What costume

Favorite Halloween costume

You must be logged in to participate.
  • French maid
  • Playboy bunny
  • Cheerleeder
  • Nurse
  • Stewardess
  • Other
Viewing 23 reply threads
  • Author
    Replies
    • #670400
      Gee Lousia
      Lady
      Registered On: January 6, 2019
      Topics: 0
      Replies: 5
      Has thanked: 12 times
      Been thanked: 17 times

      I will dress up as a 50 bobbysoxer girl.  Poodle skirt, 2 or 3 Petticoats, fluffy sweater, pantyhose and saddle shoes.

      • This reply was modified 1 month ago by Gee Lousia.
      3 users thanked author for this post.
    • #670310
      Alison Anderson
      Duchess
      Registered On: October 15, 2018
      Topics: 13
      Replies: 845
      Has thanked: 685 times
      Been thanked: 3559 times

      The past two years I took a long walk through my neighborhood dressed in a white top, poodle skirt with petticoats, lace top ankle socks, and white sneakers.  The first year it was during the pandemic, and I got approval from people driving by.  Last year I brought candy with me (where I live, no one comes to my home) and gave it out to a few kids I passed.  I also saw a friend I made walking en femme through my neighborhood over the years and we chatted a few minutes before I continued on.  I have photos in my private gallery here.

      When I do the long walk like I did these days (almost 90 minutes), I pass a small playground.  I took a few pictures at the playground, including some of me on the swing.  I have in my personal collection one of me on the swing with my legs out and a nice view of my pettis.

      In years past I have gone out to my support group as a witch.  I also wore a pink and black striped dress, and paired it with antennae on springs to be a pink bee.

      I’m thinking of going to my support group meeting this year in a white little girl’s party dress/communion dress/short wedding dress.

       

      1 user thanked author for this post.
    • #670281
      Marlene Roberts
      Lady
      Registered On: December 9, 2019
      Topics: 0
      Replies: 212
      Has thanked: 3059 times
      Been thanked: 529 times

      We have a club we belong to in PA (a social nudist club to be more forthcoming; not clothing optional or swinging, though each to their own) and they have a Halloween Parade/party. Needless to say the costumes range from fully clothed, sort of!, to nothing. I went twice dressed as a woman. First time just en femme, the second time as a maid as did my SO. Nobody really said anything though two ladies squeezed my boobs and said how great they were, very forward; unheard our club. Anyhow this year I am thinking third time may not be the charm as regards staying in the closet. Comments/help?

      Best, Marlene.

      1 user thanked author for this post.
    • #670272
      Jayne Destiny
      Lady
      Registered On: May 13, 2020
      Topics: 0
      Replies: 1
      Has thanked: 1 time
      Been thanked: 1 time

      Wicked witch of the west. Ended up being asked to lead the town “parade” of costumes when I showed up one year . Absolutely amazing experience. Even though I thought I’d be scary, the kids loved me. Got so many hugs and little girls dressed as witches were so excited to see a “grown up” witch. Would love to try Ursula or the Queen from Snow White.

      1 user thanked author for this post.
    • #670268
      Anonymous
      Topics: 0
      Replies: 0
      Has thanked: 0 times
      Been thanked: 0 times

      I’m just an underdresser, and long ago (and I’m showing my age here) I had this crazy urge to just get a suitable wig, wear nothing but longline bra, open girdle and seamed stockings and go to a party as Madonna. In the end I couldn’t work up the nerve to go through with it, but it would have been the easiest costume to throw together!

      1 user thanked author for this post.
    • #670241
      Krista
      Duchess
      Registered On: January 24, 2017
      Topics: 10
      Replies: 738
      Has thanked: 3361 times
      Been thanked: 3639 times

      Hi Kerri, I’ve been dressed en femme for years to give out halloween candy.  The kid’s favourite by far has been Mrs. Santa. I’ve also been a female pirate, a lady doctor, a nun, a mama bunny rabbit (my granddaughter also wore a bunny costume), a female Star Trek science officer, gosh I think I’m forgetting a few.  Anyway, it is great fun and I’ve never had a complaint.  Hugs, Krista🐶

      2 users thanked author for this post.
      • #670264
        Kerri Smith
        Lady
        Registered On: April 22, 2022
        Topics: 17
        Replies: 157
        Has thanked: 111 times
        Been thanked: 796 times

        Krista,

        I have always thought Halloween was a great excuse to dress up as a woman.  Now I will finally get to.

