We currently have 44668 stories with more being added every day

A Regular Day in a Cute Skirt

Posted by: Author: Age: 55 Posted on: 0 comments
2 likes 481 views Category: Masturbation Male Solo Tags:

This is one of my favorite ways to start a day.


I have been wearing womens' clothing for a long time. It began when I was quite young and intensified when I learned how to give myself an orgasm.

I think that having my first orgasm when I was fully dressed in pretty feminine clothing has shaped a significant part of my sex life ever since. I have had many orgasms since then while wearing various skirts, dresses, and other feminine finery.

This morning, getting up early, I was horny and decided that only putting on one of my favorite skirts would do.

I went to the room where I keep my feminine clothing. I picked out a cute grey flannel skirt and a white sweater to wear on top. I put on a pretty red bra and panty set, put my breasts into the cups, and I pulled on my garterbelt. I favor the older style that provides more support. It is almost like an open-bottom girdle in fact.

I sat down to pull on a pair of my black stockings and attached them to my garters. Standing, I pulled on a pretty little white half slip with pretty lace edging at the hem.

My cock was definitely hard by this point and barely restrained by my panties and garterbelt.

I pulled on my skirt and zipped it up and then pulled my sweater over my head and pulled it down. I got my favorite pair of black slingbacks to complete the outfit.

I walked to my office, enjoying the feeling of my skirt moving around my legs, the feeling of my bra hugging my torso.

Sitting at my desk, I was very turned on feeling all of this wonderful clothing surrounding my cock. I was definitely ready for something good.

Reading some stories here on ST got me going. I could hardly restrain myself and finally found myself hiking my skirt up to pull my cock out of my panties.

Its tip is red, swollen and I'm leaking some clear precum. I do love the taste of my precum.

My attention is split between the story that I'm reading and the view of my skirt hiked up to my waist and my stockings held up by my garters.

About the time that the girl in the story is enjoying her orgasm at the hands (and tongue) of her best friend, I erupt in a delightful orgasm, spraying my stockings, my pumps and my floor.

It is now after that sweet eruption that I share this story. I hope that others who enjoy crossdressing and masturbation will share their stories too!



You must be logged in to post wall comments or like a story. Please login or signup (free).

Other Stories You May Enjoy