Our First Date!

9/9/2021

My family went on a one-week vacation. I brought an outfit, just in case I had an opportunity to have a crossdressed outing. On each of our previous vacations, I have always had at least one opportunity to crossdress. These days, my kids are old enough to stay home and let my wife and I go on a date. I conceived the idea to ask my wife if we could go on a date while I wore something pretty. (When I crossdress, I incorporate women’s clothes into my male wardrobe. No makeup, bras, wigs, etc. My children are unaware of my crossdressing.) I asked my wife if I could wear something pretty (women’s clothes) on our date. I said it was not required. I added that it would mean a lot to me if she would do this with me.

Inside the Bank in a Skirt and Heels

8/4/2002

We had a collection of checks that needed to be cashed. I packed a long, stretchy skirt with a black and white, brushstroke pattern, a black top, a red cardigan, and my black heels for the errand. My bank is allowing customers to come inside again, for now. So, I left work, changed into my pretty clothes, and looked forward to seeing my bank friends in person for the first time in over a year.

Out and About Donating Blood

7/28/2021

The blood bank has been pinging me pretty hard about donating. Apparently, the blood supply is critically low. The last time I gave blood was the first time I ever donated blood while dressed pretty. Their need, plus my lovely experience last time, made me excited about going again while crossdressed. I wore a black blouse with white accents, a khaki skirt, nude pantyhose, and black wedge heels. It was very nice. It was better than last time! Three women complimented me, one man sort of hovered around me, and later a woman and her granddaughters talked to me.

I Was Called Beautiful

7/5/2021

I have not been able to do much crossdressing for months. It has been too inconvenient for me to go far from home and wear pretty things where acquaintances will not see me. I have squeezed in a run for milk or wearing some invisible pantyhose to the gym. I have been itching for an opportunity to go out in public while crossdressed.

I have offered to my wife to do our grocery shopping for some time now. It just has not happened for two reasons. 1) My wife is hesitant to have me out in public in womenswear. 2) Our family is quite busy (our kids are to that age where they are doing things out of the house and we help them).

Today was a national holiday and I was off of work. My wife offered to take the kids to their events, and she let me do the grocery shopping. I had the house to myself that morning. I bleached my leg hair, showered and shaved my face, got dressed, packed some men’s clothes for afterward. I got dressed in a black top, a black and beige printed skirt that I bought at a yard sale, and my black wedge heels. I walked out to my car in the garage while dressed pretty and left my house. I went to four different places as a man in a skirt. I had an excellent experience!

Crossdressed at the Grocery Store

6/30/2021

I have not had an outing where I could dress pretty in a couple months. I needed to go to a dental appointment. I packed a khaki skirt, a gray and white striped top, a red cardigan, and black heels. I wore some skin-toned pantyhose under my menswear and went to my appointment. If you are new to my story, I am a guy who crossdresses, but presents male from the collar up.

Slightly Crossdressed at the Gym

5/28/2021

I have not been able to go out crossdressed since April 21st. I have worn something pretty at home a couple of times. Opportunities to go out have been very sparse lately! I joined a gym. A few days ago, I decided to get up early and go to the gym before work. Then, I had the idea to wear pantyhose under my men’s shorts. I wore L’eggs Sheer Energy pantyhose in Light Support. This is a rather sheer style. They are mostly invisible on me, except for a sheen in certain lighting conditions. I have been slow in publishing this post. Since I started it, I have worn pantyhose to the gym four times.

I feel a little silly confessing that I have worn pantyhose to exercise. But, a man’s gotta do what a man’s gotta do…

Surgi Invisi-Bleach Review

4/30/2021

I discovered recently that I do not have a page where I review/praise Surgi Invisi-Bleach. This needs to be fixed! I bleach my leg hair so that I can have leg hair in summer when I want to expose my masculine legs, and still wear skirts that expose my pretty legs. I have tried four different bleaching products and Surgi Invisi-Bleach is my favorite. Functionally, it performs as well as Sally Hansen Extra Strength Creme Hair Bleach and Jolen Creme Bleach. Surgi is my favorite because of how much easier it is to mix, and clean up.

No one gave me anything in exchange for this review. I am simply sharing what works for me. My links are not affiliate links. This is nothing but an expression of my excitement for this product!

Second Vaccination in a Skirt

4/21/2021

A few weeks ago, I received my first COVID-19 vaccination while wearing a dress. It was a pleasant, non-event. (Every outing is a non-event….) I went in for my second vaccination today. I wore a khaki skirt, a blue shirt, a white cardigan, and my black wedges. I think that it would have been better if I had worn some brown shoes with this outfit, but I only have one pair of brown shoes, and they are slightly unpleasant to wear. (I always present male. No bra, no wig, no makeup. I am just a dude in a skirt.)

Brief Outing While Dressed Pretty

4/13/2021

I “needed” to get out and wear something nice. During my lunch break, I wore a black skirt, a beige blouse, and a black cardigan with my black wedge heels. I also wore a chunky necklace that I bought in a recent outing. Today’s outing was small. It was a beautiful day to be out and about. I had a couple interesting encounters.

A Day Visibly Crossdressed on TDoV

3/31/2021

Today was the Transgender Day of Visibility (TDoV). I do not call myself “transgender” because I do not change my gender when I am crossdressed. BUT, close enough. Each year I try to do my part on the TDoV. We can call it CDoV just for me…

For my outfit, I followed Hallie Abrams’ fashion advice from her blog, The Wardrobe Consultant. She introduced me to The 2 Out of 3 Rule. This rule is a rule that a low-fashion dude like me can handle! Wear two garments of one color and one garment of a bold, different color. I wore a black top, a black skirt, black flats, with a cardigan in deep red. I felt very well put together. Thank you Hallie!