Sexy crossdressing nurse

So I’ll admit it – I go a bit crazy around Halloween. I just can’t help getting excited by the thought that so many crossdressers will be out expressing their true selves in public! It’s almost a crime that so many of us only get to do this once a year, but boy when that times comes around – watch out!

As I was writing this post my beautiful wife popped her head in to see what I was doing. She thought it was strange that I would ask you – do you know how to crossdress? Since, most of the readers of Crossdresser Heaven are crossdressers, presumably you would have some idea how to crossdress 🙂 Questioning your ability to dress en femme was not my intention. Rather I wanted to ask – Do you know how to crossdress at Halloween? In some sense it’s easier to crossdress at this time of year, but you can’t rely on everything falling into place at the last minute. A successful Halloween crossdressing adventure requires at least a little bit of planning.

Have you planned your crossdressing escapade?

Do you have your outfit all planned out? Have you coordinated your makeup with your outfit, and checked to make sure you’ve got the perfect earrings to go with it? You can’t just wear any old jewelry with a sexy nurse outfit. Some outfits demand a certain kind of shoe. Whether it’s a spiked stiletto boot or sexy white pump you’ve got to be prepared.

A Halloween Princess

I’ve always wanted to dress up as a princess for Halloween. A princess like in the Disney movies in a flowing ball gown. To dream, if just for one night, that I was a

beautiful damsel living in a tower. With each day filled with sunshine, signing birds and elaborate outfits. If you’re planning to go as a princess, well – that would require a bit of planning. Your jewelry will need to look as expensive as your outfit. This is also the perfect time to try a new updo – it looks extremely sexy when you’re in a formal dress.

So, who are you going to be this year?


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I’m passionate about creating a safe space for everyone in the transgender community to find laughter and friendship on their journey. I completed my physical transition in 2011 and through it I lost everything, and gained everything. I am blessed that I was forced to gaze inward and embark on the journey to discover and live my authentic self. My deepest wish is that all who wander here may find peace, happiness and freedom.

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Joanne Watters
3 years ago

Every Halloween I wear a female costume, nurse, stewardess, wonder woman etc., so this past Halloween I just wore my blue, long sleeve, velvet mini dress with super shiny suntan pantyhose, a bra, panties, waist cincher & my blue, four and a half inch platform stripper heels. I had my toes & long acrylic finger nails polished bright red, I pinned my hair up in a bun, I had my eyebrows freshly plucked super thin with a high feminine arch in them, I wore large, over sized, blue hoop earrings in my pierced ears, blue bangle bracelets, a blue strapped… Read more »

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