Shh... Keep your crossdressing secret
Halloween yesterday was a blast! I hope your crossdressing Halloween escapade was similarly awesome!
I dressed up as a witch, and had fun sharing candy, scaring kids and looking wretchedly evil (in a feminine sort of way). Some of my friends remarked in glee at the dark purple / almost black nail polish I was wearing. Even though a late night wine run had other shoppers calling us ladies while admiring our costumes I don’t think anyone suspected. Noone knew about my crossdressing secret (mwuahahaha).
I wouldn’t be too awfully sad if I had been outed, but I’d like to think I pulled off a crossdressing escapade without a hitch. What about you? Was your Halloween a successful crossdressing experience?
Did you keep you crossdressing secret?
Let me know, in this week’s crossdresser poll.
Loading ...What is our favorite Halloween look?
From last week’s poll, it looks like the woman of Crossdresser Heaven like to femme it up! Feminine and ‘Sexy and Sultry’ win out over ‘Plain Jane’.
What's your favorite Halloween look?
- Sexy and sultry (30%, 113 Votes)
- If it's feminine I like it! (30%, 111 Votes)
- Glamorous and Beautiful (19%, 70 Votes)
- Dark and mysterious (7%, 27 Votes)
- Innocent and pure (7%, 26 Votes)
- Just a plain Jane (7%, 24 Votes)
Total Voters: 371
Loading ...
Vanessa is a happily married 30 year old transgendered woman from Seattle. It's been a long road to acceptance for her, despite the fact that she has been crossdressing for more than 25 years. Sometimes, when she looks in the mirror she longs to see the girl that lives
within her. 
11 Comments
I got to have some fun for this years Halloween! My boss said that I could dress anyway I choose (within reason of course).
So, I dressed up, put my regular work shirt on (it’s just a unisex polo that all the employees and the owners wear). Put on a pair of my fave flare jeans, my clunky heeled boots, did my hair up and my makeup was just perfect.
When I walked into the store, she didn’t recognize me at all! She was laughing and giggling the whole time!
Then also, the ladies at the hair salon didn’t even recognize me at first either! LOL
I hadn’t had a chance to dress up in awhile, so it was a nice little diversion!
What a great time Patti! I haven’t crossdressed at work (yet?), that sounds like tremendous fun!
Isn’t Halloween the best time to reveal yourself as a crossdresser? where people would usually be uncomfortable with it, Halloween turns it into a talent of how well you can transform yourself into something else.
I had amazing fun dressed up as a Peacock
Wonderful hon! For some there is a fine line between transforming, and transforming too well…
I went to party as a lesbian hooker as i wore crochet fishnets and a short denim skirt ans high heel boots with a 4″ heel. It was fun as i wore white framd sunglasses as i see alot of girls wear.I got comments like One girl said” you walk awfully good in those boots” as another said “your skirt fits u way too good”. “Your legs look very feminine” as i had on like 1 pair of tights and 2 pairs of pantyhose under my crochet fishnets to give my legs a more fem appearance.
Hehe, way to pass Kelly! It’s fun to arouse suspicions, especially if they come close, but not quite all the way to guessing your secret
Hi Vanessa, you are so special, yes like all cds i LUV BOOTS , i have two pairs of thigh high spiked pvc ones VERY SLUTTY i think and i feel so very special in them but they are 5″ and a little rough navigating but i do better then most gg irls in them
most of my shoes are more prone to the slutty look but have some realy neat block heeled just under anckel joint tie pumps , look very matrainly in a whoreish way of course they are pvc also hope to hear ffrom you all soon Penny
Thanks Penny. Hehe, I don’t have anything above 3″ anymore
Well this Holloween I was a school girl, wearing a grey plad skirt, white blouse, grey tie, white ankle socks, and black mary janes. I thought about wearing my 6 inch heels, but I thought better because after i went out to donate plasma I had to do some walking to show off what I was wearing…. I got quite a few cat calls, that made my day! *Giggles*
Dawn
You go girl!
I have over 30 pairs of shoes… From flats to 5-inch heeled platforms.
In tennis shoes, I could be walking on flat ground and twist my ankle, but if you put me in heels, that’s another story. I can actually run in them.