Hello, Darlings!

CrossDresser Heaven is set to have the most awesome contest I have ever seen held here in my time as a member.

CDH is having a blowout Halloween Photo contest!

This will be a judged contest. Judges will be staff members appointed by the Managers’ Council. Judges will remain anonymous during and after the contest.

En Femme Style

All members of CDH are invited to submit photos

There will be multiple categories, with the following prizes:

1.       Grand Halloween:

a.       Any picture appropriate for the site, preferably in a costume.

b.       Prizes:

                                                               i.      Grand Champion, one free year Princess subscription

                                                             ii.      Runner Up, one free year Duchess subscription

2.       Subcategories:

a.       Superheroes

b.       Fantasy or historical costume

c.       Housewife

d.       Mani-pedi (fingers, toes, or both)

e.       Prizes:

                                                               i.      One free 3-month duchess subscription for each category

3.       Group photo

a.       No prize, bragging rights only

4.       Staff members

a.       There are no prizes for staff members, but since we want to submit our pictures in our finery, too, there will be a bragging rights contest for us, too


1.       Other than group photos, each submittal must be of a single member.

2.       Photos to be taken and submitted from Friday, October 28, 2022, through Sunday, November 7, 2022 (so no going back and pulling out that zinger from 2019)

3.       Digital manipulation of photos:

a.       The only digital manipulation allowed is lighting/color correction applied to the entire photo (no spot correction) and cropping of the photo.

4.       Entries must meet all of the normal picture approval rules of CDH, including no lingerie, lewd or vulgar imagery or gestures, etc

5.       Pictures submitted must be of you, and not taken from any trademarked or copyrighted place.

6.       Please review photo submission rules and https://www.crossdresserheaven.com/community-code-of-conduct/

*Any and all submissions may be used by CDH for advertising, promotions, etc.

Now! Let’s all go out there and be awesome!

Have a ball and take pictures and show them off!


We have added one new image category for the photos to participate in the 2022 Halloween Contest.

When you are ready to upload a new photo to be considered as an entry in the contest, follow the same steps as you would when uploading any other photo to the Public photos section. But make sure you select one of the categories starting with “HC” in the “Photo Category” drop-down menu.

Images for which you didn’t select one of the categories won’t be considered entries, so please make sure you make the right selection. If you fail to make a selection and wish to, please let any of the Ambassadors know so we can assist you.

Remember that Lady level members can only participate in a single category, and Baroness members or higher can have one entry per category. https://images.crossdresserheaven.com/cb:_duD~5ea06/w:auto/h:auto/q:mauto/https://www.crossdresserheaven.com/wp-content/uploads/mediapress/members/69487/685584/HC2022.jpg



Proud to be representing the membership and the staff as the Managing Ambassador

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a little on the experienced side of age. I love motorcycles, painted toes, high heels, and skirts. I am a professional in an "old school" technical profession. a proud US Navy Veteran. and happy to share experiences with others in 2019 I went out with the girls for the first time, and I've had a ball doing it since. most of the time my wife, "Mrs. Jay" goes with me. I've met (and hugged) about 50 of our members when I'm out, always en-femme, and enjoy our adventures. hopefully that number will grow, hugely.
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Dawn Judson
Active Member
1 month ago

Love it!!! Can’t wait to submit mine. This is going to be so much fun!

1 month ago

I’m guessing that there will be a follow-up posting with a means of submitting a photo somewhere begging on the 28th. I did not see that mentioned and would appreciate your advise. Excited about this opportunity as I already have one from a recent Alice in Wonderland theme party that I would title: ‘Gracie and her white rabbit in Wonderland! ‘Respectfully yours with curtsies galore at your feet., Miss Gracie.

Astrid Lenore
1 month ago
Reply to  MissGracie

I was able to choose Halloween contest categories when uploading photos normally as of today (the 29th). I would assume this is how submissions are made but yes, a bit of clarification from our hardworking and underappreciated mods would be helpful. 😉

Carole Corbett
1 month ago

So since I’ve come out to my my urge to dress on Halloween is not the same. It used to be trying to emulate a woman as much as I could. Outfits like a bride would be a costume but also like real life. Now I can have fun being wonder woman or supergirl! And I can even enter a contest! Yay!

Stephanie Bass
Active Member
1 month ago

Really looking forward to it going to be fun hope to see some pretty girlfriends yea..
Stephanie Bass

Ashley Pinot
1 month ago

How do see the photos everyone submits?

Julie Shaw
28 days ago

I cannot upload any more photos! What do I need to do to enter???

Trusted Member
21 days ago

Have the results of the contest been published?

Astrid Lenore
20 days ago
Reply to  BillieJay

Waiting with bated breath…

Trusted Member
19 days ago
Reply to  BillieJay

Hi BillieJay!
Thanks for the quick response.

Can we replace our photos without losing our candidacy?
How will the results be communicated?


Trusted Member
19 days ago
Reply to  BillieJay

Thank you!

Would love your thoughts, please comment.x
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