For those of you who have ever thought about dressing up on vacation; here you go. I booked a solo cruise and decided to bring some of my girl clothing along. I had everything I needed: a wig, shoes, makeup, and all the accessories.
The cruise was surprisingly only 40 present full. I got all dressed up, and at nine I decided to go out for an adventure. I hadn’t gotten very far when I came across three teenage girls, all around age 15 or so. I thought I looked pretty convincing, but after I passed them I could hear a lot of giggling. I hurried back to the room and sat there embarrassed.
I decided not to let it bother me and try again, going back out. I headed to one of the cocktail bars and found a seat in a corner. It was a little bit darker, so I felt I wouldn’t be as noticed. The waitress was amazing, she referred to me as Miss right from the start and didn’t even blink an eye. I guess they are used to serving some of us on their ships and they are trained in how to handle it.
It felt amazing, so I went outside for a nice long walk in the ocean breeze, in a really nice dress, and I felt amazing. The light breeze and the ship’s movement made the chiffon flow so nice. For one of the first times, I knew that dressing up was meant for me. There were only a few adults who took a quick glance at me and then looked away. One woman made a comment to her husband and the other couple. The others didn’t seem to care.
The following night, I decided to wear a little more feminine-style dress, more fancy. I didn’t hesitate and went out with confidence. I walked around for hours; my only regret was that I hadn’t asked the waitress to take my picture. On the third night, I met a woman and stayed in guy mode. In hindsight, I wished I stayed En Femme the entire time, as I had brought several other very lovely dresses and some new sexy shoes that I didn’t get a chance to wear.
I’m making plans for another vacation soon. As for my advice; I would say go for it. If you’re not in your neighborhood then why care who sees you!
Before I was married, I told my partner of my love for lingerie and pretty things. She said it was no big deal. After we got married it became a problem. We all know that we need to dress. So now, I go on vacations, and I am working up to going out in public more often. I believe it is healthier to be yourself. I hope this helps all of the girls who have doubts and fears.
Sophia
Latest posts by Sophia Klien (see all)
- Dressing on Vacation - May 31, 2024
So glad you enjoyed your outing. I’ve done a number of sole cruises where my evenings are my girl time. I’ve never had a bad experience and the cruise staff are always so nice. Love the formal nights and time to be just me. Do wish you enjoy more girl time, life is too short to not. Hugs!
You are so right Patie, life is short ! As I get older I am so glad I did things that I had dreamed of doing. My family has always been my main concern and will always be. But I realized I can’t take care of them if I don’t take care of myself.
@Terri Wish I did more in my younger days, but happy that I can still get out and enjoy. Best to ya!