old schoolmate my **** !! I did eventually too, but when my sister wasn't there. Her school friend Jean, showed me her ***** too and at a later time she wanted to see my **** once more so showed me her **** to persuade me. She got her way, of course !!!

Thank you all for responding. For the next several weeks, I kept waiting for her to tell me she had changed her mind, and was going to tell the boys anyway. Unless... unless I took everything off for her again. She never did. She missed out on a golden opportunity. I would done anything she said, as many times as she said - as long as she didn't tell the boys. Wasn't long after that, that I out grew her dresses. I still played dress up with her bras and panties. That was many years ago. I still wear panties and pretty dresses to this day, only they're MY dresses. If only I were a girl, it would have made things much easier.

Yes... This had happened to me before... So before I have really long hair. In school I would wear my hair in low ponytail in the fist class but then After on in the classes the girls would mess up my hair and they would do different hairstyles on me :D so when I get home, I am alone so I would dress up in my sisters clothes :D and to be honest... It was so fun dressing up as a girl! :) *THIS HAPPENED TO ME IN SUMMER* so 1 day... I wore my sister's dress(pink), then I wore my hair in a hight ponytail and then I curled it(I seen my sis curling her hair), and then I won't pink lipstick and did makeup and at last I wore my sister's high heels :D when I looked at myself in the mirror, perfectly looked like a girl! :D so I was walking in the hallway like a model, moving my hips and butt side to side and swinging my high curled ponytail side to side :D so I was walking in the heels and the heels were making so much noise :D so I don't know when my sis unlocked the door and she was taking a video of me... And when she was done taking a video of me she came upstairs and said smiling "hello my new 3rd sister." I was shocked! And then she said "you look really hot like thin my new 3rd sis! Ahh... Your hair are like a princesses" I said "thank you" smiling :) and then she told me you may take my clothes off. When I was going to my room she said"not in your room, you have to change in this hallway in front of me! Change or I'll tell your friends!" When I was begging her please don't do this to me.... She started playing with my hair... I stood there still and then she held my hair up high and she unzipped the zipper and the dress went down! I stood there naked, my sis was behind me and then she opened my hair and it was hiding my butt and she started laughing :P well I had my underwear on :P so then my sis was like wow my lil princess.. I never knew your beautiful hair was up to your butt! And then she turned me around and she ran to her room laughing and I ran to my room and wire bits clothes and I wore my hair open.

And yeah.. That's it! :) well I liked it when my sis called me a girl, opened my hair, like I just get that nice sexy feeling :P

Inspirational. I cross dress in my sisters clothes all the time and honestly no matter how hard I try, I can't stop. Its probably the best feeling in the world to wear panties a bra and a dress. I wish I could wear them everywhere I go but I am confined to the bathroom. Or occasionally around the house when I'm alone. Sometimes I wish my sister would "accidently" catch me so she could give me advice on what to do or even dress me up from time to time. Should I try getting caught and take my chances or keep it to myself. Did you continue doing this after and if so did your sister ever know?

Yes you should at least tell your sister how you feel. If she catches you she will get upset because you trespassed on her stuff. You wouldn't want her taking your things without your permission. It is best to be honest with her (your sister). Then talk to your sister about getting your mom involved too. Your mom may be worrried abit but at least you are not lying to them. Arrange some girl time at home for you to explore your feelings with your mom and sister. Some boys are transgendered so it isn't a mental disease or anything, this happened in the womb.

I'm afraid my mom won't be as understanding. I have to admit, no matter how hard I try, I feel like girly inside even though I dont show it. I feel weird with the body parts on me and I think I am realizing more and more each day who I really am on the inside. I only dream of what its like to be inside of the wonderful woman's body. I feel more comfortable doing girls stuff then guy stuff. Nobody even knows but sometimes I'll sneak out and get a Manny-petty without them even noticing. I even sometimes get aroused when I look at men.... but I wish they could just see me as a straight girl and not a gay guy

You need to talk to Robinneeterry1999 on EP or Kristen4 on EP. These are both boys who are 13 who feel exactly as you do. They have taken steps to actually become girls. They too thought their moms wouldn't "UNDERSTAND". Talk with them and see how they talked to their moms about it. They can help you I am sure.

Yes.. This has happened to me before... So usually when I come home, my parents are on work and my sisters are in college and university so they come late, so basically I am alone in the house. So I usually dress up in my sister's clothes and I would act like a girl :P so I like wearing dresses, mini skirts, bra, and etc (I used to do this stuff before) like I don't like wearing girl jeans and etc... So one day I thought why not wear a skirt or something else. So I had an old pair of my shorts and so I put both of my legs in the 1 side of the shorts so it would look like a mini skirt. :D so I thought why not get caught by my sister so that way she would tell me what to do :D so when my sister comes home early and when she is coming upstairs I would be ready in my miniskirt (my shorts) so that way I could get caught, but she wouldn't see me :( and yea.. That's it.

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Cool story. Thanks for sharing.

Sometimes I take pics of my self dressing into my sisters panties and bras,nylons,skirts and tops.A couple of them even have sister in the back ground asleep on her bed.

That really is a great story; love it!

Wow...cool sister!

hi.,<br />
am 21 year's old boy.,<br />
when i see girls/unty's outside wearing sarees.i want 2 wear same...,<br />
i wan't get time 2 wear dress bcz in my home all 'll b there..,<br />
so any girls r unty's can help me chande like u....,<br />
am frm hyderabad.,<br />
my email id is vamshi_k48@yahoo.com.<br />
plz help me

hi.,<br />
am 21 year's old boy.,<br />
when i see girls/unty's outside wearing sarees.i want 2 wear same...,<br />
i wan't get time 2 wear dress bcz in my home all 'll b there..,<br />
so any girls r unty's can help me chande like u....,<br />
am frm hyderabad.,<br />
my email id is vamshi_k48@yahoo.com.<br />
plz help me

Hey!....is that the end?....What happened next?

Great story. Thought it was going to a kinky finish for a while but great story nonetheless