        Kerri

        2 users thanked author for this post.
    • #670233
      Lara Tucker
      Lady
      Registered On: September 29, 2021
      Topics: 2
      Replies: 1066
      Has thanked: 23573 times
      Been thanked: 3772 times

      I have put together a sexy witch outfit. Several choices of 6” heels, black stockings, very short sweater dress, and of course the hat. All of the black will make the blonde wig stand out.😄

      Will I have the guts to ever wear it in front of anyone is the question…

      💕Lara

      3 users thanked author for this post.
    • #670231
      Rozalyn Richards
      Lady
      Registered On: July 27, 2022
      Topics: 0
      Replies: 180
      Has thanked: 185 times
      Been thanked: 646 times

      I’ve not voted because you have too many choices,

      I don’t usually celebrate Helloween living in the UK, I’m not sure if it’s as big over here as it is in the state’s, well when it comes around i would just like to wish our cousin’s in the USA Happy Halloween, i hope you girls upload some pics of your Halloween costumes for us all to see X

      Hugs Rozalyn X

      I fancy a Playboy Bunny, or is a cheerleader or a nurse i still can’t make my mind up X lol X

      1 user thanked author for this post.
    • #670194
      JOJO
      Lady
      Registered On: August 5, 2018
      Topics: 0
      Replies: 117
      Has thanked: 439 times
      Been thanked: 577 times

      For the past few years, I have gone out on Halloween in my French Maid costume (Pictures on CDH in my public photos) and received many positive comments. Surprisingly the genetic females have given me the most positive comments and complimented me on how well I can walk in heels. I just reply that it came from years of practice and smile.

      3 users thanked author for this post.
    • #670172
      Donna Ceedee
      Lady
      Registered On: January 17, 2022
      Topics: 1
      Replies: 38
      Has thanked: 31 times
      Been thanked: 213 times

      I have a French maid costume. Love it. It has the typical short dress with a beautiful poofy petticoat . I wore it with five inch black open toe heels, black stockings, satin elbow length gloves, long flowing wig. But I don’t think I’ll ever get the chance to wear it to a Halloween party. I felt so sexy in it.

      2 users thanked author for this post.
    • #670162
      Nancy
      Lady
      Registered On: May 3, 2020
      Topics: 28
      Replies: 385
      Has thanked: 1010 times
      Been thanked: 1878 times

      Last year I handed out candy as Wonder Woman. I hate to reuse the same costume again, but it was too awesome to let it collect dust, so we’ll see what this year brings! 🙂

      Nancy

      1 user thanked author for this post.
    • #670153
      Greta La Folle
      Lady
      Registered On: August 6, 2022
      Topics: 5
      Replies: 182
      Has thanked: 369 times
      Been thanked: 581 times

      I would dress as a nurse with black fishnet stockings, black lipstick and I would go around with a large syringe with the inscription TOS which is the Italian acronym of HRT and a condom-shaped bag where to collect the sweets offered during the walk home begging for “candy or trick “?

      XOXOX from Italy
      Greta 🙃😉🙃

      1 user thanked author for this post.
    • #670081
      Cassie Jayson
      Duchess
      Registered On: September 29, 2019
      Topics: 58
      Replies: 1020
      Has thanked: 2390 times
      Been thanked: 4669 times

      Last year I went to a local bar with my face made up like a cat, I wore my little black dress, black tights, and knee high boots. I think I will do it again.

      . Cassie

      2 users thanked author for this post.
    • #670050
      Donna Cooper
      Registered On: August 29, 2021
      Topics: 0
      Replies: 9
      Has thanked: 543 times
      Been thanked: 41 times
      • #670150
        Rozalyn Richards
        Lady
        Registered On: July 27, 2022
        Topics: 0
        Replies: 180
        Has thanked: 185 times
        Been thanked: 646 times

        Hi Donna 🌹 you would look super as Snow White X

        Rozalyn X

        1 user thanked author for this post.
    • #670025
      Michelle McQueen
      Lady
      Registered On: June 14, 2021
      Topics: 28
      Replies: 1506
      Has thanked: 9742 times
      Been thanked: 7371 times

      I’ve dressed for Halloween as a hot secretary in a pink top stretched over E boobs, a #2 yellow pencil stuck in a blonde wig, short black pencil skirt, garters and black opaque nylons, 4inch strappy heels, red toes, and full makeup with false lashes, dark eye shadow, and red lipstick. I carried a small sparkly over the shoulder purse and a small note pad. My line was… “I’m ready for your dictation now sir”… LOL. Had a great time that year and didn’t have to buy any of my drinks at the club. That was years ago but the best Halloween I’ve ever had.

