I was Caught Crossdressing by My Landlady

My name is Raul, I am from India. Since an early age I had a strong desire to dress up as a girl. I was so curious about girls clothes and other feminine things like makeup, shoes etc.  The first time I dressed in girls clothes was when I was around 10 years old and I wore my younger sister’s school uniform. It was a white shirt and gray pleated skirt. I also put on the knee length socks and her school shoes. The rush of dressing up as a girl was so intense and at the same time very relaxing for me.

As I looked into the mirror, I was mesmerized to see myself as a girl. I felt cute and girly. It was so lovely to dress as a girl. After that, I would sneak into my sister’s room quite often and wear whatever I could get my hands on. I even began to wear her bra and panties secretly, which I am not very proud of. But I couldn’t resist the urge to dress as feminine and girly as possible. I wanted to know how it felt dressing like a girl, wear a skirt or a bra, walk in heels, wear makeup and so on.



With time, the urge to dress as a girl kept growing more and more. I wanted to dress up completely from head to toe and experience the sensation. While growing up, I started having many close calls with my family and there were few moments I thought I was busted for crossdressing in my sister’s dress.

After school was done, I decided to move to a new city to get a college degree and also get my own place. That way I could really explore my feminine desires and dress as much as I wanted to and get a lovely experience of being a girl.

I started looking for places in another city where I could rent. I wanted a nice spacious flat that would offer better privacy. I found one on the web, called the owner and asked if I could come check out the flat. I went to the new city to check out the place. It was quite nice, the Landlady was super friendly and she showed me around the flat. It was on the first floor and semi furnished with a small balcony facing the road. There are 2 rooms, a kitchen, bathroom and a nice lobby. It was a nice flat and the price was reasonable so I got it. There are 2 more flats above my apartment and those were both rented by a small private office.

I moved into the new flat. I just couldn’t wait to order clothes, makeup, shoes and so many other feminine stuffs that I had always wanted to try on.  I ordered a lovely pink floral knee length dress, a padded bra and panty set, a nude pantyhose, a black long wavy hair wig and golden high heels. The stuffs finally arrived between the next 3 days.



After all the items were delivered, one night I decided it was time to finally dress up in my new place. I was so excited and a bit nervous to crossdress in this new surrounding. I shaved my facial hair, took a shower, and arrange all the things I would be wearing on the bed. Then, I closed all the curtains,  undressed myself.

First, I put on the bra and panties. Then, I stuffed the bra with some socks to make fake boobies. I felt so girly to have my own set of  lovely boobs. After that, I put on the pantyhose and finally the dress. I felt so cute and girly. My body was shaking with excitement and joy. I was loving it.

I still had to put on the wig. I went in front of the mirror and placed it on my head. It was a bit of a struggle to place the wig correctly in my first attempt. I was sweating trying to put the wig correctly. Finally, after a couple of more attempts, I finally fixed the wig somewhat correctly. The wig was a instant boost to my feminine image. I couldn’t stop looking at myself in the mirror. I looked so much like a real girl and I simply loved how I felt at that moment. It was pure joy and true expression of my real self. I jumped around for a bit in my new looks.

Then, I put on the heels I brought and strolled around my flat, it was so much fun than I imagined. I must have taken thousands of photos and videos that time. Then, I made dinner for myself, still dressed as a girl. It was such a new experience for me. Then I sat and had a lovely dinner, scrolled through some social medias and afterwards washed the dishes. Everything was just so much fun and different when dressing up as a girl. It was around 10 pm and I figured I could go out to the top of the building and do some exploring that very night. I shouldn’t have been that ambitious.



The excitement was so much that I couldn’t resist to venture out. I stepped out of my flat and started walking up the stairs. The heels that I was wearing made louds noise and I started getting nervous and scared. I wondered if I would get caught. I took some pauses to check if there was any sound coming from the Landlady floor. After I felt it was safe, I decided to walk up the stairs, this time more carefully. It was exciting to walk into the unknown. Very scary but at the same time very intense sensation.

I had walked to the terrace many times before, no one would be hanging there. I opened the door, step outside and closed the door. I slowly walked around to check if any of the neighbors could see me. I had to make sure I wasn’t seen by anyone. My heart was racing as I strolled around in the open air. After around fifteen minutes, I felt like it was safe enough to switch on some lights and to take some pics & videos.

I switched on the lights and it was so bright suddenly. I felt like I was on a spotlight and everyone was watching me. I felt super nervous but at the same time very excited. I took out my mobile and started taking pics and videos. I was completely carried away while taking pics of myself as a girl. There was a strong urge to take as many pics as possible dressed as a girl. Then suddenly, the door swung open and the Landlady was right in front of me. I froze completely, I couldn’t move my body or speak at all.

Just a few days in this new place and I was caught already. I was so embarrassed. I didn’t understand what I should do now.  What will my parents say if they find out. How will people react when they find out I liked dressing as a girl? There was so many questions bouncing in my head at that moment.



The landlady came closer and looked at me. She looked confused.

“Excuse me my dear, are you friends with Raul? He didn’t mentioned someone was joining him tonight.” she said.

It was strange that she didn’t realize I was actually Raul myself and not a girl. I had to tell her, there was no escaping this.

“Sorry Mrs.Camara, this is actually me, Raul. I just wanted to dress up and see what its like to dress up as a girl.  I am really sorry that you saw me like this.” I replied feeling very ashamed.

“Oh, is that soo? Wow, I would have never guessed. You look really pretty my dear. Did you buy all this dress and all this things yourself?” . She asked.

I nodded. I was so embarrassed.

“Its okay dear, you can dress however you like. You don’t need to worry about me or other people. Be who you want to be. Life is too short to care about what other people will think or say.”. She said with a smile.



” Thank you so much Mrs. Camara, it means a lot to me.” I said, finally looking up and she gave me a nice hug.

” You look wonderful dear. I just came up to check why the lights were on and came to turn them off.  I didn’t imagine I would catch you here. But I am glad I did. Now, you can dress up as you like and you are always welcome to come up here.”  She said.

I thanked her once again and she went down to her room. I was still shaking after what just happened and I was a bit angry at myself for being so reckless. But a part of me felt relieved that someone actually saw me dressed as a girl. I turned off the lights and sat there for a few minutes closing my eyes. I felt so alive and beautiful. Then, I went down to my room and slept without changing the clothes that I was wearing, all the time thinking how wild my night turned out to be.

Submitted by Raul ( Aachal )