My name is Jerry and I’m 24 years old. Since I was a kid, I have been fascinated by feminine clothes. I used to admire my sister’s clothes and eventually got into crossdressing by wearing her outfits in secret. As time moved on, I tried resisting the urge to dress up as I didn’t have a lot of personal space inside my house.
And for a while, I stopped crossdressing. After few years, I got into a relationship with an amazing girl, Amanda. She was a beautiful & smart lady. We brought an apartment together and started living together. Things were really going great.
Amanda has a job at the pharmacy and I work as a freelancer. I spend a lot of time inside the apartment and there is a lot of Amanda’s clothes lying around. She has so many cute & hot outfits and I frequently wonder how those outfits would look on me.
One day, I woke up quite late because I was up all night working on a client’s project. I got into the shower and took a nice bath. When I came out of the shower, I noticed Amanda’s bra and panties lying in the hanger. Amanda had already left for work. The temptation was so strong and I couldn’t resist the urge to put on her bra and panties. My whole body shivered with excitement when I put them on.
It felt so wonderful to get in touch with my feminine side again. I walked around the apartment and spend almost 2 hours taking photos and looking at myself in the mirror. After that moment, I began to wear Amanda’s outfit more frequently but in total secret.
I would dive into her lingerie cabinet when she was at work and try on her latest lingerie. I would at most occasion get so indulged in dressing up that I forgot about time. I almost got caught two times and it was quite scary.
I thought about telling Amanda my crossdressing secret many times but I was really afraid she might break up with me after knowing. I decided not to tell her and see if my desire to crossdress fade out.
My interest in women’s lingerie grew bigger instead. I loved the feeling of wearing my girlfriend’s undies & her cute dresses, walking around the apartment and taking tons of photos & videos of myself.
One day, Amanda was away at work and I felt like checking her wardrobe to find something nice to wear. I picked a black mini dress and one of her sheer pantyhose. As I was pulling the pantyhose up through my legs, it suddenly ripped from the left side. My heart began to race and I got very nervous thinking Amanda would find out.
I undressed quickly and put the stuffs back in her closet. A few days passed and she didn’t mention anything about that, so I thought she must have missed it.
After few weeks, I decided to try on some of Amanda’s lingerie again. I picked out a red one from her closet and put them on. I walked around the room and couldn’t stop admiring myself in the mirror. As I was fantasizing about what to do next, I suddenly heard the front door open.
I froze with horror and couldn’t think about of what I should do next. It was Amanda, she was home early. She called out my name a few times but I was just too numb to respond. I decided to rush to the toilet and hide there. Amanda walked up into the bed room and called me again.
“Jerry, come out. We need to talk! I know you have been wearing my clothes.” Amanda said out loud.
My heart was pounding. How did she know about it, I wondered. I was really busted this time. I came out the toilet and Amanda had bit of a shock seeing me in her lingerie. I felt so embarrassed that I couldn’t even look at Amanda and explain.
“I knew something was up. After I started to notice my outfits & closet feeling a little strange, I decided to install a hidden cam to inspect. I thought you were bringing a girl in the apartment and cheating on me. But I have to tell you, I was quite surprised by what I found out instead and I think you know all about it.” She spoke glancing at me.
” I am so sorry Amanda, I wanted to tell you about this before but I never got the courage.” I replied, feeling quite guilty.
“Let me show you something. I am sure this will be very interesting for you.” She said while taking out her mobile.
Then she played a video. I was stunned, it was a video of me going through her stuffs and trying on her outfits & stuffs.
” I have a lot of videos like this that the camera managed to record. You have been really naughty, going through my stuffs without my permission. I am pretty mad but I was quite surprised that you like wearing my clothes.” Amanda said.
” I won’t do it again. Please forgive me for not telling you. I am really sorry Amanda. I hope you will give me second chance.” I pleaded.
” Yes, I will give you a second chance. I have made a perfect plan.” She said looking quite serious.
” I will do anything, just forgive me.” I replied.
” Fine, tomorrow you will spend a whole day as a girl with me. You will do everything that I tell you to do. You will be my girlfriend for a day. We will even go out shopping. Do you understand? .” Amanda said.<
I knew there was no chance of convincing her now so I nodded. Lot of emotion going through my head.
Next day, we woke up and Amanda gave me a full makeover after breakfast. First, she made me wear her padded bra and lace panty. Then, she took out a white top, black mini skirt and black sheer pantyhose. I put them on, feeling quite awkward in-front of Amanda. She was smiling the whole time.
After I got dressed, she combed my hair, then added some hair extensions and tied it back. Then she applied makeup on my face and painted my nails too. I felt quite nervous but equally excited.
Amanda, brought out some of her heels and told me to put them on. After trying out a few pairs, a black pair of heels really matched my size. She then told me to walk around in those heels. She probably wanted to check if I could walk in heels properly or not.
She gave me a few lessons about how to present myself as a girl. After some moments of practicing, she told me that we were going to the mall and do some shopping.
I hesitated but she wasn’t talking no for an answer. She persuaded me to get into the car and go to the mall. My heart was racing the whole time and I felt shy & nervous about my new appearance.
Luckily, when we reached the mall, it seemed less crowded. But I was really too scared to step outside. Finally, after quite a discussion, Amanda convinced me to step out of the car.
Then we went inside the mall, my heart racing faster with every step I took. It felt like everyone was just staring at me. I could feel butterflies in my stomach. I held Amanda close to me the whole time and she seemed to enjoy seeing me like that.
I didn’t speak the whole time while shopping, fearing people might point out that I wasn’t a girl actually. I just followed Amanda around like a needy child. After visiting a few shops, I begged to go back.
She finally agreed and we drove back home. When we reached the apartment, I was so relieved. My feet were killing me after wearing heels for a whole afternoon. It was a crazy experience that I couldn’t believe happened with me.
Amanda accepted my crossdressing later and now lets me crossdress inside the apartment. Sometimes, we go out with me dressed as her girlfriend and its always so exciting when that happens.