The first time I dressed as a girl was for a school play. It was a comic role where some guys were portraying a group of girls. I felt a mixture of excitement and shame because my friends were going to see me portrayed in female clothing. Soon after, whenever I would see my mother’s lingerie hanging out to dry, I had the urge to touch and feel it. The urge changed to wanting to try them on. Once, when I was 14, I found some lingerie in the bathroom while showering. My curiosity got the better of me and I tried them on. Years later I don’t recall how they had felt against my skin, but I remember the intense feeling of excitement when I put them on and stole a look in the mirror. The feeling of disgust got the better of me and I pulled them off as quickly as possible. During those days, I tried on panties a couple of times for a few seconds while showering.

This phase wore off as I got busy with studies, but I always had a lustful look at whatever lingerie I saw around me, whether at home, in stores, in movies, and even on the women in commercials. While I dated, I had an immense fascination with the girl’s lingerie, but I never felt like trying them on myself. At the same time, I was fascinated with the act of waxing and wanted to try it. This wasn’t possible as I still lived with my parents. I wasn’t sure if I wanted to do it because it felt like a weird thing to do and something I should be ashamed of doing. In spite of it, my ultimate fantasy remains going out fully dressed as a girl!

A few months ago I moved to a different country and I now live alone. This has allowed me to experiment in a way I couldn’t before. My old girlfriend was horrified at the idea of me shaving my armpits (I had spoken with her about this and broached the topic as a health reason because it reduces the stink of sweat). So the first feminine thing I did after starting to live alone was to shave my armpits. I’m not sure that this only a female thing as I many of my guy friends do this. The feeling is amazing! I love how smooth my armpits feel and it does make me feel sexy. Soon, I began to shave my torso; a shaved torso feels much sexier than only having hairless armpits!

I can’t wait to go further and try more feminine things like shaving or waxing my legs. I also want to move on to feminine clothing. Speaking of clothes, I plan to buy a cute lingerie set for myself. I welcome anyone’s suggestions? I’d be interested in advice on what other articles of clothing I could try, which won’t show under my regular clothes (for now).

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A straight guy who loves to crossdress from time to time. I may do it just on the inside or I may go all out

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Akari KasshokuNinastephanie plumbCindy CarpendarLucinda Hawkns Recent comment authors
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Nina- I know the feelings you describe as they are similar to many I felt, I remember the early days of truly exploring this side of me as I slowly spread my wings. If you had told me five years ago that I would have flown across the country in full Cyn mode to go to Esprit, and then gone out dancing in a club, I would have recommended you be put in an asylum as I couldn’t imagine being so bold. But such is the power and confidence we gain with the support of our sisters here-whether they are… Read more »

Duck Duck

Cant give you any advise on lingerie but you should definitely try to wear a skirt. Your mind will get blown away from the feeling of freedom ;D and its fun just to spin around and get it lift. As fore me I love Flared skater Skirts, they look lovely and cute at the same time and as I said before its fun ;D

Lucinda Hawkns

yes wearing a skirt is breathless and exciting, feeling it move around, try wearing a nice dress too its exhilarating feeling and very sexy feminine look. i dress up its all the way panties,pad,nylons,dress or skirt and blouse and bra and make up and ear rings and perfume and a nice necklace

Brandy Loveslace

Hi Nina!
I’m new here too and new to crossdressing(3 months)
I think…
Take yourself to Victoria Secret and get yourself some panties.
Look online to see what size you will be. Get a couple different kinds/styles/materials to see which ones you like best. Personally, I prefer “hipster” and “cheeky” ones 😉
They feel so nice! 🙂
And go from there! And, wherever this journey takes you, good luck!
P.S. lingerie shopping can become addictive
I’m sure the other girls on here would attest to that lol


Olivia Faye Marie

when you are ready go for skirts and dresses. nothing like a dress to make you feel feminine.

Cindy Carpendar

Nina, I have been cross dressing for over 15 years. I enjoy the feeling of woman’s clothing and how it makes me feel. I first started buying clothes online at amazon. I then started browsing the women’s department at the local stores until one day I found something on sale that I could just not pass up. I went ahead and bought it with a few other men’s things. The another day you start buying things just from the women’s department. Just the other day, I bought two pair of leggings and a bra. nothing else and went through the… Read more »

Akari Kasshoku

I know I’m a little late to the party, but the other Gals are right, skirts are the way to go! And believe me, I know the frustration of the whole “Still live with my parents” scenario. Its the problem I’m having at the moment… :/

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