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Pre-Christmas Grocery Shopping

December 21, 2018


I wanted to have at least one more time to wear something festive and pretty before Christmas was over.  I offered to my wife that I would do the grocery shopping this week.  I wore my gray skirt, a red top, a black cardigan, and black flats.  Normally, I feel invisible in this skirt.  This trip was not that way.  The store was rather busy, but I was not uncomfortable at all.  I had a great time!


I brought my camera to get some pictures of me in the store.  This is complicated to do.  Also, I feel like a freak sneaking photographs of myself in a public place.  This is not my thing.  I might not do it again.


I went to the store soon after work.  I walked in and selected a cart and started shopping.  Lately, I have felt like people have been looking more than they used to.  Maybe it is because of the environment I was in.  You can suddenly be upon someone in a store (and you do not get to see them coming).  No one was rude.  They just took glances at my outfit when they first came upon me.  I never received any mean looks.  I never saw or heard anyone laugh at me.


At one point, a mother and her early teenage daughter crossed paths with me.  I will describe their behavior as trying to act normal.  They noticed me, but did not want to stare, etc.  Later, I was shopping for yogurt when they were.  She told her daughter that I was waiting on her to get out of the door to the cooler.  I said, “It is OK.  I have not found it yet.”  She started talking to me.  We had a friendly, impersonal conversation about the yogurts we were seeking.  I have had such encounters before.  The first moment I encountered the some person, they seemed unsure what to do, but later, they are warm and personable.

grocery_store20181220_4The woman to my left is wearing a black dress with black tights and brown
boots and jacket.

An interesting fashion trend I have noticed.  Women are starting to wear opaque tights with boots and skirts/dresses.  I saw three women dressed like this in the store today.  Last year, I think they would have worn black leggings instead of tights.  This year, tights are showing up more.  It is a good look.  it is dressier.  Recently, I have even seen several women wearing pantyhose and dresses.  They might have been following their work dress code.  Even in that case, dress codes in retail stores are setting an expectation to their shoppers about what dressing up should look like.  Maybe women will start dressing more like me and less like other men!  (Never could I have anticipated saying that and it making sense!!)

I finished my shopping and got in line to pay.  They cashier and bagger interacted with me and with one another like nothing was unusual.  I was just another boring customer.  It was just as it should be!


Afterward, I stopped at a clothing store to see if they had any shoes in my size.  I asked an employee to take my picture.  She said she remembered me.  She said she had seen me around town.  I have been in this store once before.  Perhaps she was mistaken and has seen me in the store.  I expressed some surprise that she had seen me because I do not go out like this very often.  She said that she may have seen me in the parking lot one day when she was on break from her job.  (Am I out in public enough that people see me “around town”??)


From → True Stories

  1. Hello Joey, good post! I have two comments:

    1) I have ran into the same problems trying to capture myself doing ordinary things dressed as a women. I have gone as far as finding a friend to follow me around taking pictures to create a documentary. This had mixed results because the friend was not really understanding my purpose. I have tried walking around with a “Go-Pro” cam but it ends up being the same thing. You try to act nature AND capture some pictures. Lastly I have done what you did; place a camera on a store shelf and walk by. You end up with the same result; trying to look natural and the amount of editing in the end spoils the outing.

    2) People and their reactions are so difficult to predict. I was dressed in a lovely red and white Sissy Maid Uniform in Wal-Mart one day. This time I had my daughter taking pictures as I was shopping. We went to the check out and I noticed a mother GRAB HER SON, COVER HIS EYES AND PULL HIM OUT OF THE STORE! That was a bigger deal then a boy in a dress LOL. Other times I have showed up in the same dress and had completely different reactions. Reactions depend on so many different variables.

    Keep dressing and keep looking good my Dear.

    • I am committed to never shop in Wal-Mart while crossdressed. There are web sites where they post pictures of people of walmart!!

  2. Pat Scales permalink

    Your outfit is very nice in a totally generic fashion. I like the bracelet and necklace.
    It really seems like you are always treated nicely and with respect.
    I think it is nice that the sales lady in the clothes store remembers you. I think that the more that folks like us get out and about the better it is for all of us.
    I had a brief outing last Sunday night. I was dressed for dinner with my wife in a nice red dress, beige pantyhose, purple pumps, makeup and wig. After dinner we ran out of wine and I went out to the wine store about 8:30 at night. I went in, perused the wine selections, found a bottle to buy and made the purchase. It was all rather uneventful.

    • That “bracelet” is a stretchy wristband on a small wallet. I do not have pockets in most of my pretty outfits. So that’s where I carry my ID, cards, and cash.
      Your wife went out to dinner with you while you were dressed? That is a big event! 😉

  3. I love your shoes 😊

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