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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!
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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