Sitting in my car on a cool March night, I was trembling. To the passerby, I was just a mid-20s guy in a hoodie with long black hair…but they weren’t the only thing I was wearing. Suddenly, there’s a knock on my passenger side window. I just about jumped out of my skin. “Hello?” asks the tall man, peering into my car inquisitively. My heart catches, my stomach drops. It’s him.
A year earlier, I met him online. I had made a post on a meetup website, bored and brave one afternoon, where I posted an ad: I wanted to dress up in something cute, something girly, something sexy, then have some fun with someone. I didn’t expect any replies, but I got a couple, although most of them were creepy and insensitive. Then, he messaged me. He was different, kind and understanding. I told him I didn’t actually own any cute girly clothing. A week later, a package arrived at my door. Inside was a peach dress, backless and armless that covered my entire chest up to my neck and fell down around my mid-thigh. Along with the dress, a pair of American Apparel white gym socks that ran up the entire length of my leg. Then, hidden at the bottom, a small sky blue thong. It all fit perfectly. I tried it on and took photos at his request. I posed and flaunted around my room. It felt amazing. The dress fluttered and I could feel my thong pulling tight up my butt. I felt girly.