Sometimes I wonder if it IS all about the clothes, the makeup, the heels. But it’s not. It’s about not feeling comfortable being tied to a specific gender for my entire life. It’s about feeling comfortable as more than one gender presentation. I feel just as confident in a suit as I do in a little black dress, but for different reasons. I don’t want to transition because I like being able to choose my gender presentation whenever I feel like it. As I get older, I also feel more hesitant to use phrases like “always” and “never” when it comes to my opinions about some things.
Of course, there are exceptions. Like, should you wear open-toe heels with black stockings? NEVER.
Oscar Wilde wrote “You can never be overdressed or over-educated.” I agree. I like to dress and look my best. When I am out, I know that I am probably overdressed on some level to hit the mall. But after days of shirts and ties, the sound of heels clicking on the floor in a department store is heaven.
When I was younger I used to dream about certain clothes. I would page through the Victoria’s Secret catalog and wonder what it would be like to wear a matching bra and panty. I would see girls wearing formal gowns and I would picture myself in such a beautiful dress. In my closet I am lucky to have everything from leather to sparkley.
There are still outfits on my wish list but let’s be honest, after a certain number of bodycon and little black dresses, it becomes harder to find a dress that becomes a must-have.
Lately I seem to be drawn to a more casual look. I have tried this in the past, such as pairing a cute top with a cardigan for example, but as I look through my wardrobe I don’t have a lot of outfits that are perfect for a lazy day of going out for coffee and running errands.
I don’t mind stopping by Starbucks or Target in four inch heels, but when I see girls wearing cute, comfy clothes I start to wonder if I could pull off the leggings/tank top/hoodie look. I’ve been hesitant to try this in the past as I feel that layering gives me a “bulkier” look, especially my shoulders, than I would like. I also think that if I am only going to dress up a couple times a month, do I really want to pass up a chance to wear that cute new dress?
Of course, expanding one’s style also feels expanding one’s wardrobe (which is exciting and also expensive). I have an extensive collection of heels and a perfect dress to match each pair, but I have exactly zero pairs of shoes that would go with a more casual look.
I have a photo shoot next month and I am starting to pick my outfits for it. I have a few new dresses that I am going to model for certain, but I might slip in something a little more causal as well.
Any suggestions for me?
What look do YOU want to try?