I Ate Out With a Family Member While Dressed Pretty

3/8/2024

I have an aunt who was in the area in order to clean up the effects of a deceased loved one. I have a good rapport with her, but I have only spent about 1-2 dozen hours with her in total in the 25 years that I have known her. She is homosexual. It was her partner who died. She does not know that I am a crossdresser. I set up a lunch meetup with her because she was in town. My wife and kids had a lot on the schedule, so they eventually decided that they could not make it. I had considered telling her that I was a crossdresser… Should I show up crossdressed for lunch with her???

Well, I did it. I wore my black and white patterned skirt, black flats, black top, and white button up shirt as an outer shell. The same outfit I wore on this outing.

Consignment Store Shopping While Crossdressed

2/17/2024

I went to a church while crossdressed. Afterward, I went to my favorite consignment shop and tried on a lot of tops, trying to find something of color. I arrived wearing a black dress, black flats, off black pantyhose, and a blue cardigan. This consignment shop is owned by someone that I have grown to call my friend. I trust her. She tells me the truth, even if that means that I will not buy something.

At Church In A Dress

2/17/2024

I have not posted about having a crossdressing outing lately. I have had a couple of brief outings/events, but nothing that I wanted to write about. I simply have not had a lot of opportunities to get out in public while dressed pretty. I spoke to my wife recently and said, “It is almost the end of the leg shaving season (winter is ending where I live). I would like to have an outing where I can go out dressed pretty.” She said, “Saturday should be a good day for you to be gone.” I decided that I would return to the very nice Seventh Day Adventist church where I have crossdressed a few times.

I am going to break up my Saturday outing into two posts. This is part 1. I decided to wear my long, black dress with my black heels. I also wore a pair of off black pantyhose. I had some clothes in my car already. So, I took the dress and shoes out to my car and put them with my other clothes. I took my morning shower, shaved, and said my good-byes and left the house in menswear.

2023 Shopping and a Christmas Social While Crossdressed

12/16/2023

I needed to finish my Christmas shopping. I had a few hours one evening. I decided to take some pretty clothes and crossdress in whatever way I felt safe to do so. I also decided to stop in at a church Christmas social while crossdressed. It was a GREAT experience! It was a successful shopping trip as well. I changed outfits during my outing. I started in a black and white textured skirt, with a black top, red cardigan, black flats, and nude pantyhose. Later, I changed into shorts instead of the skirt. Later, I changed into black pantyhose and returned to the skirt and added black wedge heels (for the Christmas social). I returned to wearing the shorts with the black pantyhose in order to shop at one more store.

Haircut in a Dress

12/14/2023

Last month, I went to a new hair salon for the first time. I had a great time meeting the hairdresser. Today, it was time for another hair cut. I made an appointment and showed up wearing a black dress, a red duster, and black flats.

Crossdresser Fashion Show with my Wife

11/4/2023

OK, “Fashion Show” is a complete exaggeration. My wife scheduled a closet clean-out for Saturday. Our kids were going to be gone. That way we could clean out some things, including my pretty clothes, without the risk of them walking in and seeing things or asking questions. I tried on almost everything I own (menswear and womenswear), and got rid of a lot of clothes that either do not fit, or I never wear, or are not flattering. I ended up modeling a lot of my pretty clothes for my wife and getting her opinions.

HUE So Silky Sheer Gloss Pantyhose Review

11/10/2023

I bought two styles of of HUE back in May of this year. The first style I tried on were HUE Essential Solutions (Age Defiance Control Top style). I reviewed them back in June. I have not worn them since that first time. Perhaps a month went by and then I tried the HUE So Silky Sheer (Gloss Control Top style). I really like these pantyhose. I wore them almost every time I went out in public since then (except for when they were waiting to be cleaned). They are rather sheer and damage easily. Eventually they tore after at least four times being worn. I bought another pair. I recommend these pantyhose enthusiastically!

Death of a Transgender Person

11/13/2023

In October, I posted an essay blog post about Christianity (and pastors) and crossdresssing titled, The Church and Transgender People: A Hopefully Less-Biased Collection of Thoughts. I do not feel like I declared any solutions in the essay. I just gave perspectives about ideas to consider concerning situations like pastors who come out or are exposed as transgender. About one month later, a pastor was exposed as being a crossdresser/transgender person, and he ultimately (two days later) killed himself.

Man in a Skirt Getting a Haircut

11/2/2023

I needed a haircut, and I had a new skirt. What is a crossdresser to do? I ate a short lunch at work. Two hours, I left work to get a haircut. First, I went into an office building near the one I work in, went into a stall in the men’s room, and changed into my new black and white tweed textured skirt, a black top, a red cardigan, and my black flats. A man used the restroom and exited while I was changing. Just before I stepped out of the stall, another man came in. While he was using the facilities, I stepped out, washed my hands, and left unseen.

Dermatology Appointment in a Skirt

10/26/2023

Somehow, a year has passed since my last appointment to see my dermatologist. I decided to dress pretty for my new appointment. I decided to wear my gray skirt, a black top, a gray striped cardigan, and my black wedge heels. When I “dress pretty”, I wear ladies’ clothes, but present male otherwise. No bra, wig, or makeup. Since my family was out all day, I dressed at home and left for my dermatology appointment. I could have not taken any men’s clothing with me, but I decided that if I was in a car accident or had car trouble, I might like to have a change of clothes.