The beach in Confessions

  • Dec. 19, 2015, 9:54 p.m.
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  • Public

Back in September on the last time that Sarah and I went to the beach together, she asked me if I would ever consider wearing a bikini or some other type of women’s swimwear. I was still getting used to the idea that she was being completely accepting of my cross dressing, and I eagerly agreed that that would be something I’d be willing to try. She seemed pleased and made a comment that she now had a Christmas gift idea for me. And that was the end of the conversation.

Fast forward to early December and we’re in the mall doing some general shopping and also looking at a few gift ideas for family and friends. This being southern California, I suppose I wasn’t surprised when we walked passed several racks of swimwear in a department store even though it is December. Sarah immediately drags me over to it and instructs me to give her some ideas of what styles I liked. I hadn’t realized until that moment that she was actually serious about the gift idea.

So we browsed through the swimwear. After a surprisingly long time of looking at different options, I narrowed it down to a bikini top and boyshorts bottom. Not certain about sizes, I actually took them over to the mens fitting room and tried several of them on until I found the one that fit just right.

Sarah said that since we’d got the one picked out already, she would just buy it right then and there and that I should act surprised on Christmas.

That following weekend, we were having some really warm weather and I suggested a trip to the beach. The water was going to be too cold to do any swimming, but it was still a nice enough day to walk on the sand and enjoy the sun. I hadn’t even been thinking about the new swimsuit, but as soon as I suggested it she said she’d go to the beach with me only if I’d accept my Christmas gift early and wear it.

To my surprise, she had also bought me this little lacy sundress to wear as a cover-up, and some very girly flip flops. She presented this all to me as my beach outfit for the day. This was going to be the most blatant public cross dressing I’d ever done, and I was a little nervous about it, but having Sarah be so supportive made me a lot more comfortable.

I shaved a few spots and then got dressed. We drove to the beach with me wearing only the new outfit, so I had no way to cover up if I changed my mind. Sarah was wearing her one-piece and full-length cover-up that she always wears to the beach.

We parked a lot more easily at the beach in December than we would at the summer. I looked out over the beach and there were a good number of people out there, even people out swimming in the water. I felt a moment of hesitation because I’d thought the beach would be almost empty.

But we got out of the car and walked the beach. We even got our feet in the water. I didn’t get the impression anyone particularly noticed or cared about how I was dressed, but who knows what anyone was thinking behind my back. The sun was bright and hot and I wondered if I’d get any tan lines on my upper body from the bikini top, but I guess we weren’t out there long enough.

At one point when we were way down at the end of the beach, I mentioned that I needed to use the restroom and started walking towards the dirty beach bathrooms. Sarah told me the I needed to use the ladies room because of the way I was dressed. I immediately said no. But she told me that there was a new California law that allowed trans people to use the bathroom of their identity even if it didn’t match their body. I hadn’t heard of that and wasn’t sure if she had her information correct.

But I found some courage and went into the ladies room. There was one stall being used and no one else in there. The woman in the stall stayed there the whole time I was in the restroom, so no one technically ever saw me.

As I was sitting there peeing, it dawned on me that Sarah has essentially just referred to me as trans. I don’t think of myself as trans at all, just a guy who likes to wear womens clothes from time to time. When we got back in the car I asked her if she thinks of me as trans, and she said “not really.”


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