The room was filled with sunlight. Through the window, I could see the hotel pool below and the ocean in the distance. The room felt new, fresh, clean, and bright. I dropped my elegant navy and white polka-dot jumper on the floor as I slid next to my boyfriend. He was facing the window and murmured as I wrapped my brown sun-kissed arms around him. “This is really nice,” I said. “I’m so tired,” he replied. “Let’s skip the bike ride.” “Fine by me,” I said smiling to myself. He had no way of knowing what I was wearing while he had his back to me. On a whim, I decided to wear something sexy under my jumper today. Lacey black bikini underwear and one of my very favorite black lace bras. I enjoy wearing sexy things under my clothes and had sort of forgotten the pleasure of it. My boyfriend and I were always on the go from one athletic event to another. With COVID and the lack of gatherings, there hadn’t been many opportunities to “dress up.” Today was different, however. Today we were invited to a Bat-Mitzvah. So this morning I picked out a conservative long navy polka-dot jumper. It was a really nice garment with a silky lining. I decided this was the right time to wear something sexy underneath. My little secret under the jumper. Something that would make me feel a little naughty during the religious ceremony.
Now I held him from behind, my lacey bra pressed against his back. He was drowsy and I wondered if anything would happen at all. Either way, it was fine. I had no real agenda. I felt good lying there holding him in this bright airy room. The sun warmed us through the window as we lazily watched the people swimming in the pool six stories below. “Are you okay with this?” he asked as he rolled over towards me. “Completely,” I answered watching his eyes suddenly light up. “What is this?” he asked as his hands began to caress my chest. “I just felt like being a little more feminine this morning,” I said with a devious smile. “It’s beautiful!” he responded as he began kissing my cleavage where pink ribbon ran through the lacey scalloped cups. “This is a Trans woman’s fantasy,” I thought.
My boyfriend of course had no idea the years I had fantasized about a moment like this. I used to imagine a man looking at me the way he was. His eyes and body clearly excited by my breasts encased in this frilly little thing pushing them up and together. “Is this new?” he asked. “This old thing?” I replied playfully. In fact, this bra was a bit older than I would have liked to admit. I purchased it on eBay years before I transitioned a decade ago. At the time I had discovered there were people selling exotic and expensive lingerie on eBay and had come across this particular piece during an evening’s browse. What was even more incredible is that a former girlfriend had owned a bra exactly like it. I had been as enthralled by the delicacy of the lace and the subtle contours of the demi bra shape at the time. The perfect breasts they surrounded only increased my fascination. I knew this eBay item had to be mine. I was thrilled when it arrived and enjoyed private evenings admiring it on my breastless form for years before I transitioned. But oddly, since I had my own breasts my interest in it had waned. I had fallen into the “comfortable” bra trap I used to disdain in women. Bras lose their fascination when you wear one 12 hours a day!
But here, now I had my own set of perky D-cups spilling out of this less ambitious C-cup demi bra. I felt super sexy as my boyfriend delicately examined the boundaries of lace and skin, caressing me and circling closer to my more sensitive areas. I was a bit surprised by his reaction given that he hadn’t formerly expressed much interest in lingerie. He preferred me without any adornment, which I have to say has remarkably become my own preference. I never thought I would say that pre-transition, but after working so hard to create this feminine shape, I found the adornments I put on it are far less interesting than they once were. I sometimes reflect on my former obsession with women’s things and am glad to be released from that burden. However, it’s still fun to sometimes put on a lacey bra and watch as your partner’s eyes light up.
