30 Days of Dresses

Hey Lacy

I live full time as a woman at home, and have a pretty full wardrobe. What you got me wondering is whether I could put together a different outfit every day for 30 days, based on what I already own.

I'm only thinking outerwear here (rather than the same dress every day for a month and just keep putting on a different pair of knickers).

I've got 10 or so dresses. I could wear each of them with a different long cardigan or wrap or whatever each day. I have six different long cardis and wraps (I love them), all of which tone, so that alone creates 60 dress/cardi/wrap combinations.

I also have a dozen skirts and a dozen tops, so pairing each skirt with each top in a separate outfit would be 144 combinations. Then, if I wore each of those combinations with a different long cardigan or wrap each day I would have 864 outfits. All the colours of my skirts, tops and cardigans work together so they'd all be acceptable.

Add in the dresses etc and that's 924 outfits to work through, which is just over two and a half years worth of possibilities.

Lets do this!

Hugs

Ellie x

I think that is achievable for me as my wardrobes have plenty of dresses as that is my preference. Ellie is right to wear different things with the same dress as it will make a difference and won't question her maths either. I have dresses in my wardrobe that are a few years old now and still stand the test of time by wearing them with contemporary accessories.

I should give you the titles of these videos because they are very interesting. The difference between then and us is that if they don’t wear dresses they will still be dressing as women! I am trying to think about that. I want to recreate that mindset. Wearing a dress makes me feel feminine!

You can click here for the first link. Let me know if this does not work

Thanks Lacy for this interesting question.  I'm full time and out and do have a complete wardrobe and in fact could probably do a dress a day for a month.  In reality for me it's more like 3 dresses a month and jeans, slacks, tops, flannels and sweaters for the rest of the month.  Along with that most of my dresses are for going out and I only have 3 business suits/dresses that I will wear when making presentations.  So, realistically while I could do the 30 dresses it just would be rather out of place in my world (chainsaws and dresses are a dangerous combination!).  Dresses do require more effort and planning.  When I am wearing my dresses I'm also thinking...how am I sitting?....don't slam the car door on this dress...don't spot it or it's back to the cleaners...oooh, did I just snag it?....do I still fit this well or did I do too much beer and pizza?...don't sweat or it's toast until wash day...now I have to accessorize to match, why didn't I just throw on my jeans and a bodysuit with a blazer?...etc.   I also think that those same reasons are why most women don't generally wear dresses but do wear pants.  Unless your workplace matches to your dressing, things would probably not go smoothly and that's perhaps why in real life you don't see women in a dress everyday.  And yes, I do feel and act differently in a dress and especially in a gown.  I do suggest that if anyone wants to be in a dress and heels for a week then you really should attend Keystone where everyone dresses up each day and completely enjoys themselves until they go home with blisters and a smile.   Safe Journey,  Marg

That is a interesting challenge for sure.  I often have thought along these lines. My personal best of 24/7 is eight days on a recent trip, but wear many different outfits, not just dresses over that time.  When I travel, I drive from my house and back en femme.  At home, I am always in girl mode, as I type this, I am wearing leggings & a cute oversized sweatshirt.

To be in a different dress every day would be tough.  I have about 12 or maybe a few more, would need many more to go four weeks.  You can't mix and match like you can with other outfits.

I go out fairly often, and would love to be full time.

Emily  

For the last several years, I have participated in the Dressember campaign against human trafficking.  As part of the fundraising and awareness campaign, I have pledged to wear a dress or tie throughout the month of December.

A few years ago, I was able to wear a dress nearly everyday throughout the month as I was working fulltime from home.   Last year, I started with a new company at the beginning of December, and as a result was more limited how often that I was able to wear a dress, but I did support the campaign by wearing a tie everyday.

I am again planning this year to participate in the campaign.  While I am currently working a hybrid schedule, I would with all things being equal be able to achieve a balance between wearing a dress or wearing a tie.  However, as I frequently wear feminine attire at the office, I am debating whether to have a discussion with HR about wearing attire that would be more feminine in nature (dresses and skirts) at the office.  My employer has a specific policy of support of transgender employees as part of the employee handbook.  It was this policy that led me to be more open about my dressing preferences at the office.

That being said, however, I do still have my concerns and doubts about taking the plunge of having that dicussion.  As once the box is open, it cannot be resealed.

MacKenzie Alexandra

I been dressing most days and I'm at the level of the opposite, got covid and did not dress for a week - longest time in some year.
I don't know about dress specifically, don't have that many but if you add skirt then sure - I already done it.

Wait...you were sick for a week and you did not lounge around in your nightgown and robe?  

I live full time and only wear dresses or skirts when out and about, never pants or shorts.

I already wear a dress every day. So I always beat this challenge.

In January of 2013, my daughter was about to embark on a trip to study overseas in Japan for a few months. But her college marching band was in the presidential inaugural parade. She didn't have a car, and was not up to driving long distances. (It's about 10 hours, not counting stops.) So I drove her to college, she went with the marching band and I went back to the hotel. I stayed en femme from Friday night until Monday night when she was supposed to return, including working remote from the hotel on Monday. (A problem developed and they didn't return until Tuesday morning, so I could have stayed en femme all night, but couldn't know that in advance.) Always in a skirt and top.

Later that year I went to a conference, and spent 5 days en femme in dresses or a skirt and top. In 2023, I spent 6 days in dresses or skirt and top at Keystone, including driving to and from.

But when the lock-down occurred in 2020, I had a sprint of about 67 days where I wore either a dress or a skirt and top. (I wanted to prove to myself that I didn't want to transition, and that I wouldn't grow tired of it doing it all the time.) Now I wasn't 100% of the time (but I estimate at least 90%), as I occasionally had to venture out in male mode. But some days I was en femme 24/7 (except for showering or shaving my body). And the thing is, I only repeated one dress once in this time, a comfy long sleeve mock turtle velvet maxi dress. I didn't wear the same skirt or top (or other dresses) at all more than once (not counting a few tank tops that I would wear for on-line exercise classes). Because this went from spring to summer, I was able to wear warmer clothes earlier in the spring and cooler clothes as it got to early summer.

Sure, I could have mixed and matched tops and skirts to make more outfits, although I can't just multiply like Ellie (@ellyd22) did because not every top goes with every skirt (aesthetics and fashion sense takes precedence over combinatorics). And you have to take seasonality into effect when going this long. I probably continued dressing beyond this time, I just had to start repeating tops or skirts.

I still had a few dresses I didn't wear, because they were less appropriate. Things like maid uniforms or formal dresses are just not for everyday wear.

So in some sense, not only have I done the 30 days, I doubled it.

Girl, that sounds like a lot of adventures to write about! Tell us where you went and what you did!

30 days dressed.  That is a great idea.

I remember when getting to dress for more than an hour was unthinkable. 

After my SO found out about my CD, I started wearing panties every day.  It have been 3 years and never going back to mens underwear.  I started wearing wmens jeans and t-shirts on weekends, and in the evenings.  When I get away for the 3 days of the Gala, I get 3 days in a dress.  

I only wear men's clothing during the work day.  Even then socks, and panties are ladies. 

I am hoping to retire in a year and then dresses and skirts more often.  

30 days in dresses would be great. 

Paula