From an early age like most I started to get a desire to wear womens clothing. I would always take my mom's thing's and put them on and masturbate in them. The feeling was nothing like I have ever felt before.
Around the age of 16 I had gotten a job and started buying my own things,lingerie and such with the money I earned from the job.
Prior to that,around the age of 13 my mom had left my dad and he struggled to keep his head above water to provide he and I with a good home.
Mom left him because she caught him in a compromising position with another guy so she just packed her stuff and left. It was always weird,mom and I were never close anyway so it didn't really bother me at the time when she did leave.
So anyway,after she left, dad would always have some random guys stop by the house and disappear into the bedroom for a few hours and knowing what they were doing,I wanted my own lover to play with.
My wish came true that Friday night. Jack came by the house looking for dad and I told him that he would not be home for about an hour or so and that he could come in and wait if he wanted.
Jack was a stocky man,but good looking around 40 or so and I knew his daughter from school.
He came in and sat down on the couch and I offered him a drink. I get his beer and return it to him and I go to my room.
I have a plan,now this plan is either going to work or it is going to blow up big time in my face,but no guts,no glory,right?
Once in my room,I put on a pair of red satin panties and matching bra,black thigh highs and black heels,my hair was already shoulder length,so no wig needed. I put on some bright red lipstick and a bit of eye makeup, slip on my one piece black dress,look in the mirror and say to myself "let's go slut".
I walk out into the living room and Jack let's out a "HOLYSHIT!"
I walk over to him where he is sitting on the couch,get down on my knees and spread his legs apart.