I have always had a weird relationship with my Dad. He was never the type to go in for hugs and we would only ever shake hands when we said hello or goodbye.
I enjoyed crossdressing growing up. Hid it from my parents for the most part. Taking clothes from my mom to wear in my bedroom. I was caught once at a young age wearing her clothes by my Dad but nothing really happened. He would turn a blind eye to it probably hoping it was just a faze.
When I was around 20 I was home from college thinking my parents were gone for the night and I got fully dressed up as I usually did when I was by myself. Black tights, heels, skirt, blouse, fake nails the whole deal.
Long story short, My Dad comes home much earlier then expected and walks into the house to see me like this. He hadn’t seen me dressed up other then the time when I was a younger. He was a little surprised and caught off guard. I apologized and begged him not to tell Mom.