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Caught Wearing Girlfriend’s Clothes

Caught Wearing Wife's Dress

My name is Garry and I am going to share one of my scariest moment as a crossdresser about how my girlfriend caught me wearing her clothes.

Since I was a kid, I was quite attracted to feminine clothing like skirts and dresses that girls used to wear. I really wanted to dress like a girl and wear cute outfits. I didn’t have any sisters so the only feminine outfits I could try was my mother’s clothes. It was only after I joined college and moved out from my parent’s house that I got the opportunity to dress up more freely.

I started to crossdress quite a lot during my college years and used to buy a lot of outfits and feminine stuffs online. It was just so wonderful to dress up and express my feminine side. But time and again, I felt like it was sometime I shouldn’t be doing and would purge all my feminine stuffs.

I tried many times to stop myself from crossdressing but sooner or later, I always felt the need to dress up and just express my feminine side. Then I would buy stuffs again to dress up and again after some months, I would throw away all my girly things to try to stop my crossdressing habit. It was going on like that for sometimes.

As time passed, I got into a relationship with this lovely girl I met at a friend’s party. We got really close and started to hang out together all the time. Then I  asked her to move in with me and she did. I decided to stop crossdressing for good and after that I didn’t dress up at all.

Everything was going great, I had a good job and a lovely girlfriend. I didn’t have too much time to think about crossdressing and I felt no urge to dress up. But after 6 months or so into our relationship, one day as I was going through the folders in my laptop, I found old pictures of me crossdressing and it immediately brought back so many memories. I did miss dressing up and feeling cute, and expressing my girly side. Slowly, after that moment, I started having the urge to dress up again.

So, one day while my girlfriend was out. I opened her closet and I could feel the thrill flowing in my body again. I looked around and then took out one of her panties and padded bra. I didn’t know if the bra and panties would fit me and when I tried them on, they did. I could sense my heart beat getting faster as I looked myself in the mirror.

Then I started browsing through my girlfriend’s lingerie collection and found a bunch of pantyhose. I took one out, put them on and it felt wonderful. Next, I took out one of her formal wear. It was a white blouse and black skirt. I put them on and I could feel the rush inside my body. It was an incredible sensation. The clothes were a little tight for my body but I could fit in them.

After posing and walking around for sometime, I started to feel like I was missing something. I realized I didn’t look girly enough without a nice hair wig and high heels. Then I decided to try on one of my girlfriend’s heel but unfortunately they were too small for me.  After few minutes, I took everything off , put them back and walked out of the room trying not to think about it again.

But I couldn’t stop visualizing about all the cute lingerie and clothes that my girlfriend had after that moment. I wanted to try on everything. And it started again, I would sneak into my girlfriend’s closet and wear her outfits whenever I had a chance. It went on for a month and then I decided to get myself a nice hair wig and a pair of heels. I didn’t wanted to buy more things because I knew it would be a problem to hide them from my girlfriend.

It was exciting to order the wig and heels online. I couldn’t wait for them to arrive. And after few days, they did. I hid them in the storage room in my old CPU case.  As time passed, I was dressing up more and more in my girlfriend’s clothes.

One day, while my girlfriend was out with her friends on a weekend. I decided to give myself a full makeover and do a photoshoot afterwards. I had already planned everything and after my girlfriend was out, I got dressed in her black dress and sheer pantyhose.

Then I decide to do a full glam makeup look and it felt amazing getting ready for a full transformation. I put on some foundation, then some eyeliner , mascara, and finally a red lipstick. After I was done with makeup, I put on my hair wig and  the high heels. I loved how feminine I looked. I was so excited to walk around the house and take lots of videos and photos.

My girlfriend was only supposed to be back in the evening so I thought I had plenty of time to keep staying dressed. I walked around the house in heels, took a lot of photos and I was having a great time. After some hours, I felt like taking videos in my bedroom. So, I went to the bedroom, setup the camera in the tripod, put on some music and started taking videos. While I was doing so, I was unaware that my girlfriend had came home early and with the music on, I didn’t hear her parking the car in the garage.

It was the moment every secret cross-dresser dreads; I was posing in-front of the camera when the door swung open and I saw her. I was completely terrified and she was quite shocked seeing me like that too. I just froze looking at my girlfriend. I was so embarrassed that she saw me like that and to make matter worse, I was wearing her clothes and makeup too. I didn’t knew what to do next, I was so busted.

“What are you doing? I can’t believe this.  Are you doing a prank on me or something?”, she asked me.

I didn’t know how to reply back. I covered my face and just stood there. My girlfriend was pretty confused about the situation and I didn’t blame her. Then she came close to me and we both sat down on the bed. I never felt so humiliated in my life before and I apologized to her.

I had no other option but to tell her everything and I was surprised how calm and supportive she was. She patiently listened to me and told me it was all-right.  She did mentioned that it would have been better if I had told her about my crossdressing before. Then I went to change clothes and she stopped me and said ” You do make a beautiful girl”. I blushed and she kissed me.

After that incident, we had a long conversation and I had to convince her that I wasn’t interested in men but I did like to dress feminine once in a while. She was very understanding. I was sure she would leave me but she didn’t and now she is okay with me dressing up sometimes but only inside the house. Now, when I think of it, it was better that I was caught because after that I felt really relieved and accept myself for who I am.

Sent by Garry

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  1. I also love to dress a a girl an go out on the town shopping , with my wife

  2. I have been cross dressing since the age of ten. From once in awhile to full time, even at work the past two years. My wife is a little reluctant and is helping me. She says I should have been born a girl and she is right. Neck down I’m female today and extremely content. I am happy for you,acceptance with my wife was hard on me also. She believes it about sex and she is coming around. We have been celibate for the past three years. For me it’s a trade off to be me.

  3. Love cute story so fun to read it .

  4. I also love to dress as a girl n go out on the town.

  5. I also love to dress as a girl.

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