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Some Errands and a Church Service Part 1


  • Part 1 (You are here)
  • Part 2

I read a blog post by Hannah McKnight recently.  Hannah mentioned in the article that the Transgender Day of Visibility was coming on March 31st.  I do not call myself “transgender” because I do not cross genders.  I call myself a “crossdresser.”  I am just a guy who wears a skirt sometimes.  When I go out, I am a guy in a skirt doing boring guy things.  Regardless of the terminology mismatch, I decided that I should try to go out on Saturday, March 31st, and be visible and represent myself and my peers well.

I asked wife if I could go on an outing that day.  I would do our weekly grocery shopping.  She said yes without hesitation.  Normally, she expresses more discomfort about me going out in public.  I was pleasantly surprised.  I started planning.

I looked online at maps of a town sufficiently far from my home.  I looked to see what was near the grocery store.  On a whim, I searched for churches nearby.  I looked at each to see if they had a meeting of some sort that day that I might attend.  Then I discovered one that was having its regular worship service that day.  I thought, “Oh, I do not think I could do that.”  As in most things I do, I did not commit to go to church in a skirt.  Instead, I kept my options open.

The idea stayed with me.  I wanted to do it.  And I did do it.  AND, it was way better than I expected.

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New Black Sweater


I bought a new black sweater that I love.  It is beautiful, yet, not feminine.  It seems like it was made for a man who wants to wear pretty things, but does not want to be girly.  It has black buttons down the shoulders and sleeves.  It shows off my physique.  It comes down past my hip bones.  The neck line is close to my neck.  It is perfect!  I had to wear it.

I wore my stretchy red skirt, my black sweater, nude pantyhose, and black flats.  I went to a service station for some candy, a restaurant that I occasionally go to in both menswear and womenswear, and a grocery store.


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Afternoon Outing


First, the quote of the outing: “No.  I am not a priest.”

I had an errand to do one morning.  I packed a pretty outfit to wear after I was done with my errand.  I packed a long black skirt, a purple blouse, and my new shiny black cardigan.  I also wore off black pantyhose and black flats.  My skirt and my cardigan are made of the same material (acetate and spandex) and they go together quite well.

I was able to go to a restaurant a dough-nut shop, and a clothing store while dressed pretty.  It was a great day!


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Consignment Store Outing


A couple days ago, I bought a classy black …thing…  It is like a cardigan, but it is stretchy, shiny, and made of a synthetic material.  I feel like “cardigan” is not the right thing to call it.  Perhaps it is a “shell”, or a “sweater”, or an “outer top.”  I think it is pretty and I wanted to wear it.  I left work early and had an outing.

First Consignment Shop
I did not want to change clothes in my car.  I wanted to change quickly, and with dignity.  For my outing, I decided to drive to a consignment shop that I have gone to many times.  I consider the owner my friend.  On the way there, I saw another, small consignment store.  I stopped and took my bag of clothes inside.

I asked the owner if I could change clothes in her dressing room.  She said yes.  I changed into a brown and black skirt, a red top, my fancy black shell, off-black pantyhose, and black flats.

The brown skirt, red top, and shiny, black cardigan that I wore.

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March Haircut, Lunch, etc.


I have not had any outings to write about in a while.  I did go out once or twice in shorts and nude pantyhose.  Otherwise, I have only worn pretty things around the house.

It is all due to my own choices.  I changed my appearance recently for fun.  It was fun, but it made me too unique, and I could not hide it.  I did not want someone to figure out that I was a crossdresser after hearing about a guy who matched my unique appearance.  I had to stay home.

I have skipped a few haircuts recently as well.  When I have gone to get my hair cut in recent months, I have worn all menswear.  It was time for a haircut.  I wanted to wear something pretty.  I wore a brown and black wool skirt, an orange top, a navy cardigan, black flats, and skin-toned pantyhose.

The brown skirt, orange top, and navy cardigan that I wore.

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Lunch Outing


There is a restaurant that I frequently go to in my normal mens’ wear.  About a year ago, I started occasionally wearing womens’ wear to eat there.  I started in womens’ slacks and a sweater.  Several months later, I ate there in ladies’ shorts and a top.  Eventually I wore a skirt on two occasions to this restaurant.  However, I normally wear mens’ clothing to this business.

On my last mens’ wear visit, I was feeling down.  The hostess was very happy and smiled broadly.  She greeted me warmly.  Previously, she has seated me while I was crossdressed.  I felt touched at how nice this woman was treating weird, old me.  It helped me feel a little less down.  The way she made me feel welcome on that day might have inspired me to wear a skirt to her restaurant today.

black_skirt_black_and_white_striped_top.JPGBlack and white striped shirt and black skirt.

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More Christmas Shopping


It finally happened.

I will define probability as a measure of the likeliness of some event happening if you tried once.  Therefore, if you try multiple times, the probabilities add up.  Eventually, the event will happen…  You know, like getting caught while crossdressed in public.

Oh, speaking of being crossdressed in public, I went on an outing recently.  I had to do some Christmas shopping.  It was “far enough” from home that I decided to make an outing of it.  I wanted to wear another Christmas outfit.  This was my third outing in Christmas colors!  I brought a brush stroke abstract patterned, black and white, stretchy skirt that came to below my knees.  For up top, I brought a red pull over long sleeved shirt.  Over that, I had an unbuttoned, white collared shirt.  For below the skirt, I had shiny off black pantyhose and black flats.  I thought the outfit looked very nice.  I felt good about myself when I wore it.


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