This story is real and happened a while ago, also while 21+
So I’m finally living in my 1st apartment while in college. It was honestly the best feeling: freedom, fantasy and self discovery.
I had been wearing panties for sometime and had amassed a great collection, some purchased, some borrowed buy all commingled in my top drawer because I lived alone. At the time, some of the panties I owned had the matching bra so there were quiet nights I would get all dolled up and just transform into my sissy self.
Well one afternoon I get in a cute thong with matching bra, sadly purchased, and loved the fact that I’m able to lounge around my place acting all girly and slutty. The blinds are kind of open but it’s the day so you cannot see in really. As day turns to dusk and dusk to night I’ve decided it was time to play. Now I could have played anywhere but seeing myself dressed up, I wanted to see myself play.
I went into my bedroom, turned on the light, sat up against my bed on the floor and faced the mirrored closet doors and started to lube up and play. I have to admit, it looked very sexy.
As I’m stroking I see I the cherry of a cigarette get brighter in the mirror. My. Heart. Sinks. The neighbor was on her balcony watching me play while dressed. I panicked but didn’t move. I didn’t know what to do. As I put everything together I now feel my cock is throbbing and harder than ever in my hand. With my thong pulled to the side I start feeling my body all over again. It was electric.
I didn’t know how long she was there but I didn’t want her to leave. I started getting in different positions and seeing how feminine I looked in the mirrored doors and she didn’t move, but kept smoking. Finally I stood up, reached for a dildo and began fucking my ass. I never felt more alive.
It didn’t take long for the dildo to just be a plug and I began stroking as my admirer kept watching and smoking.
When I finally came, it was a mess, bra, panties, body was covered in cum, but then post ejaculation set in…I looked in the mirror and sadly she was gone.
I would love to say that we exchanged pleasantries and we both knew our secret but I was never able to see her other than a few more times when she smoked on her balcony with me acting like a lingerie slut.
Source: reddit.com/r/gonewildstories/comments/in7fk4/crossdressing_m_the_time_i_got_caught