      2 users thanked author for this post.
    • #670018
      Ashley Konners
      Lady
      Registered On: August 15, 2020
      Topics: 40
      Replies: 571
      Has thanked: 2059 times
      Been thanked: 2732 times

      I’ve dressed as a woman for a couple Halloween party’s. Angelina and wife was Brad and the other I just dressed as a woman.  Did both of these before I came out to my wife. She did mention it after the fact commenting on how much I played up that I didn’t want to do it.

      3 users thanked author for this post.
    • #669995
      Jenn Curious
      Lady
      Registered On: April 12, 2022
      Topics: 1
      Replies: 19
      Has thanked: 237 times
      Been thanked: 65 times

      I went as dragula last year. 🙂

      I love Halloween

      2 users thanked author for this post.
    • #669993
      Becky Davis
      Lady
      Registered On: February 10, 2022
      Topics: 0
      Replies: 70
      Has thanked: 568 times
      Been thanked: 291 times

      I got to dress one Halloween found a blue dress and it was the time around the time of Clinton and Monica and it was the best time ever!!!!!!!!!!!

      2 users thanked author for this post.
    • #669870
      BillieJo Smith
      Baroness
      Registered On: August 15, 2017
      Topics: 7
      Replies: 34
      Has thanked: 31 times
      Been thanked: 94 times

      I have a nice witch costume that my wife helped me pick out. She also helps with my makeup when we go to a party.

      4 users thanked author for this post.
    • #669860
      Rayna Carlian
      Duchess
      Registered On: March 4, 2020
      Topics: 3
      Replies: 463
      Has thanked: 597 times
      Been thanked: 1635 times

      Last year I did a Steam Punk Pirate look…pics are in my Halloween in Vegas  album.

      Hi/Lo skirt, pirate chick blouse, leather corset, knee high boots w 3″ heel, leather forearm cuffs, Steam punk hat w/goggles. Oh and I used my Sporan(kilt bag worn at the waist) instead of having to keep track of a purse all night….

      Prior to that, I have been Captain America, Clark Kent/Superman, Spec Ops guy, and….a Nun.

      Have fun out there lovelies,

      XOXO

      Rayna

      4 users thanked author for this post.
    • #669829
      Lisa Leigh
      Lady
      Registered On: April 20, 2022
      Topics: 4
      Replies: 204
      Has thanked: 624 times
      Been thanked: 849 times

      I know I could never pull it off, Elvira!

      4 users thanked author for this post.
      • #669861
        Rayna Carlian
        Duchess
        Registered On: March 4, 2020
        Topics: 3
        Replies: 463
        Has thanked: 597 times
        Been thanked: 1635 times

        P’ha, You wanna be Elvira? BE ELVIRA girl!! Elvira doesn’t “look like Elvira” without a ton of crap strapped to her. go for it!!! Live the dream!!

        xoxo

        Rayna

        4 users thanked author for this post.
    • #669828
      Jennifer Swanson
      Duchess
      Registered On: April 20, 2019
      Topics: 67
      Replies: 249
      Has thanked: 5403 times
      Been thanked: 2030 times

      I won the costume contest in our community dressing in a red bustier, black stockings and garters, red high heels and blond wig.  People I knew didn’t recognize me.

      3 users thanked author for this post.
    • #669817
      Angela Booth
      Lady
      Registered On: August 1, 2020
      Topics: 9
      Replies: 1150
      Has thanked: 4356 times
      Been thanked: 5145 times

      I would think of something and wear it.

      2 users thanked author for this post.
    • #669802
      Julianna S
      Lady
      Registered On: July 29, 2022
      Topics: 3
      Replies: 52
      Has thanked: 23 times
      Been thanked: 227 times

      The only time I’ve worn a costume was when i went as Sally from Nightmare before Christmas. Other times I’ve gone to parties dressed as a woman. I keep thinking sometime i want to go to a Halloween party as a campy drag queen…. crazy makeup, big boobs, big hair…i think it would be fun.

      2 users thanked author for this post.
Viewing 23 reply threads
  • You must be logged in to reply to this topic.
Subscribe To Our Newsletter

Subscribe To Our Newsletter

Join our mailing list to receive the latest news and updates from Crossdresser Heaven.

You have Successfully Subscribed!

Log in with your credentials

or    

Forgot your details?

Create Account

If you don't see the captcha above please disable ad and tracking blockers and reload the page.