▶ Femme name: Courtney Rose
▶ Location: Canada
▶ How long you have been cross-dressing: I think the first time I ever crossdressed was when I was around 12 years old. However, I only really started dressing more frequently and spending more time on my makeup and outfits for the past 3 years or so.
▶ What’s your favorite thing about dressing up: The transformation process of going from looking like a man to a woman and seeing the end result. The feeling of looking in the mirror after spending so much time on your outfit and makeup and seeing a woman look back is just euphoric!
▶ Things you can’t dress up without: Aside from the crossdressing essentials like a wig, makeup, and a girly outfit, I would say my shape wear is something that I absolutely can’t dress up without! Since I started wearing a bre@st plate, hip pads, and corset to give me a more girly figure, I just find it makes me feel so much more sexy and feminine.
▶ Reason you cross-dress:I think I started crossdressing out of the sheer curiosity of what I would look like as a girl.
But now that I’ve been dressing for so long, I think the real reason I crossdress is because it’s the only time in my life when I, who the majority of the time presents as a cis man, get to experience what it’s like to feel girly, feminine, and pretty. I love crossdressing because it’s the one time in my life when I can express my feminine side!
▶ Things you like doing after getting dressed:Pictures! When I dress, I usually pour myself a glass of wine, try on a bunch of different outfits and take so many pictures and videos of myself. I just love posting on my instagram and reddit pages as Courtney.
▶ Your favorite outfits/style: I’m definitely a girly girl when I dress! I love wearing skirts and dresses that show off my feminine curves. I think my favorite outfit would be my long-sleeved red dress because it was the first dress I ever bought for myself and to this day I still love the way it looks on me.
▶ Where do you buy your clothes/makeup/shoes from: I order most of my clothes, shoes, and makeup online from Amazon. However I also love going thrifting for women’s clothes when I’m in a new city, and some of my favorite outfits are ones I bought from thrift stores. This also helps me a lot with saving money because having two wardrobes can get expensive!
▶ How long does it take you to do your makeup and get ready: From the time I start with shaving to when I’m fully dressed and made up as Courtney is usually takes me close to two hours. Although it takes a long time, I enjoy every minute of the process and the end result is always worth it!
▶ What are the challenges you have faced as a crossdresser: The biggest challenge I’ve faced is trying to accept this side of myself. I’ve never told anyone in my personal life about Courtney aside from one or two very close friends because I feel like my family and other friends would not understand or accept this side of me.
Always dressing in secret and never being able to share this side of me with my family has always been a challenge. What has helped me overcome this challenge is knowing there are so many crossdressing communities out there who are all full of kind and supportive people. It has helped me feel less lonely and come to terms with this side of myself.
▶ Instagram: @courtneyrose_cd
Photo Gallery
I’ve been dressing since I was about 10 yrs old (58 now). I initially just put on my mum’s tights & panties after stealing them!
I used to go to my gran’s house to put them on when she would go to the bingo every Friday night for a couple of hours.
I would put on some of gran’s dresses too. Then Panstick foundation & lipstick to wear for about an hour or so.
As the only safe place was my gran’s house, I was limited to what I could wear.
When I was about 19, she sadly died. That was the end of that (although I think she knew what I did but never said anything).
I had just started going out with a girl for about a year. One day, she asked what would make me happy. I plucked up the courage to mention the tights & make up.
I was worried that she would think I’m a weirdo but to my surprise, she actually said it was OK by her!
She then let me try on her clothes, make up & shoes (we are both same size by coincidence).
Been together for 40 yrs now & she has always encouraged me to embrace who I am.
I have a large collection of everything I need to dress.
Most of it bought by her as she loves to see the different styles I can come up with.
She is the only one who knows.
Our son has no clue that this has been going on for all this time!!