Feminising The Male Wardrobe

[Mr. X]

On 8/8/2025 at 3:08 PM, bluejay said:

You guys all know that I like to wear skorts with my heels. I just bought a faux black leather skort on Amazon. I really like it very much. It fits me to the T. It felt great first time wearing it with my white women's tunic top and a pair of white double band sandals. I felt totally confident wearing this ensemble. I think that I may get other colors of the skort, like white and hot pink. I'll put a link to the skort I bought on Amazon.https://www.amazon.com/dp/B0D3PP7P3X?ref=ppx_yo2ov_dt_b_fed_asin_title&th=1&psc=1

Happy Heeling, bluejay

Interesting. I like it! Might just have to add something like that to my want list.

[CrushedVamp]

On 8/10/2025 at 5:15 AM, mlroseplant said:

Are your skorts something that you wear to church, or are they a little too informal? I would consider wearing a regular skirt to church, but I would never wear shorts. That's a personal preference, not an expectation.

I could never quite figure out why kilts never caught on, at least not in terms of being practical.

I watch my wife wear skirts and it just seems so easy and practical, lounging around the house and we decided to grab some ice cream; she says, "I'll throw on a skirt", and does. While I am dragging a pair of pants up over my legs, she has slipped on a skirt, stepped into mules and waiting in the car while I am still hitching the button on my jeans.

And while I won't get into the exact details, hiking or exercising with "junk" that chafes and sticks against pants seems ridiculous since I have to wear boxer/briefs to prevent it... of just the right type too mind you lest they cause their own issues, when a kilt would prevent all that.

I don't know, just seemed a kilt should have become standard wear for men by now in terms of practical items to wear versus pants, but maybe I am missing something.

 

Edited October 11 by CrushedVamp

[bluejay]

Couple of days ago, I had to go to Home Depot to get a tube of concrete adhesive. I decided that I would wear my Buffalo Bills sweatshirt dress by Erin Rogers. It was a bit cold outside so I added a royal blue puffer vest. With that I wore my white knee boots with a 4" stacked heel and carried my Buffalo Bills cross body bag. As I approached the entrance, a woman on her way out said to me " I love those boots you're wearing". I replied so do I, thank-you for your compliment. Another great comment for a guy in heels!

Happy Heeling,

bluejay

[Shyheels]

That’s nice. I have long fancied a pair of white boots but have never summoned up the nerve to buy some

[mlroseplant]

Concrete adhesive and cold weather are not the best of friends, I hope your repair/project goes well. I actually have a couple of sweater dresses hanging in my closet. I've worn one of them outside exactly once. Maybe it's time to break them out again, and at least try them on!

[Cali]

I too have a cowl neck sweater dress, for me it just an extra long sweater that keeps my back warm in the winter so I can use less gas to heat my house.

[CrushedVamp]

I love sweater dresses as a whole.

My favorite dress of my wife's is one. You would have to know us, but we banter back and forth a lot and often make these silly bets. Well, we were at the local mall and eating at the food court and beside us was a small woman's boutique. Way up high they had this sweater and so it began. I said it was a sweaterdress, and the wife said it was way too short to be a dress and was just a long sweater.

So after eating we asked the clerk and sure enough I was right, it was a sweaterdress. A good clerk, her next words were, "would you like to buy it?" Sure enough, one in her size went home with us.

I actually see it in several pictures now. We buy and sell a lot of property and on one such purchase, we are pictured with her wearing it. She likes it because she can tame its truncated hemline with leggings for a demure look, or go sassy and leave it short pairing it with pantyhose/tights.

[bluejay]

I just bought a sweater dress from Land's End. I like it very much. The hemline goes to just above my knee. It's a perfect fit with a pair of brown tights and a pair of my brown, Steve Madden knee boots with a 3-1/2" block heels. I'il put a link to my new dress from Land's Endhttps://www.landsend.com/products/womens-cotton-blend-cable-crew-neck-sweater-dress/id_391327?attributes=44967,19337

Happy Heeling,

bluejay

[bluejay]

Just to let everyone know that I had to go out  on Christmas Eve to do some last minute shopping. I wore my Land's End , green with white stripes rugby dress which goes to  just above my knee, with white tights, red patent knee boots with 3-1/2" chunky heels and a red puffer jacket. Got a couple of compliments, even from a guy on my ensemble. Great day to be out in a dress and heeled boots in a Holiday festive color scheme. 

Merry Christmas to all my fellow heelers!

Happy Heeling,

bluejay

[Shyheels]

Sounds very festive! And nice to receive the compliments! 

[pebblesf]

1 hour ago, Shyheels said:

Sounds very festive! And nice to receive the compliments! 

Compliments from guys are the ultimate compliments indeed!