Join Crossdress Contest to Showcase Your Feminine Side

Crossdress Contest is an Online Crossdressing Photo Contest

Crossdress Contest is an online pageant designed to give men of all ages, races, and backgrounds a safe and welcoming space to dress like their favorite ladies and champion their inner superwoman. With numerous contests and pageants to participate in, give wings to the heroine in you and join our crossdressing contest online.

Register today to start uploading your photos and participate in our online crossdress contest or browse our gallery and vote for your favorite crossdressing queens.

The Compelling History of the Art of Crossdressing

Crossdressing is an art and a science that is the pursuit of the fearless and empowered.

People who have cross-dressed have been observed in ancient mythology from around the world. The story of God Krishna transforming into the beautiful woman Mohini and His community of Aravani is one such example of how cross-dressing was considered sacred and an act of devotion. The Greek Goddess Athena, who often dressed as a man when going to the aid of soldiers during battle, is another example of how cross-dressing was considered divine.

But such notions of divine expression didn’t last for long. Post-Christian beliefs about crossdressing changed dramatically, leading to its tumultuous past. The Bible dictates that crossdressing is a sin, which led to widespread condemnation, ostracization, and violence against men and women who dared to bend or break gender rules. Around the world, various laws were enforced, limiting what people could and could not wear in public. These laws gave conservative and right wing communities the opportunity to act out their hate and phobias against people who were different from them.

At the turn of the 21st Century, things started to get a little better. Gender-neutral and androgynous fashion trends slowly paved the way for greater acceptance of crossdressing. The vocal activism by the LGBTQIA+ community globally has now – to an extent – reduced the stigma around men dressing as women.

The world has also become more empathetic to the fact that crossdress contests are an equalizer. These events subvert human-designed gender norms that nature did not create and empower individuals who are often marginalized for their choices.

Why Men Crossdress

Today, people recognize that individuals crossdress for multiple reasons. At Crossdress Contest, we are an inclusive community open to all men, gay or straight, who enjoy crossdressing as well as the spouses or significant others that support it. Some of the main reasons men crossdress include:

  • To display their creativity: Crossdressing is an art and can be fun to do. Participating in crossdress contests allows you to display your creativity and take part in lighthearted fun. It can even be an activity couples can enjoy together, which will strengthen the bond of your relationship.
  • To de-stress and have some fun: Crossdressing is an escape for some men. Some heterosexual men secretly crossdress, and some have been crossdressing since puberty and will take this secret to their grave. They are afraid and embarrassed to admit to their wife or significant other that they enjoy crossdressing, which causes hidden tension in their relationship that can eventually crumble a relationship. Crossdressing is almost a form of yoga for some men to keep his stress level down and maintain his balance. At the end of the day, it is only clothing and it is a harmless and effective way to de-stress for some men.
  • To express their gender identity: For many men, crossdressing is a way to get more in touch with or express their feminine side. Straight married men that Crossdress are more in touch with their feminine side, which helps in keeping harmony in their heterosexual relationships.
  • To explore new dimensions to their relationships/partnerships: For many men who crossdress, they are afraid and embarrassed to admit to their significant other that they enjoy crossdressing due to fear of rejection. Therefore, they hide this hobby and passion. The tension is invisible of course, the arguments and or disagreements will be so silly, but the root cause of the argument is invisible and silent. Women who embrace the fact that a guy wants to be in touch with their feminine side, can be a supportive part of the hobby. Remember couples that play together, stay together.

How Do Our Crossdress Contests Work?

Submit your Crossdressing Photo to Crossdress Contest to Win Prizes

At Crossdress Contest, we are proud to host a virtual crossdressing pageant that is completely accessible to people from all over the world. Our contest provides a fun and open platform that gives all crossdressers a purpose for dressing up. Show off your artistic talent and creativity in our online crossdress contest for a chance to win cash and prizes.

To participate in the crossdress contest:

  • Dress your best and take a few awesome photos of yourself.
  • Get creative with your wardrobe, accessories, and background.
  • Create a free account, and upload your photo as per the specifications mentioned in our contest rules.
  • Sit back and relax as the audience votes for their favorite.
  • Don’t forget to join in on the fun by voting for your favorite photos as well!

The crossdresser with the highest number of votes will receive amazing prizes and goodies!

Why Participate In Our Contest?

Crossdress Contest aims to be an online crossdressing or drag pageant, welcoming people from all walks of life. Some reasons to participate in our crossdressing contests include:

  • We are a community of supportive and non-judgmental audiences and crossdress contest participants who will make you feel welcomed.
  • We offer excellent prizes to winners across various categories of contests and pageants.
  • We create a safe space where you can showcase your individuality, celebrate your supportive relationship, or do both.
  • We are normalizing the act of men dressing as women – and this is revolutionizing the way the world views gender.

Register for our crossdress contest today to upload your photo. We would love to celebrate you and your artistic talent.

Upload Your Photo

Want to join in on the fun? Uploading your photo is easy. Just create your free account, and start uploading your crossdressing photos to join the contest.

Upload Your Photo

How it Works

Crossdress Contest lets contestants compete for a chance to win fabulous prizes. Winners will be chosen based on the highest number of votes per photo.

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