Pleasing Bill: A Crossdressing Story #1

Chapter 1: A Couple of Painters

One very long boring day in the middle of summer, i was home all alone, my parents were at work and my siblings out somewhere. I decided it would be a good day to dress up and have fun while i was home alone. I went to my secret stash of clothes i keep in my closet and picked out my purple lingerie. It consisted of a purple and black lace bra with matching thong and garter belt with black stockings. I put it on then went to get my cute blonde shoulder length wig, it fitted nicely as i applied my make up.

Once i looked like a sexy girly slut i went to go and take some of my sisters perfume and spray some on myself, i always loved smelling like a girl along with looking like one. When i was in my sister’s room i used her best perfume and even used some of her good make up. I was looking at myself in the mirror when i heard the front door open.

I freaked out because no one was supposed to be home, quickly, i locked my sisters room and listened at the door. It sounded like two men with some kind of equipment, they were acting like they were supposed to be here. I quickly texted my dad to see if anyone was supposed to be here. After what felt like the longest minute of my life he replied and said that they were here to work on painting the walls of my parent’s room. I was relieved but also still scared because i couldn’t get to my room to change back into my clothes, and i couldn’t stay in the room because my family would be home and find me like this. I had left my boy clothes in my room, I had no choice but to put on my sister’s clothes and makeup to look as passable as possible, so they wouldn’t notice i was cross dressing and say something to my parents. Once i had put on a blue sundress, and enough makeup so my own mother wouldn’t recognize me, i opened the door to walk to my room, which was downstairs and wait there until they left. I got down the stairs when they noticed me.
There were two of them and it looked like one was in his early 20’s and the other one in his 50’s. They sounded like they were from a rural area and possibly from out of state. Both were wearing painting jumpsuits with many years of use.
“Wow! We didn’t know anyone was home, especially someone as sexy as you.” one of them said.
“Sorry, i was in my sister’s room looking for my phone charger.” I tried to say in my best feminine voice. I made my way down the stairs to my room and could feel them looking at me as ii descended. They could tell i was walking towards my bedroom door when one of them blocked my path.
“Hey, no need to get in a rush, baby. You can stay and chat for awhile, we rarely get a hot young girl to chat with.” The oldest one said. I backed up and sat down next to my parents bedroom doorframe, where they were setting up to paint it.