Our XDress Journeys: The Caviar Cowboy

By Caviar Cowboy

Personal style is rarely static, and for many of us it becomes a reflection of comfort, confidence, and self discovery. Over the years, my relationship with lingerie has followed that same path, evolving not from a single defining moment but from a long standing curiosity and appreciation for how different pieces make me feel. What began as a simple shift in underwear preferences gradually opened the door to a broader exploration of fabrics, cuts, and expressions of masculinity and femininity. Looking back, this journey has been as much about personal comfort and confidence as it has been about clothing itself, shaping not only what I wear but how I see myself. 

How My Style Has Evolved

Unlike a lot of patrons of this wonderful brand I really can’t think of a definitive moment in my life that pushed me over the edge to finally experience lingerie for myself. As best as I can recall it’s just simply something that I’ve always been drawn toward and enjoyed. I know that I didn’t start buying my own items until I went away for college and had my own place but separate from that it’s quite simply an interest I’ve always had. I started off fairly simply with bikini cut style briefs and almost instantly discarded a majority of my boxers once I had my first pair. From there on I was open to trying any unique pair I could get my hands on, most of which of course came from Body Aware or XDress. 

What I Love Wearing (and Why)

I distinctly remember my first pair from XDress which were probably my first proper panties, they were a bikini cut style in pink satin with a little bow in the front and picot trim all around. Goodness I wore those out and became an avid lover of anything satin after first trying them on. From that point on, I’ve always maintained a healthy collection of all varieties of underwear and lingerie, everything from masculine to feminine, and from cotton to satin and even leather and lace. I find there is a time and place for all of them and I often enjoy changing into a different pair after a long work day to fit my mood for the rest of the evening. There are days that go by where I don’t wear anything that I would classify as panties or lingerie and then there are weeks on end where that’s all I wear. It doesn’t have to be something you commit to wearing everyday, all the time. It can simply be a little treat at the end of a long week.

Honestly one of the best things I find about lingerie is that it really motivates me to take care of my body and stay in shape. It’s hard enough as it is to have the confidence as a man to wear non traditional underwear and so I’ve always wanted to give myself the best shot I can at pulling them off by staying in shape! 

Who Knows and How Open I Am

I’ve had a number of different partners in the last 14 or so years, all of which were women, since I began collecting lingerie. With each one I’ve had different experiences when it comes to bedroom attire. I’ve found that my partner at any given time has influenced my own preferences in what I’m wearing under my clothes too. Some I’ve had no desire to share that side with, because I knew it was something they wouldn’t enjoy but also because their own energy led me to enjoy more masculine options, and that was perfectly fine. Other partners I’ve found enjoy it equally as much as I do and we have mutually relished in our enjoyment in the finer side of intimate wear and have had fun picking and choosing each other’s lingerie. There have also been other partners where my habits fall somewhere in the middle, where I’d enjoy less traditional heterosexual men’s underwear such as revealing briefs, thongs, etc.  but never full blown satin panties with a bow on top, and that too has been fine with me.  It’s been interesting over the years because there certainly are a number of girls, and probably guys too, who still have quite a stigma about men wearing anything other than boxers or briefs but I feel that is steadily changing and I hope more people become comfortable with a wide variety of men’s underwear. But hey, at the end of the day you can’t control what you, or your partners are into, so I get it! There’s plenty of fish in the sea, just not all of them want to see you in panties and that’s okay! But it sure is fun to catch one that does :) 

Connecting With My Feminine Side

Ultimately my enjoyment of lingerie fluctuates, but generally when I’m on my own or with the right partner I find myself being comforted by a soft pair to wear throughout the day, like a small subtle reminder of the connection I have to my feminine side, or a silky smooth and revealing pair to change into with a matching top after the gym or work that I’ll continue lounging in for the remainder of the evening. Women shouldn’t get to have all the fun when it comes to underwear and intimate wear because at the end of the day it really is a fun little treat to have wrapped around your body. I’d like for more people to become comfortable with branching out of the boxers and boxer-brief mundane life a lot of us men live and try on a little something more revealing or soft and delicate. You only live once after all so why not try something new. 

Advice for the Curious

If you’re just getting started I’d recommend starting with a simple brief, try something without an aggressive elastic waistband and pick out a soft fabric. One of the easiest things you can do is just try out a more feminine color. You don’t have to jump into the deep right away. But then if you like that, try out a thong and if you like that then you’re really on your way to trying anything else you want!

Follow Caviar Cowboy on their socials:

X