I Was Caught Wearing High Heels I Am Guy

I was in college at the time, and had established a "normal" look wearing a Bass sandal (women's Sharon). It was the spring if my freshman year, and I needed a new pair, so I went to the bass outlet store. Of course, my staple sandal...

It was a long time ago when I was in my 30;s. I had been wearing high heels a long time going out late at night and walking in places that I was reasonable safe. The urge to "kick it up a notch" had been in my mind for a long time. I...

My first time in high heels was when I was about 5 years old. I would go into my parent's closet and try on the oversized shoes. I would always gravitate to my mother's 3-4"  heels.

My mother loved it. She would giggle and tell me...

i drive a truck for a living and was traveling in El paso when i got stopped by the police. i was in a skirt and top with nylon's and heels on i was made to stand on the side of the road for 15 minutes while dressed this way

I'm a guy that wears high heels. I have been doing this for some 20 years, secretly. The last few years have seen me become more confident in wearing heels out doors.
More and more I am realising that people generally don't notice, or...

When I was 14 yrs old I used to visit my aunt who lived in a rural town mostly on weekends.I used to stay overnight and on this one occasion my female cousin was gone for the weekend so my aunt let me stay in her room.My aunt had to go...

It was early in the morning and I was delivering news papers which I did every morning and I was wearing a short black skirt with hose and black patent heels I would wear this almost every morning, on this day I had run into a large bug...

It was my first pair of stillettos. I was in my teens and living at my parents in a small village. I had worn them around the house and loved them indoors, but I desperatly wanted to go out in them. I love the feeling of...