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I Was Dressed As A Girl For Halloween

This was how i started to CD around age 10. Neighborhood boys thought it would be fun if we all dressed as girls for Halloween. The idea emerged toward the end of September. We all started to collect things for our 'costumes'. We searched for discarded dresses, lingerie, and stockings from our moms and items being tossed out by other neighbors on trash day. As we collected our items, we would 'model' for each other in the basement of one of the other boys. We clearly enjoyed 'preparing' for Halloween that year, and tried to be as authentic, 'from the skin out', as we could be. The nylon lingerie felt soooo exciting, and i think i enjoyed the modeling and 'practice' dressing up more than the others. We all thought we looked so convincing, and loved every minute of being girls. We repeated the 'costumes' for a couple of years, secretly storing our 'girl things', and adding to our own outfits when we could. I would often try on my own 'stash' because it felt very exciting. As puberty settled in, the excitement and pleasure became totally addicting. I learned very young that this desire, this passion would not go away. And, the connection to 'personal pleasure' sealed the deal. I've often imagined a reunion with those 'girls' to discover how much we all might still enjoy dressing up!
dresserx · 56-60, T
Awesome story..i dressed as a cheer leader on year for halloween.i loved it
StevexStephie · 70-79
@dresserx mmmmmmm!
Robin2005 · 61-69, M
One Halloween two of my older sister wanted to make me a girl. I was about 12 or 13 I think. I had already been trying on some of there underclothes and had my own small stash at this point. In any case, like a dummy, I refused. They talked about it to me several times but I still turned them down. One of those thing you regret later in life. I think a was a clown that year and I did wear panties and pantyhose under everything else. I hope every year to get invited to a Halloween party so I can dress up good.
fancyboy · 61-69, M
In 6th grade I went trick or treating as a girl. I thought I was doing it as a gag, but my mom and sister did a really good job of making me up, and helping me dress, and the evening was very enjoyable, even if I was the talk of the neighborhood for a while!
StevexStephie · 70-79
@milkweed: didn't those panties feel wonderful? I bet you had a hard on all night! They made you give back all the clothes, too, right?
fancyboy · 61-69, M
@StevexStephie: They did, and I especially loved wearing nylons! I didn't get sexually aroused, per se, but a sort of contented.......tingle? .....all over. If that makes any sense.
StevexStephie · 70-79
@milkweed: makes total sense! Those feelings are always so wonderful, especially as we first experienced them an young, budding sissy boys!
I did that when I was 8. I had on the cutest pink party dress with white stockings and patent leather shoes. Panties and petticoats too. There were two old women who lived down the street. They were very sweet and always invited the kids in so they could ooh and ahh over their costumes. They were delighted by my dress and hiked up the skirt to see what I had on underneath. Then they admired my panties. I was a little embarrassed for every one to see my underpants but I really enjoyed the attention.
StevexStephie · 70-79
@Txbob52 wish we were childhood ‘playmates’! Wouldn’t we have loved admiring each other’s panties and lingerie! Maybe we still can?
Lfs3721 · 56-60, M
I dressed up for Halloween last year. Everyone laughed. Little did they know i had wanted to do this forever.
StevexStephie · 70-79
So glad you are able to enjoy panties every day. I would be so thrilled if I had that kind of freedom. Although I think I would long to wear more than just panties, if you know what I mean!@Lfs3721
Paulena · 70-79, M
@Lfs3721 hope you are able to dress again!
Lfs3721 · 56-60, M
@StevexStephie i have wanted to wear more myself. The fun part is buying panties at the store. Go in the early morning grabe them quick and use selfcheck out. Next i want to get some satin sissy ones and wear those all day
Highonheels · 51-55, M
Awesome story I have a similar one ,
One year I think I was about 16-17 it was Halloween day and I didn’t have a costume so my then girlfriend and her sister said they had an idea so they grabbed a dress heels and tights and makeup ( I already had long hair at the time ) and they dared me to put it all on and go out as a girl and we could all go out as a group of girls ( they went as themselves) well as we went walking around a small group of three boys saw three girls walking around with bags of candy and decided they would over power us and take our candy as they approached us I turned around and in my manly voice “ I dare you to try “ lol they freaked out and ran like scared little puppy’s it was hilarious. We had a lot of fun that night and I really enjoyed being dressed up
StevexStephie · 70-79
Did you feel girly? Did it feel sexy? What did the other 2 girls think or say? @Highonheels
Highonheels · 51-55, M
@StevexStephie yea I felt girly especially when the guys thought I really was a girl , the girls thought it was awesome that I was willing and able to pull it off they had fun with it but unfortunately no three way ever came of it which would’ve been really nice
mountainman1234 · 70-79, M
Would enjoy seeing you dressed ,,,
Stevie · 61-69, M
@mountainman1234: thanks 😊
mountainman1234 · 70-79, M
You are most welcome
PTCdresser57 · 61-69, M
What a wonderful story
StevexStephie · 70-79
Thanks! So delightful to remember!
Stevie · 61-69, M
Love your story.
Paulena · 70-79, M
My best friend Tommy and I would dress as girls for Halloween! I even wore an old pair of heels that my mom had!
StevexStephie · 70-79
@Paulena Did dressing with Tommy lead to ant 'special activities' between the 2 of you?
Paulena · 70-79, M
@StevexStephie no. He dressed at his house and I dressed at mine.
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plasticpants02 · 61-69, M
Didnt quite start that way for me but the end result was the same. For me it was mainly just plastic pants till my twenties
plasticpants02 · 61-69, M
i'm so glad you still enjoy them I love to wear mine deli and fill them nightly
StevexStephie · 70-79
@plasticpants02: I am eager to chat with you more about how much we both love our plastic panties, and all the wonderful ways we get to enjoy them!
Stevie · 61-69, M
@StevexStephie: I loved the plastic pants when I was little. Always got excited when seeing a small child in them.
Myself11 · 61-69, M
Thanks for sharing your experiences with us
StevexStephie · 70-79
Very glad to. Eager to hear similar stories. I assume i am not alone!
Myself11 · 61-69, M
@Steve-Stephie: no you are not alone and if you ever want to talk PM me
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specialED1256 · 56-60, M
Do you like the pictures I sent?

 
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