Peter the Sissy

YES! She really won't be home! I thought to myself as I cycled towards my house. My mother's car was missing from the driveway, meaning her plans for visiting a distant aunt hadn't been cancelled after all. Her wardrobe would be all mine for the entire weekend and I couldn't wait to try on her clothes. Aside from everyday clothes fit for a single mom, there were several items for special occasions such as going out for drinks. And even better, during a previous raid I had found a hidden box with lingerie.

Fantasizing about wearing your mother's clothes might seem strange or even perverse, but not to me. I have secretly been a crossdresser since I turned 19. Things didn't stop there, as I found about sissies when I was looking for crossdresser porn. I now own several toys and some lingerie, sometimes cam and occasionally try to meet a man for sex. Unfortunately, that last part isn't really working out so far, with the men often being total weirdo's and when they aren't I get cold feet. I know, pretty terrible.

"Hey Peter, you seem happy. Anything good happen?" my neighbor asked, noticing the large grin on my face. I hadn't noticed him while fantasizing.

Jacob, a man in his late 40's or early 50's was one of our neighbors and currently smoking a cigarette in his front garden. His large belly hung over his trackpants, while his shirt had some stains on it. Because of his size and friendly demeanor my mom had started to jokingly refer to him as the local Buddha, supposedly sharing ancient wisdom while going on one of his many smoke breaks. To me he was just an ok dude as I didn't have much interaction with him.

"Yeah, I got the house to myself this weekend. I already invited the supermodels."

Jacob laughed at that, blowing his smoke in my direction causing me to cough.

"Hey, watch it!" I managed to get out between coughs. "You are killing me here. Just when I have the house to myself!" I jokingly added, laughing with him after the smoke dissipates.

"Well, you weren't gonna get laid anyway if you are acting like a sissy. Just a bit of smoke never hurt anybody." He laughs even louder at his own retort, although I stopped smiling. Just like how some people cannot use the word 'daddy' anymore, the word 'sissy' in everyday language is ruined for me. Still, I do my best to **** a smile.

"Oh, cheer up, just a harmless joke." He grunts, taking another drag from his cigarette. "Now, I won't keep you any longer. Go and call those lovely ladies of yours. I'll see if I can contact mine." Waving dismissively, he walks back into the house.

"Sage wisdom my ass. Bad jokes, that is what he got." I muttered while putting away my bike.

I run to my room to boot up my computer. Not waiting for it to finish I go and check on the bounty in my mother's closet. There is just so much choice! I pick out several items I really want to try, carefully remembering where I took them from. The picked clothes don't make a coherent outfit, having been solely chosen because of sexiness and how the fabric might feel on my skin. After all, the entire weekend could be used for experimentation, so I can always switch.

I put the bundle of clothes on my bed before logging in. Once again, many people were online in my town. In the end I decide to just put the filter on preference instead of distance. I probably would end up just camming after all, so why limit myself? While accepting a few chats and sending out 'Hello' a few times to potential doms I stripped quickly.

Looking at the large mirror on my door I grabbed a pair of stockings and started to put them on, watching myself while doing so. The soft feeling on my skin was like heaven causing me to almost purr like a cat. They just felt so nice and snug on my legs! The suspenders were next, although they required some fiddling to put on correctly. Even though dressing up had become a regular thing, putting the items away gently was still something I refused to do. And every time it would bite me in the ass, having to spend several minutes untangling everything. Next was a party dress that showed a lot of skin and was quite short. Thankfully it covered the breasts rather well, meaning I could use it with my homemade breasts, made from socks with rice.